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Cruises Calling at San Juan

105 upcoming cruises that stop at San Juan, Puerto Rico, USA. Updated regularly; always confirm with the cruise line.

Celebrity Constellation
Celebrity Cruises
Round-trip from San Juan
⚓ Calls 02 Jan 18:007 nights7 portsDeparts 2027 Jan 02
View itinerary · 7 ports
7 days, round-trip Southern Caribbean
  1. 02 Jan 18:00Departing from San Juan, Puerto Rico
  2. 03 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 04 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  4. 05 Jan 08:00 - 17:00Roseau, Dominica
  5. 06 Jan 08:00 - 17:00Castries, St Lucia Island
  6. 07 Jan 08:00 - 17:00Bridgetown, Barbados
  7. 09 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$861from / pp
Rhapsody Of The Seas
Royal Caribbean Cruises
Round-trip from San Juan
⚓ Calls 02 Jan 18:007 nights7 portsDeparts 2027 Jan 02
View itinerary · 7 ports
7 days, round-trip Southern Caribbean Cruise
  1. 02 Jan 18:00Departing from San Juan, Puerto Rico
  2. 03 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 04 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  4. 05 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  5. 06 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  6. 07 Jan 08:00 - 17:00Roseau, Dominica
  7. 09 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$689from / pp
ms Rotterdam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 20 Jan 08:00 - 17:0021 nights16 portsDeparts 2027 Jan 02
View itinerary · 16 ports
21 days, round-trip Western Eastern Caribbean Mexico Leeward Islands
  1. 02 Jan 16:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 03 Jan 09:00 - 17:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  3. 05 Jan 08:00 - 17:00Falmouth Jamaica
  4. 06 Jan 08:00 - 17:00Grand Cayman Island, George Town Harbour
  5. 08 Jan 08:00 - 17:00Belize City
  6. 09 Jan 09:00 - 19:00Cozumel, Mexico, Riviera Maya
  7. 11 Jan 08:00 - 17:00Key West, Florida
  8. 12 Jan 07:00 - 16:00Fort Lauderdale, Port Everglades, Florida
  9. 15 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  10. 16 Jan 08:00 - 16:00St Johns Antigua, RCI Royal Beach Club
  11. 17 Jan 08:00 - 18:00Roseau, Dominica
  12. 18 Jan 07:00 - 18:00Fort-de-France, Martinique
  13. 19 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  14. 20 Jan 08:00 - 17:00San Juan, Puerto Rico
  15. 22 Jan 08:00 - 15:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  16. 23 Jan 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$2204from / pp
Carnival Dream
Carnival Cruise Line Cruises
Round-trip from Galveston
⚓ Calls 11 Jan 07:00 - 16:0014 nights8 portsDeparts 2027 Jan 02
View itinerary · 8 ports
14 days, round-trip Southern Caribbean
  1. 02 Jan 16:30Departing from Galveston, Texas
  2. 05 Jan 09:00 - 18:00Ocho Rios, Jamaica
  3. 08 Jan 09:00 - 18:00Bridgetown, Barbados
  4. 09 Jan 08:00 - 17:00Castries, St Lucia Island
  5. 10 Jan 07:00 - 16:00Basseterre St Kitts, Port Zante
  6. 11 Jan 07:00 - 16:00San Juan, Puerto Rico
  7. 12 Jan 09:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  8. 16 Jan 08:00Arriving in Galveston, Texas
Find this cruise to book →
$1044from / pp
MSC World America
MSC Cruises
Round-trip from Miami
⚓ Calls 12 Jan 09:00 - 23:0014 nights10 portsDeparts 2027 Jan 02
View itinerary · 10 ports
14 days, round-trip Eastern Western Caribbean
  1. 02 Jan 17:00Departing from Miami, Florida
  2. 04 Jan 09:00 - 18:00Roatan Island, Carnival Isla Tropicale-Coxen Hole, Honduras
  3. 05 Jan 08:00 - 17:00Costa Maya, Mexico, Riviera Maya
  4. 06 Jan 09:00 - 19:00Cozumel, Mexico, Riviera Maya
  5. 08 Jan 08:00 - 20:00MSC Ocean Cay, Bahamas private island
  6. 09 Jan 07:00 - 16:30Miami, Florida
  7. 11 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  8. 12 Jan 09:00 - 23:00San Juan, Puerto Rico
  9. 15 Jan 07:00 - 18:00MSC Ocean Cay, Bahamas private island
  10. 16 Jan 07:00Arriving in Miami, Florida
Find this cruise to book →
$1575from / pp
Valiant Lady
Virgin Voyages Cruises
Round-trip from San Juan
⚓ Calls 02 Jan 20:007 nights7 portsDeparts 2027 Jan 02
View itinerary · 7 ports
7 days, round-trip 7 Night Southern Caribbean Cruise
  1. 02 Jan 20:00Departing from San Juan, Puerto Rico
  2. 03 Jan 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 05 Jan 08:00 - 20:00Bridgetown, Barbados
  4. 06 Jan 08:00 - 18:00Castries, St Lucia Island
  5. 07 Jan 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  6. 08 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  7. 09 Jan 06:30Arriving in San Juan, Puerto Rico
Find this cruise to book →
$973from / pp
ms Nieuw Statendam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 06 Jan 13:00 - 22:007 nights6 portsDeparts 2027 Jan 03
View itinerary · 6 ports
7 days, round-trip Eastern Caribbean San Juan St. Thomas
  1. 03 Jan 16:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 05 Jan 07:00 - 15:00Grand Turk Island, Cockburn Town, Turks and Caicos
  3. 06 Jan 13:00 - 22:00San Juan, Puerto Rico
  4. 07 Jan 07:00 - 16:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  5. 09 Jan 08:00 - 15:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  6. 10 Jan 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$749from / pp
Vision Of The Seas
Royal Caribbean Cruises
Round-trip from San Juan
⚓ Calls 03 Jan 18:007 nights7 portsDeparts 2027 Jan 03
View itinerary · 7 ports
7 days, round-trip Southern Caribbean Cruise
  1. 03 Jan 18:00Departing from San Juan, Puerto Rico
  2. 04 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 05 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  4. 06 Jan 08:00 - 17:00Roseau, Dominica
  5. 07 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  6. 08 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  7. 10 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$758from / pp
ms Nieuw Statendam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 06 Jan 13:00 - 22:0014 nights11 portsDeparts 2027 Jan 03
View itinerary · 11 ports
14 days, round-trip Eastern Western Caribbean San Juan Mexico
  1. 03 Jan 16:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 05 Jan 07:00 - 15:00Grand Turk Island, Cockburn Town, Turks and Caicos
  3. 06 Jan 13:00 - 22:00San Juan, Puerto Rico
  4. 07 Jan 07:00 - 16:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  5. 09 Jan 08:00 - 15:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  6. 10 Jan 07:00 - 16:00Fort Lauderdale, Port Everglades, Florida
  7. 11 Jan 09:00 - 17:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  8. 13 Jan 08:00 - 16:00Ocho Rios, Jamaica
  9. 14 Jan 08:00 - 15:00Grand Cayman Island, George Town Harbour
  10. 15 Jan 11:00 - 21:00Cozumel, Mexico, Riviera Maya
  11. 17 Jan 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$1399from / pp
ms Zaandam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 11 Mar 08:00 - 18:0070 nights35 portsDeparts 2027 Jan 03
View itinerary · 35 ports
70 days, round-trip Grand South America Antarctica Voyage
  1. 03 Jan 19:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 05 Jan 08:00 - 17:00Grand Cayman Island, George Town Harbour
  3. 07 Jan 05:00 - 05:00Panama Canal
  4. 07 Jan 20:00 - 08 Jan 17:00Panama City, Fuerte Amador, Balboa
  5. 10 Jan 05:00 - 20:00Manta, Ecuador
  6. 12 Jan 08:00 - 17:00Salaverry-Trujillo, Peru
  7. 13 Jan 10:00 - 14 Jan 18:00Callao-Lima, Peru
  8. 15 Jan 08:00 - 17:00Pisco, Paracas-Puerto General San Martin, Peru
  9. 18 Jan 08:00 - 17:00Coquimbo, La Serena, Chile
  10. 19 Jan 08:00 - 18:00San Antonio, Chile
  11. 21 Jan 08:00 - 17:00Robinson Crusoe Island Chile, Juan Fernandez Islands
  12. 23 Jan 08:00 - 17:00Puerto Montt, Chile
  13. 24 Jan 11:00 - 20:00Puerto Chacabuco, Coyhaique, Chile
  14. 26 Jan 08:00 - 10:00Chilean Fjords, Patagonia
  15. 28 Jan 07:00 - 20:00Punta Arenas, Chile Antarctica
  16. 29 JanCape Horn, Chile Antarctica
  17. 30 Jan 06:00 - 18:00Ushuaia, Argentina
  18. 06 Feb 08:00 - 17:00Port Stanley, East Falkland Island UK
  19. 08 Feb 08:00 - 17:00Puerto Madryn, Argentina
  20. 10 Feb 10:00 - 18:00Punta del Este, Uruguay
  21. 11 Feb 08:00 - 12 Feb 18:00Montevideo, Uruguay
  22. 13 Feb 08:00 - 15 Feb 15:00Buenos Aires, Argentina
  23. 18 Feb 08:00 - 20:00Santos, Sao Paulo, Brazil
  24. 19 Feb 08:00 - 17:00Ilha Grande, Abraao, Brazil
  25. 20 Feb 06:00 - 21 Feb 17:00Rio de Janeiro, Brazil
  26. 24 Feb 08:00 - 23:00Salvador de Bahia, Brazil
  27. 26 Feb 08:00 - 23:00Recife, Brazil
  28. 28 Feb 07:00 - 17:00Fortaleza, Brazil
  29. 03 Mar 08:00 - 17:00Belem, Brazil
  30. 05 Mar 08:00 - 17:00Iles du Salut, French Guiana
  31. 08 Mar 08:00 - 18:00Bridgetown, Barbados
  32. 09 Mar 07:00 - 17:00Castries, St Lucia Island
  33. 10 Mar 08:00 - 17:00Basseterre St Kitts, Port Zante
  34. 11 Mar 08:00 - 18:00San Juan, Puerto Rico
  35. 14 Mar 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$15614from / pp
Crown Princess
Princess Cruises
San Juan → Bridgetown
⚓ Calls 03 Jan 19:005 nights6 portsDeparts 2027 Jan 03
View itinerary · 6 ports
5 days, one-way from San Juan to Bridgetown
  1. 03 Jan 19:00Departing from San Juan, Puerto Rico
  2. 04 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 05 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  4. 06 Jan 07:00 - 17:00Roseau, Dominica
  5. 07 Jan 08:00 - 18:00St Georges Grenada
  6. 08 Jan 07:00Arriving in Bridgetown, Barbados
Find this cruise to book →
$648from / pp
Resilient Lady
Virgin Voyages Cruises
Round-trip from Miami
⚓ Calls 06 Jan 08:00 - 17:007 nights5 portsDeparts 2027 Jan 03
View itinerary · 5 ports
7 days, round-trip 7 Night Eastern Caribbean and Bimini Beach Club Cruise
  1. 03 Jan 17:00Departing from Miami, Florida
  2. 06 Jan 08:00 - 17:00San Juan, Puerto Rico
  3. 07 Jan 10:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  4. 09 Jan 09:00 - 18:00Bimini Islands, Resorts World Bimini Bahamas
  5. 10 Jan 06:30Arriving in Miami, Florida
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$973from / pp
Crown Princess
Princess Cruises
Round-trip from San Juan
⚓ Calls 03 Jan 19:007 nights7 portsDeparts 2027 Jan 03
View itinerary · 7 ports
7 days, round-trip Southern Caribbean with Barbados and St. Kitts
  1. 03 Jan 19:00Departing from San Juan, Puerto Rico
  2. 04 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 05 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  4. 06 Jan 07:00 - 17:00Roseau, Dominica
  5. 07 Jan 08:00 - 18:00St Georges Grenada
  6. 08 Jan 07:00 - 21:00Bridgetown, Barbados
  7. 10 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$899from / pp
Silver Shadow
Silversea Cruises
Round-trip from San Juan
⚓ Calls 03 Jan 19:007 nights8 portsDeparts 2027 Jan 03
View itinerary · 8 ports
7 days, round-trip San Juan To San Juan
  1. 03 Jan 19:00Departing from San Juan, Puerto Rico
  2. 04 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 05 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 06 Jan 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  5. 07 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  6. 08 Jan 08:00 - 19:00Basseterre St Kitts, Port Zante
  7. 09 Jan 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  8. 10 JanArriving in San Juan, Puerto Rico
Find this cruise to book →
$4500from / pp
Crown Princess
Princess Cruises
Round-trip from San Juan
⚓ Calls 03 Jan 19:0014 nights13 portsDeparts 2027 Jan 03
View itinerary · 13 ports
14 days, round-trip Southern Caribbean Adventurer
  1. 03 Jan 19:00Departing from San Juan, Puerto Rico
  2. 04 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 05 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  4. 06 Jan 07:00 - 17:00Roseau, Dominica
  5. 07 Jan 08:00 - 18:00St Georges Grenada
  6. 08 Jan 07:00 - 21:00Bridgetown, Barbados
  7. 10 Jan 06:00 - 19:00San Juan, Puerto Rico
  8. 11 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  9. 12 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  10. 13 Jan 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  11. 14 Jan 08:00 - 18:00Castries, St Lucia Island
  12. 15 Jan 07:00 - 21:00Bridgetown, Barbados
  13. 17 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$1616from / pp
Sun Princess
Princess Cruises
Round-trip from Fort Lauderdale
⚓ Calls 07 Jan 07:00 - 15:007 nights5 portsDeparts 2027 Jan 03
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean with Puerto Rico Holiday
  1. 03 Jan 15:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 05 Jan 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  3. 07 Jan 07:00 - 15:00San Juan, Puerto Rico
  4. 08 Jan 08:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  5. 10 Jan 06:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$679from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 03 Jan6 nights7 portsDeparts 2027 Jan 03
View itinerary · 7 ports
6 days, round-trip 6 Night San Juan to San Juan Cruise
  1. 03 JanDeparting from San Juan, Puerto Rico
  2. 04 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 05 JanAnguilla Island, UK, Sandy Ground
  4. 05 Jan - 06 JanGustavia St Barths, Saint-Barthelemy Island France
  5. 07 JanMarigot, St Martin Island France
  6. 08 JanPrickly Pear Island BVI, UK Virgin Islands
  7. 09 JanArriving in San Juan, Puerto Rico
Find this cruise to book →
$3959from / pp
Norwegian Pearl
Norwegian Cruise Line Cruises
Round-trip from Philadelphia
⚓ Calls 07 Jan 10:00 - 18:0010 nights6 portsDeparts 2027 Jan 03
View itinerary · 6 ports
10 days, round-trip Caribbean Round-Trip Philadelphia Dominican Republic St. Thomas
  1. 03 Jan 16:00Departing from Philadelphia, PhilaPort, Pennsylvania
  2. 06 Jan 11:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  3. 07 Jan 10:00 - 18:00San Juan, Puerto Rico
  4. 08 Jan 07:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 09 Jan 07:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  6. 13 Jan 07:00Arriving in Philadelphia, PhilaPort, Pennsylvania
Find this cruise to book →
$999from / pp
Norwegian Prima
Norwegian Cruise Line Cruises
Round-trip from San Juan
⚓ Calls 03 Jan 16:007 nights6 portsDeparts 2027 Jan 03
View itinerary · 6 ports
7 days, round-trip Caribbean Round-trip San Juan Curacao Aruba
  1. 03 Jan 16:00Departing from San Juan, Puerto Rico
  2. 04 Jan 07:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 05 Jan 07:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  4. 07 Jan 07:00 - 20:00Oranjestad Aruba, Netherlands Antilles
  5. 08 Jan 07:00 - 20:00Willemstad Curacao, Netherlands Antilles
  6. 10 Jan 07:00Arriving in San Juan, Puerto Rico
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$1719from / pp
Emerald Sakara
Emerald Cruises
St Thomas Island USVI → San Juan
⚓ Calls 09 Jan6 nights7 portsDeparts 2027 Jan 03
View itinerary · 7 ports
6 days, one-way from St Thomas Island USVI to San Juan
  1. 03 JanDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 04 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 05 JanCharlestown Nevis, Nevis Island
  4. 06 JanFalmouth Antigua
  5. 07 JanGustavia St Barths, Saint-Barthelemy Island France
  6. 08 JanAnguilla Island, UK, Sandy Ground
  7. 09 JanArriving in San Juan, Puerto Rico
Find this cruise to book →
$5265from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 03 Jan 19:007 nights7 portsDeparts 2027 Jan 03
View itinerary · 7 ports
7 days, round-trip 7 Night Windward Islands Surf and Sunsets Cruise
  1. 03 Jan 19:00Departing from San Juan, Puerto Rico
  2. 05 Jan 09:00 - 22:00St Georges Grenada
  3. 06 Jan 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 07 Jan 08:00 - 16:30Mayreau Island, Grenadines
  5. 08 Jan 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  6. 09 Jan 08:00 - 15:00Marigot, St Martin Island France
  7. 10 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$3830from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 03 Jan 19:0014 nights14 portsDeparts 2027 Jan 03
View itinerary · 14 ports
14 days, round-trip 14 Night Star Collector Lovely Leewards Cruise
  1. 03 Jan 19:00Departing from San Juan, Puerto Rico
  2. 05 Jan 09:00 - 22:00St Georges Grenada
  3. 06 Jan 08:00 - 22:00Bequia Island, Port Elizabeth, Grenadines
  4. 07 Jan 08:00 - 16:30Mayreau Island, Grenadines
  5. 08 Jan 11:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  6. 09 Jan 08:00 - 15:00Marigot, St Martin Island France
  7. 10 Jan 07:00 - 19:00San Juan, Puerto Rico
  8. 11 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 12 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 13 Jan 07:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  11. 14 Jan 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  12. 15 Jan 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  13. 16 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  14. 17 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$6893from / pp
Norwegian Bliss
Norwegian Cruise Line Cruises
Round-trip from New York
⚓ Calls 08 Jan 11:00 - 19:0012 nights8 portsDeparts 2027 Jan 04
View itinerary · 8 ports
12 days, round-trip Caribbean Round-trip New York Dominican Republic St. Thomas
  1. 04 Jan 16:00Departing from New York, NYC Manhattan-Brooklyn
  2. 07 Jan 11:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  3. 08 Jan 11:00 - 19:00San Juan, Puerto Rico
  4. 09 Jan 09:00 - 18:00Basseterre St Kitts, Port Zante
  5. 10 Jan 07:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 11 Jan 07:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  7. 12 Jan 07:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  8. 16 Jan 07:00Arriving in New York, NYC Manhattan-Brooklyn
Find this cruise to book →
$1499from / pp
MSC Explora 1
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 04 Jan 17:007 nights6 portsDeparts 2027 Jan 04
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 04 Jan 17:00Departing from San Juan, Puerto Rico
  2. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 07 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  5. 08 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 11 Jan 08:00Arriving in Miami, Florida
Find this cruise to book →
$3850from / pp
MSC Explora 1
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 04 Jan 17:0016 nights12 portsDeparts 2027 Jan 04
View itinerary · 12 ports
16 days, one-way from San Juan to Miami
  1. 04 Jan 17:00Departing from San Juan, Puerto Rico
  2. 05 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 06 Jan 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 07 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  5. 08 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 11 Jan 08:00 - 17:00Miami, Florida
  7. 13 Jan 09:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  8. 14 Jan 08:00 - 18:00Samana, Dominicana
  9. 15 Jan 09:00 - 23:00San Juan, Puerto Rico
  10. 16 Jan 09:00 - 20:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  11. 17 Jan 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  12. 20 Jan 08:00Arriving in Miami, Florida
Find this cruise to book →
$7385from / pp
Ritz-Carlton Ilma
Ritz-Carlton Yacht Collection Cruises
Round-trip from San Juan
⚓ Calls 04 Jan 18:004 nights5 portsDeparts 2027 Jan 04
View itinerary · 5 ports
4 days, round-trip 4 Night San Juan to San Juan Cruise
  1. 04 Jan 18:00Departing from San Juan, Puerto Rico
  2. 05 Jan 09:00 - 22:00Anguilla Island, UK, Sandy Ground
  3. 06 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 07 Jan 08:00 - 19:00St John Island USVI, Cruz Bay, US Virgin Islands
  5. 08 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$5100from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 13 Jan 08:00 - 18:0016 nights13 portsDeparts 2027 Jan 05
View itinerary · 13 ports
16 days, round-trip An Extended Journey through Enchanting Islands Lush Landscapes
  1. 05 Jan 17:00Departing from Miami, Florida
  2. 08 Jan 09:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 09 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 10 Jan 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  5. 11 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 12 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  7. 13 Jan 08:00 - 18:00San Juan, Puerto Rico
  8. 14 Jan 09:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  9. 15 Jan 09:00 - 18:00Iles des Saintes, Guadeloupe
  10. 16 Jan 09:00 - 18:00St Georges Grenada
  11. 17 Jan 08:00 - 17:00Castries, St Lucia Island
  12. 19 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  13. 21 Jan 08:00Arriving in Miami, Florida
Find this cruise to book →
$10080from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Miami → San Juan
⚓ Calls 13 Jan 08:008 nights7 portsDeparts 2027 Jan 05
View itinerary · 7 ports
8 days, one-way from Miami to San Juan
  1. 05 Jan 17:00Departing from Miami, Florida
  2. 08 Jan 09:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 09 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 10 Jan 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  5. 11 Jan 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 12 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  7. 13 Jan 08:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$5640from / pp
Azamara Journey
Azamara Cruises
San Juan → Miami
⚓ Calls 05 Jan 18:009 nights8 portsDeparts 2027 Jan 05
View itinerary · 8 ports
9 days, one-way from San Juan to Miami
  1. 05 Jan 18:00Departing from San Juan, Puerto Rico
  2. 06 Jan 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 07 Jan 08:00 - 18:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 08 Jan 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  5. 09 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  6. 10 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  7. 11 Jan 07:30 - 14:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 14 Jan 06:00Arriving in Miami, Florida
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$2779from / pp
ms Volendam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 12 May 12:00 - 20:00130 nights54 portsDeparts 2027 Jan 05
View itinerary · 54 ports
130 days, round-trip Grand World Voyage
  1. 05 Jan 19:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 09 Jan 06:00 - 06:00Panama Canal
  3. 11 Jan 05:00 - 16:00Manta, Ecuador
  4. 13 Jan 10:00 - 14 Jan 18:00Callao-Lima, Peru
  5. 20 Jan 08:00 - 17:00Easter Island Chile, Hanga Roa
  6. 26 Jan 08:00 - 27 Jan 05:00Papeete, Tahiti Island French Polynesia
  7. 27 Jan 08:00 - 18:00Moorea Island, Society Islands French Polynesia
  8. 28 Jan 07:00 - 17:00Bora Bora Island, Vaitape, Society Islands French Polynesia
  9. 01 Feb 10:00 - 18:00Apia, Upolu Island Samoa
  10. 03 Feb 08:00 - 17:00Savusavu, Vanua Levu Island Fiji
  11. 04 Feb 08:00 - 17:00Suva, Viti Levu Island Fiji
  12. 06 Feb 09:00 - 17:00Lifou Island, New Caledonia
  13. 07 Feb 07:00 - 15:00Noumea, Grande Terre Island New Caledonia
  14. 10 Feb 06:30 - 11 Feb 19:00Sydney, NSW Australia
  15. 14 Feb 08:00 - 17:00Airlie Beach, Queensland Australia
  16. 15 Feb 08:00 - 17:00Townsville QLD, Queensland Australia
  17. 19 Feb 08:00 - 17:00Darwin, NT Australia
  18. 22 Feb 07:00 - 23 Feb 16:00Benoa, Bali Indonesia
  19. 24 Feb 10:00 - 18:00Surabaya, Java Indonesia
  20. 25 Feb 08:00 - 19:00Semarang, Java Indonesia
  21. 28 Feb 07:00 - 18:00Singapore
  22. 01 Mar 08:00 - 18:00Klang, Kuala Lumpur, Malaysia Selangor
  23. 02 Mar 08:00 - 17:00Pulau Penang Island, Georgetown, Malaysia Penang
  24. 03 Mar 08:00 - 17:00Phuket, Thailand
  25. 06 Mar 09:00 - 19:00Hambantota, Sri Lanka
  26. 07 Mar 07:00 - 21:00Colombo, Sri Lanka
  27. 09 Mar 08:00 - 23:00Male City, Kaafu Atoll Maldives
  28. 14 Mar 08:00 - 17:00Port Louis, Mauritius Island
  29. 15 Mar 07:00 - 16:00Saint-Denis, Reunion Island
  30. 19 Mar 12:00 - 21:00Port Elizabeth, Gqeberha, South Africa
  31. 21 Mar 08:00 - 23 Mar 23:59Cape Town, South Africa
  32. 25 Mar 08:00 - 17:00Luderitz, Namibia
  33. 26 Mar 08:00 - 17:00Walvis Bay, Namibia
  34. 30 Mar 08:00 - 31 Mar 17:00Saint Helena Island, Jamestown, St Helena UK
  35. 05 Apr 08:00 - 17:00Banjul, Gambia
  36. 06 Apr 08:00 - 17:00Dakar, Senegal
  37. 08 Apr 08:00 - 17:00Praia, Santiago Island Cape Verde
  38. 09 Apr 08:00 - 17:00Mindelo, Sao Vicente Island Cape Verde
  39. 12 Apr 08:00 - 23:00Santa Cruz de Tenerife, Canary Islands
  40. 13 Apr 08:00 - 21:00Las Palmas de Gran Canaria, Canary Islands
  41. 14 Apr 08:00 - 17:00Arrecife, Lanzarote, Canary Islands
  42. 16 Apr 07:00 - 21:00Casablanca, Marrakesh, Morocco
  43. 18 Apr 07:00 - 18:00Lisbon, Portugal
  44. 19 Apr 08:00 - 17:00Porto-Leixoes, Oporto, Portugal
  45. 21 Apr 07:00 - 15:00Bilbao, Spain Biscay Basque Country
  46. 22 Apr 10:00 - 23 Apr 20:30Bordeaux, France
  47. 25 Apr 07:00 - 16:00Cherbourg, France
  48. 26 Apr 11:00 - 22:00Rotterdam, Netherlands South Holland
  49. 28 Apr 09:00 - 17:00Oslo, Norway
  50. 29 Apr 11:00 - 30 Apr 21:00Copenhagen, Denmark
  51. 01 May 07:00 - 16:00Aarhus, Denmark
  52. 03 May 07:00 - 18:00Dover, England
  53. 12 May 12:00 - 20:00San Juan, Puerto Rico
  54. 15 May 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
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$29119from / pp
Silver Ray
Silversea Cruises
Round-trip from Miami
⚓ Calls 08 Jan 09:00 - 19:0011 nights8 portsDeparts 2027 Jan 05
View itinerary · 8 ports
11 days, round-trip Miami, Fl To Miami, Fl
  1. 05 Jan 18:00Departing from Miami, Florida
  2. 08 Jan 09:00 - 19:00San Juan, Puerto Rico
  3. 09 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  4. 10 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  5. 11 Jan 08:00 - 18:00Deshaies, Basse-Terre Island Guadeloupe
  6. 12 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  7. 13 Jan 08:00 - 13:30Tortola Island BVI, Road Town, UK Virgin Islands
  8. 16 JanArriving in Miami, Florida
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$8900from / pp
Viking Sea
Viking Cruises
Round-trip from San Juan
⚓ Calls 06 Jan9 nights10 portsDeparts 2027 Jan 06
View itinerary · 10 ports
9 days, round-trip 10 Night West Indies Explorer Cruise
  1. 06 JanDeparting from San Juan, Puerto Rico
  2. 07 JanSt Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 08 JanPhilipsburg St Maarten, Netherlands Antilles
  4. 09 JanBasseterre St Kitts, Port Zante
  5. 10 JanSt Johns Antigua, RCI Royal Beach Club
  6. 11 JanCastries, St Lucia Island
  7. 12 JanBridgetown, Barbados
  8. 13 JanRoseau, Dominica
  9. 14 JanSt Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  10. 15 JanArriving in San Juan, Puerto Rico
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$6099from / pp
Norwegian Escape
Norwegian Cruise Line Cruises
Round-trip from Port Canaveral
⚓ Calls 09 Jan 10:00 - 19:009 nights8 portsDeparts 2027 Jan 06
View itinerary · 8 ports
9 days, round-trip Caribbean Round-trip Orlando St. Thomas Dominican Republic
  1. 06 Jan 16:00Departing from Port Canaveral, Orlando, Florida
  2. 08 Jan 10:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  3. 09 Jan 10:00 - 19:00San Juan, Puerto Rico
  4. 10 Jan 07:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  5. 11 Jan 07:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  6. 12 Jan 06:45 - 14:00Tortola Island BVI, Road Town, UK Virgin Islands
  7. 14 Jan 10:00 - 18:00Great Stirrup Cay, Bahamas NCL private island
  8. 15 Jan 07:00Arriving in Port Canaveral, Orlando, Florida
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$1199from / pp
Silver Nova
Silversea Cruises
Miami → Bridgetown
⚓ Calls 09 Jan 09:00 - 19:0012 nights9 portsDeparts 2027 Jan 06
View itinerary · 9 ports
12 days, one-way from Miami to Bridgetown
  1. 06 Jan 19:00Departing from Miami, Florida
  2. 09 Jan 09:00 - 19:00San Juan, Puerto Rico
  3. 10 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  4. 11 Jan 08:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 12 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  6. 14 Jan 08:00 - 22:00Oranjestad Aruba, Netherlands Antilles
  7. 15 Jan 08:00 - 19:00Willemstad Curacao, Netherlands Antilles
  8. 16 Jan 08:00 - 17:00Kralendijk Bonaire, Netherlands Antilles
  9. 18 JanArriving in Bridgetown, Barbados
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$10800from / pp
Enchanted Princess
Princess Cruises
Round-trip from Fort Lauderdale
⚓ Calls 10 Jan 10:00 - 17:0010 nights8 portsDeparts 2027 Jan 06
View itinerary · 8 ports
10 days, round-trip Eastern Caribbean with St. Kitts Celebration Key
  1. 06 Jan 15:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 07 Jan 08:00 - 17:00Celebration Key Bahamas, Carnival Grand Bahama Island
  3. 09 Jan 07:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  4. 10 Jan 10:00 - 17:00San Juan, Puerto Rico
  5. 11 Jan 10:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  6. 12 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  7. 13 Jan 07:00 - 16:00Basseterre St Kitts, Port Zante
  8. 16 Jan 06:00Arriving in Fort Lauderdale, Port Everglades, Florida
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$967from / pp
Crown Princess
Princess Cruises
Round-trip from Bridgetown
⚓ Calls 10 Jan 06:00 - 19:007 nights7 portsDeparts 2027 Jan 08
View itinerary · 7 ports
7 days, round-trip Southern Caribbean with St. Lucia
  1. 08 Jan 21:00Departing from Bridgetown, Barbados
  2. 10 Jan 06:00 - 19:00San Juan, Puerto Rico
  3. 11 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  4. 12 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  5. 13 Jan 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  6. 14 Jan 08:00 - 18:00Castries, St Lucia Island
  7. 15 Jan 07:00Arriving in Bridgetown, Barbados
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$1040from / pp
Carnival Vista
Carnival Cruise Line Cruises
Round-trip from Port Canaveral
⚓ Calls 14 Jan 07:00 - 15:008 nights6 portsDeparts 2027 Jan 09
View itinerary · 6 ports
8 days, round-trip Eastern Caribbean
  1. 09 Jan 15:30Departing from Port Canaveral, Orlando, Florida
  2. 12 Jan 09:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 13 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  4. 14 Jan 07:00 - 15:00San Juan, Puerto Rico
  5. 16 Jan 11:00 - 18:00Celebration Key Bahamas, Carnival Grand Bahama Island
  6. 17 Jan 08:00Arriving in Port Canaveral, Orlando, Florida
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$579from / pp
Rhapsody Of The Seas
Royal Caribbean Cruises
Round-trip from San Juan
⚓ Calls 09 Jan 18:007 nights7 portsDeparts 2027 Jan 09
View itinerary · 7 ports
7 days, round-trip Southern Caribbean Cruise
  1. 09 Jan 18:00Departing from San Juan, Puerto Rico
  2. 10 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  3. 11 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  4. 12 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 13 Jan 08:00 - 17:00Fort-de-France, Martinique
  6. 14 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  7. 16 Jan 06:00Arriving in San Juan, Puerto Rico
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$652from / pp
Margaritaville At Sea Beachcomber
Margaritaville at Sea Cruises
Round-trip from Miami
⚓ Calls 13 Jan 07:00 - 15:007 nights5 portsDeparts 2027 Jan 09
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean
  1. 09 Jan 16:00Departing from Miami, Florida
  2. 12 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 13 Jan 07:00 - 15:00San Juan, Puerto Rico
  4. 14 Jan 09:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  5. 16 Jan 07:00Arriving in Miami, Florida
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$2999from / pp
Emerald Sakara
Emerald Cruises
San Juan → St Thomas Island USVI
⚓ Calls 09 Jan7 nights8 portsDeparts 2027 Jan 09
View itinerary · 8 ports
7 days, one-way from San Juan to St Thomas Island USVI
  1. 09 JanDeparting from San Juan, Puerto Rico
  2. 10 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 11 JanCharlestown Nevis, Nevis Island
  4. 12 JanDeshaies, Basse-Terre Island Guadeloupe
  5. 13 JanFalmouth Antigua
  6. 14 JanGustavia St Barths, Saint-Barthelemy Island France
  7. 15 JanAnguilla Island, UK, Sandy Ground
  8. 16 JanArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
Price on request
Celebrity Constellation
Celebrity Cruises
Round-trip from San Juan
⚓ Calls 09 Jan 18:007 nights7 portsDeparts 2027 Jan 09
View itinerary · 7 ports
7 days, round-trip Southern Caribbean
  1. 09 Jan 18:00Departing from San Juan, Puerto Rico
  2. 10 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 11 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  4. 12 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 13 Jan 08:00 - 17:00Castries, St Lucia Island
  6. 14 Jan 08:00 - 17:00St Georges Grenada
  7. 16 Jan 07:00Arriving in San Juan, Puerto Rico
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$829from / pp
MSC World America
MSC Cruises
Round-trip from Miami
⚓ Calls 12 Jan 09:00 - 23:0014 nights10 portsDeparts 2027 Jan 09
View itinerary · 10 ports
14 days, round-trip Eastern Western Caribbean
  1. 09 Jan 18:00Departing from Miami, Florida
  2. 11 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  3. 12 Jan 09:00 - 23:00San Juan, Puerto Rico
  4. 15 Jan 08:00 - 20:00MSC Ocean Cay, Bahamas private island
  5. 16 Jan 07:00 - 17:00Miami, Florida
  6. 18 Jan 09:00 - 18:00Roatan Island, Carnival Isla Tropicale-Coxen Hole, Honduras
  7. 19 Jan 08:00 - 17:00Costa Maya, Mexico, Riviera Maya
  8. 20 Jan 09:00 - 19:00Cozumel, Mexico, Riviera Maya
  9. 22 Jan 08:00 - 20:00MSC Ocean Cay, Bahamas private island
  10. 23 Jan 07:00Arriving in Miami, Florida
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$1415from / pp
Valiant Lady
Virgin Voyages Cruises
Round-trip from San Juan
⚓ Calls 09 Jan 20:007 nights6 portsDeparts 2027 Jan 09
View itinerary · 6 ports
7 days, round-trip 7 Night Southern Caribbean and Aruban Nights Cruise
  1. 09 Jan 20:00Departing from San Juan, Puerto Rico
  2. 11 Jan 09:00 - 22:00Oranjestad Aruba, Netherlands Antilles
  3. 12 Jan 09:00 - 19:00Willemstad Curacao, Netherlands Antilles
  4. 14 Jan 09:00 - 19:00Fort-de-France, Martinique
  5. 15 Jan 08:00 - 16:00Basseterre St Kitts, Port Zante
  6. 16 Jan 06:30Arriving in San Juan, Puerto Rico
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$973from / pp
MSC World America
MSC Cruises
Round-trip from Miami
⚓ Calls 12 Jan 09:00 - 23:007 nights5 portsDeparts 2027 Jan 09
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean Bahamas
  1. 09 Jan 18:00Departing from Miami, Florida
  2. 11 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  3. 12 Jan 09:00 - 23:00San Juan, Puerto Rico
  4. 15 Jan 08:00 - 20:00MSC Ocean Cay, Bahamas private island
  5. 16 Jan 07:00Arriving in Miami, Florida
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$633from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 09 Jan7 nights9 portsDeparts 2027 Jan 09
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 09 JanDeparting from San Juan, Puerto Rico
  2. 10 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 11 JanAnguilla Island, UK, Sandy Ground
  4. 11 Jan - 12 JanGustavia St Barths, Saint-Barthelemy Island France
  5. 13 JanNorman Island BVI, The Bight, UK Virgin Islands
  6. 14 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 15 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 15 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 16 JanArriving in San Juan, Puerto Rico
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$6019from / pp
Crown Princess
Princess Cruises
Round-trip from San Juan
⚓ Calls 10 Jan 19:007 nights7 portsDeparts 2027 Jan 10
View itinerary · 7 ports
7 days, round-trip Southern Caribbean with Barbados and St. Lucia
  1. 10 Jan 19:00Departing from San Juan, Puerto Rico
  2. 11 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 12 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  4. 13 Jan 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 14 Jan 08:00 - 18:00Castries, St Lucia Island
  6. 15 Jan 07:00 - 21:00Bridgetown, Barbados
  7. 17 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$851from / pp
Vision Of The Seas
Royal Caribbean Cruises
Round-trip from San Juan
⚓ Calls 10 Jan 18:007 nights7 portsDeparts 2027 Jan 10
View itinerary · 7 ports
7 days, round-trip Southern Caribbean Cruise
  1. 10 Jan 18:00Departing from San Juan, Puerto Rico
  2. 11 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 12 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  4. 13 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  5. 14 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  6. 15 Jan 08:00 - 17:00Roseau, Dominica
  7. 17 Jan 06:00Arriving in San Juan, Puerto Rico
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$661from / pp
Crown Princess
Princess Cruises
Round-trip from San Juan
⚓ Calls 10 Jan 19:0014 nights13 portsDeparts 2027 Jan 10
View itinerary · 13 ports
14 days, round-trip Southern Caribbean Adventurer
  1. 10 Jan 19:00Departing from San Juan, Puerto Rico
  2. 11 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 12 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  4. 13 Jan 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 14 Jan 08:00 - 18:00Castries, St Lucia Island
  6. 15 Jan 07:00 - 21:00Bridgetown, Barbados
  7. 17 Jan 06:00 - 19:00San Juan, Puerto Rico
  8. 18 Jan 07:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  9. 19 Jan 08:00 - 18:00Fort-de-France, Martinique
  10. 20 Jan 08:00 - 18:00St Georges Grenada
  11. 21 Jan 08:00 - 18:00Castries, St Lucia Island
  12. 22 Jan 07:00 - 21:00Bridgetown, Barbados
  13. 24 Jan 06:00Arriving in San Juan, Puerto Rico
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$1543from / pp
Norwegian Prima
Norwegian Cruise Line Cruises
Round-trip from San Juan
⚓ Calls 10 Jan 16:007 nights8 portsDeparts 2027 Jan 10
View itinerary · 8 ports
7 days, round-trip Caribbean Round-Trip San Juan Barbados St. Thomas
  1. 10 Jan 16:00Departing from San Juan, Puerto Rico
  2. 11 Jan 07:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 12 Jan 07:00 - 16:00Basseterre St Kitts, Port Zante
  4. 13 Jan 10:00 - 18:00Bridgetown, Barbados
  5. 14 Jan 07:00 - 17:00Castries, St Lucia Island
  6. 15 Jan 09:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  7. 16 Jan 07:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  8. 17 Jan 07:00Arriving in San Juan, Puerto Rico
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$1369from / pp
Silver Shadow
Silversea Cruises
San Juan → Bridgetown
⚓ Calls 10 Jan 19:0010 nights11 portsDeparts 2027 Jan 10
View itinerary · 11 ports
10 days, one-way from San Juan to Bridgetown
  1. 10 Jan 19:00Departing from San Juan, Puerto Rico
  2. 11 Jan 08:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  3. 12 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  4. 13 Jan 08:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  5. 14 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  6. 15 Jan 08:00 - 18:00Iles des Saintes, Guadeloupe
  7. 16 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  8. 17 Jan 08:00 - 18:00Les Anses d'Arlet, Martinique
  9. 18 Jan 08:00 - 18:00Castries, St Lucia Island
  10. 19 Jan 08:00 - 18:00St Georges Grenada
  11. 20 JanArriving in Bridgetown, Barbados
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$6600from / pp
Sky Princess
Princess Cruises
Round-trip from Port Canaveral
⚓ Calls 14 Jan 07:00 - 15:008 nights6 portsDeparts 2027 Jan 10
View itinerary · 6 ports
8 days, round-trip Eastern Caribbean with Puerto Rico Celebration Key
  1. 10 Jan 15:30Departing from Port Canaveral, Orlando, Florida
  2. 11 Jan 08:00 - 17:00Celebration Key Bahamas, Carnival Grand Bahama Island
  3. 14 Jan 07:00 - 15:00San Juan, Puerto Rico
  4. 15 Jan 09:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  5. 16 Jan 07:00 - 16:00Grand Turk Island, Cockburn Town, Turks and Caicos
  6. 18 Jan 07:00Arriving in Port Canaveral, Orlando, Florida
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$685from / pp
Independence Of The Seas
Royal Caribbean Cruises
Round-trip from Miami
⚓ Calls 13 Jan 11:30 - 19:007 nights5 portsDeparts 2027 Jan 10
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean Perfect Day
  1. 10 Jan 16:00Departing from Miami, Florida
  2. 11 Jan 07:00 - 17:00Coco Cay, Bahamas, Royal Caribbean
  3. 13 Jan 11:30 - 19:00San Juan, Puerto Rico
  4. 14 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  5. 17 Jan 06:00Arriving in Miami, Florida
Find this cruise to book →
$894from / pp
Star Pride
Windstar Cruises
Round-trip from San Juan
⚓ Calls 10 Jan 19:007 nights8 portsDeparts 2027 Jan 10
View itinerary · 8 ports
7 days, round-trip 7 Night San Juan and the Virgin Islands Cruise
  1. 10 Jan 19:00Departing from San Juan, Puerto Rico
  2. 11 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 12 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  4. 13 Jan 07:00 - 22:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 14 Jan 08:00 - 22:00Philipsburg St Maarten, Netherlands Antilles
  6. 15 Jan 09:00 - 22:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 16 Jan 08:00 - 17:00Prickly Pear Island BVI, UK Virgin Islands
  8. 17 Jan 07:00Arriving in San Juan, Puerto Rico
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$3862from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 15 Jan 09:00 - 23:009 nights7 portsDeparts 2027 Jan 11
View itinerary · 7 ports
9 days, round-trip A Journey from From Hidden Shores to Timeless Elegance
  1. 11 Jan 17:00Departing from Miami, Florida
  2. 13 Jan 09:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  3. 14 Jan 08:00 - 18:00Samana, Dominicana
  4. 15 Jan 09:00 - 23:00San Juan, Puerto Rico
  5. 16 Jan 09:00 - 20:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  6. 17 Jan 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 20 Jan 08:00Arriving in Miami, Florida
Find this cruise to book →
$4935from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 15 Jan 09:00 - 23:0018 nights13 portsDeparts 2027 Jan 11
View itinerary · 13 ports
18 days, round-trip An Extended Journey of Coastal Marvels Caribbean Dreams
  1. 11 Jan 17:00Departing from Miami, Florida
  2. 13 Jan 09:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  3. 14 Jan 08:00 - 18:00Samana, Dominicana
  4. 15 Jan 09:00 - 23:00San Juan, Puerto Rico
  5. 16 Jan 09:00 - 20:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  6. 17 Jan 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 20 Jan 08:00 - 17:00Miami, Florida
  8. 22 Jan 09:00 - 18:00Ocho Rios, Jamaica
  9. 24 Jan 09:00 - 18:00Santo Tomas de Castilla, Puerto Barrios, Guatemala
  10. 25 Jan 09:00 - 19:00Roatan Island, Carnival Isla Tropicale-Coxen Hole, Honduras
  11. 26 Jan 07:00 - 17:00Belize City
  12. 28 Jan 10:00 - 21:00Key West, Florida
  13. 29 Jan 08:00Arriving in Miami, Florida
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$7840from / pp
Brilliant Lady
Virgin Voyages Cruises
Round-trip from Miami
⚓ Calls 17 Jan 08:00 - 17:0010 nights8 portsDeparts 2027 Jan 11
View itinerary · 8 ports
10 days, round-trip 10 Night Eastern Caribbean and Bimini Beach Club Cruise
  1. 11 Jan 17:00Departing from Miami, Florida
  2. 14 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 15 Jan 09:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  4. 16 Jan 08:00 - 18:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  5. 17 Jan 08:00 - 17:00San Juan, Puerto Rico
  6. 18 Jan 10:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  7. 20 Jan 09:00 - 18:00Bimini Islands, Resorts World Bimini Bahamas
  8. 21 Jan 06:30Arriving in Miami, Florida
Find this cruise to book →
$1090from / pp
ms Rotterdam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 20 Jan 08:00 - 17:0021 nights16 portsDeparts 2027 Jan 12
View itinerary · 16 ports
21 days, round-trip Eastern Western Caribbean Leeward Islands Mexico
  1. 12 Jan 16:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 15 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  3. 16 Jan 08:00 - 16:00St Johns Antigua, RCI Royal Beach Club
  4. 17 Jan 08:00 - 18:00Roseau, Dominica
  5. 18 Jan 07:00 - 18:00Fort-de-France, Martinique
  6. 19 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  7. 20 Jan 08:00 - 17:00San Juan, Puerto Rico
  8. 22 Jan 08:00 - 15:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  9. 23 Jan 07:00 - 16:00Fort Lauderdale, Port Everglades, Florida
  10. 24 Jan 09:00 - 17:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  11. 26 Jan 08:00 - 17:00Falmouth Jamaica
  12. 27 Jan 08:00 - 17:00Grand Cayman Island, George Town Harbour
  13. 29 Jan 08:00 - 17:00Roatan Island, Carnival Isla Tropicale-Coxen Hole, Honduras
  14. 30 Jan 07:00 - 16:00Belize City
  15. 31 Jan 07:00 - 18:00Cozumel, Mexico, Riviera Maya
  16. 02 Feb 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
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$2299from / pp
ms Rotterdam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 20 Jan 08:00 - 17:0011 nights9 portsDeparts 2027 Jan 12
View itinerary · 9 ports
11 days, round-trip Eastern Caribbean Windward Leeward Islands
  1. 12 Jan 16:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 15 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  3. 16 Jan 08:00 - 16:00St Johns Antigua, RCI Royal Beach Club
  4. 17 Jan 08:00 - 18:00Roseau, Dominica
  5. 18 Jan 07:00 - 18:00Fort-de-France, Martinique
  6. 19 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  7. 20 Jan 08:00 - 17:00San Juan, Puerto Rico
  8. 22 Jan 08:00 - 15:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  9. 23 Jan 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
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$1284from / pp
Marella Discovery
Marella Cruises
Round-trip from La Romana
⚓ Calls 14 Jan 07:00 - 20:007 nights7 portsDeparts 2027 Jan 12
View itinerary · 7 ports
7 days, round-trip Tropical Isles
  1. 12 Jan 20:00Departing from La Romana, Dominicana
  2. 14 Jan 07:00 - 20:00San Juan, Puerto Rico
  3. 15 Jan 07:00 - 20:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  4. 16 Jan 08:00 - 18:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  5. 17 Jan 07:00 - 20:00Ponce, Puerto Rico, Caja de Muertos Island
  6. 18 Jan 08:00 - 18:00Catalina Island, Dominicana
  7. 19 Jan 09:00Arriving in La Romana, Dominicana
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$2160from / pp
MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 13 Jan 18:008 nights7 portsDeparts 2027 Jan 13
View itinerary · 7 ports
8 days, one-way from San Juan to Miami
  1. 13 Jan 18:00Departing from San Juan, Puerto Rico
  2. 14 Jan 09:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 15 Jan 09:00 - 18:00Iles des Saintes, Guadeloupe
  4. 16 Jan 09:00 - 18:00St Georges Grenada
  5. 17 Jan 08:00 - 17:00Castries, St Lucia Island
  6. 19 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  7. 21 Jan 08:00Arriving in Miami, Florida
Find this cruise to book →
$5360from / pp
Norwegian Pearl
Norwegian Cruise Line Cruises
Round-trip from Philadelphia
⚓ Calls 19 Jan 07:00 - 15:0010 nights6 portsDeparts 2027 Jan 13
View itinerary · 6 ports
10 days, round-trip Caribbean Round-Trip Philadelphia Dominican Republic St. Thomas
  1. 13 Jan 16:00Departing from Philadelphia, PhilaPort, Pennsylvania
  2. 17 Jan 07:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 18 Jan 07:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  4. 19 Jan 07:00 - 15:00San Juan, Puerto Rico
  5. 20 Jan 07:00 - 14:00Puerto Plata-Amber Cove, Dominicana
  6. 23 Jan 07:00Arriving in Philadelphia, PhilaPort, Pennsylvania
Find this cruise to book →
$999from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from San Juan
⚓ Calls 13 Jan 18:0016 nights13 portsDeparts 2027 Jan 13
View itinerary · 13 ports
16 days, round-trip An Extended Journey of Island Energy Ocean Tranquillity
  1. 13 Jan 18:00Departing from San Juan, Puerto Rico
  2. 14 Jan 09:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 15 Jan 09:00 - 18:00Iles des Saintes, Guadeloupe
  4. 16 Jan 09:00 - 18:00St Georges Grenada
  5. 17 Jan 08:00 - 17:00Castries, St Lucia Island
  6. 19 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  7. 21 Jan 08:00 - 17:00Miami, Florida
  8. 24 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  9. 25 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  10. 26 Jan 09:00 - 17:00Saint-Pierre Martinique
  11. 27 Jan 09:00 - 19:00Basseterre St Kitts, Port Zante
  12. 28 Jan 08:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  13. 29 Jan 08:00Arriving in San Juan, Puerto Rico
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$10240from / pp
Crown Princess
Princess Cruises
Round-trip from Bridgetown
⚓ Calls 17 Jan 06:00 - 19:007 nights7 portsDeparts 2027 Jan 15
View itinerary · 7 ports
7 days, round-trip Southern Caribbean with St. Lucia
  1. 15 Jan 21:00Departing from Bridgetown, Barbados
  2. 17 Jan 06:00 - 19:00San Juan, Puerto Rico
  3. 18 Jan 07:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  4. 19 Jan 08:00 - 18:00Fort-de-France, Martinique
  5. 20 Jan 08:00 - 18:00St Georges Grenada
  6. 21 Jan 08:00 - 18:00Castries, St Lucia Island
  7. 22 Jan 07:00Arriving in Bridgetown, Barbados
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$1063from / pp
Carnival Dream
Carnival Cruise Line Cruises
Round-trip from Galveston
⚓ Calls 21 Jan 13:00 - 21:0014 nights10 portsDeparts 2027 Jan 16
View itinerary · 10 ports
14 days, round-trip Eastern Caribbean
  1. 16 Jan 16:30Departing from Galveston, Texas
  2. 18 Jan 12:00 - 18:00Key West, Florida
  3. 20 Jan 08:00 - 16:00Grand Turk Island, Cockburn Town, Turks and Caicos
  4. 21 Jan 13:00 - 21:00San Juan, Puerto Rico
  5. 22 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  6. 23 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  7. 24 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  8. 25 Jan 07:00 - 16:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  9. 27 Jan 08:00 - 16:00Ocho Rios, Jamaica
  10. 30 Jan 08:00Arriving in Galveston, Texas
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$1084from / pp
Margaritaville At Sea Beachcomber
Margaritaville at Sea Cruises
Round-trip from Miami
⚓ Calls 20 Jan 07:00 - 15:007 nights5 portsDeparts 2027 Jan 16
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean
  1. 16 Jan 16:00Departing from Miami, Florida
  2. 19 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 20 Jan 07:00 - 15:00San Juan, Puerto Rico
  4. 21 Jan 09:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  5. 23 Jan 07:00Arriving in Miami, Florida
Find this cruise to book →
$629from / pp
Rhapsody Of The Seas
Royal Caribbean Cruises
Round-trip from San Juan
⚓ Calls 16 Jan 18:007 nights7 portsDeparts 2027 Jan 16
View itinerary · 7 ports
7 days, round-trip Southern Caribbean Cruise
  1. 16 Jan 18:00Departing from San Juan, Puerto Rico
  2. 17 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 18 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  4. 19 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  5. 20 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  6. 21 Jan 08:00 - 17:00Roseau, Dominica
  7. 23 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$659from / pp
Viking Sea
Viking Cruises
Round-trip from San Juan
⚓ Calls 16 Jan9 nights10 portsDeparts 2027 Jan 16
View itinerary · 10 ports
9 days, round-trip 10 Night West Indies Explorer Cruise
  1. 16 JanDeparting from San Juan, Puerto Rico
  2. 17 JanSt Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 18 JanBasseterre St Kitts, Port Zante
  4. 19 JanCastries, St Lucia Island
  5. 20 JanBridgetown, Barbados
  6. 21 JanRoseau, Dominica
  7. 22 JanSt Johns Antigua, RCI Royal Beach Club
  8. 23 JanPhilipsburg St Maarten, Netherlands Antilles
  9. 24 JanSt Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  10. 25 JanArriving in San Juan, Puerto Rico
Find this cruise to book →
$5999from / pp
Celebrity Constellation
Celebrity Cruises
Round-trip from San Juan
⚓ Calls 16 Jan 18:007 nights7 portsDeparts 2027 Jan 16
View itinerary · 7 ports
7 days, round-trip Southern Caribbean
  1. 16 Jan 18:00Departing from San Juan, Puerto Rico
  2. 17 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 18 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  4. 19 Jan 08:00 - 17:00Roseau, Dominica
  5. 20 Jan 08:00 - 17:00Castries, St Lucia Island
  6. 21 Jan 08:00 - 17:00Bridgetown, Barbados
  7. 23 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$1151from / pp
Harmony Of The Seas
Royal Caribbean Cruises
Round-trip from Port Canaveral
⚓ Calls 20 Jan 07:00 - 15:007 nights5 portsDeparts 2027 Jan 16
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean Perfect Day
  1. 16 Jan 16:00Departing from Port Canaveral, Orlando, Florida
  2. 19 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  3. 20 Jan 07:00 - 15:00San Juan, Puerto Rico
  4. 22 Jan 08:00 - 17:00Coco Cay, Bahamas, Royal Caribbean
  5. 23 Jan 06:00Arriving in Port Canaveral, Orlando, Florida
Find this cruise to book →
$1017from / pp
Disney Treasure
Disney Cruise Line Cruises
Round-trip from Port Canaveral
⚓ Calls 20 Jan 07:00 - 16:007 nights5 portsDeparts 2027 Jan 16
View itinerary · 5 ports
7 days, round-trip 7 Night Eastern Caribbean Cruise
  1. 16 Jan 15:45Departing from Port Canaveral, Orlando, Florida
  2. 19 Jan 07:30 - 17:45Tortola Island BVI, Road Town, UK Virgin Islands
  3. 20 Jan 07:00 - 16:00San Juan, Puerto Rico
  4. 22 Jan 10:00 - 16:45Disney Castaway Cay, Bahamas DCL private island
  5. 23 Jan 07:30Arriving in Port Canaveral, Orlando, Florida
Find this cruise to book →
$2418from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 16 Jan7 nights9 portsDeparts 2027 Jan 16
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 16 JanDeparting from San Juan, Puerto Rico
  2. 17 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 18 JanAnguilla Island, UK, Sandy Ground
  4. 18 Jan - 19 JanGustavia St Barths, Saint-Barthelemy Island France
  5. 20 JanMarigot, St Martin Island France
  6. 21 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 22 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 22 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 23 JanArriving in San Juan, Puerto Rico
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$5419from / pp
MSC World America
MSC Cruises
Round-trip from Miami
⚓ Calls 26 Jan 09:00 - 23:0014 nights10 portsDeparts 2027 Jan 16
View itinerary · 10 ports
14 days, round-trip Eastern Western Caribbean
  1. 16 Jan 17:00Departing from Miami, Florida
  2. 18 Jan 09:00 - 18:00Roatan Island, Carnival Isla Tropicale-Coxen Hole, Honduras
  3. 19 Jan 08:00 - 17:00Costa Maya, Mexico, Riviera Maya
  4. 20 Jan 09:00 - 19:00Cozumel, Mexico, Riviera Maya
  5. 22 Jan 08:00 - 20:00MSC Ocean Cay, Bahamas private island
  6. 23 Jan 07:00 - 16:30Miami, Florida
  7. 25 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  8. 26 Jan 09:00 - 23:00San Juan, Puerto Rico
  9. 29 Jan 07:00 - 18:00MSC Ocean Cay, Bahamas private island
  10. 30 Jan 07:00Arriving in Miami, Florida
Find this cruise to book →
$1415from / pp
Enchanted Princess
Princess Cruises
Round-trip from Fort Lauderdale
⚓ Calls 20 Jan 10:00 - 18:0010 nights8 portsDeparts 2027 Jan 16
View itinerary · 8 ports
10 days, round-trip Eastern Caribbean with St. Kitts Celebration Key
  1. 16 Jan 15:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 17 Jan 08:00 - 17:00Celebration Key Bahamas, Carnival Grand Bahama Island
  3. 19 Jan 07:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  4. 20 Jan 10:00 - 18:00San Juan, Puerto Rico
  5. 21 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  6. 22 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  7. 23 Jan 07:00 - 16:00Basseterre St Kitts, Port Zante
  8. 26 Jan 06:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$1099from / pp
Silver Ray
Silversea Cruises
Round-trip from Miami
⚓ Calls 19 Jan 09:00 - 19:0011 nights8 portsDeparts 2027 Jan 16
View itinerary · 8 ports
11 days, round-trip Miami, Fl To Miami, Fl
  1. 16 Jan 18:00Departing from Miami, Florida
  2. 19 Jan 09:00 - 19:00San Juan, Puerto Rico
  3. 20 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  4. 21 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 22 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  6. 23 Jan 08:00 - 16:30Deshaies, Basse-Terre Island Guadeloupe
  7. 24 Jan 08:00 - 13:30Tortola Island BVI, Road Town, UK Virgin Islands
  8. 27 JanArriving in Miami, Florida
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$8400from / pp
Valiant Lady
Virgin Voyages Cruises
Round-trip from San Juan
⚓ Calls 16 Jan 20:007 nights7 portsDeparts 2027 Jan 16
View itinerary · 7 ports
7 days, round-trip 7 Night Southern Caribbean Cruise
  1. 16 Jan 20:00Departing from San Juan, Puerto Rico
  2. 17 Jan 09:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  3. 19 Jan 08:00 - 20:00Bridgetown, Barbados
  4. 20 Jan 08:00 - 18:00Castries, St Lucia Island
  5. 21 Jan 09:00 - 19:00Fort-de-France, Martinique
  6. 22 Jan 08:00 - 16:00Basseterre St Kitts, Port Zante
  7. 23 Jan 06:30Arriving in San Juan, Puerto Rico
Find this cruise to book →
$1113from / pp
ms Nieuw Amsterdam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 04 Feb 08:00 - 17:0021 nights15 portsDeparts 2027 Jan 17
View itinerary · 15 ports
21 days, round-trip Panama Canal Eastern Caribbean U.S. Virgin Islands
  1. 17 Jan 16:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 18 Jan 08:00 - 17:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  3. 21 Jan 08:00 - 17:00Oranjestad Aruba, Netherlands Antilles
  4. 23 Jan 07:00 - 14:00Cartagena Colombia
  5. 24 Jan 06:00 - 07:00Panama Canal
  6. 24 Jan 17:00 - 21:00Colon, Panama
  7. 25 Jan 07:30 - 16:30Puerto Limon, Costa Rica
  8. 27 Jan 07:00 - 16:00Grand Cayman Island, George Town Harbour
  9. 29 Jan 07:00 - 16:00Fort Lauderdale, Port Everglades, Florida
  10. 01 Feb 09:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  11. 02 Feb 08:00 - 23:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  12. 03 Feb 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  13. 04 Feb 08:00 - 17:00San Juan, Puerto Rico
  14. 06 Feb 08:00 - 15:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  15. 07 Feb 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$2499from / pp
Carnival Spirit
Carnival Cruise Line Cruises
Round-trip from Mobile
⚓ Calls 22 Jan 10:00 - 18:0014 nights9 portsDeparts 2027 Jan 17
View itinerary · 9 ports
14 days, round-trip Southern Caribbean
  1. 17 Jan 16:30Departing from Mobile, Alabama
  2. 20 Jan 10:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  3. 21 Jan 08:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  4. 22 Jan 10:00 - 18:00San Juan, Puerto Rico
  5. 23 Jan 07:00 - 16:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  6. 25 Jan 09:00 - 22:00Oranjestad Aruba, Netherlands Antilles
  7. 26 Jan 08:00 - 17:00Kralendijk Bonaire, Netherlands Antilles
  8. 28 Jan 08:00 - 16:00Montego Bay, Jamaica
  9. 31 Jan 08:00Arriving in Mobile, Alabama
Find this cruise to book →
$1294from / pp
Carnival Celebration
Carnival Cruise Line Cruises
Round-trip from Miami
⚓ Calls 21 Jan 07:00 - 15:007 nights5 portsDeparts 2027 Jan 17
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean
  1. 17 Jan 15:30Departing from Miami, Florida
  2. 20 Jan 09:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 21 Jan 07:00 - 15:00San Juan, Puerto Rico
  4. 23 Jan 11:00 - 19:00Celebration Key Bahamas, Carnival Grand Bahama Island
  5. 24 Jan 08:00Arriving in Miami, Florida
Find this cruise to book →
$534from / pp
Vision Of The Seas
Royal Caribbean Cruises
Round-trip from San Juan
⚓ Calls 17 Jan 18:007 nights7 portsDeparts 2027 Jan 17
View itinerary · 7 ports
7 days, round-trip Southern Caribbean Cruise
  1. 17 Jan 18:00Departing from San Juan, Puerto Rico
  2. 18 Jan 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 19 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  4. 20 Jan 08:00 - 17:00Fort-de-France, Martinique
  5. 21 Jan 08:00 - 17:00Saint Vincent Island, Kingstown, Grenadines
  6. 22 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  7. 24 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$923from / pp
ms Nieuw Statendam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 27 Jan 13:00 - 22:0014 nights11 portsDeparts 2027 Jan 17
View itinerary · 11 ports
14 days, round-trip Eastern Caribbean Bahamas San Juan
  1. 17 Jan 16:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 18 Jan 08:00 - 17:00Nassau, Bahamas, New Providence Island
  3. 19 Jan 08:00 - 17:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  4. 21 Jan 08:00 - 17:00Grand Turk Island, Cockburn Town, Turks and Caicos
  5. 22 Jan 07:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  6. 24 Jan 07:00 - 16:00Fort Lauderdale, Port Everglades, Florida
  7. 26 Jan 07:00 - 15:00Grand Turk Island, Cockburn Town, Turks and Caicos
  8. 27 Jan 13:00 - 22:00San Juan, Puerto Rico
  9. 28 Jan 07:00 - 16:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  10. 30 Jan 08:00 - 15:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  11. 31 Jan 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$1589from / pp
Crown Princess
Princess Cruises
Round-trip from San Juan
⚓ Calls 17 Jan 19:0014 nights13 portsDeparts 2027 Jan 17
View itinerary · 13 ports
14 days, round-trip Southern Caribbean Adventurer
  1. 17 Jan 19:00Departing from San Juan, Puerto Rico
  2. 18 Jan 07:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  3. 19 Jan 08:00 - 18:00Fort-de-France, Martinique
  4. 20 Jan 08:00 - 18:00St Georges Grenada
  5. 21 Jan 08:00 - 18:00Castries, St Lucia Island
  6. 22 Jan 07:00 - 21:00Bridgetown, Barbados
  7. 24 Jan 06:00 - 19:00San Juan, Puerto Rico
  8. 25 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  9. 26 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  10. 27 Jan 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  11. 28 Jan 08:00 - 18:00Castries, St Lucia Island
  12. 29 Jan 07:00 - 21:00Bridgetown, Barbados
  13. 31 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$1366from / pp
Crown Princess
Princess Cruises
Round-trip from San Juan
⚓ Calls 17 Jan 19:007 nights7 portsDeparts 2027 Jan 17
View itinerary · 7 ports
7 days, round-trip Southern Caribbean with Barbados and St. Lucia
  1. 17 Jan 19:00Departing from San Juan, Puerto Rico
  2. 18 Jan 07:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  3. 19 Jan 08:00 - 18:00Fort-de-France, Martinique
  4. 20 Jan 08:00 - 18:00St Georges Grenada
  5. 21 Jan 08:00 - 18:00Castries, St Lucia Island
  6. 22 Jan 07:00 - 21:00Bridgetown, Barbados
  7. 24 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$699from / pp
Regal Princess
Princess Cruises
Round-trip from Fort Lauderdale
⚓ Calls 26 Jan 10:00 - 18:0014 nights10 portsDeparts 2027 Jan 17
View itinerary · 10 ports
14 days, round-trip Eastern Caribbean Adventurer with Celebration Key
  1. 17 Jan 15:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 18 Jan 08:00 - 17:00Celebration Key Bahamas, Carnival Grand Bahama Island
  3. 20 Jan 09:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  4. 21 Jan 07:00 - 16:00Grand Turk Island, Cockburn Town, Turks and Caicos
  5. 23 Jan 06:00 - 15:00Fort Lauderdale, Port Everglades, Florida
  6. 25 Jan 10:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  7. 26 Jan 10:00 - 18:00San Juan, Puerto Rico
  8. 27 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  9. 29 Jan 07:00 - 16:00Grand Turk Island, Cockburn Town, Turks and Caicos
  10. 31 Jan 06:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$1743from / pp
Norwegian Prima
Norwegian Cruise Line Cruises
Round-trip from San Juan
⚓ Calls 17 Jan 16:007 nights6 portsDeparts 2027 Jan 17
View itinerary · 6 ports
7 days, round-trip Caribbean Round-trip San Juan Curacao St. Thomas
  1. 17 Jan 16:00Departing from San Juan, Puerto Rico
  2. 19 Jan 07:00 - 20:00Kralendijk Bonaire, Netherlands Antilles
  3. 20 Jan 07:00 - 20:00Willemstad Curacao, Netherlands Antilles
  4. 22 Jan 07:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  5. 23 Jan 07:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  6. 24 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$1339from / pp
Ritz-Carlton Ilma
Ritz-Carlton Yacht Collection Cruises
Round-trip from San Juan
⚓ Calls 19 Jan 18:003 nights4 portsDeparts 2027 Jan 19
View itinerary · 4 ports
3 days, round-trip 3 Night San Juan to San Juan Cruise
  1. 19 Jan 18:00Departing from San Juan, Puerto Rico
  2. 20 Jan 09:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 21 Jan 08:00 - 19:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 22 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$4100from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Miami → San Juan
⚓ Calls 05 Feb 08:0016 nights12 portsDeparts 2027 Jan 20
View itinerary · 12 ports
16 days, one-way from Miami to San Juan
  1. 20 Jan 17:00Departing from Miami, Florida
  2. 22 Jan 09:00 - 18:00Ocho Rios, Jamaica
  3. 24 Jan 09:00 - 18:00Santo Tomas de Castilla, Puerto Barrios, Guatemala
  4. 25 Jan 09:00 - 19:00Roatan Island, Carnival Isla Tropicale-Coxen Hole, Honduras
  5. 26 Jan 07:00 - 17:00Belize City
  6. 28 Jan 10:00 - 21:00Key West, Florida
  7. 29 Jan 08:00 - 17:00Miami, Florida
  8. 31 Jan 09:00 - 19:00Puerto Plata-Amber Cove, Dominicana
  9. 02 Feb 09:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  10. 03 Feb 08:00 - 18:00Iles des Saintes, Guadeloupe
  11. 04 Feb 08:00 - 17:00Basseterre St Kitts, Port Zante
  12. 05 Feb 08:00Arriving in San Juan, Puerto Rico
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$7350from / pp
Silver Shadow
Silversea Cruises
Bridgetown → San Juan
⚓ Calls 30 Jan10 nights11 portsDeparts 2027 Jan 20
View itinerary · 11 ports
10 days, one-way from Bridgetown to San Juan
  1. 20 Jan 23:00Departing from Bridgetown, Barbados
  2. 21 Jan 08:00 - 18:00Bequia Island, Port Elizabeth, Grenadines
  3. 22 Jan 08:00 - 18:00Castries, St Lucia Island
  4. 23 Jan 08:00 - 18:00Les Anses d'Arlet, Martinique
  5. 24 Jan 08:00 - 19:00Roseau, Dominica
  6. 25 Jan 08:00 - 18:00Iles des Saintes, Guadeloupe
  7. 26 Jan 08:00 - 18:00Montserrat Island UK, Little Bay
  8. 27 Jan 08:00 - 19:00Basseterre St Kitts, Port Zante
  9. 28 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 29 Jan 08:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  11. 30 JanArriving in San Juan, Puerto Rico
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$6400from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Miami → San Juan
⚓ Calls 29 Jan 08:008 nights7 portsDeparts 2027 Jan 21
View itinerary · 7 ports
8 days, one-way from Miami to San Juan
  1. 21 Jan 17:00Departing from Miami, Florida
  2. 24 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 25 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 26 Jan 09:00 - 17:00Saint-Pierre Martinique
  5. 27 Jan 09:00 - 19:00Basseterre St Kitts, Port Zante
  6. 28 Jan 08:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  7. 29 Jan 08:00Arriving in San Juan, Puerto Rico
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$5360from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 29 Jan 08:00 - 18:0015 nights12 portsDeparts 2027 Jan 21
View itinerary · 12 ports
15 days, round-trip An Extended Journey through Caribbean Treasures Peaceful Nature
  1. 21 Jan 17:00Departing from Miami, Florida
  2. 24 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 25 Jan 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  4. 26 Jan 09:00 - 17:00Saint-Pierre Martinique
  5. 27 Jan 09:00 - 19:00Basseterre St Kitts, Port Zante
  6. 28 Jan 08:00 - 19:00Philipsburg St Maarten, Netherlands Antilles
  7. 29 Jan 08:00 - 18:00San Juan, Puerto Rico
  8. 30 Jan 09:00 - 19:00Tortola Island BVI, Road Town, UK Virgin Islands
  9. 31 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  10. 02 Feb 09:00 - 18:00Providenciales Island, Turks and Caicos Islands
  11. 04 Feb 08:30 - 17:30Key West, Florida
  12. 05 Feb 08:00Arriving in Miami, Florida
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$9280from / pp
Disney Dream
Disney Cruise Line Cruises
Round-trip from Fort Lauderdale
⚓ Calls 25 Jan 09:00 - 18:007 nights5 portsDeparts 2027 Jan 22
View itinerary · 5 ports
7 days, round-trip 7 Night Eastern Caribbean from Fort Lauderdale Cruise
  1. 22 Jan 15:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 23 Jan 09:00 - 16:45Disney Lookout Cay, Lighthouse Point, Eleuthera Bahamas
  3. 25 Jan 09:00 - 18:00San Juan, Puerto Rico
  4. 26 Jan 07:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  5. 29 Jan 08:00Arriving in Fort Lauderdale, Port Everglades, Florida
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$2067from / pp
Ritz-Carlton Ilma
Ritz-Carlton Yacht Collection Cruises
Round-trip from San Juan
⚓ Calls 22 Jan 18:007 nights7 portsDeparts 2027 Jan 22
View itinerary · 7 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 22 Jan 18:00Departing from San Juan, Puerto Rico
  2. 24 Jan 08:00 - 19:00Canouan Island, Grenadines
  3. 25 Jan 08:00 - 17:00Soufriere, St Lucia Island
  4. 26 Jan 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  5. 27 Jan 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 28 Jan 08:00 - 19:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 29 Jan 07:00Arriving in San Juan, Puerto Rico
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$8100from / pp
Crown Princess
Princess Cruises
Round-trip from Bridgetown
⚓ Calls 24 Jan 06:00 - 19:007 nights7 portsDeparts 2027 Jan 22
View itinerary · 7 ports
7 days, round-trip Southern Caribbean with St. Lucia
  1. 22 Jan 21:00Departing from Bridgetown, Barbados
  2. 24 Jan 06:00 - 19:00San Juan, Puerto Rico
  3. 25 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  4. 26 Jan 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  5. 27 Jan 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  6. 28 Jan 08:00 - 18:00Castries, St Lucia Island
  7. 29 Jan 07:00Arriving in Bridgetown, Barbados
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$999from / pp
Carnival Magic
Carnival Cruise Line Cruises
Round-trip from Miami
⚓ Calls 26 Jan 10:00 - 18:008 nights6 portsDeparts 2027 Jan 23
View itinerary · 6 ports
8 days, round-trip Eastern Caribbean
  1. 23 Jan 15:30Departing from Miami, Florida
  2. 24 Jan 09:30 - 17:30Half Moon Cay, RelaxAway, Bahamas Carnival private island
  3. 26 Jan 10:00 - 18:00San Juan, Puerto Rico
  4. 27 Jan 09:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  5. 28 Jan 07:00 - 16:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  6. 31 Jan 08:00Arriving in Miami, Florida
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$584from / pp
Rhapsody Of The Seas
Royal Caribbean Cruises
Round-trip from San Juan
⚓ Calls 23 Jan 18:007 nights7 portsDeparts 2027 Jan 23
View itinerary · 7 ports
7 days, round-trip Southern Caribbean Cruise
  1. 23 Jan 18:00Departing from San Juan, Puerto Rico
  2. 24 Jan 08:00 - 17:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 25 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  4. 26 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 27 Jan 08:00 - 17:00Basseterre St Kitts, Port Zante
  6. 28 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  7. 30 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$666from / pp
ms Eurodam
Holland America Cruises
Round-trip from Fort Lauderdale
⚓ Calls 02 Feb 13:00 - 22:0014 nights11 portsDeparts 2027 Jan 23
View itinerary · 11 ports
14 days, round-trip Eastern Caribbean Bahamas San Juan
  1. 23 Jan 16:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 24 Jan 08:00 - 17:00Nassau, Bahamas, New Providence Island
  3. 26 Jan 08:00 - 17:00Grand Turk Island, Cockburn Town, Turks and Caicos
  4. 27 Jan 08:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  5. 29 Jan 08:00 - 15:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  6. 30 Jan 07:00 - 16:00Fort Lauderdale, Port Everglades, Florida
  7. 01 Feb 07:00 - 15:00Grand Turk Island, Cockburn Town, Turks and Caicos
  8. 02 Feb 13:00 - 22:00San Juan, Puerto Rico
  9. 03 Feb 07:00 - 16:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  10. 05 Feb 08:00 - 15:00Half Moon Cay, RelaxAway, Bahamas Carnival private island
  11. 06 Feb 07:00Arriving in Fort Lauderdale, Port Everglades, Florida
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$1539from / pp
SeaDream I
SeaDream Yacht Club Cruises
Round-trip from San Juan
⚓ Calls 23 Jan7 nights9 portsDeparts 2027 Jan 23
View itinerary · 9 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 23 JanDeparting from San Juan, Puerto Rico
  2. 24 JanSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 25 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 25 JanVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  5. 26 JanCharlestown Nevis, Nevis Island
  6. 27 JanAnguilla Island, UK, Sandy Ground
  7. 27 Jan - 28 JanGustavia St Barths, Saint-Barthelemy Island France
  8. 29 JanJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  9. 30 JanArriving in San Juan, Puerto Rico
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$5919from / pp
Regal Princess
Princess Cruises
Round-trip from Fort Lauderdale
⚓ Calls 26 Jan 10:00 - 18:0014 nights10 portsDeparts 2027 Jan 23
View itinerary · 10 ports
14 days, round-trip Eastern Caribbean Adventurer with Celebration Key
  1. 23 Jan 15:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 25 Jan 10:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  3. 26 Jan 10:00 - 18:00San Juan, Puerto Rico
  4. 27 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  5. 29 Jan 07:00 - 16:00Grand Turk Island, Cockburn Town, Turks and Caicos
  6. 31 Jan 06:00 - 15:00Fort Lauderdale, Port Everglades, Florida
  7. 01 Feb 08:00 - 17:00Celebration Key Bahamas, Carnival Grand Bahama Island
  8. 03 Feb 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  9. 05 Feb 08:00 - 16:00Nassau, Bahamas, New Providence Island
  10. 06 Feb 06:00Arriving in Fort Lauderdale, Port Everglades, Florida
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$1403from / pp
Norwegian Pearl
Norwegian Cruise Line Cruises
Round-trip from Philadelphia
⚓ Calls 29 Jan 07:00 - 15:0010 nights6 portsDeparts 2027 Jan 23
View itinerary · 6 ports
10 days, round-trip Caribbean Round-Trip Philadelphia Dominican Republic St. Thomas
  1. 23 Jan 16:00Departing from Philadelphia, PhilaPort, Pennsylvania
  2. 27 Jan 07:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 28 Jan 07:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  4. 29 Jan 07:00 - 15:00San Juan, Puerto Rico
  5. 30 Jan 07:00 - 15:00Puerto Plata-Amber Cove, Dominicana
  6. 02 Feb 08:00Arriving in Philadelphia, PhilaPort, Pennsylvania
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$1029from / pp
Regal Princess
Princess Cruises
Round-trip from Fort Lauderdale
⚓ Calls 26 Jan 10:00 - 18:008 nights6 portsDeparts 2027 Jan 23
View itinerary · 6 ports
8 days, round-trip Eastern Caribbean with Puerto Rico
  1. 23 Jan 15:00Departing from Fort Lauderdale, Port Everglades, Florida
  2. 25 Jan 10:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  3. 26 Jan 10:00 - 18:00San Juan, Puerto Rico
  4. 27 Jan 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  5. 29 Jan 07:00 - 16:00Grand Turk Island, Cockburn Town, Turks and Caicos
  6. 31 Jan 06:00Arriving in Fort Lauderdale, Port Everglades, Florida
Find this cruise to book →
$919from / pp
Celebrity Constellation
Celebrity Cruises
Round-trip from San Juan
⚓ Calls 23 Jan 18:007 nights7 portsDeparts 2027 Jan 23
View itinerary · 7 ports
7 days, round-trip Southern Caribbean
  1. 23 Jan 18:00Departing from San Juan, Puerto Rico
  2. 24 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 25 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  4. 26 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  5. 27 Jan 08:00 - 17:00Castries, St Lucia Island
  6. 28 Jan 08:00 - 17:00Bridgetown, Barbados
  7. 30 Jan 07:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$816from / pp
MSC World America
MSC Cruises
Round-trip from Miami
⚓ Calls 26 Jan 09:00 - 23:0014 nights10 portsDeparts 2027 Jan 23
View itinerary · 10 ports
14 days, round-trip Eastern Western Caribbean
  1. 23 Jan 18:00Departing from Miami, Florida
  2. 25 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  3. 26 Jan 09:00 - 23:00San Juan, Puerto Rico
  4. 29 Jan 08:00 - 20:00MSC Ocean Cay, Bahamas private island
  5. 30 Jan 07:00 - 17:00Miami, Florida
  6. 01 Feb 09:00 - 18:00Roatan Island, Carnival Isla Tropicale-Coxen Hole, Honduras
  7. 02 Feb 08:00 - 17:00Costa Maya, Mexico, Riviera Maya
  8. 03 Feb 09:00 - 19:00Cozumel, Mexico, Riviera Maya
  9. 05 Feb 08:00 - 20:00MSC Ocean Cay, Bahamas private island
  10. 06 Feb 07:00Arriving in Miami, Florida
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$1325from / pp
MSC World America
MSC Cruises
Round-trip from Miami
⚓ Calls 26 Jan 09:00 - 23:007 nights5 portsDeparts 2027 Jan 23
View itinerary · 5 ports
7 days, round-trip Eastern Caribbean Bahamas
  1. 23 Jan 18:00Departing from Miami, Florida
  2. 25 Jan 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  3. 26 Jan 09:00 - 23:00San Juan, Puerto Rico
  4. 29 Jan 08:00 - 20:00MSC Ocean Cay, Bahamas private island
  5. 30 Jan 07:00Arriving in Miami, Florida
Find this cruise to book →
$633from / pp
Valiant Lady
Virgin Voyages Cruises
Round-trip from San Juan
⚓ Calls 23 Jan 20:006 nights6 portsDeparts 2027 Jan 23
View itinerary · 6 ports
6 days, round-trip 6 Night Southern Caribbean Cruise
  1. 23 Jan 20:00Departing from San Juan, Puerto Rico
  2. 24 Jan 09:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 25 Jan 08:00 - 18:00Basseterre St Kitts, Port Zante
  4. 26 Jan 08:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  5. 27 Jan 08:00 - 18:00Castries, St Lucia Island
  6. 29 Jan 06:30Arriving in San Juan, Puerto Rico
Find this cruise to book →
$834from / pp
Vision Of The Seas
Royal Caribbean Cruises
Round-trip from San Juan
⚓ Calls 24 Jan 18:007 nights7 portsDeparts 2027 Jan 24
View itinerary · 7 ports
7 days, round-trip Southern Caribbean Cruise
  1. 24 Jan 18:00Departing from San Juan, Puerto Rico
  2. 25 Jan 08:00 - 17:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  3. 26 Jan 08:00 - 17:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  4. 27 Jan 08:00 - 17:00Philipsburg St Maarten, Netherlands Antilles
  5. 28 Jan 08:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  6. 29 Jan 08:00 - 17:00Roseau, Dominica
  7. 31 Jan 06:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$671from / pp
MSC Meraviglia
MSC Cruises
Round-trip from Miami
⚓ Calls 02 Feb 10:00 - 19:0014 nights10 portsDeparts 2027 Jan 24
View itinerary · 10 ports
14 days, round-trip Caribbean Bahamas
  1. 24 Jan 16:00Departing from Miami, Florida
  2. 25 Jan 08:00 - 17:00Nassau, Bahamas, New Providence Island
  3. 26 Jan 08:00 - 18:00MSC Ocean Cay, Bahamas private island
  4. 28 Jan 08:00 - 18:00Puerto Plata-Amber Cove, Dominicana
  5. 30 Jan 07:00 - 16:00Miami, Florida
  6. 31 Jan 08:00 - 17:00Nassau, Bahamas, New Providence Island
  7. 02 Feb 10:00 - 19:00San Juan, Puerto Rico
  8. 03 Feb 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  9. 04 Feb 08:00 - 18:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  10. 07 Feb 07:00Arriving in Miami, Florida
Find this cruise to book →
$901from / pp

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