Cruises Calling at Portsmouth

23 upcoming cruises that stop at Portsmouth, Saint John, Dominica. Updated regularly; always confirm with the cruise line.

World Navigator
Atlas Ocean Voyages Cruises
Philipsburg St Maarten → Bridgetown
⚓ Calls 18 Oct 07:00 - 18:00 20267 nights8 portsDeparts 2026 Oct 14
View itinerary · 8 ports
7 days, one-way from Philipsburg St Maarten to Bridgetown
  1. 14 Oct 23:00Departing from Philipsburg St Maarten, Netherlands Antilles
  2. 15 Oct 07:00 - 23:30Gustavia St Barths, Saint-Barthelemy Island France
  3. 16 Oct 07:00 - 18:00Saint Kitts island
  4. 17 Oct 08:00 - 22:00Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  5. 18 Oct 07:00 - 18:00Portsmouth Dominica
  6. 19 Oct 07:00 - 22:00Fort-de-France, Martinique
  7. 20 Oct 08:00 - 18:00Bequia Island, Port Elizabeth, Grenadines
  8. 21 Oct 08:00Arriving in Bridgetown, Barbados
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$5799from / pp
ms Europa
Hapag-Lloyd Cruises
New York → Miami
⚓ Calls 11 Dec 08:00 - 18:00 202615 nights8 portsDeparts 2026 Dec 05
View itinerary · 8 ports
15 days, one-way from New York to Miami
  1. 05 Dec 22:00Departing from New York, NYC Manhattan-Brooklyn
  2. 10 Dec 08:00 - 18:00Gustavia St Barths, Saint-Barthelemy Island France
  3. 11 Dec 08:00 - 18:00Portsmouth Dominica
  4. 12 Dec 07:00 - 18:00Castries, St Lucia Island
  5. 14 Dec 08:00 - 22:00Kralendijk Bonaire, Netherlands Antilles
  6. 15 Dec 08:00 - 18:00Willemstad Curacao, Netherlands Antilles
  7. 17 Dec 12:00 - 19:00Ocho Rios, Jamaica
  8. 20 Dec 07:00Arriving in Miami, Florida
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Price on request
Le Bougainville
Ponant Cruises
Cadiz → Fort-de-France
⚓ Calls 15 Dec 07:00 - 20:00 202612 nights3 portsDeparts 2026 Dec 04
View itinerary · 3 ports
12 days, one-way from Cadiz to Fort-de-France
  1. 04 Dec 18:00Departing from Cadiz, Spain, Sevilla
  2. 15 Dec 07:00 - 20:00Portsmouth Dominica
  3. 16 Dec 07:00Arriving in Fort-de-France, Martinique
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$4540from / pp
Ritz-Carlton Ilma
Ritz-Carlton Yacht Collection Cruises
Round-trip from San Juan
⚓ Calls 24 Dec 08:00 - 19:00 20267 nights7 portsDeparts 2026 Dec 21
View itinerary · 7 ports
7 days, round-trip 7 Night San Juan to San Juan Cruise
  1. 21 Dec 18:00Departing from San Juan, Puerto Rico
  2. 22 Dec 09:00 - 18:00Marigot, St Martin Island France
  3. 23 Dec 09:00 - 19:00Terre-de-Haut Island, Guadeloupe
  4. 24 Dec 08:00 - 19:00Portsmouth Dominica
  5. 26 Dec 08:00 - 19:00Anguilla Island, UK, Sandy Ground
  6. 27 Dec 08:00 - 19:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  7. 28 Dec 07:00Arriving in San Juan, Puerto Rico
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$9100from / pp
Le Ponant
Ponant Cruises
Round-trip from Pointe-a-Pitre
⚓ Calls 07 Jan 12:00 - 22:00 20276 nights8 portsDeparts 2027 Jan 03
View itinerary · 8 ports
6 days, round-trip 7 Night Gliding the Waters of the Windward Islands Cruise
  1. 03 Jan 19:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 04 Jan 09:00 - 23:59Tobago Cays, Grenadines
  3. 05 Jan 08:45 - 18:00Sandy Island Grenada
  4. 06 JanCastries, St Lucia Island
  5. 06 Jan 07:00 - 11:00Bequia Island, Port Elizabeth, Grenadines
  6. 07 Jan 12:00 - 22:00Portsmouth Dominica
  7. 08 Jan 07:00 - 19:30Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 09 Jan 06:00Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
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$9320from / pp
Le Ponant
Ponant Cruises
Round-trip from Pointe-a-Pitre
⚓ Calls 04 Feb 12:00 - 22:00 20276 nights8 portsDeparts 2027 Jan 31
View itinerary · 8 ports
6 days, round-trip 7 Night Gliding the Waters of the Windward Islands Cruise
  1. 31 Jan 19:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 01 Feb 09:00 - 23:59Tobago Cays, Grenadines
  3. 02 Feb 08:45 - 18:00Sandy Island Grenada
  4. 03 FebCastries, St Lucia Island
  5. 03 Feb 07:00 - 11:00Bequia Island, Port Elizabeth, Grenadines
  6. 04 Feb 12:00 - 22:00Portsmouth Dominica
  7. 05 Feb 07:00 - 19:30Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 06 Feb 06:00Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
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$9320from / pp
Le Bougainville
Ponant Cruises
Round-trip from Vieux Fort
⚓ Calls 18 Feb 07:00 - 18:00 20277 nights8 portsDeparts 2027 Feb 17
View itinerary · 8 ports
7 days, round-trip 7 Night Cruising the Caribbeans Windward Islands with Smithsonian Journeys Cruise
  1. 17 Feb 18:30Departing from Vieux Fort, St Lucia Island
  2. 18 Feb 07:00 - 18:00Portsmouth Dominica
  3. 19 Feb - 18:00Iles des Saintes, Guadeloupe
  4. 20 Feb 11:30 - 23:59Bequia Island, Port Elizabeth, Grenadines
  5. 21 Feb 10:00 - 19:00Mayreau Island, Grenadines
  6. 22 Feb - 18:00Tobago Cays, Grenadines
  7. 23 Feb 07:00 - 18:00Bridgetown, Barbados
  8. 24 Feb 07:00Arriving in Vieux Fort, St Lucia Island
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$6200from / pp
Le Bougainville
Ponant Cruises
Round-trip from Vieux Fort
⚓ Calls 02 Mar - 19:00 20277 nights9 portsDeparts 2027 Feb 24
View itinerary · 9 ports
7 days, round-trip 7 Night Pearls of the Caribbean Cruise
  1. 24 Feb 23:59Departing from Vieux Fort, St Lucia Island
  2. 25 Feb 12:00 - 23:30Bequia Island, Port Elizabeth, Grenadines
  3. 26 Feb 07:00 - 23:59Mayreau Island, Grenadines
  4. 27 Feb 08:00 - 19:30Tobago Cays, Grenadines
  5. 28 Feb 07:00 - 12:00Pigeon Island, Rodney Bay, St Lucia
  6. 28 Feb 14:30 - 20:30Soufriere, St Lucia Island
  7. 01 Mar 08:00 - 19:30Iles des Saintes, Guadeloupe
  8. 02 Mar - 19:00Portsmouth Dominica
  9. 03 Mar 07:00Arriving in Vieux Fort, St Lucia Island
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$5060from / pp
Le Ponant
Ponant Cruises
Round-trip from Pointe-a-Pitre
⚓ Calls 04 Mar 12:00 - 22:00 20276 nights8 portsDeparts 2027 Feb 28
View itinerary · 8 ports
6 days, round-trip 7 Night Gliding the Waters of the Windward Islands Cruise
  1. 28 Feb 19:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 01 Mar 09:00 - 23:59Tobago Cays, Grenadines
  3. 02 Mar 08:45 - 18:00Sandy Island Grenada
  4. 03 MarCastries, St Lucia Island
  5. 03 Mar 07:00 - 11:00Bequia Island, Port Elizabeth, Grenadines
  6. 04 Mar 12:00 - 22:00Portsmouth Dominica
  7. 05 Mar 07:00 - 19:30Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 06 Mar 06:00Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
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$9320from / pp
Le Bougainville
Ponant Cruises
Round-trip from Vieux Fort
⚓ Calls 09 Mar - 19:00 20277 nights9 portsDeparts 2027 Mar 03
View itinerary · 9 ports
7 days, round-trip 7 Night Pearls of the Caribbean Cruise
  1. 03 Mar 23:59Departing from Vieux Fort, St Lucia Island
  2. 04 Mar 12:00 - 23:30Bequia Island, Port Elizabeth, Grenadines
  3. 05 Mar 07:00 - 23:59Mayreau Island, Grenadines
  4. 06 Mar 08:00 - 19:30Tobago Cays, Grenadines
  5. 07 Mar 07:00 - 12:00Pigeon Island, Rodney Bay, St Lucia
  6. 07 Mar 14:30 - 20:30Soufriere, St Lucia Island
  7. 08 Mar 08:00 - 19:30Iles des Saintes, Guadeloupe
  8. 09 Mar - 19:00Portsmouth Dominica
  9. 10 Mar 07:00Arriving in Vieux Fort, St Lucia Island
Find this cruise to book →
$5060from / pp
Le Bougainville
Ponant Cruises
Round-trip from Vieux Fort
⚓ Calls 16 Mar - 19:00 20277 nights9 portsDeparts 2027 Mar 10
View itinerary · 9 ports
7 days, round-trip 7 Night Pearls of the Caribbean Cruise
  1. 10 Mar 23:59Departing from Vieux Fort, St Lucia Island
  2. 11 Mar 12:00 - 23:30Bequia Island, Port Elizabeth, Grenadines
  3. 12 Mar 07:00 - 23:59Mayreau Island, Grenadines
  4. 13 Mar 08:00 - 19:30Tobago Cays, Grenadines
  5. 14 Mar 07:00 - 12:00Pigeon Island, Rodney Bay, St Lucia
  6. 14 Mar 14:30 - 20:30Soufriere, St Lucia Island
  7. 15 Mar 08:00 - 19:30Iles des Saintes, Guadeloupe
  8. 16 Mar - 19:00Portsmouth Dominica
  9. 17 Mar 07:00Arriving in Vieux Fort, St Lucia Island
Find this cruise to book →
$4760from / pp
Le Bougainville
Ponant Cruises
Round-trip from Vieux Fort
⚓ Calls 23 Mar - 19:00 20277 nights9 portsDeparts 2027 Mar 17
View itinerary · 9 ports
7 days, round-trip 7 Night Pearls of the Caribbean Cruise
  1. 17 Mar 23:59Departing from Vieux Fort, St Lucia Island
  2. 18 Mar 12:00 - 23:30Bequia Island, Port Elizabeth, Grenadines
  3. 19 Mar 07:00 - 23:59Mayreau Island, Grenadines
  4. 20 Mar 08:00 - 19:30Tobago Cays, Grenadines
  5. 21 Mar 07:00 - 12:00Pigeon Island, Rodney Bay, St Lucia
  6. 21 Mar 14:30 - 20:30Soufriere, St Lucia Island
  7. 22 Mar 08:00 - 19:30Iles des Saintes, Guadeloupe
  8. 23 Mar - 19:00Portsmouth Dominica
  9. 24 Mar 07:00Arriving in Vieux Fort, St Lucia Island
Find this cruise to book →
$5360from / pp
Le Ponant
Ponant Cruises
Round-trip from Pointe-a-Pitre
⚓ Calls 01 Apr 12:00 - 22:00 20276 nights8 portsDeparts 2027 Mar 28
View itinerary · 8 ports
6 days, round-trip 7 Night Gliding the Waters of the Windward Islands Cruise
  1. 28 Mar 19:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 29 Mar 09:00 - 23:59Tobago Cays, Grenadines
  3. 30 Mar 08:45 - 18:00Sandy Island Grenada
  4. 31 MarCastries, St Lucia Island
  5. 31 Mar 07:00 - 11:00Bequia Island, Port Elizabeth, Grenadines
  6. 01 Apr 12:00 - 22:00Portsmouth Dominica
  7. 02 Apr 07:00 - 19:30Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 03 Apr 06:00Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
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$9870from / pp
Emerald Kaia
Emerald Cruises
St Johns Antigua → San Juan
⚓ Calls 13 Dec - 14 Dec 20279 nights9 portsDeparts 2027 Dec 11
View itinerary · 9 ports
9 days, one-way from St Johns Antigua to San Juan
  1. 11 DecDeparting from St Johns Antigua, RCI Royal Beach Club
  2. 12 DecSaint Kitts island
  3. 13 DecIles des Saintes, Guadeloupe
  4. 13 Dec - 14 DecPortsmouth Dominica
  5. 15 DecDeshaies, Basse-Terre Island Guadeloupe
  6. 16 Dec - 17 DecGustavia St Barths, Saint-Barthelemy Island France
  7. 18 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 18 Dec - 19 DecNorman Island BVI, The Bight, UK Virgin Islands
  9. 20 DecArriving in San Juan, Puerto Rico
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$7363from / pp
Azamara Quest
Azamara Cruises
Round-trip from Bridgetown
⚓ Calls 22 Dec 08:00 - 20:00 202715 nights15 portsDeparts 2027 Dec 12
View itinerary · 15 ports
15 days, round-trip Cruise Caribbean Cruise Dominica, Bequia Grenada
  1. 12 Dec 18:00Departing from Bridgetown, Barbados
  2. 13 Dec 08:00 - 18:00Castries, St Lucia Island
  3. 14 Dec 08:00 - 18:00Roseau, Dominica
  4. 15 Dec 08:00 - 22:00Basseterre St Kitts, Port Zante
  5. 16 Dec 08:00 - 18:00Charlestown Nevis, Nevis Island
  6. 17 Dec 08:00 - 16:00Philipsburg St Maarten, Netherlands Antilles
  7. 18 Dec 08:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 19 Dec 06:00San Juan, Puerto Rico
  9. 20 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 21 Dec 09:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  11. 22 Dec 08:00 - 20:00Portsmouth Dominica
  12. 23 Dec 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  13. 24 Dec 08:00 - 17:00St Georges Grenada
  14. 26 Dec 08:00 - 18:00Scarborough, Tobago
  15. 27 Dec 06:00Arriving in Bridgetown, Barbados
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$3929from / pp
Azamara Quest
Azamara Cruises
San Juan → Miami
⚓ Calls 22 Dec 08:00 - 20:00 202717 nights14 portsDeparts 2027 Dec 19
View itinerary · 14 ports
17 days, one-way from San Juan to Miami
  1. 19 Dec 18:00Departing from San Juan, Puerto Rico
  2. 20 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 21 Dec 09:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 22 Dec 08:00 - 20:00Portsmouth Dominica
  5. 23 Dec 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  6. 24 Dec 08:00 - 17:00St Georges Grenada
  7. 26 Dec 08:00 - 18:00Scarborough, Tobago
  8. 27 Dec 06:00Bridgetown, Barbados
  9. 29 Dec 08:00 - 18:00Kralendijk Bonaire, Netherlands Antilles
  10. 30 Dec 08:00 - 20:00Willemstad Curacao, Netherlands Antilles
  11. 31 Dec 08:00 - 08:00Oranjestad Aruba, Netherlands Antilles
  12. 02 Jan 11:30 - 22:00Puerto Plata-Amber Cove, Dominicana
  13. 04 Jan 08:00 - 16:00Nassau, Bahamas, New Providence Island
  14. 05 Jan 06:00Arriving in Miami, Florida
Find this cruise to book →
$4729from / pp
Azamara Quest
Azamara Cruises
San Juan → Bridgetown
⚓ Calls 22 Dec 08:00 - 20:00 20278 nights8 portsDeparts 2027 Dec 19
View itinerary · 8 ports
8 days, one-way from San Juan to Bridgetown
  1. 19 Dec 18:00Departing from San Juan, Puerto Rico
  2. 20 Dec 08:00 - 18:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  3. 21 Dec 09:00 - 18:00St Johns Antigua, RCI Royal Beach Club
  4. 22 Dec 08:00 - 20:00Portsmouth Dominica
  5. 23 Dec 08:00 - 20:00Bequia Island, Port Elizabeth, Grenadines
  6. 24 Dec 08:00 - 17:00St Georges Grenada
  7. 26 Dec 08:00 - 18:00Scarborough, Tobago
  8. 27 Dec 06:00Arriving in Bridgetown, Barbados
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$2189from / pp
Ritz-Carlton Ilma
Ritz-Carlton Yacht Collection Cruises
Round-trip from San Juan
⚓ Calls 25 Dec 08:00 - 19:00 20278 nights8 portsDeparts 2027 Dec 20
View itinerary · 8 ports
8 days, round-trip 8 Night San Juan to San Juan Cruise
  1. 20 Dec 18:00Departing from San Juan, Puerto Rico
  2. 22 Dec 08:00 - 19:00Bequia Island, Port Elizabeth, Grenadines
  3. 23 Dec 08:00 - 19:00Canouan Island, Grenadines
  4. 24 Dec 08:00 - 19:00Soufriere, St Lucia Island
  5. 25 Dec 08:00 - 19:00Portsmouth Dominica
  6. 26 Dec 08:00 - 19:00Falmouth Antigua
  7. 27 Dec 08:00 - 16:30Gustavia St Barths, Saint-Barthelemy Island France
  8. 28 Dec 07:00Arriving in San Juan, Puerto Rico
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$12100from / pp
Le Ponant
Ponant Cruises
Round-trip from Pointe-a-Pitre
⚓ Calls 01 Jan 12:00 - 22:00 20286 nights8 portsDeparts 2027 Dec 28
View itinerary · 8 ports
6 days, round-trip 7 Night Gliding the Waters of the Windward Islands Cruise
  1. 28 Dec 19:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 29 Dec 09:00 - 23:59Tobago Cays, Grenadines
  3. 30 Dec 08:45 - 18:00Sandy Island Grenada
  4. 31 DecCastries, St Lucia Island
  5. 31 Dec 07:00 - 11:00Bequia Island, Port Elizabeth, Grenadines
  6. 01 Jan 12:00 - 22:00Portsmouth Dominica
  7. 02 Jan 07:00 - 19:30Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 03 Jan 06:00Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
Find this cruise to book →
$9020from / pp
Le Ponant
Ponant Cruises
Round-trip from Pointe-a-Pitre
⚓ Calls 22 Jan 12:00 - 22:00 20286 nights8 portsDeparts 2028 Jan 18
View itinerary · 8 ports
6 days, round-trip 7 Night Gliding the Waters of the Windward Islands Cruise
  1. 18 Jan 19:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 19 Jan 09:00 - 23:59Tobago Cays, Grenadines
  3. 20 Jan 08:45 - 18:00Sandy Island Grenada
  4. 21 JanCastries, St Lucia Island
  5. 21 Jan 07:00 - 11:00Bequia Island, Port Elizabeth, Grenadines
  6. 22 Jan 12:00 - 22:00Portsmouth Dominica
  7. 23 Jan 07:00 - 19:30Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 24 Jan 06:00Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
Find this cruise to book →
$8460from / pp
Le Ponant
Ponant Cruises
Round-trip from Pointe-a-Pitre
⚓ Calls 19 Feb 12:00 - 22:00 20286 nights8 portsDeparts 2028 Feb 15
View itinerary · 8 ports
6 days, round-trip 7 Night Gliding the Waters of the Windward Islands Cruise
  1. 15 Feb 19:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 16 Feb 09:00 - 23:59Tobago Cays, Grenadines
  3. 17 Feb 08:45 - 18:00Sandy Island Grenada
  4. 18 FebCastries, St Lucia Island
  5. 18 Feb 07:00 - 11:00Bequia Island, Port Elizabeth, Grenadines
  6. 19 Feb 12:00 - 22:00Portsmouth Dominica
  7. 20 Feb 07:00 - 19:30Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 21 Feb 06:00Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
Find this cruise to book →
$8460from / pp
Le Champlain
Ponant Cruises
Round-trip from Vieux Fort
⚓ Calls 24 Feb 07:00 - 18:00 20287 nights8 portsDeparts 2028 Feb 23
View itinerary · 8 ports
7 days, round-trip 7 Night Cruising the Caribbeans Windward Islands with Smithsonian Journeys Cruise
  1. 23 Feb 18:30Departing from Vieux Fort, St Lucia Island
  2. 24 Feb 07:00 - 18:00Portsmouth Dominica
  3. 25 Feb - 18:00Iles des Saintes, Guadeloupe
  4. 26 Feb 11:30 - 23:59Bequia Island, Port Elizabeth, Grenadines
  5. 27 Feb 10:00 - 19:00Mayreau Island, Grenadines
  6. 28 Feb - 18:00Tobago Cays, Grenadines
  7. 29 Feb 07:00 - 18:00Bridgetown, Barbados
  8. 01 Mar 07:00Arriving in Vieux Fort, St Lucia Island
Find this cruise to book →
$5980from / pp
Le Ponant
Ponant Cruises
Round-trip from Pointe-a-Pitre
⚓ Calls 18 Mar 12:00 - 22:00 20286 nights8 portsDeparts 2028 Mar 14
View itinerary · 8 ports
6 days, round-trip 7 Night Gliding the Waters of the Windward Islands Cruise
  1. 14 Mar 19:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 15 Mar 09:00 - 23:59Tobago Cays, Grenadines
  3. 16 Mar 08:45 - 18:00Sandy Island Grenada
  4. 17 MarCastries, St Lucia Island
  5. 17 Mar 07:00 - 11:00Bequia Island, Port Elizabeth, Grenadines
  6. 18 Mar 12:00 - 22:00Portsmouth Dominica
  7. 19 Mar 07:00 - 19:30Marie-Galante Island Guadeloupe, Saint Louis, Gran-Bourg
  8. 20 Mar 06:00Arriving in Pointe-a-Pitre, Grande-Terre Island Guadeloupe
Find this cruise to book →
$8460from / pp

Itineraries and prices change — always confirm with the cruise line before booking. Some links are affiliate links that may earn us a commission at no extra cost to you.