Anguilla, Caribbean cruise port
Caribbean › Anguilla

Anguilla, Caribbean

Thirty-three world-class beaches and zero mega-ship crowds — Anguilla is the Caribbean's best-kept secret for small-ship cruisers seeking pristine sand, crystal water, and laid-back luxury.

⚓ Tender port (Road Bay / Sandy Ground)🕒 Typical call: 7-9 hrs💵 USD & Eastern Caribbean Dollar🗣️ English
Docking
Tender to Road Bay pier at Sandy Ground village; no large cruise terminal
Walk to center
Sandy Ground village is steps from the tender pier; The Valley is ~15 min by taxi
Best For
Beach days, snorkeling, offshore cay tours, and upscale Caribbean dining
Don't Miss
Shoal Bay East — consistently ranked among the world's best beaches

Getting Ashore

Cruise ships anchor offshore and tender passengers to Road Bay pier in Sandy Ground village on Anguilla's west coast.

Getting Ashore in Anguilla

  • 1
    Tender to Road BayYour ship anchors in Road Bay; ship-operated tenders ferry passengers to the pier at Sandy Ground. Collect your tender ticket on board and watch for announcements — waits can build mid-morning.
  • 2
    Taxis at the pierGovernment-regulated taxis wait at the tender landing. Fares are fixed by zone — confirm the price before departing. There is no public bus or rideshare on the island.
  • 3
    Explore or pre-bookMany excursion operators and beach clubs offer transfers from Sandy Ground. Booking in advance (snorkeling boats, cay tours, beach chairs) is worthwhile on busy ship days.

💡 Pro move: USD is universally accepted. Tipping in USD is fine; local Eastern Caribbean Dollar (XCD) is also in circulation.

Piers & Tendering by Cruise Line

Anguilla is exclusively a tender port — ships anchor in Road Bay and ferry guests ashore to Sandy Ground.

Cruise LineTypical Berth / ArrivalDock or Tender
Most cruise lines (small/luxury ships)Road Bay pier, Sandy Ground village📍Tendered
Occasional small expedition vesselsBlowing Point ferry port📍Tendered

Top Excursions

From offshore cay adventures to world-ranked beach days, Anguilla excursions are about slowing down and savoring the Caribbean at its finest.

Relax

Shoal Bay East Beach Day

Anguilla's most celebrated beach — two miles of fine white sand with calm, clear water ideal for swimming. Beach bars and open-air restaurants line the shore. Grab a sun lounger and stay as long as you can.

⏱ Half or full day🚖 20 min by taxi🏖️ Best beach on island
Find Shoal Bay beach tours →
Nature

Sandy Island & Prickly Pear Cay Catamaran

Day-trip by catamaran to one of Anguilla's uninhabited offshore cays — pristine sand, excellent snorkeling, and an all-inclusive lunch and drinks package. Prickly Pear Cays sit within a protected marine area.

⏱ 4-6 hrs🚤 Catamaran🐠 Great snorkeling
Find cay catamaran tours →
Adventure

Little Bay Snorkel Adventure

Reached by boat (or rope climb for the adventurous), Little Bay is a secluded cove with some of Anguilla's richest snorkeling — stingrays, colorful reef fish, and pristine coral within one of the island's seven marine parks.

⏱ 2-4 hrs🤿 All skill levels🚤 Boat access
Find Little Bay snorkel tours →
History

Island Heritage Tour

A guided taxi tour taking in Wallblake House (a restored 1787 plantation estate), the Heritage Collection Museum in East End, and the Old Salt Factory — a compact but genuine look at Anguilla's past.

⏱ 2-3 hrs🏛️ Cultural🚖 Guided taxi
Find Anguilla island tours →
Food

Culinary & Rum Tasting Tour

Anguilla punches well above its size in dining. Progressive lunch tours visit local kitchens and beachside restaurants, with rum tastings and a taste of the island's growing gourmet scene.

⏱ 3-4 hrs🍽️ Small groups🥃 Rum included
Find Anguilla food tours →
Wildlife

Dolphin & Whale Watching Cruise

Seasonal boat excursions offer sightings of spinner dolphins and humpback whales in the waters around Anguilla. A relaxed alternative to beach time, especially for families.

⏱ 2-3 hrs🐬 Seasonal🐋 Best Dec-Mar
Find whale watching tours →

Self-Guided Walks & Hikes

Sandy Ground village and the surrounding area are walkable from the tender pier — beaches, bars, and local life all within easy reach on foot.

Sandy Ground Village Stroll

~1 km · Flat · 20-30 min

From the tender pier, walk the length of Sandy Ground Beach — the island's social hub — passing beachside bars, a handful of restaurants, and local fishing boats. The salt pond behind the village is a quiet bonus.

  1. StartRoad Bay pier, Sandy Ground, Anguilla
  2. StopSandy Ground Beach, Anguilla
  3. EndSandy Ground Salt Pond, Anguilla
🗺️ See full route in Maps →

Road Bay to Crocus Bay

~2 km one-way · Easy coastal · 30-40 min

Head north from the Sandy Ground pier along the road toward Crocus Bay, a quieter beach with good snorkeling and a couple of bar-restaurants. A pleasant walk with coastal views and little traffic.

  1. StartSandy Ground, Anguilla
  2. EndCrocus Bay, Anguilla
🗺️ See full route in Maps →

Weather & Best Time to Visit

Climate normals for Anguilla, Caribbean (2014–2023 averages). Pack for the month you sail — highs, lows, and how many rainy days to expect.

MonthAvg HighAvg LowRainy Days
Jan28°F / -2°C23°F / -5°C10
Feb28°F / -2°C23°F / -5°C8
Mar28°F / -2°C23°F / -5°C8
Apr28°F / -2°C24°F / -4°C8
May30°F / -1°C25°F / -4°C10
Jun31°F / -1°C26°F / -3°C10
Jul31°F / -1°C26°F / -3°C11
Aug31°F / -1°C26°F / -3°C12
Sep31°F / -1°C26°F / -3°C12
Oct30°F / -1°C25°F / -4°C13
Nov29°F / -2°C24°F / -4°C12
Dec28°F / -2°C23°F / -5°C11

Source: Open-Meteo ERA5 (10-yr daily averages)

Insider Tips

  • Tender timing matters. Tender queues build quickly when ships are at anchor — get your ticket early and aim for a morning departure to beat the crowd.
  • 🚖
    Taxis only — no buses or rideshare. Government-regulated fares are fixed by zone. Confirm the price before you set off and carry small USD bills.
  • 🏖️
    Shoal Bay East is worth the taxi fare. It's about 20 minutes from Sandy Ground but consistently ranks among the world's best beaches — don't skip it.
  • 💳
    USD is king. Most restaurants and shops quote prices in USD or accept it without issue. Cards are accepted at larger restaurants and hotels.
  • 🤿
    Book offshore boat trips in advance. Sandy Island and Prickly Pear Cay tours sell out on ship days. Pre-book from the ship or contact operators directly before your call.

Cruises Calling Here

Upcoming cruises that call at Anguilla, Caribbean. Dates, prices, and ports of call change — always confirm with the cruise line before booking.

MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 05 Nov 09:00 - 17:00 20267 nights6 portsDeparts 2026 Nov 01
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 01 Nov 18:00Departing from San Juan, Puerto Rico
  2. 02 Nov 09:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 03 Nov 09:00 - 19:00Basseterre St Kitts, Port Zante
  4. 04 Nov 09:00 - 05 Nov 01:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 05 Nov 09:00 - 17:00Anguilla Island, UK, Sandy Ground
  6. 08 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$4600from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from San Juan
⚓ Calls 05 Nov 09:00 - 17:00 202614 nights12 portsDeparts 2026 Nov 01
View itinerary · 12 ports
14 days, round-trip An Extended Journey into Island Delights, Hidden Coves Chic Coastlines
  1. 01 Nov 18:00Departing from San Juan, Puerto Rico
  2. 02 Nov 09:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  3. 03 Nov 09:00 - 19:00Basseterre St Kitts, Port Zante
  4. 04 Nov 09:00 - 05 Nov 01:00Gustavia St Barths, Saint-Barthelemy Island France
  5. 05 Nov 09:00 - 17:00Anguilla Island, UK, Sandy Ground
  6. 08 Nov 08:00 - 17:00Miami, Florida
  7. 10 Nov 09:00 - 18:00Providenciales Island, Turks and Caicos Islands
  8. 11 Nov 09:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  9. 12 Nov 09:00 - 17:00La Romana, Dominicana
  10. 13 Nov 10:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  11. 14 Nov 08:00 - 19:00Gustavia St Barths, Saint-Barthelemy Island France
  12. 15 Nov 08:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$8025from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 05 Nov 09:00 - 17:00 202614 nights11 portsDeparts 2026 Oct 25
View itinerary · 11 ports
14 days, round-trip An Extended Journey of Maritime Soul Island Zest
  1. 25 Oct 17:00Departing from Miami, Florida
  2. 28 Oct 08:00 - 17:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 29 Oct 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 30 Oct 09:00 - 18:00Iles des Saintes, Guadeloupe
  5. 31 Oct 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  6. 01 Nov 08:00 - 18:00San Juan, Puerto Rico
  7. 02 Nov 09:00 - 18:00Tortola Island BVI, Road Town, UK Virgin Islands
  8. 03 Nov 09:00 - 19:00Basseterre St Kitts, Port Zante
  9. 04 Nov 09:00 - 05 Nov 01:00Gustavia St Barths, Saint-Barthelemy Island France
  10. 05 Nov 09:00 - 17:00Anguilla Island, UK, Sandy Ground
  11. 08 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$7725from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Barcelona → Miami
⚓ Calls 13 Nov 08:00 - 18:00 202616 nights7 portsDeparts 2026 Nov 01
View itinerary · 7 ports
16 days, one-way from Barcelona to Miami
  1. 01 Nov 20:00Departing from Barcelona, Spain
  2. 03 Nov 09:00 - 21:00Cadiz, Spain, Sevilla
  3. 05 Nov 09:00 - 18:00Funchal, Madeira Island Portugal
  4. 12 Nov 09:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 13 Nov 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  6. 14 Nov 08:00 - 19:00San Juan, Puerto Rico
  7. 17 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$7625from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Barcelona → Miami
⚓ Calls 13 Nov 08:00 - 18:00 202624 nights12 portsDeparts 2026 Nov 01
View itinerary · 12 ports
24 days, one-way from Barcelona to Miami
  1. 01 Nov 20:00Departing from Barcelona, Spain
  2. 03 Nov 09:00 - 21:00Cadiz, Spain, Sevilla
  3. 05 Nov 09:00 - 18:00Funchal, Madeira Island Portugal
  4. 12 Nov 09:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  5. 13 Nov 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  6. 14 Nov 08:00 - 19:00San Juan, Puerto Rico
  7. 17 Nov 08:00 - 17:00Miami, Florida
  8. 19 Nov 09:00 - 21:00Progreso, Merida, Yucatan Mexico
  9. 21 Nov 08:00 - 19:00Roatan Island, Carnival Isla Tropicale-Coxen Hole, Honduras
  10. 22 Nov 07:00 - 16:00Belize City
  11. 24 Nov 10:00 - 21:00MSC Ocean Cay, Bahamas private island
  12. 25 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$10780from / pp
MSC Explora 1
MSC Explora Journeys Cruises
Barcelona → Miami
⚓ Calls 13 Nov 08:00 - 18:00 202627 nights14 portsDeparts 2026 Oct 21
View itinerary · 14 ports
27 days, one-way from Barcelona to Miami
  1. 21 Oct 18:00Departing from Barcelona, Spain
  2. 22 Oct 09:00 - 19:00Alicante, Spain
  3. 24 Oct 09:00 - 25 Oct 02:00Lisbon, Portugal
  4. 26 Oct 07:00 - 27 Oct 16:00Casablanca, Marrakesh, Morocco
  5. 28 Oct 09:00 - 19:00Tangier, Morocco, Tanger-Ville
  6. 29 Oct 07:00 - 23:55Malaga, Spain Granada
  7. 30 Oct 09:00 - 21:00Motril, Spain Granada
  8. 01 Nov 08:00 - 20:00Barcelona, Spain
  9. 03 Nov 09:00 - 21:00Cadiz, Spain, Sevilla
  10. 05 Nov 09:00 - 18:00Funchal, Madeira Island Portugal
  11. 12 Nov 09:00 - 21:00St Johns Antigua, RCI Royal Beach Club
  12. 13 Nov 08:00 - 18:00Anguilla Island, UK, Sandy Ground
  13. 14 Nov 08:00 - 19:00San Juan, Puerto Rico
  14. 17 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$15375from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 16 Nov 09:00 - 19:00 202614 nights13 portsDeparts 2026 Nov 08
View itinerary · 13 ports
14 days, round-trip An Extended Journey of Blissful Escapes Shoreline Splendour
  1. 08 Nov 17:00Departing from Miami, Florida
  2. 10 Nov 09:00 - 18:00Providenciales Island, Turks and Caicos Islands
  3. 11 Nov 09:00 - 16:00Puerto Plata-Amber Cove, Dominicana
  4. 12 Nov 09:00 - 17:00La Romana, Dominicana
  5. 13 Nov 10:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 14 Nov 08:00 - 19:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 15 Nov 08:00 - 17:00San Juan, Puerto Rico
  8. 16 Nov 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  9. 17 Nov 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  10. 18 Nov 08:00 - 16:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  11. 19 Nov 08:00 - 17:00Catalina Island, Dominicana
  12. 20 Nov 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  13. 22 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$7425from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from San Juan
⚓ Calls 16 Nov 09:00 - 19:00 202614 nights12 portsDeparts 2026 Nov 15
View itinerary · 12 ports
14 days, round-trip An Extended Journey of Tropical Harmony Natural Wonders
  1. 15 Nov 17:00Departing from San Juan, Puerto Rico
  2. 16 Nov 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  3. 17 Nov 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 18 Nov 08:00 - 16:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  5. 19 Nov 08:00 - 17:00Catalina Island, Dominicana
  6. 20 Nov 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  7. 22 Nov 08:00 - 17:00Miami, Florida
  8. 25 Nov 08:00 - 17:00St John Island USVI, Cruz Bay, US Virgin Islands
  9. 26 Nov 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  10. 27 Nov 09:00 - 18:00Iles des Saintes, Guadeloupe
  11. 28 Nov 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  12. 29 Nov 08:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$6900from / pp
MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 16 Nov 09:00 - 19:00 20267 nights7 portsDeparts 2026 Nov 15
View itinerary · 7 ports
7 days, one-way from San Juan to Miami
  1. 15 Nov 17:00Departing from San Juan, Puerto Rico
  2. 16 Nov 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  3. 17 Nov 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 18 Nov 08:00 - 16:00St Croix Island USVI, Frederiksted-Christiansted, US Virgin Islands
  5. 19 Nov 08:00 - 17:00Catalina Island, Dominicana
  6. 20 Nov 09:00 - 17:00Puerto Plata-Amber Cove, Dominicana
  7. 22 Nov 08:00Arriving in Miami, Florida
Find this cruise to book →
$4125from / pp
Seabourn Quest
Seabourn Cruises
Round-trip from Miami
⚓ Calls 26 Nov 08:00 - 17:00 202614 nights11 portsDeparts 2026 Nov 22
View itinerary · 11 ports
14 days, round-trip Leeward Island Jewels
  1. 22 Nov 16:00Departing from Miami, Florida
  2. 25 Nov 10:00 - 18:00San Juan, Puerto Rico
  3. 26 Nov 08:00 - 17:00Anguilla Island, UK, Sandy Ground
  4. 27 Nov 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 28 Nov 08:00 - 17:00Roseau, Dominica
  6. 29 Nov 08:00 - 18:00Fort-de-France, Martinique
  7. 30 Nov 08:00 - 17:00Iles des Saintes, Guadeloupe
  8. 01 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  9. 02 Dec 08:00 - 17:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  10. 03 Dec 07:00 - 14:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  11. 06 Dec 07:00Arriving in Miami, Florida
Find this cruise to book →
$5999from / pp
SeaDream II
SeaDream Yacht Club Cruises
San Juan → St Thomas Island USVI
⚓ Calls 29 Nov 20268 nights10 portsDeparts 2026 Nov 27
View itinerary · 10 ports
8 days, one-way from San Juan to St Thomas Island USVI
  1. 27 NovDeparting from San Juan, Puerto Rico
  2. 28 NovSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 29 NovAnguilla Island, UK, Sandy Ground
  4. 30 NovPhilipsburg St Maarten, Netherlands Antilles
  5. 30 Nov - 01 DecGustavia St Barths, Saint-Barthelemy Island France
  6. 02 DecCharlestown Nevis, Nevis Island
  7. 03 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  8. 04 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  9. 04 DecNorman Island BVI, The Bight, UK Virgin Islands
  10. 05 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
Price on request
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 29 Nov 20267 nights12 portsDeparts 2026 Nov 28
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 28 NovDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 29 NovAnguilla Island, UK, Sandy Ground
  3. 30 NovJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 30 NovTortola Island BVI, Road Town, UK Virgin Islands
  5. 01 DecNorman Island BVI, The Bight, UK Virgin Islands
  6. 01 DecNorman Island BVI, The Bight, UK Virgin Islands
  7. 02 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 02 Deccoastal cruising
  9. 03 DecBasseterre St Kitts, Port Zante
  10. 03 DecSaint Kitts island
  11. 04 DecGustavia St Barths, Saint-Barthelemy Island France
  12. 05 DecArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
SeaDream I
SeaDream Yacht Club Cruises
St Johns Antigua → San Juan
⚓ Calls 09 Dec 20267 nights9 portsDeparts 2026 Dec 05
View itinerary · 9 ports
7 days, one-way from St Johns Antigua to San Juan
  1. 05 DecDeparting from St Johns Antigua, RCI Royal Beach Club
  2. 06 DecOranjestad Aruba, Netherlands Antilles
  3. 06 Dec - 07 DecGustavia St Barths, Saint-Barthelemy Island France
  4. 08 DecCharlestown Nevis, Nevis Island
  5. 09 DecAnguilla Island, UK, Sandy Ground
  6. 10 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  7. 11 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 11 DecNorman Island BVI, The Bight, UK Virgin Islands
  9. 12 DecArriving in San Juan, Puerto Rico
Find this cruise to book →
$5219from / pp
SeaDream II
SeaDream Yacht Club Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 10 Dec 20267 nights7 portsDeparts 2026 Dec 05
View itinerary · 7 ports
7 days, round-trip 7 Night Charlotte Amalie to Charlotte Amalie Cruise
  1. 05 DecDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 06 DecSan Juan, Puerto Rico
  3. 07 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 08 Dec - 09 DecGustavia St Barths, Saint-Barthelemy Island France
  5. 10 DecAnguilla Island, UK, Sandy Ground
  6. 11 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  7. 12 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
Price on request
Emerald Azzurra
Emerald Cruises
Bridgetown → Marigot
⚓ Calls 12 Dec 20266 nights8 portsDeparts 2026 Dec 06
View itinerary · 8 ports
6 days, one-way from Bridgetown to Marigot
  1. 06 DecDeparting from Bridgetown, Barbados
  2. 07 DecSoufriere, St Lucia Island
  3. 08 DecIles des Saintes, Guadeloupe
  4. 09 DecFalmouth Antigua
  5. 10 DecCharlestown Nevis, Nevis Island
  6. 11 DecGustavia St Barths, Saint-Barthelemy Island France
  7. 12 DecAnguilla Island, UK, Sandy Ground
  8. 12 DecArriving in Marigot, St Martin Island France
Find this cruise to book →
$4491from / pp
Emerald Sakara
Emerald Cruises
San Juan → St Thomas Island USVI
⚓ Calls 12 Dec 20266 nights7 portsDeparts 2026 Dec 07
View itinerary · 7 ports
6 days, one-way from San Juan to St Thomas Island USVI
  1. 07 DecDeparting from San Juan, Puerto Rico
  2. 08 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 09 DecCharlestown Nevis, Nevis Island
  4. 10 DecFalmouth Antigua
  5. 11 DecGustavia St Barths, Saint-Barthelemy Island France
  6. 12 DecAnguilla Island, UK, Sandy Ground
  7. 13 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$5045from / pp
Emerald Sakara
Emerald Cruises
Miami → St Thomas Island USVI
⚓ Calls 12 Dec 202613 nights13 portsDeparts 2026 Nov 30
View itinerary · 13 ports
13 days, one-way from Miami to St Thomas Island USVI
  1. 30 NovDeparting from Miami, Florida
  2. 01 DecNassau, Bahamas, New Providence Island
  3. 02 DecExuma Islands, Bahamas, George Town
  4. 03 DecSan Salvador Island Bahamas, Cockburn Town
  5. 04 DecLong Island Bahamas, Clarence Town, Calypso Cove
  6. 05 DecGrand Turk Island, Cockburn Town, Turks and Caicos
  7. 07 DecSan Juan, Puerto Rico
  8. 08 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  9. 09 DecCharlestown Nevis, Nevis Island
  10. 10 DecFalmouth Antigua
  11. 11 DecGustavia St Barths, Saint-Barthelemy Island France
  12. 12 DecAnguilla Island, UK, Sandy Ground
  13. 13 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
Find this cruise to book →
$10890from / pp
Star Flyer
Star Clippers Cruises
Round-trip from Philipsburg St Maarten
⚓ Calls 13 Dec 20267 nights12 portsDeparts 2026 Dec 12
View itinerary · 12 ports
7 days, round-trip 7 Night Treasure Islands Cruise
  1. 12 DecDeparting from Philipsburg St Maarten, Netherlands Antilles
  2. 13 DecAnguilla Island, UK, Sandy Ground
  3. 14 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  4. 14 DecTortola Island BVI, Road Town, UK Virgin Islands
  5. 15 DecNorman Island BVI, The Bight, UK Virgin Islands
  6. 15 DecNorman Island BVI, The Bight, UK Virgin Islands
  7. 16 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  8. 16 Deccoastal cruising
  9. 17 DecBasseterre St Kitts, Port Zante
  10. 17 DecSaint Kitts island
  11. 18 DecGustavia St Barths, Saint-Barthelemy Island France
  12. 19 DecArriving in Philipsburg St Maarten, Netherlands Antilles
Find this cruise to book →
Price on request
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from Miami
⚓ Calls 14 Dec 09:00 - 19:00 202614 nights11 portsDeparts 2026 Dec 06
View itinerary · 11 ports
14 days, round-trip An Extended Journey through Islands of Scenic Wonder Coastal History
  1. 06 Dec 17:00Departing from Miami, Florida
  2. 09 Dec 09:00 - 18:00St John Island USVI, Cruz Bay, US Virgin Islands
  3. 10 Dec 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 11 Dec 09:00 - 18:00Iles des Saintes, Guadeloupe
  5. 12 Dec 08:00 - 19:00Gustavia St Barths, Saint-Barthelemy Island France
  6. 13 Dec 08:00 - 18:00San Juan, Puerto Rico
  7. 14 Dec 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  8. 15 Dec 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  9. 16 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  10. 18 Dec 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  11. 20 Dec 08:00Arriving in Miami, Florida
Find this cruise to book →
$7070from / pp
MSC Explora 3
MSC Explora Journeys Cruises
Round-trip from San Juan
⚓ Calls 14 Dec 09:00 - 19:00 202615 nights12 portsDeparts 2026 Dec 13
View itinerary · 12 ports
15 days, round-trip An Extended Journey through Wild Beauty and Tropical Festivities
  1. 13 Dec 18:00Departing from San Juan, Puerto Rico
  2. 14 Dec 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  3. 15 Dec 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 16 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 18 Dec 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  6. 20 Dec 08:00 - 17:00Miami, Florida
  7. 22 Dec 09:00 - 18:00Ocho Rios, Jamaica
  8. 24 Dec 09:00 - 18:00Catalina Island, Dominicana
  9. 25 Dec 12:00 - 18:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  10. 26 Dec 08:00 - 18:00Philipsburg St Maarten, Netherlands Antilles
  11. 27 Dec 08:00 - 21:00St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  12. 28 Dec 08:00Arriving in San Juan, Puerto Rico
Find this cruise to book →
$8810from / pp
MSC Explora 3
MSC Explora Journeys Cruises
San Juan → Miami
⚓ Calls 14 Dec 09:00 - 19:00 20267 nights6 portsDeparts 2026 Dec 13
View itinerary · 6 ports
7 days, one-way from San Juan to Miami
  1. 13 Dec 18:00Departing from San Juan, Puerto Rico
  2. 14 Dec 09:00 - 19:00Anguilla Island, UK, Sandy Ground
  3. 15 Dec 09:00 - 19:00St Johns Antigua, RCI Royal Beach Club
  4. 16 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 18 Dec 08:00 - 18:00Grand Turk Island, Cockburn Town, Turks and Caicos
  6. 20 Dec 08:00Arriving in Miami, Florida
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$4125from / pp
Emerald Azzurra
Emerald Cruises
Round-trip from Marigot
⚓ Calls 14 Dec 20266 nights9 portsDeparts 2026 Dec 14
View itinerary · 9 ports
6 days, round-trip 7 Night Cruising the Leeward Islands with Chef Rachel Hargrove Cruise
  1. 14 DecDeparting from Marigot, St Martin Island France
  2. 14 DecAnguilla Island, UK, Sandy Ground
  3. 15 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 15 Dec - 16 DecNorman Island BVI, The Bight, UK Virgin Islands
  5. 16 DecJost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  6. 17 DecAnegada Island BVI, UK Virgin Islands
  7. 18 DecSaba Island, Netherlands Antilles
  8. 18 Dec - 19 DecGustavia St Barths, Saint-Barthelemy Island France
  9. 20 DecArriving in Marigot, St Martin Island France
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$4585from / pp
Seabourn Quest
Seabourn Cruises
Round-trip from Miami
⚓ Calls 16 Dec 08:00 - 17:00 202614 nights11 portsDeparts 2026 Dec 06
View itinerary · 11 ports
14 days, round-trip Leeward Island Jewels
  1. 06 Dec 16:00Departing from Miami, Florida
  2. 09 Dec 10:00 - 18:00San Juan, Puerto Rico
  3. 10 Dec 08:00 - 17:00Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 11 Dec 08:00 - 17:00Basseterre St Kitts, Port Zante
  5. 12 Dec 08:00 - 17:00Roseau, Dominica
  6. 13 Dec 08:00 - 18:00Fort-de-France, Martinique
  7. 14 Dec 08:00 - 17:00Iles des Saintes, Guadeloupe
  8. 15 Dec 08:00 - 18:00Montserrat Island UK, Little Bay
  9. 16 Dec 08:00 - 17:00Anguilla Island, UK, Sandy Ground
  10. 17 Dec 07:00 - 14:00Jost Van Dyke Island BVI, Belle Vue, UK Virgin Islands
  11. 20 Dec 07:00Arriving in Miami, Florida
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$5999from / pp
Emerald Sakara
Emerald Cruises
Round-trip from St Thomas Island USVI
⚓ Calls 17 Dec 20267 nights8 portsDeparts 2026 Dec 13
View itinerary · 8 ports
7 days, round-trip 7 Night Vibes of the Virgin Islands Cruise
  1. 13 DecDeparting from St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
  2. 14 DecSt John Island USVI, Cruz Bay, US Virgin Islands
  3. 15 DecVirgin Gorda Island BVI, Spanish Town, UK Virgin Islands
  4. 15 Dec - 16 DecNorman Island BVI, The Bight, UK Virgin Islands
  5. 17 DecAnguilla Island, UK, Sandy Ground
  6. 17 Dec - 18 DecPhilipsburg St Maarten, Netherlands Antilles
  7. 18 Dec - 19 DecGustavia St Barths, Saint-Barthelemy Island France
  8. 20 DecArriving in St Thomas Island USVI, Charlotte Amalie, US Virgin Islands
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$4278from / pp
Le Ponant
Ponant Cruises
Pointe-a-Pitre → Marigot
⚓ Calls 18 Dec - 14:30 20267 nights8 portsDeparts 2026 Dec 12
View itinerary · 8 ports
7 days, one-way from Pointe-a-Pitre to Marigot
  1. 12 Dec 18:00Departing from Pointe-a-Pitre, Grande-Terre Island Guadeloupe
  2. 13 Dec - 21:30Iles des Saintes, Guadeloupe
  3. 14 Dec 08:30 - 21:30Falmouth Antigua
  4. 15 Dec 07:00 - 18:00Charlestown Nevis, Nevis Island
  5. 16 Dec 07:00 - 17:00St Johns Antigua, RCI Royal Beach Club
  6. 17 Dec 08:00 - 23:00Gustavia St Barths, Saint-Barthelemy Island France
  7. 18 Dec - 14:30Anguilla Island, UK, Sandy Ground
  8. 19 DecArriving in Marigot, St Martin Island France
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Price on request
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