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Windward & Leeward Islands

Windward & Leeward Islands

Charlotte Amalie, St. Thomas to Bridgetown, Barbados

Mar 15, 2026 to Mar 22, 2026

7 Days

SeaDream II

22611

The Virgin Islands, French West Indies, and Martinique meld into the dreamiest of island journeys, complete with the most breathtakingly diverse spots in the Caribbean. Sailing from lovely Charlotte Amalie, St. Thomas, call on secluded Prickly Pear, a quiet island tucked away in the Virgin Gorda’s North Sound. Discover the untouched beauty of Sandy Ground, Anguilla. Overnight in chic St. Barths, the jetsetter’s Caribbean playground, where luxe boutiques, sidewalk cafés, and sun-kissed beaches await. Drop anchor in Antigua’s Falmouth Bay, a short stroll from Nelson's Dockyard and the English Harbor. Explore Îles des Saintes, a small archipelago of eight islands off the southern coast of Guadeloupe, home to secluded beaches and coral-rich reefs brimming with marine life. Uncover Martinique’s French-infused Le Marin, offering the quiet beaches of Plage des Pointe Marin and Plage des Salines. Disembark in Barbados’s colonial capital of Bridgetown, welcoming you for independent exploration.

Date Ports of Call Arrive Depart
Mar 15, 2026 Charlotte Amalie, St. Thomas,
U.S.V.I.
2 PM - 4 PM
(Embarkation)
Evening
Mar 16, 2026 Prickly Pear,
B. V. I.
Morning Evening
Mar 17, 2026 Sandy Ground,
Anguilla, B.W.I.
Morning Afternoon
Mar 17, 2026 Gustavia,
St. Barths, F.W.I.
Evening Overnight
Mar 18, 2026 Gustavia,
St. Barths, F.W.I.
Late Evening
Mar 19, 2026 Falmouth Bay,
Antigua and Barbuda
Morning Evening
Mar 20, 2026 Terre De Haut, Îles des Saintes,
Guadeloupe, F.W.I.
Morning Evening
Mar 21, 2026 Le Marin,
Martinique, F.W.I.
Morning Evening
Mar 22, 2026 Bridgetown, Barbados,
Barbados
Morning 8 AM - 10 AM
(Disembarkation)

Ports

  • Charlotte Amalie, St. Thomas
    Charlotte Amalie, St. Thomas

    The capital and largest city in the U.S. Virgin Islands. It has two ports of call for cruise vessels, Havensight and Crown Bay. SeaDream yachts are almost always docked at Crown Bay which is very close to the airport. In the event the yachts call to the island as a port of call rather than an embarkation point, you will find the yacht anchored in the bay and tendering downtown. The island has tons of history, beautiful beaches, a fantastic golf course and incredible shopping options.

  • Prickly Pear
    Prickly Pear

    A stunning island situated in the North Sound of Virgin Gorda and got its name because of the large flowering cactus all over the island. The island was declared a National Park in 1988 meaning the 180 acres will have no further development, just an island filled with natural beauty. Breathtaking hiking trails start from the main beach Vixen Point, winds around the island filled with salt ponds heading to the north shore which has two other amazing secluded beaches.

  • Sandy Ground
    Sandy Ground

    This British Overseas Territory is becoming more popular due to the incredible resort options as well as world recognized beaches and amazing golf. SeaDream offers an opportunity to tee off, snorkel, or, for the energetic, bike around the island with the Club Director. Naturally, we will also offer water sports while we are anchored off Sandy Ground.

  • Gustavia
    Gustavia

    Perhaps our most treasured destination in the Caribbean! This small island belonging to the French West Indies has so much to offer our SeaDream guests. Incredible shopping only steps away from the pier. Incredible beaches, resorts, restaurants and activities both day and night. SeaDream has created various land adventures for you to discover the island from sea or land. Ask one of the officers to take you on a hike or bike ride around the island. Another great activity here is to simply relax and watch all of the incredible yachts arriving and departing just off your SeaDream yacht.

  • Falmouth Bay
    Falmouth Bay

    Falmouth Bay is a short walk from Nelson's Dockyard and the English Harbour. Historic buildings and mills surround it. This harbor and the quiet village has plenty of shops, restaurants and the yacht club. Historic sites, tasty cuisine and a lively cultural scene can all be found on Antigua. But most often it's the beauty and versatility of the island's 365 beaches that draw travelers from afar. Land Adventure possibilities include a helicopter ride over Montserrat, a jeep and snorkel safari and a St. John’s City and shopping exploration.

  • Terre De Haut, Îles des Saintes
    Terre De Haut, Îles des Saintes

    If you’re looking for a small part of France in the heart of Guadeloupe, Terre de Haut is your go-to. Being the largest of the eight small islands that make up Les Saintes, Terre de Haut is a charming and scenic village rich with red-roofed houses and accompanying gardens of flourishing Hibiscus. Known for its robust reefs and great underwater visibility, Terre de Haut has also become a favorite among divers.

  • Le Marin
    Le Marin

    Sea life, sun, picturesque views, and fine restaurants make up this city in Martinique. The island is a French Territory, and the marinas in Le Marin are frequented by charter yachts and large sailboats. European influence is evident in this city’s architecture and style.

  • Bridgetown, Barbados
    Bridgetown, Barbados

    SeaDream uses the port of Bridgetown as the hub for their Southern Caribbean voyages as well as some voyages that cross the Atlantic. The Island itself includes UNESCO Heritage Sites, excellent beaches and history dating back to 1628. The climate is tropical with constant warm temperatures during the year cooled by light trade winds.


Suites & Staterooms

*Single Supplement for this voyage is 175% for Yacht Club Deck 2, 3 and 4. For Commodore, Admiral and Owners Suite, a 200% single supplement rate applies.


Government, Port, Document Issuance, Handling & Service fees: $420 per guest (included)


Please Note: Fares are capacity controlled and may change without notice. The fares are per person based on double occupancy. Single and third person rates are also available. SeaDream Yacht Club strongly recommends that all guests purchase travel insurance.


Yachting Land Adventures & Activities

Pre-Book Online for 10% savings

  • Sandy Ground - Golf at the Aurora Anguilla Resort & Golf Club

    Description

    Discover the Ultimate Golf Experience in Anguilla! Welcome to Aurora Anguilla, home to the #3 best Caribbean golf course!

    With its breathtaking views of Saint Martin and the Caribbean Sea, this 18-hole PAR 72 course spans 7,165 yards, offering a perfect blend of challenge and beauty. Designed by the renowned Greg Norman Golf Course Design, Aurora International Golf Club promises an unforgettable golfing adventure. Experience the thrill of conquering one of the most challenging finishing holes in the Caribbean, with a demanding tee shot over a salt pond and a narrow green guarded by three large bunkers. The newly remastered course was meticulously crafted to be one of the best in the world.

    As the only golf course on the island, Aurora Anguilla Resort & Golf Club prides itself on offering an unmatched golfing experience. Enjoy panoramic views of the Caribbean Sea as you navigate the course's rich variety of shot angles, distances, and integrated design elements, suitable for golfers of all skill levels.

    Your package includes everything you need for a seamless golfing escape based on 18 holes of golf at the Aurora Anguilla Resort & Golf Club with round-trip transportation, shared cart rental for two guests, golf club rental and 2 sleeves of balls are all part of this exciting experience.

    Notes

    A minimum participation is required to operate all Yachting Land Adventures, and some may have limited capacity. All adventures in the SeaDream Yachting Land Adventures program are subject to change. Final departure times will be published on-board.

    Duration

    4.5 hour(s)

    Price

    979 (USD)

    Book Land Adventure

Prices are per person, in USD. Duration is in hours.


Testimonials

This was our first cruise and we were impressed by every crew member's attitude and eagerness to serve. Would be hard to top SeaDream. You have set the bar very high! Mr & Mrs SwansonOklahoma
This was way over our expectations. All the way top service, very nice personnel. We'll be back! Mr. Henning V.Sweden