Windward & Leeward Islands

Windward & Leeward Islands

San Juan to Bridgetown, Barbados

Jan 25, 2026 to Feb 1, 2026

7 Days

SeaDream II

22605

Club Voyage

Date Ports of Call Arrive Depart
Jan 25, 2026 San Juan,
Puerto Rico
2 PM - 4 PM
(Embarkation)
Evening
Jan 26, 2026 White Bay, Jost van Dyke,
B. V. I.
Morning Evening
Jan 27, 2026 Sint Eustatius,
Netherlands Antilles
Morning Afternoon
Jan 27, 2026 Gustavia,
St. Barths, F.W.I.
Evening Overnight
Jan 28, 2026 Gustavia,
St. Barths, F.W.I.
Late Evening
Jan 29, 2026 Falmouth Bay,
Antigua and Barbuda
Morning Evening
Jan 30, 2026 Terre De Haut, Îles des Saintes,
Guadeloupe, F.W.I.
Morning Evening
Jan 31, 2026 Le Marin,
Martinique, F.W.I.
Morning Evening
Feb 01, 2026 Bridgetown, Barbados,
Barbados
Morning 8 AM - 10 AM
(Disembarkation)

Ports

  • San Juan
    San Juan

    San Juan, founded in the 1520’s by Spanish settlers, is both the largest city and the capital city of Puerto Rico. A territory of the Unites States, Puerto Rico is comprised of the large main island as well as five smaller islands, including the popular islands of Vieques and Culebra (both ports of call on select SeaDream voyages). SeaDream docks in Old San Juan, the oldest part of the city. Parts of this historic port city are still surrounded by stone walls dating back to the 1500’s. Narrow cobblestone streets, small shops, and points of interest like Cathedral of San Juan Bautista make this charming city a great place to stroll. Guests sailing into or departing from San Juan will enjoy views of Castillo de San Felipe del Morro, a mid- 1700’s Spanish fortress. San Juan Luiz Munoz Marin Airport is approximately a 30-minute drive to the port in Old San Juan. Currency in Puerto Rico is USD.

  • White Bay, Jost van Dyke
    White Bay, Jost van Dyke

    The BVI’s barefoot island and home of the "Painkiller" drink. Population depends on the month – typically 250-300. This is another SeaDream destination where you may be served Champagne & Caviar Splash® followed by a beach barbecue lunch. A hike is always offered to guests to visit the famous Foxy’s Bar at Great Harbour (hopefully, the boutique is open) or you can stroll a few meters down the beach to the Soggy Dollar Bar. Snorkeling equipment is provided as well as some of our water toys!

  • Sint Eustatius
    Sint Eustatius

    Unveil the Caribbean’s hidden treasure, a small island discovered in the 1700s named Sint Eustatius. Originally a trading hub for sugar and cotton, the island has now become a must-see landscape. This castaway-like frontier hosts a range of natural jewels including dazzling reefs, brimming marine life, and historical wrecks of the island’s capital, Oranjestad, which is now mostly submerged.

  • 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: $392 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

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Testimonials

The crew was fabulous, we were treated like kings & queens, very personal, like no other experience we've ever had. See you next year and every year thereafter. Mr & Mrs AmbroseTexas
... we were again thrilled and enjoyed the same high as was the case in both previous sails. Peter & Liz C.Australia