SeaDream Yacht Club is now accepting reservations for its Holiday 2025 Caribbean voyages, sailing from November of that year into the 2026 New Year.
The program features 14 itineraries that explore the British Virgin Islands, the Spanish and French West Indies, the islands of the Puerto Rico Archipelago, or rarely accessed Guadeloupe and Martinique. Sailing aboard the 56-stateroom twin yachts Sea Dream I and Sea Dream II, the voyages carry guests to the unspoiled island gems of St. Barths, Prickly Pear, Anguilla, Lovango Cay, and Mayreau, among many others.

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“With a SeaDream luxury yachting experience, guests explore the best that the Caribbean has to offer,” said SeaDream’s Andreas Brynestad.
“Whether it’s gorgeous South Friar’s Bay, an intimate port in St. Kitts where you can enjoy an elegant beach party, or the equally popular Jost van Dyke, home to our signature Champagne & Caviar Splash™, guests will have a memorable experience at every stop. Itineraries feature more overnights in destinations like St. Barths and Bequia, adding a distinctive nightlife element, and multiple destinations in playful yachting harbors that the big ships can’t reach, where SeaDream guests can explore ashore without crowds.”

SeaDream Yacht Club’s Holiday 2025 Caribbean itineraries include:
Spanish & British Caribbean Delight. San Juan to Philipsburg, Sint Maarten, 13-20 December 2025.
Destinations include the best of the Puerto Rican Virgin Islands, including Culebra Island and Esperanza, where guests can kayak in bioluminescent waters; an overnight stay in chic St. Barths invites guests to enjoy the island’s French flair after dark; Sandy Ground, Anguilla; an evening in St. Kitts’ South Friar’s Bay, where guests enjoy an evening beach party; undiscovered Prickly Pear; and Sint Eustatius, Netherlands Antilles.
Windward Islands Discovery. Marigot to Bridgetown, Barbados, 16-23 November 2025.
Destinations include Rodney Bay, St. Lucia; Terre de Haut, Îles des Saintes, where guests soak in the French Caribbean flair; a long-awaited return to Marie-Galante, Guadeloupe; sophisticated and stylish Bequia, known as one of the most celebrated, understated yachting playgrounds of the Caribbean; and Tobago Cays, where guests can snorkel and swim in the tranquil lagoons of the Grenadines.
Tropical New Year’s I. San Juan to St. Thomas, 27 December 2025 — 3 January 2026.
Tropical New Year’s II. San Juan to Bridgetown, Barbados, 28 December 2025 — 4 January 2026.
Destinations include multiple island stops in either the British Virgin Islands or Martinique and Guadeloupe, French West Indies; guests enjoy the experience of both yachts being anchored together for an elegant dinner in St. Kitts’ South Friar’s Bay and St. Barths for a festive New Year’s celebration.
See SeaDream.com.