SeaDream Yacht Club Unveils 2025 Holiday Caribbean Season

SeaDream Yacht Club has announced that its 2025 holiday Caribbean season will sail to the most secluded destinations, visiting small, intimate harbors ideal for the 56-stateroom luxury twin yachts, SeaDream I and SeaDream II. Open for bookings, these 14 voyages sail November 2025 through New Year’s week of January 2026 and visit St. Barth’s, Prickly Pear, Anguilla, Lovango Cay and Mayreau, to name a few.

Highlights of SeaDream Yacht Club’s holiday 2025 Caribbean itineraries include:

  • Spanish & British Caribbean Delight” (San Juan to Philipsburg, Sint Maarten, December 13–20, 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 St. Barth’s; Sandy Ground, Anguilla; an evening in St. KittsSouth Friar’s Bay, where guests can enjoy an evening beach party; Prickly Pear; and Sint Eustatius.
  • Windward Islands Discovery” (Marigot to Bridgetown, November 16–23, 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; Bequia, known as one of the most understated yachting playgrounds of the Caribbean; and Tobago Cays, where guests can snorkel and swim in the lagoons of the Grenadines.
  • Tropical New Year’s I” (San Juan to St. Thomas, December 27, 2025 to January 3, 2026) and “Tropical New Year’s II” (San Juan to Bridgetown, December 28, 2025 to January 4, 2026) will include multiple island stops in either the British Virgin Islands or Martinique and Guadeloupe, French West Indies. Guests can enjoy the experience of both yachts being anchored together for a dinner in South Friar’s Bay and St. Barth’s for a festive New Year’s celebration.

Good to know: The tranquil water of the Caribbean is ideal for SeaDream’s watersports marina—complete with a new water slide—equipped with Hobie Cat catamarans, kayaks, a banana boat, wakeboards, snorkeling gear, a floating island and trampoline, stand-up paddleboards, water skis and waverunners.

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