Now open for reservations, itineraries feature off-the-beaten-path destinations, for a remarkably different boutique travel experience.
MIAMI, FL – SeaDream Yacht Club’s 2025 holiday Caribbean season will sail to the most secluded destinations, visiting small, intimate harbors ideal for their 56-stateroom luxury twin yachts, SeaDream I and SeaDream II. Perfect for travelers who wish to explore the far reaches of the Caribbean, these itineraries carry guests to the unspoiled island gems of St. Barths, Prickly Pear, Anguilla, Lovango Cay, and Mayreau, among many others.
Open for bookings now, SeaDream’s Holiday 2025 Caribbean voyages sail November 2025 through New Year’s week of January 2026 and feature 14 delightfully different itineraries. Whether the pristine British Virgin Islands, the flavorful Spanish and French West Indies, the islands of the Puerto Rico Archipelago, or rarely accessed Guadeloupe and Martinique, each voyage offers a remarkably different yachting experience.
“With a SeaDream luxury yachting experience, guests explore the best that the Caribbean has to offer. 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,” says SeaDream’s Andreas Brynestad.
Several of SeaDream Yacht Club’s Holiday 2025 Caribbean itineraries:
- Spanish & British Caribbean Delight. San Juan to Philipsburg, Sint Maarten, December 13-December 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 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, 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; 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, December 27, 2025-January 3, 2026.
- Tropical New Year’s II. San Juan to Bridgetown, Barbados, December 28, 2025-January 4, 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.
With SeaDream’s recently unveiled $10 million yacht renovations, guests explore the best of the Caribbean in new, beautifully elevated surroundings. Onshore experiences are bookended by ample opportunity to relax and unwind on board in understated elegance, with highly anticipatory service, 5-star al fresco dining, and an intimate, open-air ambiance personalized to each guest’s tastes.
The tranquil turquoise water of the Caribbean is ideal for SeaDream’s enhanced watersports marina – complete with a new water slide – equipped with yachting toys like 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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