SeaDream Yacht Club Announces New Caribbean Voyages for Fall 2028 & New Year’s 2029

Seadream II out of St. BartsSeaDream Yacht Club announced its Fall 2028 Caribbean season and New Year’s 2029 voyages aboard SeaDream I and SeaDream II. Spanning November 2028 through January 2029, the new season introduces 13 Caribbean yachting voyages visiting the Virgin Islands, St. Barths, Anguilla, St. Kitts & Nevis, Antigua, and beyond.

Designed for travelers seeking a more intimate and unhurried Caribbean experience, the season emphasizes overnight stays, smaller harbors inaccessible to larger ships, and the relaxed rhythm of yachting through the region’s most sought-after islands.

“Our guests return to the Caribbean with us year after year, and it is easy to understand why,” said Andreas Brynestad. “These voyages give them more time in the places they love most, from St. Barths to the Virgin Islands, with the freedom and ease that define SeaDream.”

Highlights of SeaDream Yacht Club’s Fall 2028 Caribbean season include:

One of SeaDream’s most beloved destinations, Gustavia features prominently throughout the season with multiple overnight stays and extended late-night departures aboard both yachts. Guests can experience St. Barths beyond the daytime rush, lingering for waterfront dinners, boutique shopping, beach clubs, and the island’s celebrated evening atmosphere. Several voyages feature two days in port, while SeaDream I and SeaDream II’s New Year’s voyage includes two overnights in St. Barths over the holiday period.

Christmas and New Year’s sailings bring together the Virgin Islands, St. Barths, Anguilla, St. Maarten, and Virgin Gorda during the Caribbean’s most festive season. Guests can celebrate the holidays surrounded by warm weather, yacht harbors, beach clubs, and the relaxed elegance that defines SeaDream’s yachting experience.

New Year’s Eve in Gustavia

SeaDream’s New Year’s 2029 voyages place guests in the heart of St. Barths during one of the Caribbean’s most iconic celebrations. Both SeaDream I and SeaDream II will spend New Year’s Eve in Gustavia harbor, where superyachts, waterfront celebrations, and fireworks create an atmosphere unlike anywhere else in the Caribbean.

Boutique Caribbean Harbors Beyond the Reach of Larger Ships

Throughout the season, SeaDream’s yachts call on intimate anchorages and smaller ports inaccessible to larger cruise ships, including Leverick Bay and Spanish Town in Virgin Gorda, White Bay in Jost van Dyke, Norman Island, Sandy Ground in Anguilla, and Saba in the Dutch Caribbean. The itineraries are designed around flexibility, marina access, and immersive time ashore rather than crowded cruise terminals.

“The Caribbean is where SeaDream feels especially natural,” said Brynestad. “Small harbors, warm evenings, time in the water, and a slower pace. That is what our guests come back for.”

(SeaDream Yacht Club Announces New Caribbean Voyages for Fall 2028 & New Year’s 2029)

OTHER RECENT POSTS