We’re halfway to the holidays — mark the midpoint with something merry.
Plan a Caribbean Christmas trading snowflakes for sea spray. No crowds, no cold weather, just warm trade winds, hand-raised sails, and haute tropical harbors. We’ll deck the ships with boughs of holly, you hang the holiday stockings — select accommodations feature fireplaces perfect for the festivities.
Across the Lesser Antilles and Grenadines, SEA CLOUD II and SEA CLOUD SPIRIT light up the festive season, from December celebrations and New Year’s under sail to sun-kissed January escapes. These 2026 and 2027 luxury sailing adventures are made for travelers who know the best gifts are booked early.
Suites and staterooms are already seeing high demand for the holiday season. Now is the time to bring joy to your world with a Caribbean winter getaway aboard a luxury sailing yacht.
Spend Christmas and New Year’s at sea taking in the joy of pure sailing • SEA CLOUD SPIRIT and SEA CLOUD II rendezvous to catch the trade winds together • Exclusive Overnights in St. Barths and Virgin Gorda
Philipsburg Roundtrip 12/21/2026 • 14 Nights SEA CLOUD SPIRIT Staterooms from $10,490 pp Suites from $17,990 pp
Christmas late into the evening on the cinnamon-spiced island of Grenada • Overnight Exclusives in Bequia, St. Barths, and Jost van Dyke for New Year’s Eve • Extended Evening on Norman Island for the first day of 2027
Barbados to Santo Domingo 12/22/2026 • 13 Nights SEA CLOUD II Staterooms from $10,420 pp Suites from $14,615 pp
Martinique charms with colonial Saint-Pierre • St. Lucia is a tropical utopia with rainforest-covered volcanoes • Dominica wows with waterfalls, red cliffs, and unspoiled jungle
Philipsburg Roundtrip 1/11 or 1/25/2027 • 7 Nights SEA CLOUD SPIRIT Staterooms from $5,945 pp Suites from $9,770 pp
Terms & Conditions: Prices are per person, USD, double occupancy. Displayed rates show Category E Staterooms and Category B Suites, verified as of day of send. Capacity controlled, limited time and availability. Rates, dates, ports, and all other details subject to change.
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