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Sail the Caribbean
on a Luxury Yacht

Limited Time from $2,995

Call 888.732.2568

St. Maarten Roundtrip on SEA CLOUD SPIRIT

Plan now for a warm winter getaway sailing the trade winds in December or January on an authentic ship that still raises 28 sails by hand — a majestic feat few ever witness. Trade winter blues for turquoise seas island hopping for a week through the Lesser Antilles, stopping in upscale harbors like the celeb-packed paradise of St. Barths.

Extended Evenings & Overnights: Our stop in St. Barths starts first thing in the morning and lasts until late in the evening, celebrating the luxury of extra time for gourmet dinners and nightlife. In North Sound, Virgin Gorda, we’re docking overnight as the best stories start after sunset.

Adventure On Deck: Climb the mast, help haul the lines, or navigate next to the captain at the open bridge. Dive into the Caribbean from the marina platform to swim, snorkel, and paddleboard — life aboard SEA CLOUD SPIRIT blends yachting indulgence with unforgettable adventure.

7-Night Caribbean Itineraries

A Tall Ship’s Dream Destination
A Tall Ship’s Dream Destination

St. Maarten to St. Maarten
11/29 OR 12/14/2026 • 7 nights
from $2,995 pp

The steady breezes of the winter trade winds make perfect conditions for Caribbean sailing adventures. We start with an overnight in Virgin Gorda, where guests float in the famed grottoes, and end with the VIP beaches and luxe shopping of St. Barths.

Pirate Islands with a Yachtie Vibe
Pirate Islands with a Yachtie Vibe

St. Maarten to St. Maarten
1/4 OR 1/18/2027 • 7 nights
from $2,995 pp

Yacht to premier ports off the beaten path and experience a rainbow of color from rainforest to reef. Snorkel, swim, and paddle — these stops are the most beautiful spots for water sports enthusiasts. Take the zodiac to hidden bays and barefoot barbecues on the beach.

Sun-Drenched Sailing Days
Sun-Drenched Sailing Days

St. Maarten to St. Maarten
1/11 OR 1/25/2027 • 7 nights
from $2,995 pp

Trade winter blues for turquoise seas, lush volcanoes, and charming island towns. Martinique with its colonial town of Saint-Pierre, St. Lucia, a tropical utopia with the pure nature on the Pitons, and Dominica, a green paradise with thundering waterfalls, red cliffs, and unspoiled jungle.

Across A Sea Of Idyllic Islands
Across A Sea Of Idyllic Islands

St. Maarten to St. Maarten
12/5/2027 • 7 nights
from $2,995 pp

Escape winter sailing the wonders of the British Virgin Islands and Lesser Antilles. Secluded bays make idyllic anchoring spots for exploring ashore, where yacht clubs and charming little beach bars make these islands popular getaway stops.

8-Night Caribbean Itineraries

Pirates Islands and Sailors’ Haunts
Pirates Islands and Sailors’ Haunts

St. Maarten to St. Maarten
12/6/2026 • 8 nights
from $3,425 pp

A long day and full evening in St. Barths sets a smooth, upscale rhythm for a week that moves through boutique harbors, refined beaches, and easy indulgence. An overnight in Virgin Gorda adds another layer of escape, completing the loop back to St. Maarten.

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Caribbean Flair Away From The Everyday
Caribbean Flair Away From The Everyday

St. Maarten to St. Maarten
11/27/2027 • 8 nights
from $3,425 pp

Unwind between the beaches and nature’s glory of the Lesser Antilles. Enjoy alfresco cocktails with backdrops of sunsets in rich Caribbean colors for an evening light show to light up your winter.

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Terms & Conditions: Fares are in USD, per person, double occupancy. Discounted savings are capacity controlled with limited availability, not combinable with other promotions. Valid on select dates only and subject to change. Book by April 30, 2026. Other terms may apply.