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Return to the romantic era of tall ships on an expedition among the idyllic islands of the Caribbean—a place perfectly suited to the aesthetic beauty of sailing aboard an authentic square-rigger. Our iconic ship Sea Cloud will be a movable feast and your base for exploring some of the Caribbean’s gems and lesser-known sites. This historic sailing yacht, a souvenir of a golden age of sailing in the 1930s, is full of the glamour and the sophistication of her era. From the moment you step aboard you’ll feel the soul of the ship—as surely as you’ll feel the trade winds filling her sails.
Caribbean
Duration
NOTE: For expeditions departing April 2024 onward, Day 1 of our itineraries will no longer reflect “departure from the U.S.” and will reflect “arrival to the city” where your expedition begins. Durations of expeditions will remain unchanged.
From
$8,865
Prices are per person
Caribbean
Special Offers
Caribbean
Central America
Duration
From
$11,944
Prices are per person
Caribbean
Central America
Special Offers
Caribbean
Duration
NOTE: For expeditions departing April 2024 onward, Day 1 of our itineraries will no longer reflect “departure from the U.S.” and will reflect “arrival to the city” where your expedition begins. Durations of expeditions will remain unchanged.
From
$7,881
Prices are per person
Caribbean
Special Offers
Caribbean
Duration
From
$9,158
Prices are per person
Caribbean
Special Offers
Discover the enchanting harmony of wind and sail. With reliable 10- to 15-knot trade winds at your back, you’ll trace the history of the islands from native settlers to colonial expansion to modern life. An integral part of what makes them so interesting is how each has settled in with some French, Spanish, and Creole mix of its own. On islands that still belong to France you’ll find everyone speaking French and shops accepting only the euro. Hike the islands and swim and snorkel the Caribbean’s colorful reefs.
See more Highlights
Enjoy the daily ritual—each evening the entire community gathers on the Lido Deck for an expedition ritual we call Recap. As you enjoy cocktails and hors d’oeuvres, your naturalist or historian will give talks and your expedition leader will outline the following day’s schedule.
A journey through the Caribbean isn’t merely a vacation–it’s a chance to unlock the rich and complex history and culture of these islands that have stood as gateways to the New World and as waypoints for world exploration since they first made it onto the map.
Dominica has earned the name “Nature Island” for good reason. Crystal-blue waters, towering rainforests, stunning volcanic peaks. On our Sailing the Caribbean aboard Sea Cloud expedition, experience the bountiful hidden beauty of this lesser-known gem.
Wherever she sails, Sea Cloud is a destination and a reason to travel all in one. Experience the epitome of elegance aboard the historic Marjorie Merriweather Post sailing yacht.
What is liming? It’s chilling out, relaxing, hanging out with friends for no reason other than to enjoy each other’s company.
Sven-Olof Lindblad
2025-26 Voyages Aboard the Sea Cloud Fleet
