• The elegant windjammer Sea Cloud (foreground) takes to the Caribbean Sea.

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  • The Owner’s Suite aboard the Sea Cloud.

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  • Shore excursions mean time to explore the riches above—and below—the sea.

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  • The Pitons rise in the distance at Pitons Bay. St. Lucia.

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The Caribbean & Central America. Aboard the Sea Cloud & the Sea Cloud II.

The Caribbean. The Central American coast. Perfect places to run away to, especially when the weather at home is frightful. Embark the Sea Cloud or the Sea Cloud II, two of the most stunning sailing ships around. Our cruises dock at a number of exceptional ports, tropical coastlines, magnificent islands. These luxurious cruises exemplify the life of the hedonist.

     If you don’t deserve it, who does?

8, 11, 14, & 15 days

Colombia, Costa Rica, Nicaragua, Panama

Type:Ocean Cruising



Come cruise the Caribbean Sea and trace the Central American coastline. Take in the sites (and the sun) in some of the prettiest ports around. We’ve hand-picked two exceptional small ships—the 64-passenger historic windjammer Sea Cloud, and the 94-passenger square-masted rigger Sea Cloud II—for our journeys.

Please note: On these journeys, R. Crusoe & Son partners with Sea Cloud Cruises, and Crusoe travelers share Sea Cloud and Sea Cloud II with other, non-Crusoe travelers.

St. John's to Bridgetown. Aboard  Sea Cloud. 11 Days.

Departs Monday, 13 March 2017.
Embark in St. John's, Antigua, Virgin Gorda, Jost van Dyke, St. Barthélmy, Guadeloupe, St. Lucia, Grenadines, Bequia, disembark in Bridgetown, Barbados.

Bridgetown to Bridgetown. Aboard  Sea Cloud. 8 Days.

Departs Thursday, 23 March 2017 & Thursday 30 March 2017.
Embark in Bridgetown, Barbados, Tobago, Grenada, Grenadines, St. Lucia, Bequia, disembark in Bridgetown.

Colón to Puerto Caldera. Aboard  Sea Cloud. 14 Days.

Departs Thursday, 23 March 2017 & Thursday, 30 March 2017.
Embark in Colón, Panama, Isla de las Perlas, Coiba National Park, Golfito, Casa Orquideas, Playa San Jocesito, Quepos, Nicaragua, San Juan del Sur & Playa del Coco, Costa Rica, Isla Tortugas, disembark in Puerto Caldera, Costa Rica.

Santo Domingo to St. John's. Aboard  Sea Cloud II. 8 Days.

Departs Monday, 3 April 2017.
Embark in Santo Domingo, Dominican Republic, La Romana, Virgin Gorda, North Sound, Jost van Dyke, St. Barthélmy, disembark in St. John's, Antigua.

Bridgetown to Bridgetown. Aboard  Sea Cloud II. 15 Days.

Departs Thursday, 21 December 2017.
Embark in Bridgetown, Barbados, St. Lucia, Dominica, St. Kitts, Virgin Gorda, Jost van Dyke, St. Barthélmy, Guadeloupe, Grenadines, Tobago Cays, Grenada, Bequia, disembark in Bridgetown.

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Per person sharing a cabin for an eight-day cruise from $4,295
Per person sharing a cabin for an 11-day cruise from $7,125
Per person sharing a cabin for a 14-day cruise from $9,895
Per person sharing a cabin for a 15-day cruise from $8,595

For more information, to book, or to speak to an R. Crusoe & Son tour specialist, please call us at 800-585-8555.

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About Our Ships.

To travel the Caribbean and Central America, R. Crusoe has chosen two outstanding classic windjammers, the the 64-passenger Sea Cloud and her sister ship, the 94-passenger Sea Cloud II. Both are members of the Sea Cloud Cruises fleet. 

Sea Cloud.

Built in 1931, the world’s largest private sailing yacht was commissioned by Wall Street businessman E. F. Hutton for his wife, American heiress Marjorie Merriweather Post. For Marjorie, it was love at first sight. She dedicated more than two years exclusively to this task, designing the ship’s elegant cabins, hand-picking and carefully arranging antiques and furniture. The Hussar, as the Sea Cloud was then known, spent nine months of the year at sea, shuttling the Huttons and friends wherever they chose to go.

     In August 1935, the pair divorced, and Ed Hutton gave the ship to Marjorie, who rechristened it the Sea Cloud. In the early 1950s, she decided to sell her beloved ship. Nearly 30 years later, it underwent extensive repair and reconstruction, and she’s ruled the world’s oceans ever since.

     The ship’s 360-foot length boasts 32 gorgeous (and ever so posh) staterooms, each a masterpiece of exacting, classic interior design. A crew of 60 tends to 64 passengers max. (You do the math.) No surprise, then, that the service on board the Sea Cloud is absolutely legendary.

     Meals aboard the Sea Cloud? Outstanding. The chef hails from a top restaurant, and his menus lean toward the nouvelle while incorporating the freshest ingredients available in each port. An onboard sommelier selects wines to compliment each dish. As there is no arranged seating, you are free to meet new people each time you sit down to a meal.

     Also on the ship: a bar on the Lido Deck and aquatic equipment, including snorkeling gear.

Sea Cloud II.

In the 1990s, the owners of Sea Cloud Cruises had a vision: to build a ship that would match their legendary Sea Cloud in excellence. They insisted that the new yacht be a true windjammer outfitted with commensurate luxury. Nothing less would do. And the sister ship should also be a square rigger to give passengers the best possible sailing experience. The rigging is the soul of a sailing ship. It determines if man is equipped to compete with wind and waves.

     In February 2001, the Sea Cloud II was christened. She has lived up to the dreams of her creators.

     This three-masted square rigger, 384 feet long and 18 feet wide, boasts three decks and 47 finely appointed staterooms. She holds a maximum of 94 passengers, and 58 crewmembers see to their every need, whim, and desire.

     Meals on board? Outstanding. The onboard chefs hail from the world’s top restaurants, and their menus lean toward the nouvelle while incorporating the freshest local ingredients available in each port. Wines are selected to compliment each dish. As there is no arranged seating, you are free to meet new people each time you sit down to a meal. Prepare to be wowed morning, noon, and night.

     Also on board: a fitness area and sauna, water sports platform (with snorkeling and windsurfing equipment for your use), sun deck, library, lounge, bar, and boutique.

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Why Are Some of the Caribbean Islands Called the West Indies?

Until the 15th century, the islands of the Caribbean were populated by indigenous peoples. But in 1492, Christopher Columbus began his exploration of the Caribbean on behalf of the Spanish crown. Doing so, he became the first European to venture into the area, and he landed on the archipelago we know as the Bahamas.

     In fact, Columbus had been searching for a western route to Asia and believed that the Bahamas were the Indies (what we now call Indonesia), off the coast of Asia. When Spain realized his mistake, they changed the Caribbean islands’ name to the West Indies.

     The West Indies are composed of the Bahamas; the Greater Antilles, which is comprised of Cuba, Hispaniola, Jamaica and Puerto Rico; and the Lesser Antilles, an archipelago of many small islands including the Windwards, the Leewards, and the Leeward Antilles (Aruba, Curaçao, and Bonaire).


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