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Kensington Tours - Private Guided Travel Worldwide (Logo)
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Caribbean & Central America

Cruise the tropical crystalline waters of the Caribbean Sea aboard your luxury cruise vessel, making stops at ports of call at many of the region's beautiful islands, or along the coast of Central America. Your onboard experience will be enriched with a shore excursion out to explore the island or coastal cultures, or a day on and off the beach, from horseback riding to snorkeling, to parasailing. Paradise awaits you.

Tours Featuring Caribbean & Central America

10 Day Disney Eastern Caribbean Family Cruise (Premium)
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from $ 1,947 pp*


Highlights: Eastern Caribbean Cruise, Orlando

Experience Orlando and a weeklong Disney cruise of the eastern Caribbean with 3 magical days at sea, and visits to St. Maarten, St. Thomas/St. John and Disney's own Castaway Cay.
10 Day Disney Western Caribbean Family Cruise (Premium)
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from $ 2,388 pp. Contact us for the best promotion*


Highlights: Orlando, Western Caribbean Cruise

Experience Orlando and Disney world on this unique family itinerary. This Disney cruise of the Western Caribbean charts a course for high-seas adventure and fun in such ports as Grand Cayman, Cozumel and Castaway Cay, with 2 fun-filled days at sea in between.
10 Day South Caribbean by Cruise (Premium)
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from $ 1,963 pp. Contact us for the best available rate*


Highlights: San Juan, Southern Caribbean Cruise

Experience San Juan with your private vehicle and guide, before you board on an island cruise of the southeastern brim of the Caribbean Sea which combines a truly unique mix of sun, sand and colonial culture. The experience is not to be missed.
10 Day The Jewels of the Windward Islands (Premium)
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from $, 2,770 pp. Contact us for the best available rate*


Highlights: Bridgetown, Windward Islands Cruise

Sail to the unspoiled Grenadines and discover the natural beauty of St. Lucia and beyond on a voyage that bridges the gap between conventional cruise travel and private yachting.
11 Day Cuba Highlights by Cruise (Premium)
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from $3,743 pp*


Highlights: Cuba Cruise, Havana

Experience Havana with your private guide. Set sail on a small-ship panoramic cruise of Cuba, offering an island experience vastly different than the traditional resort experience. See small coves and bays, resort-less beaches, explore UNESCO World Heritage Sites and Biosphere Reserves, and visit the historic Bay of Pigs.
* USD per person, double occupancy, private tour with own vehicle. Subject to change. Per person rate typically lower for a large group.
National Geographic Adventure Best Adventure Travel Companies on Earth
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98.33 client satisfaction rating