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Cuba Tours

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Legendary Cuba Tour - 6 Days / 5 Nights - Havana, Vinales Valley
 This tour is closed. We will not be resuming travel to Cuba this year. We are working closely with our Cuban partners and are hopeful to return to the island as early as possible in 2022. Click here to be notified when 2022 departures become available!
Legendary Cuba tour map havana, vinales valley

Steeped in mystique, Cuba creates legends. Discover Cuba for yourself and uncover a history so rich, its legacy is memorialized in its architecture and its people. Learn why icons such as Hemingway, Churchill, and Sinatra felt an affinity for this rare place. Experience the music, which, for generations, produced global superstars who shook the world. Explore Havana, Cuba's first UNESCO World Heritage Site, where breathtaking Spanish Colonial buildings line cobblestone streets, and then the western province of Pinar del Río, where miles of Cuban tobacco awaits its destiny.



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Each departure is custom-curated to provide the best experiences possible and from time-to-time specific experiences, and/or restaurants may not be available and will be replaced by an item of equal or greater value. A final list of daily experiences and dining options is provided roughly two weeks prior to departure. Each tour provides a full-time schedule of Support for the Cuban People activities and is fully compliant with U.S. Department of Treasury, Office of Foreign Assets Control regulations regarding travel to Cuba. 

  • Small group size, no more than 12 guests

  • Three nights at the Meliá Cohiba Hotel in Havana

  • Two nights at Los Jazmines in Viñales

  • Expert Cuban guide and private driver

  • Transportation and airport transfers

  • Exclusive-guided visits and experiences

  • Five breakfasts, four lunches, and three dinners

  • Certification of travel to Cuba under the U.S. Department of the Treasury general license

  • Cuban visa

  • Gratuities for luggage handling and restaurants

  • 24 hour on-tour customer service


  • Flights
  • Room & suite upgrades


Health insurance in Cuba, included in the cost of your airfare 

Customary end-of-tour gratuities for the Cuban guide and driver are left to the guest’s discretion and should be based on your satisfaction with the level of service received.



Dwell on views of city and sea at the elegant Meliá Cohiba, a five-star hotel on Havana’s famous Malecón. With its envied location in the affluent Vedado neighborhood, guests are steps away from Cuban life, including rum tasting, live music, and evening salsa at the hotel’s Habana Café.

Hotel Los Jazmines

Viñales Valley

Wake up to misty mogotes and puffy clouds at Hotel Los Jazmines. From its taffy pink walls perched over Viñales Valley, this cozy lodge is the perfect launching point for adventures into Pinar del Río. At day’s end, guests can wind down at the on-site restaurant or scenic outdoor pool.

This tour is currently suspended. But we're working on new departures and a new, enhanced itinerary, so stay tuned!
Legendary Cuba Tour

This tour does not include flights, but our flight specialists are happy to help arrange them! When you book, tell us which city you're coming from, and we'll get back to you with a quote and a proposed flight schedule within 5 business days. If you accept our quote, we'll add the price to your balance due. You're also welcome to book your own flights.

Please note that presently, only a few airlines are operating flights from the U.S. to Cuba, including American Airlines, JetBlue, and Southwest. For the most current information and schedules, please contact us or the carriers.