Sailing Charters to Cuba

Sailing charters to Cuba

SY ZEPHYRUS has completed all paperwork and now has the necessary documents to legally offer sailing charters to Cuba (Americans too) via their people-to-people educational exchange charters.

All charters will start in Key West, Florida sail to Cuba and return to Key West, Florida. Zephyrus will sail overnight to Cuba. You have the choice of sleeping through the sail knowing that your professional crew are at the helm or join them in a watch. Sailing under the moonlight is magical experience and should be on everyone’s “Bucket List”. Imagine yourself watching as the coast of Cuba comes into view in the early morning dawn – definitely one for the memory books.


Cuban CigarsYour crew on Zephyrus, have been to to Cuba and have done the homework on how to show you the authentic Cuban experience. In 1982 Old Havana or La Habana Vieja was added to the UNESCO World Heritage Site. Havana is filled with history and culture from the old American cars to the Spanish Colonial Architecture.

Here you can take a guided walking tour of the old city, explore museums and even take in a show at the famed Tropicana Club. In its heyday the Tropicana Nightclub was famous for entertaining international jet-setters and mobsters.

Further afield, visit a Tobacco Plantation and watch the skilled cigar rollers at work producing the much sought after hand rolled Habanos Cigars including the premium Cohiba brand.

The rate for Zephyrus’ sail to Cuba is $10,500 for up to 6 gusts plus FL Keys sales tax of 7.5% plus bar and PLUS shore side expenses shown on the itinerary. Charter rate includes 3 meals per day aboard boat or picnic lunch packed for excursions. Obviously you can opt for a few meals ashore as outlined in the proposed itinerary at your cost. Highly recommended for those seeking the Cuban experience.

For more information on sailing to Cuba experience – click on the itinerary below.

7 night itinerary from Key West – Hemingway Marina, Cuba – Key West

More information on People-to-People Educational Programs.

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  • Sorry, we don't offer day trips or bare boats