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Cycling in Cuba

Explore Cuba on a Guided “Support for the Cuban People” Cycling Tour

Join us and explore this vibrant country on one of the most extensive bicycle itineraries available for exploring Cuba by bike. Recent loosening of regulations has also allowed for a number of airlines to schedule direct flights from Miami and Houston into a variety of Cuban cities making this fascinating country more accessible than ever before.

Although tours in Cuba are listed as Classic style tours, there are a few elements that make this unique to the tour style and deserve your attention prior to booking a trip.

  • With more than 50 years of trade embargo by the United States (and sanctions if other countries trade with them) and an economy that has boomed, busted and never truly found its way, Cuba is like no other place you have traveled. As a result, you will notice that buildings are in need of repair, sometimes including portions of the hotels we use. Air conditioning, though present in 100% of your hotel rooms, may break down. Hot water and water pressure can vary. Internet access is sporadic and hard to find. These experiences require that travelers possess a flexible and adventurous mindset.
  • This itinerary meets the United States requirements for legal travel under a “Support for the Cuban People” general license and therefore includes a full-time agenda of cultural activities – more than what we typically include in a Classic tour.
  • U.S. residents flying directly to Cuba must complete required travel documentation prior to departing the States.
  • On three nights of the Grand Cycling and Cycling Central Cuba tours you will stay in a “Casa Particular,” which is a Cuban-style B&B homestay with private accommodation.

Browse Cuba tours

vista overlooking Trinidad, Cuba

Cycling Central Cuba
Explore Cuba from the inside out. Beginning in the center, we travel through Remedios, Sancti Spiritus and Trinidad en route to Havana.
8 days
From USD$4895
Classic Level 1.5

  • Mar 22, 2025 – Mar 29, 2025

  • Oct 25, 2025 – Nov 01, 2025
    .

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View over Viñales, Cuba

Cycling Western Cuba
Beaches, lush valleys and lively and quiet towns alike welcome you in this region of Cuba. Starting and ending in Havana allows for ample time to explore this stunning city.
8 days
From USD$4895
Classic Level 2.0

  • Mar 29, 2025 – Apr 05, 2025

  • Nov 01, 2025 – Nov 08, 2025
    .

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Line of classic cars parked in Havana, Cuba

Grand Bicycling Tour of Cuba
Join us on this two week bike tour through Cuba. Explore the central region with its famous colonial cities like Trinidad and Sancti Spiritus – stop in Havana for a few days before heading to the Western side of the island for an in depth view into the agricultural regions of Cuba.
15 days
From USD$8295
Classic Level 2.0

  • Mar 22, 2025 – Apr 05, 2025

  • Oct 25, 2025 – Nov 08, 2025
    .

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