Feel the Real Cuba... on our Culture Bicycle Adventures
Travel beyond the typical tourist routes and experience Cuba through its people, countryside, music, and everyday life.
Recreational Riders Tour
Tour Package Price: $3895
This 9-day journey includes 6 days of relaxed riding (10–25 miles per riding day and a 5-mile orientation ride) mixed with farm visits, music, beaches, and meaningful cultural experiences. The tour is fully supported and designed so you can ride at a comfortable pace on hybrid or Electric bikes. It highlights “el Oriente” Cuba’s historic, culturally rich and less-touristed eastern region — an authentic side of the island — including Santiago de Cuba, the country’s original capital city and the birthplace of Salsa Music and Dance!
The Cuba Most Americans Never See (And It's 100% Legal)
While others debate politics, you could be sharing meals with Cuban families, cycling through tobacco farms at sunrise, and dancing salsa under the stars. This isn’t the Cuba you see on the news—this is the Cuba that will change how you see the world.
Legal and Safe for US Citizens
Travel to Cuba legally under the “Support for the Cuban People” category, a general license issued by the U.S. Department of Treasury. We will walk you step-by-step through obtaining your eVisa and completing the required travel forms.
Safe & Expertly Guided
Our founder Herschel and his Cuban wife live in this region of Cuba and know it deeply with trusted local partners and long-standing relationships.
Cuba is one of the safest countries we’ve traveled to and our team is there to support you every step of the way. The experience feels less like a tour and more like visiting friends who are sharing the places and people they love.
Zero Hassle Travel
Flights between Miami and Cuba, accommodations, transportation, meals, and trip support are all arranged for you.
What Makes Our Tours Unique?
All-inclusive & hassle-free travel – We cover flights to and from Cuba, accommodations, and all meals. Meet in Miami and fly together to Cuba, with all logistics handled for a smooth arrival.
Guided trip preparation – We walk you through every step before departure, including obtaining your e-visa, completing the D’VIAJEROS form, and giving tips on choosing your travel insurance (required).
Choose your ideal ride – We offer both e-bikes and hybrid bikes so you can choose the level of support that suits your riding style. Authentic stays & meals – Stay in private homes (casas particulares) with welcoming Cuban hosts and enjoy home-cooked meals.
An immersive eastern Cuba experience – This journey explores Cuba’s culturally rich eastern region including Holguín, the seaside town of Gibara, the beaches of Guardalavaca, and Santiago de Cuba, the birthplace of salsa.
Dance under the stars – Enjoy lively Cuban music and dancing including a rooftop salsa lesson in Santiago de Cuba.
An unforgettable beach day – Swim, snorkel, or simply relax in the turquoise waters of Guardalavaca, one of Cuba’s most beautiful and less-touristed beaches.
Connect with the land and people – Ride to organic farms and visit small towns where you’ll meet farmers, musicians, and other interesting locals along the way.
Support local communities – At a time when everyday Cubans are facing significant challenges, your visit directly supports families and small businesses throughout the region.
We don't just sit by the Pool, drink Mojitos and take Selfies. Are YOU Someone who...
- Is a curious, adventurous traveler that seeks authentic cultural places?
- Has a regular level of healthy exercise and fitness?
- Wants to engage the real people, art, culture, and history of a country?
- Appreciates local customs, activities, and food?
- Prefers down-to-earth lodging in private homes instead of large resort hotels?
- Wants the money you spend to directly help local Cuban families!
Tour Dates
We operate our tours January through May, when the weather is pleasant and the risk of hurricanes is low. Below are our current tour dates.
If none of these dates work for you and you have a group of 8–14 people, feel free to fill out our Tour Inquiry Form and we’ll be happy to explore options for a private tour.
How to Book a Tour
Fill Out The Tour Inquiry Form
If interested in learning more about our tours please fill out an inquiry form so we can provide you with the most up to date info on our tours. Private tours are also available for groups of 8–14 people if none of the posted dates work.
Schedule a Call
Book a short call with Katie, our Tour Operations Manager, who will answer your questions, walk you through the experience, and make sure it’s the right fit. You can schedule a time online or call her directly at 1-800-294-8525.
Reserve Your Spot
If it feels like a great match after the call, we’ll email you an invoice for a 35% deposit. A second invoice for the remaining balance will be sent 60 days before your departure. Once your deposit is paid, we’ll send a few follow-up emails with everything you need to prepare for your trip.
Tour Inquiry Form
Have a question or planning a private tour for 8-14 people?
Fill out this quick form and we’ll be in touch shortly.
“This trip exceeded every expectation I had. Herschel’s knowledge of Cuba and genuine relationships with locals made all the difference. Staying in Cuban homes and sharing meals with families gave us insights no hotel could provide. The cycling was challenging but manageable, and the scenery was breathtaking. I felt completely safe the entire time and came home with a completely different perspective on Cuba.”
Jennifer M., Denver, CO
“My husband and I were nervous about traveling to Cuba, but Herschel put us at ease from day one. Every detail was handled perfectly, from the legal paperwork to the accommodations. Our Cuban hosts were incredibly warm and welcoming. The farm fiesta was magical – dancing under the stars with live music and the most delicious roasted pig I’ve ever tasted. We’re already planning our return trip!”
- Patricia & David L., Austin, TX
“As a solo female traveler, I was concerned about safety, but those fears were completely unfounded. The group became like family, and our Cuban guides were professional and caring. Cycling through the tobacco fields at sunrise was spiritual. The home-cooked meals were incredible – I gained 5 pounds and didn’t care! This isn’t just a vacation, it’s a life-changing cultural exchange.”
Maria R., Phoenix, AZ
“I’ve traveled to 47 countries, and this ranks in my top 3 experiences ever. Herschel’s passion for Cuba is infectious, and his local connections opened doors we never could have imagined. The eastern provinces were stunning and completely untouristed. Staying with Rosa and Miguel in their casa was like visiting family. The cycling was perfectly paced, and the e-bikes made the hills a joy rather than a struggle.”
- Robert K., Seattle, WA
Our teenage daughters were initially reluctant, but by day two they were completely enchanted. The Cuban families we stayed with treated them like their own grandchildren. The beach day at Guardalavaca was paradise, and the salsa lessons on the rooftop had us all laughing until our sides hurt. This trip brought our family closer together while opening our eyes to an amazing culture.”
- The Johnson Family, Minneapolis, MN
“The logistics were flawless – something I really appreciated as someone who hates travel complications. Meeting in Miami and flying together removed all the stress. Our casa particular hosts in Trinidad were phenomenal, and their breakfast spread was better than any resort buffet. The cycling through Viñales valley was gorgeous, and Herschel’s stories about Cuban history brought everything to life.”
- Michael T., Chicago, IL
About Us
Founder
Born and raised in New York City Herschel has lived in Boulder Colorado since 1968.
“Several years ago I fell in love with the culture and kind people of Cuba. As a bike tour professional, I knew I had to provide an experience for people to connect in the way I had, on two wheels and in a very personal way. I wanted travelers, particularly Americans, to form their own stories about Cuba… to set free their curiosity, dispel myths and make connections with the real people of this unique place.”
Herschel now lives half of every year with his Cuban wife in a village in “el Oreinte” on the Eastern end of the island. He understands the many challenges Cuba faces at this time and created these Culture Cycling Tours so that the money our guests spend goes directly to help Cuban families.