Cuba Bicycle Tours



The BEST Cuba Cultural Experience is On Two Wheels.

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expert guides

Every mile on our cycling Cuba route will bring you further into the Cuban culture and countryside and away from the constant distractions of an average modern day. We explore Havana but also visit Santiago de Cuba the second largest and culturally vibrant city as we share meals with families, enjoy diverse cultural excursions and truly experience a pace and friendliness that is distinctly Cuban.

unique destinations

We spend most of our time cycling the tropical landscapes, sunny beaches, cities and villages on our route through “El Oriente”. This less-touristed Eastern end of the island is the heart and soul of Cuba. It's where Salsa Music and Dance were invented. Where tobacco was first cultivated. Where rum empires were born and the wars to overthrow regimes were started, fought, and won.

safe, supported tour

Our Cuban-style SAG (Support & Gear) wagon carries luggage, water, food, parts and supplies so riders are free to enjoy the ride. We roll mostly through the countryside on flat sections, rollers and occasional hills. Roads are similar to county roads in the US with a bit more rough patches. However, there are WAY fewer cars and trucks and they are really courteous to cyclists and pedestrians.

Please NOTE: Cuba officially reopened its borders on November 15, 2021. Since that time foreign travelers must present proof of full COVID19 vaccination at airports but will no longer be required to be in quarantine. Also as of today’s date, Cuba has vaccinated 90% of its population. For everyone’s safety, anyone traveling with us to Cuba will be required to present proof of vaccination prior to departure.

cuba bicycle tour 2022 real culture fun

“Thanks Herschel, it was an exceptional journey! We appreciate all you do for your bike riders and your heart for the Cuban people. Norm & I felt really safe and cared for in your hands.”
– Sally N-S. Ohio


We Don't Sit By The Pool 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?
  • Enjoys moderately-paced bike rides (avg. 22 miles) 5 of the 9 days?
  • 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?

9 days/8 nights

Begin/End at South Florida Airport: Miami (MIA) or Ft Lauderdale (FLL)

Each bike tour includes:

  • Roundtrip airfare to Cuba (with customs/immigration assistance)
  • Lodging, meals (except alcohol), and group transportation as required.
  • Bike rentals w/helmets and SAG (Support & Gear) vehicle
  • Arranged recreational & cultural activities such as Organic farms, Salsa Dance instruction and clubs, Arts & History outings, and more.
  • American guides who speak English & Spanish.
  • Expert Cuban staff who are proud to show you their homeland.


Cuba on the most inclusive tour offered by bicycle.


The amazing culture that makes you feel like family.


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with cuba bicycle tours to get the date set for your best adventure yet


Founder And Lead Guide

Herschel Goldberg

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 lovely 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 the ground 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.”

The resilience of the Cuban people has transformed  colonization, revolution and isolation into the rich culture and heritage that permeates the island today. As a boy growing up in a poor multi-ethnic community, as a child of immigrants that fled genocide and as a white man with friends and family members of color, I’ve come to appreciate how history, race and class shape the lives we live every day.

2023 Tour Dates

Cuba bicycle Adventures