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Cuba Bicycle Tours
A rider laughing with the Cuban women's cycling team on a country road

Yes, Americans can go to Cuba. Legally, and safely.

The rules are clearer than the headlines. Here’s exactly how it works, from people who live there.

Why it's legal

  • You travel under the “Support for the Cuban People” general license from the U.S. Treasury’s Office of Foreign Assets Control (OFAC). No special application is needed.
  • Our tours are built to satisfy that category: you stay in private homes, eat at family-run paladares, visit independent farms and artists, and spend your money with Cuban people rather than government-run businesses.
  • You buy a Cuba e-visa online (about $60, at eVisaCuba.com) and complete the D’Viajeros form before departure. We send a simple step-by-step guide with the links.
  • We fly as a group on scheduled flights from Miami. Thousands of Americans fly this route every month.
  • Keep your receipts and itinerary for five years, which is the standard OFAC record-keeping rule. We give you a full itinerary that documents your activities.

Why it's safe

  • Cuba has one of the lowest violent crime rates in the Americas. There are no cartels, no no-go neighborhoods, and virtually no civilian gun ownership.
  • Roads in the east carry very little traffic, and drivers are courteous to cyclists. Our SAG van follows the group with water, tools and first aid.
  • Herschel and his Cuban wife live in the region. Our hosts, drivers and guides are people we’ve worked with for years.
  • Your e-visa includes access to Cuba’s healthcare system, and your required travel insurance covers medical evacuation.
  • Yes, Cubans are going through shortages. Our groups bring essential goods, we buy from the families who host us, and we plan around what’s available so you never feel it.
The group cheering on arrival in Cuba
The whole group at the farm fiesta
The group on the steps of a yellow casa
Riders and bikes in the support bus

We handle the paperwork with you

Once your deposit is in, you get a short guide with every link: the e-visa purchase, the D’Viajeros form, what to look for in travel insurance, and a packing list for a tropical bike trip. If anything is unclear, you call Herschel and sort it out in five minutes.

“I couldn't have asked for a better trip. As promised, it was a submersion into the Cuban culture and Cuban people. Their warmth and hospitality is unsurpassed. Many of the meals were unexpectedly delicious, accommodations comfortable, bikes well maintained and activities other than cycling were varied. Yes, bathrooms are primitive and there were electrical outages, so if you are prepared, it contributes to the adventure. The friendliness of the people, and the sound of ever-present music will be forever etched in my memory.”
Susan VinicorGoogle review · Local Guide
“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
Breakfast laid out at a casa in Gibara

The Cuba trip

planning guide

Free · 10 sections · printable

Get the free planning guide Herschel sends every rider: the legal category, the e-visa and forms step by step, money, phones, packing, what blackouts mean for you, and a timeline from booking to Miami.

One email with the guide, then a few short notes from Herschel. Unsubscribe anytime.

Still have a question? Ask a person.

Herschel calls every inquiry back personally. Pick the time that suits you.