Cuba Bike Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 2-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Cuba Bike Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 2-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2025: Nov-Dec2026: Jan-Apr, Nov-Dec

Trinidad's Timeless Landscapes to Havana's Rhythms

Two wheels are your ticket way off the beaten path in this fascinating time warp of a country. Pedal through mangroves and sugarcane fields, beside dazzling beaches and down the thoroughfares of Old Havana. 

... Read more

Highlights

  • Join Cuban pro cyclists from the Cuban Masters Cycling Club for six full days of riding with locals
  • Tour a historical what’s-what of the island, including the site of the Bay of Pigs landing and no fewer than four World Heritage Sites
  • Chat with journalists and artists, move to the sound of live Cuban rhythms and maybe even indulge in a cigar tasting
  • Pedal through the sleepy green landscape of central Cuba, where lush fields and tropical groves are broken up by dome-shaped mountains
  • Sit back and take advantage of our years of experience offering US-approved itineraries in Cuba under the “Support for the Cuban People” visiting license 
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Cuba map

Cuba

Start/End Havana

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Grassy valley full of trees and large hills in the distance

Days 1-2

Description

From our meeting in Havana, head straight for the center of the island, where our first ride explores the Valley of the Sugar Mills • Marvel at the abandoned seven-story bell tower in the town of Manaca Iznaga, which once called workers in to lunch from the sugarcane fields • Enjoy some live music in this region considered the cradle of Cuban sounds • Dine alfresco on the sands of Playa Ancón and take to the crystal clear water with snorkels and masks • Tour the cobblestoned center of Trinidad de Cuba, a World Heritage Site.

Accommodations
Mansion Alameda

(2 nights)

Nights 1-2

Mansion Alameda
Trinidad de Cuba
Casual Hotel

Airy spaces full of boho-chic touches are your private oasis in the World Heritage Old Town of Trinidad. 

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Exterior view of a town streets, illuminated by street lights

Day 3

Description

Spin across tropical wetlands and through flooded mangrove forests • Enjoy lunch beneath the trees of a botanical garden • In Cienfuegos, another colorful World Heritage town, the local fortress has stood for centuries as a defense against pirates • Join a tobacco farmer for a presentation on the art of Cuban cigars • Marvel at Cienfuegos’ eye-popping architecture, which mixes French colonial and neo-baroque styles. 

Accommodations

Night 3

Casa Particular
Cienfuegos
Casual Hotel

This rural guest house experience welcomes us into a collection of private Cuban residences with basic amenities such as ensuite bathrooms and air-conditioning—a hybrid somewhere between a homestay and a casual B&B unique to traveling in Cuba. 

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Woman riding a bike while looking at a man on a horse carriage

Days 4-6

Description

Cycle along the coast through sleepy Caribbean fishing villages • Reflect on history when you visit Playa Girón, the site of the 1961 Bay of Pigs landing • Explore the outskirts of Havana, where fruit plantations and sugarcane fields still flourish • Try some of Cuba’s best seafood at a casual but locally beloved beachside eatery • Wander a wonderland of surrealist art at Fusterlandia and share a coffee and a chat with the artist’s family • A meet-and-greet with a local journalist and an urban dance performance bring us below the surface of dynamic Havana • Toast to our week together at an elegant rooftop restaurant overlooking Old Havana • Take a last spin around the city’s iconic landmarks, including the waterfront and the imposing Plaza de la Revolución. 

Accommodations

Nights 4-5

La Reserva Vedado
Havana
*Deluxe Hotel

An elegantly restored boutique oasis in Havana's modern and well-to-do Vedado neighborhood.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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Straight Talk

We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.

From $5,399 /person

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Hotels

Adventure-Ready Hotels

Ideally located with ready access to trip activities, our Casual hotels are also known for their character and charm.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Nights 1-2

Mansion Alameda
Trinidad de Cuba

Casual Hotel

Airy spaces full of boho-chic touches are your private oasis in the World Heritage Old Town of Trinidad. 

Night 3

Casa Particular
Cienfuegos

Casual Hotel

This rural guest house experience welcomes us into a collection of private Cuban residences with basic amenities such as ensuite bathrooms and air-conditioning—a hybrid somewhere between a homestay and a casual B&B unique to traveling in Cuba. 

Nights 4-5

La Reserva Vedado
Havana

*Deluxe Hotel

An elegantly restored boutique oasis in Havana's modern and well-to-do Vedado neighborhood.

From $5,399 /person

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Bikes

Ready to Ride

On this trip where Backroads custom titanium bikes are not available, we offer local bikes that are well suited for the terrain on our routes.

Local bike
Local Bike

Included in your trip price

From $5,399 /person

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From $5,399 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

Your guest & room selections

1 adult

1 room, 1 bed

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Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

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From $5,399 /person

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