Cuba Multi-Adventure Tour

Couples, Friends & Solos
Couples, Friends & Solos
ALSO AVAILABLE FOR:
30s & 40s
Families with Teens & 20s
Families with 20s & Beyond

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

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 1-3

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

Casual & Deluxe 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 Multi-Adventure Tour

Couples, Friends & Solos
Couples, Friends & Solos
ALSO AVAILABLE FOR:
30s & 40s
Families with Teens & 20s
Families with 20s & Beyond

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

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 1-3

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

Casual & Deluxe 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-May, Nov-Dec2027: Jan-Jun

Cultural Connections & Havana Highlights

Fields of sugar cane. White-sand beaches and turquoise waters. Historic Havana. See it on foot, by bike and side by side with the locals. No one immerses you like we do in this one-of-a-kind country.

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Bike
Walk/Hike

Highlights

  • Embark on this unique US-approved Multi-Adventure trip—Backroads was the first to launch a trip of this kind!
  • Journey from pastoral ViƱales to bustling Havana, biking and hiking between domed karst hills and lush tobacco fields
  • Meet farmers and ranchers who share a slice of their rural island world—including a stay at a casa particular, an intimate hospitality experience that makes us guests in a Cuban home
  • Hit the island’s best bike routes alongside the ultimate insider guides, the Cuban Masters Cycling Club
  • Eye-popping urban art, dance lessons and Q&As with local entrepreneurs and journalists are just a few of the ways you’ll immerse yourself in island culture
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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

Group Photo Valle Nuevo National Park Sign

Days 1-2

Description

Hike red-dirt trails amid fields of leafy tobacco and dramatic domed hills (mogotes) • Visit a tobacco farm to learn how the leaves are rolled into cigars • Our agricultural odyssey continues with a glimpse into the cultivation of Cuban coffee • Get to know a family at their prize-winning farm and enjoy a farm-to-table feast • Cycle through ViƱales National Park alongside members of the Cuban Masters Cycling Team, who show us the ropes of being a cyclist in Cuba • Spin to the miles-long, white-sand beaches of Cayo JutĆ­as • In the evening, join the locals for live Cuban music.

Accommodations
Casa Particular

(2 nights)

Nights 1-2

Casa Particular
ViƱales
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.
Cuba Flag Streets of Cuba

Days 3-6

Description

Enjoy a fresh-caught seaside lunch before cycling into Havana • Discuss art and its influence during a visit to the surreal community installation of JosĆ© Fuster, dubbed the Picasso of the Caribbean • Ride into the pastureland surrounding the capital, where a farm-to-table lunch awaits among the sugarcane • Join a local geopolitical professional for an informative Q&A session • Explore vibrant Habana Vieja—ending in the Plaza de Armas, Havana’s oldest square—with a local expert and witness the preservation efforts firsthand •  Entrepreneurs and paladar (restaurant) owners share their passions and stories of how they launched their businesses • Meander through lively plazas and side streets and engage with community projects • We’re treated to a performance by the young Habana CompĆ”s dance group • Stroll through a market, with a chance to test your bargaining skills.

Accommodations

Nights 3-5

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 $4,399 /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

Casa Particular
ViƱales

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 3-5

La Reserva Vedado
Havana

*Deluxe Hotel

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

From $4,399 /person

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Bikes

Choose Your Perfect Bike

Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.

Backroads Touring Bike
Backroads Touring Bike

Included in your trip price

  • Suited for a wide range of cyclists
  • Comfortable ergonomic seat
  • Long wheel base adds to the bike's control and stability
  • Upright handlebars only

From $4,399 /person

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Reviewed by 6 customers

Excellent learning experience

Submitted April 2025

By Jim

From Safety Harbor Fl

The leaders Mikra, Edwin and the support staff took care of all our needs and made the trip very enjoyable. This trip was very educational and things were what I expected and others, mainly the people, were thankful that we were visiting Cuba and seeing what it was really like. The biking and hiking was challenging with excellent views. The leaders had a couple surprises that made the experience much better, I won't ruin the surprise.

Bottom Line Yes, I would recommend to a friend

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An adventure into history and culture, the "Backroads way"

Submitted February 2020

By Joe

From Atlanta, Georgia

Backroads provided an experience in Cuba in a way only they can. We met wonderful people and learned about Cuban history and culture from the people themselves. The relationships our leaders have created with the Cuban people are genuine and sincere; which gave us a very unique insight into their lives and all of Cuba. The caves, hikes, towns and bike routes we experienced were all beautiful. It was a typically fantastic Backroads trip with the added enjoyment of learning about a piece of recent, important world history.

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Bottom Line Yes, I would recommend to a friend

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Perfectly planned - amazing experience all around!

Submitted March 2017

By Dave K

From Seattle, WA

Verified Buyer

From the pre-departure details to the accommodations, dining, transportation, activities, surprises and amazing Cubans we were introduced to.... Backroads exceeded all expectations!

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Bottom Line Yes, I would recommend to a friend

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Backroads was fantastic and I would highly recommend it

Submitted March 2017

By Emily

From Bay Area, CA

Verified Buyer

Backroads was fantastic and I would highly recommend it to friends & family. Every moment was well-thought out and well executed

Bottom Line Yes, I would recommend to a friend

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Wonderful Cuba

Submitted March 2017

By Alison

From RI

Verified Buyer

The Cuba trip was great. Toured caves, met with Cuban baseball players, young children studying music and dance, interesting art studios, biking with former members of Cuban baseball team who were generous with their time and support. All truly made for a memorable trip, almost forgot the rides in the old cars in Havana. What fun!

Bottom Line Yes, I would recommend to a friend

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CUBA IS AMAZING

Submitted March 2017

By DINO

From FLORIDA

SO DIFFERENT OF EVERYTHING WE HEAR ABOUT AND BACKROADS LEADER WONDERFULL AS ALWAYS.

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From $4,399 /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!

Download & Share

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 $4,399 /person

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