Cuba Multi-Adventure 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 Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

From $4,699 - $5,049 /person

View dates for specific pricing

6 days

5 nights

Activity Levels Lev3

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

Casual & Casual Plus Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

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

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 Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

6 days

5 nights

Activity Levels Lev3

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

Casual & Casual Plus Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

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.

2024: Nov-Dec 2025: Jan-Jun, Nov-Dec 2026: Jan-May

From $4,699 - $5,049 /person

View dates for specific pricing

Cultural Connections & Havana Highlights

Lush Viñales farmlands. White-sand beaches and turquoise waters. Historic Havana, biospheres and national parks. See it all side by side with the locals. We're one of the few US companies running trips in Cuba, so if you've been thinking about travel to this one-of-a-kind country, now is the time! And no one immerses you into Cuba's natural beauty, culture and history like we do.

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Biking
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 Viñales to magical Havana, biking and hiking through striking mogotes and lush tobacco farms 
  • Pedal alongside the Cuban Masters Cycling Club and hear the fascinating stories of local people from all walks of life  
  • Eye-popping urban art, dance lessons and fresher-than-fresh local seafood are just a few of the ways you’ll immerse yourself in island culture  
Cuba Bike Tour 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

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 Viñales 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 Jutías and relish some alfresco barbecue • Expert salsa dancers teach you how to move to the rhythm • In the evening, join the locals for more music.

Accommodations

Nights 1-2

Casa Particular
Viñales
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.

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 José 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 Compás dance group • Stroll through a market, with a chance to test your bargaining skills.

Accommodations

Nights 3-5

La Reserva Vedado
Havana
Casual Plus 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.

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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
Viñales

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

Casual Plus Hotel

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

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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
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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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Looks like you’re traveling with a smaller group

Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.

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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