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 $4,799 - $4,999 /person

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 & 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 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 & 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

From $4,799 - $4,999 /person

National Parks & Latin Rhythms into Havana

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.

... Read more
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 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.

Return

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!

Download & Share

What's Included

See more

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.

The Support for the Cuban People Experience

In order to travel to Cuba without supporting the Cuban government in a way that would illegally violate the American embargo, we follow an itinerary licensed by the United States Treasury Department's Office of Foreign Assets Control (OFAC) under a category called “Support for the Cuban People”. The Support for the Cuban People license allows us to travel in Cuba with a planned schedule of meaningful interactions with Cubans. Qualifying for the license allows little room for deviation – especially compared to the flexibility we build into other Backroads itineraries.

When purchasing your flights to Cuba, select that you will be traveling under the OFAC category of “Support for the Cuban People”. You may be able to extend your stay in Cuba beyond the days of our trip depending on your legal status in the US. If you are not extending your stay before or after our Backroads trip, your flight to Cuba must arrive no earlier than the evening before the Backroads trip start and must depart no later than the morning after the trip end. 

Road Quality

Cuban roads, especially in the countryside, are very poorly maintained. Come prepared for adventurous riding on gravel, potholes and rough road, which add an extra dimension of challenge to Cuba’s climbs and descents. This is a region for riders of all levels to take advantage of shuttles, to slow down, and to pace yourself and find your line. When in doubt, watch the Cuban Masters Cycling Club members who are riding with us—and bike like a Cuban!

Itinerary Changes

When traveling abroad, things don't always go according to plan and, particularly in Cuba, itinerary changes or shifts mid-trip are quite common. In the event of a last-minute change to scheduled activities, your leaders will find alternate activities. Expect the unexpected in this region—it's all part of the adventure!

Casas Particulares

One of the most notable restrictions for American travelers in Cuba is the State Department’s prohibition on staying in state-associated businesses, which encompass nearly all hotels in Cuba. To respect this requirement, on this trip we stay in privately owned and operated casas particulares, a uniquely Cuban form of accommodation in which locals open up rooms to welcome visitors into their homes. While some casas particulares in Havana are practically indistinguishable from boutique hotels or bed-&-breakfasts, those in the Cuban countryside are much more basic – a uniquely rustic and local experience as compared to even the most Casual accommodations used by Backroads.

From $4,799 - $4,999 /person

View Dates
Return

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.

From $4,799 - $4,999 /person

View Dates
Return

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.

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 $4,799 - $4,999 /person

View Dates
Return

No Reviews

Have you gone on this trip? Be the first to leave a review.

Leave a Review

From $4,799 - $4,999 /person

View Dates
Return

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

Edit

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.

Learn more

From $4,799 - $4,999 /person

View Dates