Cuba Multi-Adventure Tour
Couples, Friends & Solos
6 days
5 nights
Casual & Deluxe Hotels
Cuba Multi-Adventure Tour
Couples, Friends & Solos
6 days
5 nights
Casual & Deluxe Hotels
2024: Nov-Dec 2025: Jan-Jun, Nov-Dec 2026: Jan-May
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.
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
Start/End Havana
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-2
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.
Nights 1-2
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.
Days 3-6
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.
Nights 3-5
An elegantly restored boutique oasis in Havana's modern and well-to-do Vedado neighborhood.
What's Included
See moreStraight 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.
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.
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!
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!
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.
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
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
*Deluxe Hotel
An elegantly restored boutique oasis in Havana's modern and well-to-do Vedado neighborhood.
Gallery
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.
Included in your trip price
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
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
Please Select a Group Size
Group size is required to show per-person pricing. Your group size can be approximate and can change.