• Backroads Cuba Walking Tours
  • Backroads Cuba People-to-People Walking Tours
  • Backroads Cuba People-to-People Walking Tours
  • Backroads Cuba Walking Tours
  • Cuban Walking Trips

Cuba Walking & Hiking Tour

Havana & Beyond—Art, Dance, Beaches, Mojitos

  • Travel to Cuba on this special People-to-People Trip with Backroads—the leading US company offering active adventures in Cuba!
  • Experience the beautifully intricate and colorful architecture, vibrant history and seductive vibe of Havana
  • Enjoy performances by famous musicians and dancers and learn about Cuban private enterprise from budding entrepreneurs
  • Hike the labyrinthine and rarely accessed Santa Catalina Caves with a famous speleologist

On this special Cuba trip, learn firsthand about the enigmatic island nation as you enjoy meaningful interactions while exploring on foot alongside the locals. Soak up culture and history. Experience music and dance. And savor every imaginable occasion to interact and connect with the Cuban people.

Cuba Map


Days 1-2 Stroll through the historic city of Matanzas, a showcase of splendid colonial architecture | Visit the Palmar de Junco baseball stadium, where the first official baseball match in Cuba was played in 1874 | Enjoy a delicious farm-to-table meal at a family-owned organic farm | Visit a ceramics workshop run by a group of agronomists and artists | Try a few steps of salsa and danzón, an important part of Cuba's cultural heritage | Discover Varadero, where you can soak up stunning bay views from the famed Xanadú Mansion.

Days 3-4 Investigate the limestone formations of the ancient Santa Catalina Caves with an expert | Take in Varadero's spectacular coastline and white-sand beaches | Engage with young artists at an escuela de arte | Join an award-winning journalist who has lived in Cuba for over 20 years for a Q&A session | Explore Escaleras de Jaruco National Reserve's animal and plant life with a guide.

Days 5-6 Wander in Havana's historic district with an expert from the city's Historian's Office | Local entrepreneurs and paladar owners share their passions and stories of how they launched their businesses | Take in a performance by the Habana Compás dance group | Our friend and rum, tobacco and coffee “sommelier” teaches us the nuances of these Cuban specialties and how to combine them for a full experience | Peruse the stalls of a bustling neighborhood market.

Please note: Backroads is licensed by the United States Treasury Department's Office of Foreign Assets Control (OFAC) to engage, organize and conduct authorized People-to-People group travel to Cuba that engages participants in meaningful interactions with individuals in Cuba. Our license will not be affected by the new travel restrictions announced June 16, 2017 by the U.S. government. This means our trips will run as usual and we'll continue to deliver high quality experiences in Cuba. For more information on the new guidelines, please refer to OFAC's FAQs. Because the June 16, 2017 regulations affect individual travel to Cuba, feel free to contact us with questions or concerns about your travel arrangements for the days before or after your Backroads trip.

Great trip -- very rich with information and experiences. Good group on the trip and leader/local guides were terrific!
MamaZ - Golden CO

We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception. Read the Straight Talk

Straight Talk
We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.

In order to adhere to the US government requirements for travel to Cuba, this trip does not allow for the degree of flexibility we build into all of our other itineraries; as a guest, you will have a full schedule of enriching people-to-people educational exchange activities.

New US Regulations for Travel to Cuba—Flights & Hotels

Under the new proposed Cuba travel regulations announced by the US government June 16, 2017, Backroads People-to-People group trips remain legally licensed. This means our trips will run as usual and we'll continue to deliver high quality experiences in Cuba. Also, under the new policy, you can still purchase your own commercial flights to Cuba.The new regulations, however, will eliminate individual People-to-People licenses. So if you booked your trip on or after June 16, 2017, you cannot extend your stay in Cuba under that license category. That means your flight to Cuba must arrive no earlier than the evening before the Backroads trip start and must depart the evening of the trip end, or no later than the following morning.The proposed new US policy might also prohibit direct financial transactions to entities related to the Cuban military, including various hotels. Before the new travel regulations are implemented, you can make reservations at the hotels listed in this Travel Planner or a hotel of your choice for the night before your trip start or the night of your trip end. Once the new policy takes effect, you may have more limited hotel options and may not be able to make a reservation with, or direct payments to, hotels related to the Cuban military. Therefore, to ensure the most choices, we recommend booking your Havana hotels before the new regulations are implemented.

Educational Travel

The educational exchanges on this trip allow for as much walking and hiking as possible. However, the overall level of physical activity is less than on other Backroads Walking Trips.

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. Rest assured, if we encounter changes to our planned activities, your leaders will find alternate activities that you're sure to enjoy. Expect the unexpected in this region; it's all part of the adventure!

Accommodations & Meals

As "luxury" accommodations in Cuba can generally be characterized as large all-inclusive, resort-style hotels, our accommodations in the towns we visit outside of Havana are not typical of the Backroads experience. While the hotels are the best available and offer numerous amenities, even the nicest properties in Cuba do not come close to equaling the accommodations on other Backroads trips. Please note that although meals are fresh and tasty, the variety will be limited, with many of the same ingredients featured (such as poultry, pork, beans and rice).

Shuttle Time

Our busy yet compelling schedule involves a substantial amount of time spent in the shuttle to add variety of scenery and regional depth.

Developing Country

The people and places you'll visit on this People-to-People Program in Cuba will stay with you for a very long time. But keep in mind that Cuba is a developing country and travel here isn't always easy; occasional scenes of poverty and litter can be jarring. Still, the beauty of the people, the culture and the landscape shine through, making for an amazing and fulfilling experience.
$5,498 - $5,898
pp dbl. occ.
(+$1,320 for sgl. occ.)


6 days, 5 nights
Activity Level

Open 7 Days a Week
6 am - 6 pm Pacific time

Start / End
Havana, Cuba

All breakfasts, 6 lunches, 5 dinners included

C Classic Dates


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Casual & Premiere Hotels*

800-462-2848 Open daily, 6 am - 6 pm Pacific time

Melia Paradisus Varadero Resort & Spa

Meliá Paradisus Varadero Resort & Spa

Varadero (3 nights)

An all-inclusive resort offering a multitude of amenities and a waterfront location. (pool, spa)

Gran Hotel Manaza Kempinksi La Habana

Gran Hotel Manzana Kempinski La Habana

* Premiere Hotel
Havana (2 nights)

Originally built between 1894 and 1917 as the first European-style shopping center, this lovingly restored Old Havana building is now Cuba's first "true luxury" hotel and includes a modern revival of upscale shopping. Set in an ideal location overlooking Parque Central, the Kempinski celebrated its grand opening in summer 2017. (pool, spa)

Guest Reviews

There's no better way to find out about Backroads than by hearing it from the people who have traveled with us. For more about the Backroads Experience, read our Guest Testimonials.

800-462-2848 Open daily, 6 am - 6 pm Pacific time


by PowerReviews
Cuba Walking & Hiking Tour

(based on 4 reviews)

Ratings Distribution

  • 5 Stars



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  • 1 Stars




of respondents would recommend this to a friend.

Reviewed by 4 customers

Displaying reviews 1-4

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What a trip!!


from Golden CO

Verified Buyer

Comments about Cuba Walking & Hiking Tour:

Great trip -- very rich with information and experiences. Good group on the trip and leader/local guides were terrific!


Cuba Cuba Cuba!!!


from Chicago, IL

Verified Buyer

Comments about Cuba Walking & Hiking Tour:

We came with no expectations of what Cuba would be like. BACKROADS and our guides did an amazing job!! We loved every minute of the experience. A very emotional experience for all of us!! We thank you!!! Great excursions, so well organized and great to do things outside of Havana~ 5 stars BACKROADS!


Could not have been better! I learned so much about Cuba!


from Berkeley, CA

Verified Buyer

Comments about Cuba Walking & Hiking Tour:

Our Backroads guides Amanda and Isabelle as well as all the supporting guides we met in Cuba were fantastic. Everyone was very knowledgeable and willing to discuss the realities of Cuban life since the embargo. My 16 year old and 25 year old kids really learned a lot and said they didn't miss having the Internet because everything is so interesting. (you have wifi at the hotels). The tour was a great mix of exercise and learning. And Backroads gets you into some "protected" spaces and introduces you to some amazing artists. Highly recommend this tour.


Excellent trip


from Palo Alto, CA

Comments about Cuba Walking & Hiking Tour:

Our trip leaders were a perfect combination of impressively knowledgeable, fun, and amazingly competent at dealing with unexpected situations that tend to occur in Cuba.

Displaying reviews 1-4

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Dates & Prices

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind—you won't be charged to transfer to a different trip before your final payment is due.

Please click on a date below for specific pricing and possible itinerary variations.

800-462-2848 Open daily, 6 am - 6 pm Pacific time


Interested in a Private Trip? Check out the Make It Private tab for private dates available, or call us at 800-462-2848.

C 2017 Classic Trips
C 2018 Classic Trips
2018 February
2018 March
2018 May

This Trip Is Rated Level 1

800-462-2848 Open daily, 6 am - 6 pm Pacific time

Daily Route Options
Level 1 Level 2 Level 3 Level 4 Level 5
miles feet gain miles feet gain miles feet gain miles feet gain miles feet gain
1 2 200
Finca Coincidencia Ceramic Studio & Organic Farming Walk & Visit (2 Hours)
Farm-to-Table Lunch at Local Home (1 Hour)
Palmar Junco Cuban Baseball Stadium Exchange (1 Hour)
2 3 500 5 500
Orquesta Típica Danzón Miguel Failde at Ermita Monserrate (1 Hour)
Matanzas Historical Town Walk & Educational Exchanges (2 Hours)
Evening Salsa Class (1 Hour)
3 1 100
3 400
Underground Cave Hiking & Exploration (3 Hours)
Bellamar Community Project & Lunch (2 Hours)
4 2 100
Art School Visit & Performance (2 Hours)
Exchange with Cuban Entrepreneurs (2 Hours)
Q&A with Cuban Journalist (1.5 Hours)
5 2 100
Havana Historical City Walking Tour (3 Hours)
Q&A with City Historian (1 Hour)
Habana Compás Dance Performance (1 Hour)
6 2* 200 4 200
Vedado & Central Havana Exploration Route (2 Hours)
Trip End in Downtown Havana

Note: The terrain on this trip includes cobblestone streets, uneven pavement, dirt paths and stairs.

* Includes shuttle.

Learn more about how we determine our activity levels and fully support a range of abilities and interests.

Please note that our distance and elevation figures come from Ride with GPS. Other sources (such as Map My Ride and Garmin devices) may give differing elevation figures due to different GPS and mapping technologies. Readings from a Garmin or a smart phone are influenced by other factors such as air pressure.

Why Travel with Backroads in Cuba

Power to the People

We've developed many great working relationships in Cuba over the years, slowly assembling a handpicked team of the very best local guides to work alongside our Backroads Trip Leaders. Steering their efforts is our Cuba Trip Expert, who's spent most of the past three decades living and working on the island. The inside knowledge she's gained while exploring rural valleys and seaside paths allows us to offer you a truly one-of-a-kind walking and hiking experience.

The Best Leaders in Cuba

Backroads has the best-qualified people to lead your trip in Cuba, and our guests back that up, rating our Trip Leaders an average of 9.75 out of 10 for all-around quality of performance. Get the facts (and no fluff) on how we recruit and develop the very best people for your trip.

The Right Local Pairings

Our Trip Leaders combine deep local expertise with a firm grasp of North American expectations around quality of service. By the same token, we pair experienced Backroads leaders with local guides who know how to cater to your needs while cracking open the culture or natural history in ways that are meaningful, memorable and often magical.

Our Cultural Roots Run Deep

Thanks to our extensive connections in Cuba, Backroads takes you off the beaten track and deep into the region's culture in ways that traditional travel can never hope to do. We know the people and their customs, the legacy of art and architecture, the complex history and politics – and if we're not sure, our amazing local experts can fill in the blanks.

Experts with Secrets to Share

In choosing the ideal experts to enrich your travel experience, we look for people with a wealth of local knowledge, but also the ability to convey their insights in English. Too often travelers find themselves smiling politely, not quite understanding what they're being told. Our experts share intriguing facts, anecdotes and inside stories that stay with you forever.

We Speak the Language

If we told you many companies' leaders can't actually speak the language where they lead trips, you'd say incroyable... ridicolo... không the tha thú. At Backroads, fluency in the local language is a given. Find out more on the best leader recruitment, training and development in the business. (And by the way, that was "unforgivable" in Vietnamese.)

We've Set the Standard

For nearly four decades we've worked to earn and maintain our right to call Backroads the world's #1 active travel company. In pursuing that vision on behalf of our guests, we believe we've set the standard for our industry—captured in the Backroads Quality Guide, which clearly sets out the benchmarks of excellence, choice and support that we live by

The Value of Casual Hotels

In addition to the ideal balance of comfort and hospitality in our choice of lodgings, this trip featuring Casual Hotels includes nearly all of your meals, plus everything from cocktail receptions to the best snacks along the road. So there's rarely a need to reach for your wallet – we've got you covered.

Choose Your Fellow Travelers

With Backroads you won't end up with kids on what you thought was an adult trip; we have exclusive departures for families, so they're off having their own adventures. As you browse our unrivaled selection of trips and dates, you can count on finding a trip in Cuba that's geared exclusively to your choice of traveling companions.

Quality You Can Measure

Since 1979, Backroads Founder and President Tom Hale has shown that staying #1 means constantly evaluating our performance using the best possible source of information: our guests. As we systematically analyze your feedback on our trip consultants, leaders, hotels, meals and on-trip activities, we never stop working to make a great company even better.

We Know Where We're Going

Tom Hale has been keeping Backroads on track, with one eye on the horizon, since 1979. His passion for active travel, and for ensuring the highest-quality travel experience, is evident in every detail we add to make a guest's trip unforgettable—and the fact he's right there in the office, making it happen. To hear Tom describe his vision, watch our video.  

800-462-2848 Open daily, 6 am - 6 pm Pacific time

Private Trips Options & Pricing

Gather your favorite people to share a Backroads adventure on a ready-to-book Private Trip - featuring all the legendary Backroads hallmarks from expert leaders to unforgettable activities. You can pick from the selection of dates below for your group of 8 or more. If your party has fewer than 8 guests, or your preferred date is not available, we'll create a departure just for you. Call or email us to reserve your date.

800-462-2848 Open daily, 6 am - 6 pm Pacific time

Pricing for Private Trips


  • 10 or more guests: from $5,498 pp dbl occ
  • 8 - 9 guests: from $5,998 pp dbl occ


  • 10 or more guests: from $5,498 pp dbl occ
  • 8 - 9 guests: from $5,998 pp dbl occ

Click on a date below for specific pricing and possible itinerary variations.


Don't see your ideal travel date? Make a Date! i

C 2018 Classic Trips
2018 January
2018 April
2018 May
2018 June
2018 November
For groups of 2 to 7 guests, please call for Custom Trip Pricing.

Other Trips in Cuba and the Caribbean

Easy to Book Private Trips

Invite your family and friends on an adventure that's entirely your own - for your group of 8 or more. Find out more