Cuba Walking Tours 2024/2025

Embark on a captivating walking tour in Cuba and immerse yourself in the vibrant rhythms of this unique island nation. Explore the heart of Havana on a guided Cuba tour and wander through cobbled streets lined with colorful colonial architecture and lively markets. Embark on unforgettable treks through lush landscapes that will take you through hidden waterfalls, tobacco plantations, and the picturesque Viñales Valley. Join a free walking tour in Trinidad to delve into the town’s rich history and marvel at its well-preserved Spanish colonial heritage. Gain deeper insight into the culture and history of Cuba with each step of your walking tour.

Check out our best Cuba walking tours below.

12 Walking tours with 42 Reviews

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8 Day Original Cuba Tour

of 12 reviews
  • Free cancellation
  • Best price guaranteed
Just finished my 8 Day Tour of Cuba, and I can’t say enough good things. This tour operator takes ...
  • Tour Type Small Group Tour
  • Activities Walking tours & Local culture +6 more
  • Accommodation Guest House & Resort
  • Transport Bus, Private Vehicle & Taxi
  • Age Range 2-80 yrs
  • Operated in English, German, Spanish
days08 From US$ 693 View Tour
Next Departures
  • May 08
  • May 22
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9 Days: This Cuban Life

of 16 reviews
  • Free cancellation
  • Best price guaranteed
Wonderful experience. Good accommodations, great driver, comfortable bus, good tour guide. Felt well ...
  • Tour Type Small Group Tour
  • Activities Local culture & Walking tours +4 more
  • Accommodation Guest House & Hotel
  • Transport Bus, Private Vehicle & Taxi
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days09 From US$ 1,718 View Tour
Next Departures
  • May 05
  • Jun 02
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Essential Cuba

of 2 reviews
  • Free cancellation
  • Best price guaranteed
Yanet, our guide, was exceptional because of his professionalism, in depth knowledge, wealth of info ...
  • Tour Type Small Group Tour
  • Activities Walking tours & Local culture +3 more
  • Accommodation Guest House
  • Transport Bus & Private Vehicle
  • Age Range 5-79 yrs
  • Operated in English, Spanish
days09 From US$ 1,366 View Tour
Next Departures
  • May 09
  • Jun 06
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Havana Homestay & Varadero Experience 6D/5N

of 1 review
  • Best price guaranteed
  • No booking fees
The tour and the guide were excellent, and we saw a lot more than we were expecting in Havana. They
  • Tour Type Small Group Tour
  • Activities Adventure & Walking tours +1 more
  • Accommodation Home-stay & Hotel
  • Transport Bus & Private Vehicle
  • Age Range 18-99 yrs
  • Operated in English
days06 From US$ 664 View Tour
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Havana & Trinidad Homestay Experience 6D/5N

  • Best price guaranteed
  • No booking fees
6 day adventure tour in Cuba, visiting Havana, Trinidad and Cubanito Natural Park. Read More
  • Tour Type Small Group Tour
  • Activities Adventure & Walking tours +1 more
  • Accommodation Home-stay & Hotel
  • Transport Bus & Taxi
  • Age Range 18-99 yrs
  • Operated in English
days06 From US$ 836 View Tour
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Bailando Cuba Homestay Experience 8D/7N

of 1 review
  • Best price guaranteed
  • No booking fees
8 day adventure trip in Cuba, visiting Havana, Trinidad and Cienfuegos. Read More
  • Tour Type Small Group Tour
  • Activities Adventure & Walking tours +2 more
  • Accommodation Home-stay & Hotel
  • Transport Bus, Taxi & Private Vehicle
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 991 View Tour
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Cuba Express Homestay Experience 8D/7N

  • Best price guaranteed
  • No booking fees
8 day adventure trip in Cuba, visiting Havana, Vinales and Trinidad. Read More
  • Tour Type Small Group Tour
  • Activities Adventure & Walking tours +1 more
  • Accommodation Home-stay & Hotel
  • Transport Bus, Taxi & Private Vehicle
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 940 View Tour
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Havana Homestay Experience 4D/3N

  • Best price guaranteed
  • No booking fees
4 day cultural, religious and historic sites tour visiting Havana in Cuba. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Walking tours +1 more
  • Accommodation Home-stay & Hotel
  • Transport Private Vehicle & Taxi
  • Age Range 18-99 yrs
  • Operated in English
days04 From US$ 560 View Tour
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4 or 5 Day Cuba Tour — Havana Weekend

of 2 reviews
  • Free cancellation
  • Best price guaranteed
This tour was one of the best experiences of my life. The Cuban people were all so welcoming. I enjo ...
  • Tour Type Group Tour
  • Activities Walking tours & Cultural, religious and historic sites +1 more
  • Accommodation Guest House
  • Transport Boat, Bus, Private Vehicle & Taxi
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days05 From US$ 1,515 View Tour
Next Departures
  • Apr 30
  • May 07
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Complete Cuba tour

  • Free cancellation
  • Best price guaranteed
20 day local culture trip through Havana, Cienfuegos, Camaguey and 8 other destinations in Cuba. Read More
  • Tour Type Small Group Tour
  • Activities Local culture & Walking tours +5 more
  • Accommodation Guest House, Hotel, Resort & Villa
  • Transport Bus, Private Vehicle & Taxi
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days20 From US$ 1,936 View Tour
Next Departures
  • Apr 29
  • May 03
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Amando Cuba Homestay Experience 12D/11N

  • Best price guaranteed
  • No booking fees
12 day adventure trip through Havana, Cienfuegos, Trinidad and 3 other destinations in Cuba. Read More
  • Tour Type Small Group Tour
  • Activities Adventure & Walking tours +1 more
  • Accommodation Home-stay & Hotel
  • Transport Bus, Train, Taxi & Private Vehicle
  • Age Range 18-99 yrs
  • Operated in English
days12 From US$ 1,983 View Tour
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11-Day Holiday Rumba

  • Free cancellation
  • Best price guaranteed
11 day walking trip in Cuba, visiting Havana, Remedios and Trinidad. Read More
  • Tour Type Small Group Tour
  • Activities Walking tours & Culture shows and excursions +1 more
  • Accommodation Guest House, Home-stay, Hotel & Resort
  • Transport Bus
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days11 From US$ 2,064 View Tour
Next Departures
  • Dec 22
  • Dec 23
Showing 1 - 12 of 12 results
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Cuba Walking tours Reviews

5 - Excellent
Based on 42 customer reviews
Ready To Be Back Again
5 - Excellent
  • James
“The 9 Day This Cuban Life tour was the trip of a lifetime! I would recommend to everyone who is curious, somewhat adventurous, enjoys people and other cultures. Staying in Casas with families is a highlight. There is a good mix of experiencing city life, rural life, getting to know the people, their food, and their power outages (don't forget your flashlight). Our guide made the trip special. Not sure it would have been the same without our guide, our driver, and the rest of our 12 travel partners. I'm ready to return!”
Highly Recommended
5 - Excellent
  • Julianna
“I am so glad that I used this operator to travel to Cuba. They made everything super easy for me and they were excellent hosts. I recommend this operator for anyone who wants to travel to Cuba but is worried about logistics or and the local rules and customs. I also loved that the operator had such a strong focus on supporting the locals and protecting the environment. 10/10!”
Review of Havana Homestay & Varadero Experience
5 - Excellent
  • Anonymous
“The tour and the guide were excellent, and we saw a lot more than we were expecting in Havana. They were also flexible in letting us see some places on our list so we appreciate it. The hosts in Varadero were also very accompanying especially when we asked to stay a couple extra nights. Overall the tour was fantastic.”

Cuba Walking Tours

Highlights of Cuba Walking Tours

  • Stroll through Old Havana, a Unesco-listed city, admiring its colonial architecture and vibrant murals.
  • Go on a street food tour, taste snacks like churros (deep-fried dough coated in cinnamon sugar), and experience authentic Cuban cuisine at paladars (private restaurants).
  • Follow Hemingway’s footsteps on a Havana walking tour, visiting his favorite bars and haunts that inspired his iconic works.
  • Explore Cuba’s tobacco plantation and its cigar heritage on a hike through the lush Viñales Valley, where tobacco fields stretch to the horizon.
  • Join a free walking tour in Trinidad to learn about Cuba’s colonial past.
  • Let your feet move to the infectious rhythms of salsa as you witness street performances on your Havana trip, where the lively music scene echoes through every street corner.
  • Hike to lush natural havens like El Nicho Waterfalls, where refreshing swims beneath cascades reward your trekking efforts.

Tips for Cuba Walking Tours

  • Plan your Cuba walking tour between November and April to avoid the rainy season.
  • Greet locals with a smile and a friendly ‘Hola!’ as you explore Cuba’s neighborhoods on foot. If you can speak Spanish, do not hesitate to strike up a conversation with locals.
  • Opt for a free walking tour in Trinidad and interact with locals to better understand their customs, music, and traditions.
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