All Havana Tours in Winter
24 Trips in Havana with 283 Reviews
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Cycling Cuba - Winter tours
4.7
Just spent an amazing two weeks cycling in Cuba. Sunshine, exercise, beautiful cities, countryside and beaches and the local people were really friendly. I feel like I've seen it all, but still dieing to go back again. The cycling was challenging, we had a really sociable group of differing ages, couples and singles and everyone got along really well. Added to that the music, dancing and of course, the rum, it was most definitely one of my best holidays ever.
Bicycle tours
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Highlights of Cuba - Winter tours
4.6
I had an absolutely amazing trip - lots of sun, salsa dancing and mojitos in fantastically historical and cultural settings
Cultural, religious and historic sites
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Havana Homestay & Varadero Experience 6D/5N - Winter tours
5
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.
AdventureWalking toursExplorer
Havana & Trinidad Homestay Experience 6D/5N - Winter tours
Experience the vibrant culture and rich history of Cuba with an immersive homestay adventure in Havana and Trinidad. Engage in authentic local living, explore iconic landmarks, and enjoy exclusive activities like salsa dancing lessons, classic car rides, and guided city tours. Discover hidden gems, indulge in traditional Cuban cuisine, and relax on pristine beaches. This unforgettable journey offers a perfect blend of cultural immersion, adventure, and relaxation, making it an ideal choice for travel enthusiasts seeking unique experiences in Cuba.
AdventureWalking toursExplorer
Havana Homestay Experience 4D/3N - Winter tours
5
I had a great time in Cuba. Lionel and the team were really professional, trustworthy, and accommodating. Would definitely book with them again!
Cultural, religious and historic sites
Cuba Express Homestay Experience 8D/7N - Winter tours
Discover Cuba's vibrant culture and storied history through an immersive homestay adventure. Explore Havana’s eclectic architecture, dance to lively salsa rhythms, savor authentic Cuban cuisine, and unwind on Cayo Levisa's pristine beaches. This exclusive travel experience offers unique opportunities to connect with locals, enjoy guided city tours, and delve into lush Viñales Valley. Perfect for cultural enthusiasts and adventure seekers, this journey through Cuba promises unforgettable moments and genuine local interactions. Book your Cuban escape today!
AdventureWalking toursExplorer
Cuba From West to East - Winter tours
From Havana’s energy to the historic streets of Santiago de Cuba, the 'Cuba From West to East' tour presents 8 days of discovery. Crafted with seniors in mind, this easy-paced sightseeing journey includes all essentials—accommodations, meals, and transport—so you can relax and explore. The unique advantage of this trip is its cross-island route, offering travelers a sweeping view of Cuba’s diverse regions and cultures in a format that prioritizes comfort and accessibility.
City sightseeingWalking tours
Amando Cuba Homestay Experience 12D/11N - Winter tours
Discover Cuba's vibrant culture and rich history through an unforgettable homestay experience. Immerse yourself in Havana's colonial charm, enjoy the lush landscapes of Viñales, explore Trinidad's cobblestone streets, and marvel at Cienfuegos' French-inspired architecture. Savor authentic Cuban cuisine, dance to lively salsa rhythms, and engage with friendly locals. This immersive journey offers an intimate look at Cuba's traditions, making it perfect for travelers seeking genuine cultural connections and unique adventures. Experience the heart and soul of Cuba like never before!
AdventureWalking toursExplorer
Cuba Magica Homestay Experience 14D/13N - Winter tours
Discover Cuba's vibrant culture with Bamba's enchanting homestay tour. Immerse yourself in local life as you explore Havana's historic charm, the serene beauty of Vinales, Trinidad's colonial allure, and vibrant Santiago. Experience authentic Cuban traditions with salsa lessons, tobacco farm visits, stunning beaches, and UNESCO World Heritage sites. Enjoy warm hospitality and create unforgettable memories on this immersive Cuban adventure. Perfect for cultural explorers, this tour offers a rich blend of history, natural beauty, and local flavors.
AdventureWalking toursExplorer
Cuba Express - Winter tours
Immerse yourself in the rhythms of Havana and Trinidad on 'Cuba Express,' a 7-day group tour made for those who appreciate culture at a relaxed pace. This easy sightseeing journey ensures seniors can enjoy Cuba’s highlights without hurry, thanks to included hotels, meals, and transport. What makes this trip special is its focus on two of Cuba’s most iconic cities, allowing deeper exploration and authentic experiences within a single, manageable week.
City sightseeingWalking tours
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Best of Western Cuba + Beach Extension - Winter tours
4.5
Ycel our tour leader was exceptional, very knowledgeable about Cuba's history and very organised! Due to a hurricane we have to move Casa's but there was no problem at all and the issue was dealt with at short notice. Cuba is such a beautiful island and the Vinales region is in particularly special. As a group we would have all liked to stay overnight here and spend some more time here. We definitely got to experience life as the locals do and experienced numerous blackouts , added with a hurricane that knocked out the power for 2 days across the whole island! Despite this the locals are so resilient , welcoming and are happy to help. Our itinerary might not have gone entirely to plan due to things being closed due to the Hurricane but this in no way affected us thoroughly enjoying our holiday.
Active and outdoor
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Bailando Cuba Homestay Experience 8D/7N - Winter tours
3
Discover the vibrant spirit of Cuba with a captivating homestay experience in Havana. Immerse yourself in local culture as you dance to the rhythms of salsa, explore historic streets, and savor authentic Cuban cuisine. Key highlights include guided tours of Havana’s iconic landmarks, scenic drives through the countryside, and vibrant nightlife. This uniquely immersive adventure is perfect for those seeking an unforgettable cultural experience in the heart of Cuba. Book now for an enriching escape!
AdventureWalking toursExplorer
Cuba Caliente Experience 10D/9N - Winter tours
5
Discover the ultimate adventure in Cuba with a vibrant 10-day journey that immerses you in the island's rich culture and stunning landscapes. Explore the colorful streets of Havana, relax on pristine beaches, and delve into the lush greenery of Viñales. Savor authentic Cuban cuisine, dance to lively salsa rhythms, and visit iconic historical sites. This unforgettable travel experience offers a perfect blend of exploration and relaxation, showcasing the very best of Cuba’s charm and beauty.
AdventureExplorerBeach
Entire Cuba - Winter tours
Cuba’s timeless charm comes alive on the 'Entire Cuba' trip—a 12-day sightseeing journey beginning and ending in Havana. Seniors will appreciate the easy pace as the tour winds through Cienfuegos, Remedios, Camaguey, and additional destinations, with all logistics taken care of. This group tour stands out for its comprehensive circuit of Cuban highlights, giving travelers a complete sense of the island’s culture, history, and beauty—all while enjoying the comfort and security of a guided experience.
City sightseeingWalking tours