10 Best Havana Multiday Tours in Fall

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Premium Cuba - Fall tours

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Best price guaranteed

This Premium adventure through Cuba takes you through colourful architecture, vast beaches and lush countryside. The colourful local history still dominates most aspects of daily life, and you’ll explore Havana in all its faded glory. See the beauty of rural Vinales, wander the cobblestoned streets of Trinidad and soak up the coastal vibe of Cienfuegos. Visit the home of a local family for dinner, learn some salsa moves and hop in a classic American car for a real Cuban experience.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Havana, Vinales, Cienfuegos, Trinidad

27% OFF TODAY

Duration9 days

From

USD 3,545

USD 2,579

Saving

USD 966

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8% OFF TODAY

Cuba Libre! - Fall tours

4.2

(11 reviews )

No booking fees

Best price guaranteed

The tour Cuba Libre despite of a very difficult economic situation in the country is a fantastic way not only of enjoying the hiking, sightseeing and resting but a very good way on reflection on the past, present and the future of the country. Thanks to fantastic guide Alberto and remarkable driver Renee, we were able to see the whole country. The guides in mountain left us with absolutely unbelievable knowledge about the nature and history of Cuba. Alex was able to attract the national bird so we could even be able to take a picture of it. I would recommend this tour to everybody who are looking for adventure and have interest in history, nature and people of Cuba. This is the country where people live in rich natural beauty along the one of the most fascinated history.

Active and outdoorExplorer

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Tent, Guest House

Age Range

16-99 yrs

Operated in

english

Destinations

Havana, Trinidad, Topes De Colla

Havana, Trinidad, Topes De Collante, Vinales Valley, Cayo Levisa, Santa Clara, Bayamo, Santiago De Cuba, Camaguey

8% OFF TODAY

Duration15 days

From

USD 2,770

USD 2,560

Saving

USD 210

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Havana Homestay Experience 4D/3N - Fall tours

(1 review )

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Havana

Duration4 days

From

USD 560

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Cuba Express Homestay Experience 8D/7N - Fall tours

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Havana, Vinales, Trinidad

Duration8 days

From

USD 940

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Cuba From West to East - Fall tours

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Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Havana, Santiago De Cuba, Cienfu

Havana, Santiago De Cuba, Cienfuegos, Trinidad, Camaguey, Bayamo

Duration8 days

From

USD 1,035

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22% OFF TODAY

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Cycle Cuba: East - Fall tours

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Experience Cuba from the perspective of two wheels as you cycle around the eastern coast of this laidback Caribbean island. Wander the colourful streets of Havana, cycling alongside vintage cars on your way to the verdant Bay of Pigs. Discover the UNESCO Word Heritage sites of Cienfuegos and Trinidad, pay homage at Che Guevara’s final resting place in Santa Clara, and indulge in the picture-perfect beaches of resort town Varadero. Experience the Cuba that lies beyond the rum and cigar scene all from the saddle of your bike, with an expert local leader and likeminded riding companions.

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Guest House, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Havana, Cienfuegos, Trinidad, Sa

Havana, Cienfuegos, Trinidad, Santa Clara, Varadero

22% OFF TODAY

Duration8 days

From

USD 1,620

USD 1,257

Saving

USD 363

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27% OFF TODAY

The Best of Western Cuba - Fall tours

3.9

(7 reviews )

No booking fees

Best price guaranteed

The trip was very enjoyable. It gave a good insight into how the country operates. The tour guide was excellent, he was very helpful and friendly and was gave lots of interesting information about the country. The country seemed very safe. The coach and driver used for the trip were both of a high standard. All of the people we met were very friendly as well. You do need to go with an expectation that some of the infrastructure does not operate as you would be used to in other countries. There may not be electricity or water for a few hours each day. The hotels and guest houses are not the same standard as at home. We were pleasantly surprised at the quality of the food we head. The choices available were fairly limited but all of the meals we had were very enjoyable. The food was fresh and cooked to a high standard. Paying for things in restaurants and shops was confusing but you soon get used to how things work and adapt. Take cash with you in euros or dollars and do expect to be able to use credit cards. We would definitely recommend the trip but just go with a relaxed attitude and take things as they come.

Active and outdoorExplorer

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House

Age Range

16-99 yrs

Operated in

english

Destinations

Havana, Vinales, Trinidad, Cayo Blanco

27% OFF TODAY

Duration8 days

From

USD 1,790

USD 1,310

Saving

USD 480

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Amando Cuba Homestay Experience 12D/11N - Fall tours

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Havana, Cienfuegos, Trinidad, Sa

Havana, Cienfuegos, Trinidad, Santa Clara, Varadero

Duration12 days

From

USD 1,983

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Cuba Magica Homestay Experience 14D/13N - Fall tours

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Havana, Varadero, Vinales, Trini

Havana, Varadero, Vinales, Trinidad, Santa Clara

Duration14 days

From

USD 2,086

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13% OFF TODAY

Super Sales

Cycle Cuba - Fall tours

No booking fees

Best price guaranteed

Experience Cuba from two wheels as you cycle around this laidback Caribbean island. Travel the colourful streets of Havana, the dusty roads past the farms and tobacco plantations of Vinales, cycle alongside vintage cars on your way to the verdant Bay of Pigs, discover UNESCO Word Heritage Sites of Cienfuegos and Trinidad and experience Cuba beyond the rum and cigar scene. Pay homage at Che Guevara’s final resting place in Santa Clara, and enjoy the perfect beaches of vibrant Varadero, Cayo Jutias’ clear blue waters and cool off in bubbling river pools near Las Terrazas. Soak up the best of Cuba as you traverse this fascinating country.

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Guest House, Resort

Age Range

14-99 yrs

Operated in

english

Destinations

Havana, Santa Clara, Varadero, S

Havana, Santa Clara, Varadero, Soroa, Las Terrazas, Vinales, Cayo Jutias, Cienfuegos, Trinidad

13% OFF TODAY

Duration14 days

From

USD 3,060

USD 2,671

Saving

USD 389

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Cycle Cuba! - Fall tours

4.6

(5 reviews )

No booking fees

Best price guaranteed

Thoroughly enjoyed Cycle Cuba, the country and people are amazing. The cycling and activities were fantastic with a knowledgeable and friendly tour leader ably supported by the mechanic and driver

Active and outdoor

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Home-stay, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Havana, Trinidad, Santa Clara, S

Havana, Trinidad, Santa Clara, Soroa, Las Terrazas, San Diego De Los Banos, Vinales, Cayo Levisa, Cienfuegos

Duration15 days

From

USD 2,670

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Cuba Express - Fall tours

No booking fees

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Havana, Trinidad, Cienfuegos

Duration7 days

From

USD 872

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18% OFF TODAY

Best of Western Cuba + Beach Extension - Fall tours

4.5

(8 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Havana, Playa Jibacoa, Trinidad

Havana, Playa Jibacoa, Trinidad, Cayo Blanco

18% OFF TODAY

Duration10 days

From

USD 1,710

USD 1,400

Saving

USD 310

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Bailando Cuba Homestay Experience 8D/7N - Fall tours

(1 review )

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Home-stay, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Havana, Trinidad, Cienfuegos, Varadero

Duration8 days

From

USD 991

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All Havana Tours in Fall

Page 2 of 40 Trips in Havana with 438 Reviews

Page 2 of 40 Trips in Havana with 438 Reviews

Premium Cuba - Fall tours

Cuba Libre! - Fall tours

Havana Homestay Experience 4D/3N - Fall tours

Cuba Express Homestay Experience 8D/7N - Fall tours

Cuba From West to East - Fall tours

Cycle Cuba: East - Fall tours

The Best of Western Cuba - Fall tours

Amando Cuba Homestay Experience 12D/11N - Fall tours

Cuba Magica Homestay Experience 14D/13N - Fall tours

Cycle Cuba - Fall tours

Cycle Cuba! - Fall tours

Cuba Express - Fall tours

Best of Western Cuba + Beach Extension - Fall tours

Bailando Cuba Homestay Experience 8D/7N - Fall tours

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Havana Tours in Fall

Page 2 of 40 Trips in Havana with 438 Reviews

Page 2 of 40 Trips in Havana with 438 Reviews