Tours and Trip Packages to Cuba in Winter 2024/2025

Traveling to Cuba in Winter 2024/2025? We offer 52 tours, trips and vacation packages to Cuba in Winter 2024/2025. Our Cuba in Winter 2024/2025 tour packages and trips have 222 customer reviews. All the Cuba Winter 2024/2025 tour packages and trips are carried out by hand-picked, qualified local and international Cuba tour operators.

53 Trips in Cuba during Winter 2024/2025

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Cuba Getaway: Vibrant Culture, Great Beaches & More

of 7 reviews
  • Free cancellation
  • Trip customizable
The tour guides and trips were all excellent. I've never met a kinder people who are more than willi ...
  • Tour Type Independent Tour
  • Activities City sightseeing & Beach +2 more
  • Accommodation Resort, Hotel & Home-stay
  • Transport Bus, Private Vehicle, Train & Rickshaw
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days07 From US$ 567 View Tour
Tour with flexible booking policy
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Round Trip: Best Of Local Cuba

of 11 reviews
  • Free cancellation
  • Trip customizable
The travel agency offered us a reasonable price personslized tour including all transfers, accommoda ...
  • Tour Type Private Tour
  • Activities City sightseeing & Beach +1 more
  • Accommodation Hotel & Home-stay
  • Transport Bus, Rickshaw & Taxi
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days15 From US$ 1,306 View Tour
Tour with flexible booking policy
Best Seller Add to your Tour Wish List 15% OFFTODAY

Beautiful Cuba

of 1 review
  • Best price guaranteed
  • No booking fees
This was my first trip with this travel specialist and my first time in Cuba and I had an awesome
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Local culture
  • Accommodation Guest House
  • Transport Private Vehicle & Bus
  • Age Range 15-99 yrs
  • Operated in English
days08 From US$ 1,700 US$ 1,445
SavingUS$ 255
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,700
  • Special Deal (15%):- US$ 255
  • Total Price from:US$ 1,445
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Next Departures
  • Mar 20 Only 9 seats left
  • Mar 30 Only 3 seats left
Add to your Tour Wish List 20% OFFTODAY

Best of Cuba

  • Best price guaranteed
  • No booking fees
15 day cultural, religious and historic sites trip through Havana, Cienfuegos, Trinidad and 3 other destinations in Cuba. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Local culture
  • Accommodation Guest House, Hostel & Hotel
  • Transport Private Vehicle, Flight, Taxi, Bus & Boat
  • Age Range 15-99 yrs
  • Operated in English
days15 From US$ 2,285 US$ 1,828
SavingUS$ 457
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,285
  • Special Deal (20%):- US$ 457
  • Total Price from:US$ 1,828
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Next Departures
  • Mar 24 Only 7 seats left
  • Apr 07 Only 6 seats left
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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$ 705 View Tour
Next Departures
  • Mar 14
  • Mar 27
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Locally Cuba

of 7 reviews
  • Free cancellation
  • Trip customizable
This local travel expert was able to plan a super trip for me and my 9 year old son. We
  • Tour Type Independent Tour
  • Activities City sightseeing & Natural landmarks sightseeing +5 more
  • Accommodation Resort & Home-stay
  • Transport Bus, Rickshaw & Taxi
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days10 From US$ 959 View Tour
Tour with flexible booking policy
Add to your Tour Wish List 25% OFFTODAY

Cuban Rhythms: Beachfronts & Havana Vibes

of 2 reviews
  • Best price guaranteed
  • No booking fees
Great times, fun and interesting country. Knowledgeable guide and good organization
  • Tour Type Small Group Tour
  • Activities Wildlife & Cultural, religious and historic sites +2 more
  • Accommodation Resort, Hotel & Home-stay
  • Transport Private Vehicle
  • Age Range 18-39 yrs
  • Operated in English
days08 From US$ 999 US$ 749
SavingUS$ 250
You've unlocked exclusive savings:
  • Brochure Price:US$ 999
  • Special Deal (25%):- US$ 250
  • Total Price from:US$ 749
View Tour
Next Departures
  • Mar 17 10+ seats left
  • Mar 24 Only 10 seats left
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Cuba Getaway - Havana & beyond in 5 days

of 3 reviews
  • Free cancellation
  • Trip customizable
The accommodations were great. The owner and his family did not live there, but came by each morning ...
  • Tour Type Independent Tour
  • Activities Sightseeing Tours
  • Accommodation Hotel & Home-stay
  • Transport Private Vehicle
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days05 From US$ 268 View Tour
Tour with flexible booking policy
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9 Days: This Cuban Life

of 15 reviews
  • Free cancellation
  • Best price guaranteed
We had a fantastic time. Adrian our guide was excellent, our fellow travelers all bonded nicely. We ...
  • 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$ 1,750 View Tour
Next Departures
  • Mar 10
  • Mar 23
Add to your Tour Wish List 25% OFFTODAY

Treasures of Cuba

of 2 reviews
  • Best price guaranteed
  • No booking fees
15 day cultural, religious and historic sites tour through Havana, Sancti Spiritus, Bayamo and 6 other destinations in Cuba. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Explorer
  • Accommodation Hotel, Resort, Home-stay & Villa
  • Transport Private Vehicle & Taxi
  • Age Range 12-95 yrs
  • Operated in English
days15 From US$ 1,949 US$ 1,461
SavingUS$ 488
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,949
  • Special Deal (25%):- US$ 488
  • Total Price from:US$ 1,461
View Tour
Next Departures
  • Mar 23 Only 4 seats left
  • Apr 06 Only 7 seats left
Add to your Tour Wish List 20% OFFTODAY

Cycle Cuba: West

  • Best price guaranteed
  • No booking fees
7 day bicycle tour in Cuba, visiting Havana, Soroa and Las Terrazas. Read More
  • Tour Type Small Group Tour
  • Activities Bicycle tours
  • Accommodation Guest House
  • Transport Bus & Private Vehicle
  • Age Range 15-99 yrs
  • Operated in English
days07 From US$ 1,430 US$ 1,144
SavingUS$ 286
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,430
  • Special Deal (20%):- US$ 286
  • Total Price from:US$ 1,144
View Tour
Next Departures
  • Mar 25 Only 2 seats left
  • Apr 08 Only 8 seats left
Add to your Tour Wish List 9% OFFTODAY

Cuba Libre!

of 2 reviews
  • Best price guaranteed
  • No booking fees
An excellent holiday which I would recommend to any one. But needs a bit of tweaking with the travel ...
  • Tour Type Small Group Tour
  • Activities Active and outdoor & Explorer +2 more
  • Accommodation Hotel, Hut, Villa, Resort, Tent, Home-stay & Guest House
  • Transport Bus, 4WD Jeep, Private Vehicle & Taxi
  • Age Range 16-95 yrs
  • Operated in English
days15 From US$ 2,290 US$ 2,080
SavingUS$ 210
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,290
  • Special Deal (9%):- US$ 210
  • Total Price from:US$ 2,080
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Next Departures
  • Mar 09 Only 1 seat left
  • Mar 30 Only 8 seats left
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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$ 1,390 View Tour
Next Departures
  • Mar 07
  • Apr 04
Add to your Tour Wish List 20% OFFTODAY

Cuba Explorer

  • Best price guaranteed
  • No booking fees
9 day wildlife trip in Cuba, visiting Havana, Vinales and Cienfuegos. Read More
  • Tour Type Small Group Tour
  • Activities Wildlife & Cultural, religious and historic sites +2 more
  • Accommodation Hotel & Home-stay
  • Transport Private Vehicle
  • Age Range 12-95 yrs
  • Operated in English
days09 From US$ 1,499 US$ 1,199
SavingUS$ 300
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,499
  • Special Deal (20%):- US$ 300
  • Total Price from:US$ 1,199
View Tour
Next Departures
  • Apr 07 Only 8 seats left
  • Apr 21 Only 8 seats left
Showing 1 - 14 of 53 results
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Cuba Tour Reviews

5 - Excellent
Based on 222 customer reviews
No Regrets
5 - Excellent
  • Angela
“We just returned from the "9 Day Cuban Life" Trip and it was fantastic. The trip is extremely well planned each day and you'll get to see a great mix of the culture, people and country. Adrian was our guide and he was the best guide I've had. He was very knowledgeable, kind, patient and became a true friend. Take this trip you won't regret it.”
Five stars.
5 - Excellent
  • Suzanne
“Five stars. We learned so much visiting this beautiful country, and met so many gracious, welcoming people along the way. The team has been so professional from start to finish, can't praise them enough!”
Authentic Cuba Tour
5 - Excellent
  • Jessica
“Guide Yasiel and driver Yosvani provided an authentic, fun, safe and educational experience. The opportunity to support the Cuban people was a priority via the personal casa stays and visits to local businesses. Beautiful, warm, great food, drinks, dancing and music. Highly recommended.”