Tours and Trip Packages to Cuba in Winter 2024/2025

Traveling to Cuba in Winter 2024/2025? We offer 54 tours, trips and vacation packages to Cuba in Winter 2024/2025. Our Cuba in Winter 2024/2025 tour packages and trips have 226 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.

Page 3 of 54 Trips in Cuba during Winter 2024/2025

Premium Cuba Tour
Add to your Tour Wish List 5% OFFTODAY
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Premium Cuba

  • Best price guaranteed
  • No booking fees
9 day luxury trip in Cuba, visiting Havana, Vinales and Cienfuegos. Read More
  • Tour Type Small Group Tour
  • Activities Luxury & Cultural, religious and historic sites +1 more
  • Accommodation Guest House & Hotel
  • Transport Private Vehicle
  • Age Range 15-99 yrs
  • Operated in English
days09 From US$ 3,270 US$ 3,106
SavingUS$ 164
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,270
  • Special Deal (5%):- US$ 164
  • Total Price from:US$ 3,106
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Next Departures
  • Dec 14 10+ seats left
  • Dec 28 Only 9 seats left
10 Day Active Cuba Tour
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10 Day Active Cuba

of 2 reviews
  • Free cancellation
  • Best price guaranteed
“As a girls trip, we had the absolute best experience during our time in Cuba. Our guides and hosts w ...”
  • Tour Type Small Group Tour
  • Activities Local culture & Trekking and Hiking +3 more
  • Accommodation Camping, Guest House & Tent
  • Transport Bus, Jeep, Minibus, Private Vehicle & Taxi
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days10 From US$ 1,663 View Tour
Next Departures
  • Dec 17
8 Day Women's Tour
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8 Day Women's Tour

of 2 reviews
  • Free cancellation
  • Best price guaranteed
“This is such an incredible way to visit Cuba! The tour guides really makes sure you're taken care of ...”
  • Tour Type Small Group Tour
  • Activities Local culture & City sightseeing +4 more
  • Accommodation Guest House & Hotel
  • Transport Bus & Taxi
  • Age Range 2-79 yrs
  • Operated in English, Spanish
days08 From US$ 723 View Tour
Next Departures
  • Dec 19
Cuba Tour
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Cuba

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  • No booking fees
15 day cultural, religious and historic sites tour through Havana, Vinales Valley, Cienfuegos and 5 other destinations in Cuba. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites
  • Accommodation Hotel, Resort, Villa & Home-stay
  • Transport Bus & Private Vehicle
  • Age Range 16-99 yrs
  • Operated in English
days15 From US$ 4,050 View Tour
Next Departures
  • Nov 04 Only 6 seats left
  • Feb 10 Only 7 seats left
Biking Cuba Tour
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Biking Cuba

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  • No booking fees
8 day bicycle tour in Cuba, visiting Havana, Vinales and Playa Larga. Read More
  • Tour Type Small Group Tour
  • Activities Bicycle tours
  • Accommodation Hotel, Home-stay & Villa
  • Transport Private Vehicle & Bus
  • Age Range 12-95 yrs
  • Operated in English
days08 From US$ 1,499 View Tour
Next Departures
  • Dec 21 10+ seats left
Cuba Highlights Tour
Add to your Tour Wish List 20% OFFTODAY
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Cuba Highlights

  • Best price guaranteed
  • No booking fees
8 day explorer tour in Cuba, visiting Havana, Vinales Valley and Vinales. Read More
  • Tour Type Small Group Tour
  • Activities Explorer
  • Accommodation Guest House & Hostel
  • Transport Bus, Private Vehicle & Taxi
  • Age Range 15-99 yrs
  • Operated in English
days08 From US$ 1,195 US$ 956
SavingUS$ 239
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,195
  • Special Deal (20%):- US$ 239
  • Total Price from:US$ 956
View Tour
Next Departures
  • Dec 07 10+ seats left
  • Dec 21 10+ seats left
Entire Cuba Tour
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Entire Cuba

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  • No booking fees
12 day explorer trip through Havana, Cienfuegos, Trinidad and 5 other destinations in Cuba. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel & Resort
  • Transport Boat, Bus, Train, Coach & Private Vehicle
  • Age Range 15-99 yrs
  • Operated in English
days12 From US$ 1,596 View Tour
Next Departures
  • Dec 09 10+ seats left
  • Dec 23 10+ seats left
Cycle Cuba! Tour
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Cycle Cuba!

of 2 reviews
  • Best price guaranteed
  • No booking fees
“Just on the cycle ride perhaps a few more breaks to drink water. Especially for us Brits who are not”
  • Tour Type Small Group Tour
  • Activities Active and outdoor & Bicycle tours +3 more
  • Accommodation Guest House, Hotel, Home-stay & Villa
  • Transport Bus & Taxi
  • Age Range 16-95 yrs
  • Operated in English
days15 From US$ 2,620 View Tour
Next Departures
  • Oct 25 10+ seats left
  • Nov 08 Only 7 seats left
Cuba Express Tour
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Cuba Express

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  • No booking fees
7 day explorer tour in Cuba, visiting Havana, Cienfuegos and Trinidad. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel & Resort
  • Transport Boat, Bus, Train, Coach & Private Vehicle
  • Age Range 15-99 yrs
  • Operated in English
days07 From US$ 847 View Tour
Next Departures
  • Dec 09 10+ seats left
  • Dec 23 10+ seats left
4 Or 5 Day Cuba Tour — Havana Weekend
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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$ 1,509 View Tour
Next Departures
  • Dec 03
  • Dec 05
Complete Cuba Tour
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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$ 1,929 View Tour
Next Departures
  • Dec 13
  • Dec 27
Family Cuba Discovery Tour
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Family Cuba Discovery

  • Best price guaranteed
  • No booking fees
15 day family trip through Havana, Topes De Collantes Nature Reserve, Playa Ancon and 7 other destinations in Cuba. Read More
  • Tour Type Group Tour
  • Activities Family & Active and outdoor +2 more
  • Accommodation Hotel, Tent, Home-stay & Villa
  • Transport Bus, 4WD Jeep, Private Vehicle, Boat & Ferry
  • Age Range 7-95 yrs
  • Operated in English
days15 From US$ 2,200 View Tour
Next Departures
  • Dec 21 10+ seats left
Highlights Of Cuba By Bicycle + Beach Extension Tour
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Highlights of Cuba by Bicycle + Beach Extension

  • Best price guaranteed
  • No booking fees
10 day active and outdoor tour in Cuba, visiting Havana, Yaguanabo and Trinidad. Read More
  • Tour Type Small Group Tour
  • Activities Active and outdoor & Bicycle tours +4 more
  • Accommodation Hotel, Guest House, Home-stay & Villa
  • Transport Bus, Train & Taxi
  • Age Range 16-95 yrs
  • Operated in English
days10 From US$ 2,290 View Tour
Next Departures
  • Dec 20 Only 4 seats left
14 Day Heritage Tour
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14 Day Heritage Tour

  • Free cancellation
  • Best price guaranteed
14 day local culture trip through Havana, Trinidad, Camaguey and 6 other destinations in Cuba. Read More
  • Tour Type Small Group Tour
  • Activities Local culture & Cultural, religious and historic sites +4 more
  • Accommodation Guest House & Hotel
  • Transport Bus, Taxi & Private Vehicle
  • Age Range 1-79 yrs
  • Operated in English, Spanish
days14 From US$ 2,470 View Tour
Next Departures
  • Dec 09
  • Dec 23
Showing 29 - 42 of 54 results
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Cuba Tour Reviews

5 - Excellent
Based on 226 customer reviews
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!”
Our first to Cuba
5 - Excellent
  • Richard Owens
“The accommodations were great. The owner and his family did not live there, but came by each morning to have breakfast for us and help us get started each day. Nicer than the pictures online. Probably the nicest place in the area. 15 minute walk to the bear restaurants in the area. The walk was safe but Old Havana is a fraction of what it once was. The Cuban people are wonderful but are clearly dealing with a tough situation.”
Experienced the real Cuba
5 - Excellent
  • Eileen
“We had a fantastic time. Adrian our guide was excellent, our fellow travelers all bonded nicely. We really feel like we got to experience the real Cuba, not just see tourist destinations. Highly recommend if you have an adventurous spirit!”

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