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Tours & Trips in Cuba in May 2027.

Visit destinations like Havanna, Trinidad, Cienfuegos, Santa Clara, Viñales, Varadero.

Cuba is the happy island in the Caribbean, with lots of Music, Salsa dancing, huge Cigars & great Rum, unspoiled white Beaches and old American Classic Cars... For a long time it has been on America's blacklist because of a communistic political system. For this reason you will not find (any) American company in Cuba: NO Mc Donalds Burgers, NO Kentucky Chicken, NO Pizza Hut, No Nothing. You'll love it!

Cuba is a great travel destination. Unfortunately the island has become very isolated and is not receiving any oil from anyone. This energy crisis affects everything from daily blackouts to food shortages and cancelled flights. It is not recommended to travel to Cuba till further notice.

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Top Destinations in Cuba.

Below are our most visited cities, destinations and national parks in Cuba. Click on the city for more details of the destination.

Havanna

La Havana: capital and heart of Cuba, largest city in the Caribbean with 2mio people. Discover the culture, the music, the cars, the traditional bars and remainings of "the revolution" including Capitol and cigar factory.

Trinidad

Trinidad is a really nice city with lots of colors and authenticity. Don't miss out on the Saturday night salsa dancing with great music. Local Amateurs act like professionals.

Viñales

Viñales is a small town in Pinar del Rio, known for the landscape and cigars.

Santiago De Cuba

Santiago de Cuba is the second-largest city in Cuba and an important harbour. It is also home of the Cuban Revolution, Writers and Bacardi rum.

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Search and compare Tours & Trips in Cuba. Book at the tour operator.

We have 3 tour operators that conduct 9 group tours and private tours in Cuba with duration 8 - 15 Days and rates starting at USD 999.

Coming from:: United States
Languages:: English
Must see countries:: Cuba
Month:: May

International Operators (9)
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All 9 International Tours and Cruises

Picture for Tour 2482

Google Map: Cuban Rhythms: Beachfronts & Havana Vibes

Cuban Rhythms: Beachfronts & Havana Vibes

preview

From/To: Havanna (Round Trip)
Countries: Cuba
Age Group: 18 - 39 Years
Participants: Tours for Young Adults
Operator: G Adventures
Tour Type: Group Tours
Activities

Duration: 8 Days
Starting at: USD 999
Operator: G Adventures

Starting at

USD 999

8 Days

Next Departure

09-May-2027

Picture for Tour 92621

Google Map: The Best of Western Cuba

The Best of Western Cuba

preview

From/To: Havanna (Round Trip)
Countries: Cuba
Operator: Explore!
Tour Type: Group Tours
Activities

Duration: 8 Days
Starting at: ± USD 1,336
Operator: Explore!

Starting at

± USD 1,336

8 Days

Next Departure

22-May-2027

Picture for Tour 51584

Google Map: Biking Cuba

Biking Cuba

preview

From/To: Havana ⇒ Havanna
Countries: Cuba
Operator: G Adventures
Tour Type: Group Tours
Activities

Duration: 8 Days
Starting at: USD 1,499
Operator: G Adventures

Starting at

USD 1,499

8 Days

Next Departure

01-May-2027

Picture for Tour 2481

Google Map: Cuba Explorer

Cuba Explorer

preview

From/To: Havana ⇒ Havanna
Countries: Cuba
Operator: G Adventures
Tour Type: Group Tours
Activities

Duration: 9 Days
Starting at: USD 1,499
Operator: G Adventures

Starting at

USD 1,499

9 Days

Next Departure

30-May-2027

Picture for Tour 4486

Google Map: Beautiful Cuba

Beautiful Cuba

preview

From/To: Havana (Round Trip)
Countries: Cuba
Operator: Intrepid Travel
Tour Type: Group Tours
Activities

Duration: 8 Days
Starting at: USD 1,940
Operator: Intrepid

Starting at

USD 1,940

8 Days

Next Departure

08-May-2027
22-May-2027

Picture for Tour 2479

Google Map: Treasures of Cuba

Treasures of Cuba

preview

From/To: Havana ⇒ Havanna
Countries: Cuba
Operator: G Adventures
Tour Type: Group Tours
Activities

Duration: 15 Days
Starting at: USD 1,999
Operator: G Adventures

Starting at

USD 1,999

15 Days

Next Departure

22-May-2027

Picture for Tour 4490

Google Map: Best of Cuba

Best of Cuba

preview

From/To: Havana (Round Trip)
Countries: Cuba
Operator: Intrepid Travel
Tour Type: Group Tours
Activities

Duration: 15 Days
Starting at: USD 2,080
Operator: Intrepid

Starting at

USD 2,080

15 Days

Next Departure

09-May-2027

Picture for Tour 4487

Google Map: Hola Cuba

Hola Cuba

preview

From/To: Havana (Round Trip)
Countries: Cuba
Operator: Intrepid Travel
Tour Type: Group Tours
Activities

Duration: 9 Days
Starting at: USD 2,580
Operator: Intrepid

Starting at

USD 2,580

9 Days

Next Departure

08-May-2027
15-May-2027

Picture for Tour 57101

Google Map: Premium Cuba

Premium Cuba

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From/To: Havana (Round Trip)
Countries: Cuba
Travel Quality: Premium Travel
Operator: Intrepid Travel
Tour Type: Group Tours
Activities

Duration: 9 Days
Starting at: USD 3,840
Operator: Intrepid

Starting at

USD 3,840

9 Days

Next Departure

15-May-2027