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2-Week Tours & Trips in Cuba.

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.

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.

Viñales

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

Varadero

Varadero is very, very touristy with major hotels, high prices and excellent beaches. It is very unlike the rest of Cuba...

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

We have 5 tour operators that conduct 10 group tours and private tours in Cuba with duration 2 Weeks and rates starting at USD 1,999.

Coming from:: United States
Languages:: English
Must see countries:: Cuba
Duration:: 11 - 17 Days

International Operators (9)
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All 9 International Tours and Cruises

Picture for Tour 2479

Google Map: Treasures of Cuba

Treasures of Cuba

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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

15-Aug-2026
26-Sep-2026

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

19-Jul-2026
16-Aug-2026

Picture for Tour 89233

Cuba Uncovered

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From/To: Havanna (Round Trip)
Countries: Cuba
Operator: On The Go Tours
Tour Type: Group Tours
Activities

Duration: 15 Days
Starting at: USD 2,145
Operator: On The Go

Starting at

USD 2,145

15 Days

Next Departure

28-Aug-2026	4+
25-Sep-2026	4+

Picture for Tour 86622

Google Map: Family Cuba Discovery

Family Cuba Discovery

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

Duration: 15 Days
Starting at: ± USD 2,410
Operator: Explore!

Starting at

± USD 2,410

15 Days

Next Departure

11-Jul-2026
01-Aug-2026

Picture for Tour 86597

Google Map: Cycle Cuba!

Cycle Cuba!

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

Duration: 15 Days
Starting at: ± USD 2,585
Operator: Explore!

Starting at

± USD 2,585

15 Days

Next Departure

24-Oct-2026
14-Nov-2026

Picture for Tour 25162

Google Map: Cycle Cuba

Cycle Cuba

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

Duration: 14 Days
Starting at: USD 2,950
Operator: Intrepid

Starting at

USD 2,950

14 Days

Next Departure

05-Oct-2026
02-Nov-2026	4+

Picture for Tour 89229

Christmas in Cuba

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From/To: Havanna (Round Trip)
Countries: Cuba
Operator: On The Go Tours
Tour Type: Group Tours
Activities

Duration: 11 Days
Starting at: USD 3,565
Operator: On The Go

Starting at

USD 3,565

11 Days

Next Departure

23-Dec-2026

4+

Picture for Tour 89235

Havana to Santiago de Cuba

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From/To: Havanna (Round Trip)
Countries: Cuba
Operator: On The Go Tours
Tour Type: Group Tours
Activities

Duration: 14 Days
Starting at: USD 3,755
Operator: On The Go

Starting at

USD 3,755

14 Days

Next Departure

06-Jul-2026	4+
24-Aug-2026	4+

Picture for Tour 69768

Google Map: Cycling Cuba

Cycling Cuba

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From/To: Havanna (Round Trip)
Countries: Cuba
Age Group: 16 - 99 Years
Operator: Exodus Adventure Travel
Tour Type: Group Tours
Overall rating: (4.7)
Activities

Duration: 15 Days
Starting at: ± USD 4,268
Operator: Exodus

Starting at

± USD 4,268

15 Days

Next Departure

10-Oct-2026