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Caribbean Islands Tours & Trips.

Visit countries like Cuba, Martinique, Jamaica.

The Caribbean is a large group of islands in the Golf of Mexico. The area includes for example Cuba, Dominican Republic, Jamaica & Barbados with perfectly clear waters, snorkelling, cruising and exotic drinks. Did I mention music, dance and carnival? Looking for sun and fun? Here you'll find it - outside the hurricane season of course.

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Search and compare tours. Book at the tour operator.

We have 6 tour operators that conduct 32 group tours and private tours with duration 6 - 16 Days and rates starting at USD 649.00.

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Caribbean Islands
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  • America National Operators (8)
  • globe International Operators (31)

All 8 tours by outbound tour operators

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Cuban Rhythms: Beachfronts & Havana Vibes (G Adventures)
Google Map: Cuban Rhythms: Beachfronts & Havana Vibes

Cuban Rhythms: Beachfronts & Havana Vibes

preview
Group Tour

For too many people, Cuba is nothing more than a beach resort. That’s crazy; the island practically buzzes with energy and you should do likewise — get moving. Journey through the culture-soaked streets of Trinidad and Old Havana for your fill of drinking...

From/To
Havanna (Round Trip)
Countries
Cuba
Operator
G Adventures

Starting at

USD 649.00

8 Days
Next Departure
25-May-2025
29-Jun-2025
 
Details
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Highlights of Cuba (G Adventures)
Google Map: Highlights of Cuba

Highlights of Cuba

preview
Group Tour

Cuba, with its varied landscape, rich history of literature, and vibrant rhythms will inspire you again and again. Explore this uniquely captivating land and meet friendly locals on this short, but sweet six-day adventure. Soak up Cuban culture in an imme...

From/To
Havanna (Round Trip)
Countries
Cuba
Operator
G Adventures

Starting at

USD 849.00

6 Days
Next Departure
28-Jun-2025
19-Jul-2025
 
Details
 
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Cuba Explorer (G Adventures)
Google Map: Cuba Explorer

Cuba Explorer

preview
Group Tour

Explore a side of Cuba that few rarely get to experience on this nine-day adventure. Cruise Havana’s history-infused streets in a classic car and stroll along Trinidad’s cobblestone avenues to the rhythms of music floating from open windows. Tour a tobacc...

From/To
Havanna (Round Trip)
Countries
Cuba
Operator
G Adventures

Starting at

USD 1,449.00

9 Days
Next Departure
18-May-20253
20-Jul-2025
 
Details
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Biking Cuba (G Adventures)
Google Map: Biking Cuba

Biking Cuba

preview
Group Tour

Two wheels are better than four (or more) when it comes to exploring the Caribbean nation of Cuba. This eight-day active tour leads you along some of the nation's most scenic sights and routes. Cycle through the Garden Province of Pinar del Río, passing f...

From/To
Havanna (Round Trip)
Countries
Cuba
Operator
G Adventures

Starting at

USD 1,499.00

8 Days
Next Departure
10-May-2025
29-Nov-2025
 
Details
 
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Cuba: Salsa & Snorkelling (G Adventures)
Google Map: Cuba: Salsa & Snorkelling

Cuba: Salsa & Snorkelling

preview
Group Tour

There’s more to Cuba than sandy beaches and cigars. Beyond its beautiful coastlines and tobacco farms lies a place filled with more adventure than you can imagine. Dive into the ocean for incredible snorkelling, learn to whip up some of the finest mojitos...

From/To
Havanna (Round Trip)
Countries
Cuba
Operator
G Adventures

Starting at

USD 1,749.00

16 Days
Next Departure
17-May-2025
07-Jun-2025
 
Details
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Treasures of Cuba (G Adventures)
Google Map: Treasures of Cuba

Treasures of Cuba

preview
Group Tour

The melody of horns floating through the air, classic cars parked in colonial squares, revolutionary statues — get over the resort wall and discover the real Cuba! Travel east to Santiago de Cuba and Baracoa and encounter the birthplace of Cuban rhythms a...

From/To
Havanna (Round Trip)
Countries
Cuba
Operator
G Adventures

Starting at

USD 1,949.00

15 Days
Next Departure
10-May-2025
14-Jun-2025
 
Details
 
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Sunny Shores of Southern Florida (Cosmos)
Google Map: Sunny Shores of Southern Florida

Sunny Shores of Southern Florida

preview
Group Tour

Join us on this sun-soaked vacation in Florida, including Florida’s east and west coasts and the Florida Keys. After an orientation tour of Miami, head south across 42 bridges before arriving in Key West, the southernmost town in the continental United St...

From/To
Miami (Round Trip)
Countries
America, Cuba
Operator
Cosmos Tours

Starting at

USD 2,699.00

10 Days
Next Departure
12-May-2025
26-May-2025
 
Details
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Exploring Cuba's Culture, History, and Colonial Cities (Globus)
Google Map: Exploring Cuba's Culture, History, and Colonial Cities

Exploring Cuba's Culture, History, and Colonial Cities

preview
Group Tour

Small groups lead to big experiences on this Small Group Discovery tour! Discover the island nation of Cuba - a place filled with friendly people, eager to share their lives, heritage, and culture with you...and equally curious to hear about the customs a...

From/To
Havanna (Round Trip)
Countries
Cuba
Operator
Globus

Starting at

USD 5,099.00

10 Days
Next Departure
05-May-2025
19-May-2025
 
Details
 
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There is more! See also 31 English spoken Tours by international operators!