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Tours with Intrepid Travel to Cuba.Real life experiences.

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

Intrepid Travel has come a long way since its humble beginnings in 1989. A company that began with two bearded backpackers, a typewriter and a kitchen table now leads 100,000 travellers across the globe each year.

Today, Intrepid runs more than 1,000 itineraries across the globe and employs more than 1,500 staff and leaders (many of whom don’t even have beards). And while Indiana Jones got bored of travelling after only three adventures (we don’t talk about the fourth), Intrepid is still adding to our list of itineraries across Europe, Asia, Africa, North & South America, the Middle East, Australia and both the Arctic & Antarctica.

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Cuba

Cuba
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!

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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

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

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

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

Varadero

Varadero

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

Santiago De Cuba

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.

 

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

We have 878 tours for Intrepid Travel to Cuba with duration 5 - 64 Days and rates starting at USD 405.

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Operator:
Intrepid Travel
Must see countries:
Cuba
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  • Intrepid: Tours (7)
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Cycle Cuba: West (Intrepid)Google Map: Cycle Cuba: West

Cycle Cuba: West

preview
Group Tour

Want to know how it feels to ride alongside tractors and vintage cars, past tobacco farms and lush, limestone landscapes? Feel the Caribbean wind whip through your (helmet-covered) hair on this seven-day, two-wheeled journey in Cuba. You’ll discover the rich history and crumbling ruins of Old Havana...

From/To
Havana (Round Trip)
Countries
Cuba
Activities
tour category: Horsetour category: Boattour category: Some bicycling is possibletour category: Walkingtour category: Nature

Tour Variations:

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Cycle Cuba: East (8 Days)
Duration
7 Days
Starting at
USD 1,325
Operator
Intrepid
-15%

Starting at

USD 1,325

USD 1,126

7 Days
Next Departure
09-Mar-20264+
06-Apr-2026
Details
Add to Favorites
Beautiful Cuba (Intrepid)Google Map: Beautiful Cuba

Beautiful Cuba

preview
Group Tour

From vintage cars to fragrant cigars, salsa your way from the colourful capital of Havana through the beautiful island of Cuba and surround yourself with history, music and mojitos in one of the world’s most unique places. Roll a cigar and sip rum with locals in the rural village of Vinales, feel th...

From/To
Havana (Round Trip)
Countries
Cuba
Activities
tour category: Some bicycling is possibletour category: Walkingtour category: Nature
Duration
8 Days
Starting at
USD 1,850
Operator
Intrepid
-20%

Starting at

USD 1,850

USD 1,480

8 Days
Next Departure
25-Feb-20264+
28-Mar-2026
Details
 
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Best of Cuba (Intrepid)Google Map: Best of Cuba

Best of Cuba

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Group Tour

From Cuba's historical streets to the shores of the Caribbean, you'll stroll through UNESCO World Heritage-listed cities, learn about a fascinating history and experience the music and dance culture Cuba's renowned for. Dive into the incredible marine world and history of the Bay of Pigs, discover B...

From/To
Havana (Round Trip)
Countries
Cuba
Activities
tour category: Boattour category: Some bicycling is possibletour category: Walkingtour category: Nature
Duration
15 Days
Starting at
USD 2,080
Operator
Intrepid
-20%

Starting at

USD 2,080

USD 1,664

15 Days
Next Departure
01-Mar-20263
12-Apr-20261
Details
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Hola Cuba (Intrepid)Google Map: Hola Cuba

Hola Cuba

preview
Group Tour

Experience the splendour of Cuba – a cobblestoned Caribbean gem where the rum is plentiful, the smiles infectious and dancing is essential. Join our Hola Cuba adventure and wind your way from sultry Havana and its crumbling churches, through the valleys and farms of Pinar del Rio, and on to the Afro...

From/To
Havana (Round Trip)
Countries
Cuba
Activities
tour category: Boattour category: Some bicycling is possibletour category: Walkingtour category: Naturetour category: Cooking
Duration
9 Days
Starting at
USD 2,580
Operator
Intrepid
-22.1%

Starting at

USD 2,580

USD 2,009

9 Days
Next Departure
28-Feb-2026
14-Mar-2026
Details
 
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Cycle Cuba (Intrepid)Google Map: Cycle Cuba

Cycle Cuba

preview
Group Tour

Experience Cuba from two wheels as you cycle around this laidback Caribbean island. Travel the colourful streets of Havana, the dusty roads past the farms and tobacco plantations of Vinales, cycle alongside vintage cars on your way to the verdant Bay of Pigs, discover UNESCO Word Heritage Sites of C...

From/To
Havana (Round Trip)
Countries
Cuba
Activities
tour category: Horsetour category: Boattour category: Some bicycling is possibletour category: Walkingtour category: Naturetour category: Safari
Duration
14 Days
Starting at
USD 2,795
Operator
Intrepid
-15%

Starting at

USD 2,795

USD 2,376

14 Days
Next Departure
09-Mar-2026
06-Apr-2026
Details
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Premium Cuba (Intrepid)Google Map: Premium Cuba

Premium Cuba

preview
Group Tour

This Premium adventure through Cuba takes you through colourful architecture, vast beaches and lush countryside. The colourful local history still dominates most aspects of daily life, and you’ll explore Havana in all its faded glory. See the beauty of rural Vinales, wander the cobblestoned streets ...

From/To
Havana (Round Trip)
Countries
Cuba
Travel Quality
Premium Travel
Activities
tour category: Boattour category: Walkingtour category: Nature
Duration
9 Days
Starting at
USD 3,720
Operator
Intrepid
-15%

Starting at

USD 3,720

USD 3,162

9 Days
Next Departure
21-Feb-2026
07-Mar-20263
Details