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Create your ideal Cuba holiday

Good things happen when we travel

Cuba colour contrast turquoise walls orange classic car

Discover Cuba on an original tailor-made tour

  • Real local experiences

  • 24/7 in-destination support

  • Self-drive or be driven

Experience a big-hearted blend of hole-in-the-wall rum bars, jungle-clad valleys and heavenly beaches – there’s really nowhere quite like Cuba! Forged by revolution and bursting with old-world charm, it’s impossible not to be swept up by the country beloved by Castro, Che Guevara and Hemingway.

Cruise through Havana by classic car, sip mojitos on the cobbled streets of Trinidad, ride through the tobacco fields of Viñales… your personal travel expert will help create your perfect Cuba holiday.

People smoking Cuban classic cigars

Pick your itinerary or build your own

Self-drive or be driven, hotels or locally-run casa particulares, free time or specially-selected experiences… the choice is yours! We’ve created a range of original Cuba itineraries to inspire you, as well as our unique bite-sized trips which allow you to build your own ideal holiday – all fully flexible to suit your needs.

To get started, pick your favourites and send them our way, or simply get in touch for a little expert help.

Cuba holidays
Choose your itinerary
Bite-sized trips
Create your own holiday
Advice and ideas
Get inspired
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A peek at our Cuba experiences

Here’s a few of our favourite itineraries and bite-sized trips to get you started.

Cuba Havana plaza building exterior and café seating with parasols
Bite-sized trip

Classic Cars in Havana

  • Havana
  • 3 days / 2 nights (flexible)
  • from £ 175.- per person (excluding flights)
View bite-sized trip
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Cuban local holding strings of garlic

Taste of Cuba

  • Havana - Viñales - Cayo Levisa Island - Havana
  • 8 days / 7 nights (flexible)
  • from £ 810.- per person (excluding flights)
View itinerary
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Cuba Vinales cigar rolling

Mi Casa, Tu Casa

  • Havana - Las Terrazas - Viñales - Cienfuegos - Trinidad - Varadero
  • 15 days / 14 nights (flexible)
  • from £ 1,145.- per person (excluding flights)
View itinerary
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Cuba Vinales rolling cigars
Bite-sized trip

Rolling through Tobacco Hills

  • Viñales
  • 3 days / 2 nights (flexible)
  • from £ 106.- per person (excluding flights)
View bite-sized trip
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Cuba Playa Pesquero seascape
Bite-sized trip

Caribbean Beaches of the East

  • Playa Pesquero
  • 4 days / 3 nights (flexible)
  • from £ 378.- per person (excluding flights)
View bite-sized trip
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Cuban musician and tourist

Cuba Libre

  • Havana - Las Terrazas - Vinales - Trinidad - Sancti Spiritus - Remedios - Havana
  • 15 days / 14 nights (flexible)
  • from £ 1,345.- per person (excluding international flights)
View itinerary
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Speak to our Cuba specialist, Emma

“Cuba is one of the most fascinating countries in the world. With its vintage charm, vibrant culture and intoxicating music, it is often described as stepping foot into a living museum. It’s not hard to fall under Cuba’s spell.”

Cuba Havana local driver and travel specialist Emma on the classic car excursion
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Why book with Rickshaw Travel

✔ Original holiday experiences

Our local connections mean that your holiday is anything but ordinary, with small-scale accommodation, unique experiences and the flexibility to tailor-make things just for you.


✔ Expert advice

From your first call to your flight home, your personal travel specialist will be there to share their first-hand experience and ensure you’re fully prepared for your adventure.


✔ Worry-free travel

Seamless transport and logistics, 24/7 local support throughout, full ABTOT financial protection, and sustainability certified by Travelife. Book your holiday with peace of mind.

Cuba Vinales family and dogs with mountain backdrop

More Cuba information and inspiration

What to find out more about travelling to Cuba? Our travel blog has lots of helpful information and inspiration for your trip. Check out some of our blogs below to get you started. 

Rickshaw brings you closer

Cuba has so many highlights it can be hard to know where to start. We love exploring Havana’s colonial streets in a vintage car or learning how to roll cigars in Viñales, but we also love shouting about the lesser-explored areas and unique community spirit. We aim to bring something back to the places we visit, making our trips rewarding for you and the local people, you can learn traditional recipes from a local cook or stay in an eco-lodge in the jungle.

Our travel specialists are passionate about helping you plan your trip to Cuba. By sharing their own experiences and top tips you can experience Cuba in a meaningful and memorable way. Check out our inspiration page to learn more about this fascinating country.

A girl smiling in a street in Cuba
Dancing Salsa in Trinidad, Cuba

Travel with impact

We want to make sure you really get to know the people and the country when you travel to Cuba with us. We use a network of Casas, accommodation in a Cuban home, so that the money you spend flows directly back to the local people and you get the most authentic experience. Our goal? That you make an unforgettable journey. We ensure that this journey is as sustainable, meaningful, and responsible as possible.

Practical information about Cuba

No one wants to get bogged down in the admin when looking forward to their holiday, but there are some essential things you need to know when planning a trip to Cuba. Get the low down on everything from visas, passport info and money matters to the best time to travel to Cuba.

Local man and tourist rolling cigars in Vinales, Cuba

Other destinations in Central America

Visit other countries in Central America with Rickshaw Travel, we travel to: Belize, Costa Rica, Nicaragua and Panama, Guatemala and Mexico,