Tailor-made Cuba holidays

Good things happen when we travel

  • Travelife
  • ABTOT
  • ATOL

Discover Cuba on an original tailor-made tour

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.

Woman in a straw fedora smoking a cigar with a smiling man in a straw hat blurred in the background in Cuba
  • Private, tailor-made holidays your way
  • Your own dedicated Destination Specialist
  • Unique and small-scale stays
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Take a peek at a few of our most popular Cuba holidays & trips

Here are a few of our travellers' most loved tours and bite-sized trips to get things going. Or, if you prefer, have a look at our full collection of itineraries and bite-sized trips to plan your holiday. If you're travelling with your family, discover the perfect family holiday for you.

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Pick your itinerary or build your own

All of our Cuba holidays are tailor-made and fully flexible, but to give you some inspiration we’ve created a range of original itineraries, alongside our unique bite-sized trips which allow you to build your own ideal itinerary.

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

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.

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Cuba Travel Blog: the latest from our Cuba experts

Be inspired for your next holiday to Cuba with our personal tips, stories and latest news with our travel blog. Check out some of our articles below to get you started. 

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Speak to our Cuba specialist, Ceri

With bags of knowledge and first-hand destination experience, our team are here to help plan your perfect holiday. Just give us a call or send us a message to get started.
Traveller playing the drums with local man in Cuba

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.

Cuba Vinales local farmer
Snorkelling in Playa Larga 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.

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.