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Self-Drive Holidays

Your adventure at your own pace.


Suggested itineraries based on local knowledge and client feedback.

The Cuba Triangle

Havana + Playa Larga + Cienfuegos + Trinidad + Cayo Santa Maria

Discover the vast diversity of Cuba, driving from vibrant cities to dazzling beaches and verdant countryside to picturesque colonial towns. Get off the beaten track and experience the real Cuba.

  • Stunning architecture
  • Scenic roads
  • Popular highlights and undiscovered gems
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Open Roads & Colonial Retreats

Havana + Bay of Pigs + Cienfuegos + Trinidad + Varadero

Explore the country’s best cities and beaches with this carefully-crafted fly-drive package. Kick off your adventure in bustling Havana before exploring one of the most important spots in Cold War history, Bay of Pigs. You’ll explore Cuba’s “Pearl of the South”, Cienfuegos, and the Caribbean’s most picturesque town, Trinidad.

  • Combines culture and relaxation
  • Superb overview of Cuba
  • Top-reviewed accommodation options
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Contrasting Beaches

Havana + Vinales + Bay of Pigs + Trinidad + Cayo Santa Maria + Varadero

Sink your toes into powder-soft sands, swim in sparkling turquoise waters and stroll historic streets on this spectacular journey through Cuba.

  • Fun-packed activities
  • Total tranquillity on unspoiled beaches
  • Vibrant Cuban culture
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An In-Depth Cuban Discovery

Imagine driving through superb tropical landscapes, in the company of vehicles that are relics from half-a-century ago, between glorious colonial towns and dazzling beaches. Add in roads that are lightly travelled, and an amazing diversity within a nation the size of England, and the only possible answer is Cuba

Simon Calder The Independent.

The Caribbean’s largest island is ideal territory for a fly-drive adventure. Cuba is the same area as England, but longer and thinner. It is always good not to plan to cover too much ground in Cuba because, of course, you want to take your time and enjoy everything.

Simon Calder The Independent

Self-Drive Holidays

Let the specialists organise your Cuba adventure

Freedom to explore

Travel the open road and experience Cuba your way.


We’ll show you how to make the most of your car hire, saving you money.


Your holiday is built around your interests, time and budget.


We only deal with reputable companies that provide modern cars and full insurance.

Expert Advice

Itineraries based on direct destination knowledge and 15-years’ experience.


Your money is protected with our ATOL, ABTA and IATA accreditation.


Fly Drive Experts

Take a detour on your way to Trinidad

Take your time and enjoy your drive to Trinidad, stopping along the way. Pause to enjoy the crocodile farm, explore the historic Bay of Pigs or even go for a quick dive at Cueva de los Peces. Driving along the Circuito Sur road is lovely, especially at sunset.


Nothing beats driving from Havana to Varadero

Follow the beautiful Cuban coastline along the Via Blanca Motorway. Stop for refreshments and dramatic views at Bacunayaga, Cuba’s tallest bridge, before driving through the colourful city of Matanzas. The drive takes less than two hours but is packed full of sights.

Customer Testimonails

The best company to deal with if going to Cuba. Tailored our trip brilliantly. Cuba is a crazy, unique, wonderful place that is changing very quickly. Go now

David O'riordan On Feefo, the Independent Review Service.
Customer Testimonails

I have nothing but praise for Cuba Direct, they listened to my ideas and put together a plan which made the best use of my time in Cuba. They were very professional, but also friendly. You would be crazy to look elsewhere.

Pauline Perkins On Feefo, the Independent Review Service.
Customer Testimonails

Seymour at Cuba Direct was amazing - so helpful and full of local knowledge. We got to see everything we wanted and he even managed to upgrade our flights!!

Sarah Dunkason On Feefo, the Independent Review Service.

Call us today

Start Planning your Authentic Cuba Experience, Speak a Specialist Today.

  • +44 207 148 3042

Where will the Road take you?

Destinations to consider on your tailor-made self-drive itinerary

Booking Your Cuba Holiday

The Cuba Direct Experience
Cuba Holiday Specialist - Seymour Fernandez

Speak to a Cuba Expert

We are genuine Cuba specialists with more travel consultants of Cuban origin than any other British tour operator. We know Cuba inside out. All the advice, tips and guidance we offer comes from direct first-hand experience – not a search engine.

Plan your holiday to Cuba

Plan your holiday with us

Our holidays don’t come off the shelf. We take time to understand what you want from your holiday and incorporate details that make it a life-changing trip. We know where to go, where to eat, where to dance and everything else that makes your holiday unforgettable. Try us – we’ll have the answers.

Get support

From the moment you land, your dedicated rep becomes your best friend in Cuba. We have one of the highest rep to client ratios of any travel company in the country with teams based in Havana, Varadero, Trinidad and Viñales.

Call us today on +44 207 148 3042 or drop us an email

We go above and beyond for our clients, making their travel dreams come true. Get in Touch


Visit our Inspiration section to learn more about self-drive holidays. Find Inspiration

For the latest travel advice from the Foreign & Commonwealth Office including security and local laws, plus passport and visa information, check

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