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Cuba Private Tours with Driver-Guide

Essence of Cuba

Price based on 6 nights, 2 people sharing standard rooms. Quotation includes accommodation, driver & guide, excursions and representation services. Excludes International flights.

  • Havana + Trinidad
  • Driver & Guide Private Tour
This sample itinerary is crafted to show you the possibilities. It can however be tailored to your specifications. Please give us call to
  • Change Hotels or Private Homes
  • Choose your preferred car category
  • Add international flights
  • Tailor the itinerary around your interests
To speak to a Cuba Self-Drive itinerary expert, call us today on +44 207 148 3042
  • Driver Guides Cuba
    Experienced Professionals. Local Destination Experts. Trusted Guides for a Hassle-free Journey
    Cuba Direct's Driver-Guides
    Enjoy the benefits of travelling with a local destination expert. We only use hand-picked, fully accredited, certified Driver-Guides; Travel with professionals we trust and have partnered with us in the past.
     +44 207 148 3042
  • Driver Guides Cuba
    Simply the Best
    • Not travelling with a group. Just your party and your driver-guide
    • Safe, hassle-free, and complete control of your itinerary.
    • Only hand-picked, English-Speaking Guides
    • Experienced, fully accredited professionals.
    • You do not pay for Driver-Guide's expenses.
    • More time to enjoy your holiday: no driving, no coaches, no transfer schedules.
    • Driver-Guides are local experts. Lots of information and entertainment options at your disposal

Tailor your experience, make it your own

This itinerary is designed to inspire you and give you an idea of the possibilities. Now, with the help of our Cuba specialists, you can turn it into a personal experience. Anything can be changed, including airlines and accommodation.

Call us today and speak to a specialist in Cuba with direct destination experience and up-to-date information. +44 207 148 3042 Request a free Quotation


Sample itinerary based on a 6 nights trip. A bitesize taste of endless possibilities. Call us to personalise.
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Arrival in Havana

If you'd like to arrange your flights, please get in touch. We can get you good prices and convenient upgrades in a choice of airlines including Virgin Atlantic, Air Europa, Air France, KLM flying from most airports in the UK.

Cuba Direct Reps at Havana Airport

Meet & Greet at Havana Airport

At the airport you will be met by a local rep and transferred to your centrally located hotel. The evening is at your leisure. We recommend wandering through the streets and, perhaps, soaking up the atmosphere and music in a bar whilst sipping on a Mojito.

Havana Airport Private Transfer

Transfer to Havana

After clearing immigration and meeting your Cuba Direct reps, a taxi will take you to your centrally located hotel in Havana.

Havana, at your leisure

Give in to the seductive rhythm of Cuba’s capital City; Havana, and a discover a world of Cuban hospitality and old-world charm.

Old Havana Walking Tour
Old Havana Walking Tour
Old Havana Walking Tour
Old Havana Walking Tour
Old Havana Walking Tour
Old Havana Walking Tour
Old Havana Walking Tour
Old Havana Walking Tour

Day 2: Havana Old and New Tour

Walking Tour of Old Havana

Today you will get acquainted with Cuba's capital city by taking a guided walking tour through the crumbling splendour of the historic neighbourhood of Habana Vieja (Old Havana), a UNESCO World Heritage Site. Wars and revolution have done little to damage its heritage, making it the finest example of a Spanish colonial city anywhere in the Americas. Stops on the tour include the impressive Museum of the Revolution, a tobacco house to see the cigar rolling techniques of the most famous cigars in the world, and the Havana Club Rum Museum for an insight into the history of Cuba’s most famous drink; as well as a chance to sample its delights! Lunch will be provided in an authentic Cuban restaurant.

Classic American Car Tour Havana
Classic American Car Tour Havana
Classic American Car Tour Havana
Classic American Car Tour Havana
Classic American Car Tour Havana

Day 2: Havana Old and New Tour - Part 2

Classic American Car Tour of Havana

Later, you’ll be collected in your chauffeur-driven, 1950s classic American car for a scenic two hour drive around the city during which you’ll see the major sites including the Malecon seafront drive, the elegant suburb of Miramar, and Revolution Square. The car will drop you back at your hotel and the evening is at your leisure. You might want to consider taking in a cabaret show at Havana’s famous Tropicana nightclub, which boasts more than two hundred performers, a fabulous orchestra, and astonishing acrobatic feats. We can arrange tickets for you.


From all-inclusive resorts to private homestays, we've got choices all over Cuba
Hostal Los Frailes, Havana, Cuba

Hostal Los Frailes

Monastery-themed, located right in the middle of Old Havana, this quirky hotel is perfect for a short stay in Havana and to explore the cobbled streets leading to the Plaza Vieja, Arms Square and the Spanish fortifications surrounding Old Quarters Havana. A lovely B&B within walking distance from most tourist attractions.

Please note: Room upgrades and Board-Basis upgrades may be available for this Hotel. To request an upgrade or a different hotel altogether, please call your Cuba Direct holiday consultant..
Casa Osmary Alberto, Trinidad, Cuba

Casa Osmary Alberto

Ideally located in the centre of town, Osmary Alberto is the perfect place to stay on a visit to this majestic city. Close to the Parque Céspedes, and a 10-minute walk from the Plaza Major, Osmary Alberto is everything you'd expect of a hotel and more, but with the homely comforts and hospitality you’d expect in a Casa.

Please note: Room upgrades and Board-Basis upgrades may be available for this Hotel. To request an upgrade or a different hotel altogether, please call your Cuba Direct holiday consultant..

More Hotel Choices

At Cuba Direct, we are all about choice and flexibility. We are able to organise this private tour using three distictive accommodation choices. Please note that tour prices on this page are based on the Comfort modality. To get a free quotation using the Superior or Deluxe options, please call us on +44 207 148 3042.


  • Hotel Los Frailes | B&B | Havana
  • Casa Osmary Alberto | B&B | Trinidad
  • Single Supplement: + 20%
  • Solo Traveller Surcharge: + 70%


Most Popular
  • Hotel Raquel | B&B | Havana
  • Brisas Trinidad | AI | Trinidad
  • Single Supplement: + 20%
  • Solo Traveller Surcharge: + 70%


  • Hotel Saratoga | B&B | Havana
  • Iberostar Trinidad | B&B | Trinidad
  • Single Supplement: + 20%
  • Solo Traveller Surcharge: + 70%

Dates and Prices

Dates and Average Prices by month to help you plan ahead

Plan your holiday

Please note Prices are approximates, updated daily, and may vary depending on your choice of airline, hotel, and optional extras such as visas, car-hire, transfers, and personal guides. Circumstances beyond our control such as flight fare changes and hotel availability may also affect prices.
To get a exact quotation for your Cuba holiday, please give us a quick call on +44 207 148 3042

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

Useful information

Frequent questions and holiday alternatives you might like to consider.

Most of our clients would recommend us to a friend, and would choose Cuba Direct to organise their travel again.

Opening Hours

We are open daily until 7pm. Call us, even outside office hours, and leave us a message. We will get in touch at a convenient time.

Frequent Questions

About Cuba Direct's way of organising authentic holidays to Cuba
What makes you a Cuba Specialist ?

Cuba Direct has complete focus on holidays to Cuba: One company, one destination, over fifty specialists with direct destination knowledge working on your holiday.

No other British travel company knows Cuba like we do. We employ more travel specialists of Cuban origin than any other UK tour operator and Cuba is our passion. Next time you call us, you'll likely be speaking to a Cuban expat.

Is my holiday financially protected?
Your journey to Cuba is safe in our hands. Cuba Direct is an IATA member and your holiday is protected by ATOL licence 6346, which covers all flight inclusive holidays and flight only sales. If you buy a non-flight inclusive holiday, you are still protected by our TOPP policy. So your money is safe. Our reviews speak volumes about our commitment to giving clients a lifetime experience.
Can I choose to fly with a specific airline?
Absolutely yes. You can choose to flight direct London to Havana with Virgin Atlantic (Departures Monday and Thursday) or via a third country (daily flights via Madrid, Amsterdam, or Paris). All other aspects of your holiday can be changed too.
Can you help me get visas?
Yes. We can arrange to get tourist cards delivered straight to your home when you book with us. Subject to Terms and Conditions.
Can I speak to you in person about my holidays?
Absolutely! If you'd like to drop by our headquarter offices in Crystal Palace, please give us a call to arrange your visit.
Will I be travelling with a group?
No, unless you book a small group escorted tour, or you are travelling with your own group. All of our holidays are tailor-made to individuals.

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