Inspiration for your own tailor-made trip

Classic Cars and City Tours
A Big Short Break in Havana

Havana

Starting from between £1,630 to £2,600 per person for 5 days depending on the time of year, type of accomodation and activities

Itinerary Highlights

  • We regret that we are currently not selling trips to Cuba. We hope for a swift resolution to this issue so that we can once again help you discover this beautiful destination.
  • Gain an insider's insight into Havana on a walking tour with a local
  • Visit Fabrica de Arte Cubano, the city's uber-cool cultural centre
  • Get behind the wheel of an iconic classic car for an evening cruise around the city in style
  • Experience Havana's vibrant nightlife while touring its bars and Salsa clubs
  • Head to Tarara beach armed with a picnic for a laid-back beach day
We regret that we are currently not selling trips to Cuba. We hope for a swift resolution to this issue so that we can once again help you discover this beautiful destination.


This five-day tailor-made Havana holiday immerses you in Cuban culture with walking tours, classic car cruising and a laid-back beach day. Spend time with a local to gain an insight into everyday life in the city and experience it for yourself while enjoying the vibrant nightlife.
Streets of Havana - Cuba © Olivier Romano
Streets of Havana - Cuba © Olivier Romano
Streets of Havana - Cuba © Droits reservés
Streets of Havana - Cuba © Droits reservés
Trinidad - Sancti Spíritus - Cuba © Olivier Romano
Trinidad - Sancti Spíritus - Cuba © Olivier Romano
Trinidad - Sancti Spíritus - Cuba © Olivier Romano
Trinidad - Sancti Spíritus - Cuba © Olivier Romano
Men playing dominoes - Cuba © Droits reservés
Men playing dominoes - Cuba © Droits reservés

Itinerary

100% customisable for you

Pack your bags and head to the airport today ready for your tailor-made Havana holiday. After being fast-tracked through security, relax in the airport lounge before catching your direct, ten-and-a-half-hour flight, touching down in Cuba in the early afternoon. On arrival, you will be privately transferred in a classic 1950s car to your hotel where you will be staying for the next three nights of your trip. Located in Vedado, Cuba's leafy residential district, your property is a casa particular, a converted family home with just a handful of bedrooms, giving you an authentic insight into life in the city.

After your long flight, we've left the afternoon free for you to rest, relax and enjoy a lovely homecooked meal before bed.

Today, on the first full day of your tailor-made Havana holiday, set off for a guided tour of the Cuban capital. Accompanied by a local guide, who'll give you an insider's insight into life in Cuba, you'll delve into the city's colourful neighbourhoods, vibrant markets and hidden-away back streets. On the tour, you'll get to see everything from atmospheric abandoned theatres, where young musicians rehearse, to artists' studios bursting with creativity. One of the highlights of the tour is a visit to the National Ballet School - the largest in the world - where we may just be able to organise for you to watch the dancers practice.

As you explore, you will have the opportunity to discuss the intricacies of everyday life in Havana, a rare chance to peek behind the curtain and see the city through the eyes of one of its inhabitants.

Come sun down, you'll find another highlight to your day - a trip to the Fabrica de Arte Cubano, the city's uber-cool cultural centre where everyone from musicians and painters to designers and makers come together to share their art. After you've spent plenty of time immersed in this cultural and artistic hub, you will have the chance to see a different side of Havana, as our clued-up local Concierge recommends the best restaurants and bars for you to visit and experience the infectious joie de vivre of Habaneros (Havana residents).

After getting your bearings yesterday and last night, we've left today free for you to explore at your own pace. We recommend setting off on foot to see more of the city's sights. Delve into colourful art galleries, fascinating museums and cool cafes and leave it to us to find you the best spot for a long lunch to appreciate the city's fledgling foodie scene.

Come evening, we've arranged for you to cruise around the city in style in a vintage car - a relic of pre-revolution Havana. Home to hundreds of iconic cars from the 1950s, Cuba is the place to get a taste of the good life while exploring behind the wheel of a classic car - an experience that is guaranteed to be one of the highlights of your tailor-made Havana holiday.

Continuing in the spirit of complete cultural immersion, you'll then head to a bar in the city's historic district to taste a real mojito before diving into Havana's spirited nightlife. Last night was just a taster, so spend tonight sipping your way through cocktails in rooftop bars, gazing at hypnotic salsa dancers in a downtown club (and then giving it a go yourself), and wandering through sultry streets filled with Art Deco buildings and colourful colonial houses. Our Concierge is on hand again to point you in the right directions.

For the final day of your tailor-made Havana holiday, escape the hustle and bustle of the city and catch the sun on Tarara beach, a palm-tree lined stretch of sand that looks like it's straight out of a postcard. Just east of the capital, Tarara is the ultimate place to slow it down, disconnect, and indulge in the good life for an afternoon. We've organised private transfers between your hotel and the beach, a bounty of beach essentials and a tasty picnic lunch, so all you've got to worry about is catching a tan before you catch the plane home.

In the evening, you will be transferred to the airport for your direct, overnight flight home, a journey that takes approximately 10-and-a-half-hours.

Your flight arrives in London in the early morning.

Why visit Cuba with Original Travel

Each of our trips is entirely tailor-made with originality, quality and cultural immersion in mind. Our team of destination specialists will craft itineraries based on your tastes, using their first-hand knowledge and the help of our in-country team of Concierges and guides. All trips are accompanied by a wide range of additional services, including a 24-hour helpline, the Original Travel app, fast-track airport services and much more.

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A few of the benefits of travelling with us to Cuba

  • Our local Concierges
  • The Original Travel app
  • Airport lounge access
  • Destination Dossier
  • 24-hour helpline
  • Expert guides
  • 100% carbon absorption

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A rough idea of the price

Depending on the time of year, type of accommodation and activities

The estimated cost for this trip starts from £1,630 to £2,600 per person. The final cost of the trip depends on the way we tailor it especially for you. The final cost varies according to several factors, which include the level of service, length of trip and advance booking time. The exact price will be provided on your personalised quote. The average starting price for this trip is £2,080 per person.

100% tailor-made holidays

Understanding Your Needs

Our team of destination experts will get to know you and your unique requirements for your holiday

Personalisation

We work with you to build an ultra-personalised holiday itinerary with your choice of accommodation, experiences and activities

Our Services

All of our holidays include little extras designed to make a big difference to your trip, from fast-tracking you through airport check-in and security to our network of local Concierges