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Captivating Cuba an independent boutique specialist tour operator, with more than 25 years’ experience providing high-quality tailormade travel to Cuba and beyond.

+44 (0) 1438 419 111
[email protected]

Suite F35
Business & Technology Centre
Bessemer Drive
United Kingdom

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Short Breaks

Short Breaks

If you only have a few nights spare to experience Cuba, or are already in the Caribbean, Mexico or Central America, or live in the USA, we can organise a tailored short break to fit your dates and requirements.

Perhaps enjoy a few nights in Havana on the ultimate city break, combine Havana with a night or two in the spectacular countryside, or relax for a few nights on one of Cuba’s fabulous beaches.

Our itineraries can be carefully tailored to suit your interests and make the most of the little time that you have in Cuba. Don’t forget to ask about our private and specially tailored visits and experiences that can be chosen and pre-organised before you arrive.

Already know what you want or need inspiration?

We’d be happy to answer all of your questions. Give us a call to start planning your tailormade holiday.
Call us on +44 (0) 1438 419 111 or click below to send us a message.

Our most popular accommodation

Hotels & boutique casas

A selection of the many hotels and boutique casas (often referred to as ‘casas’) that we can book. Casas are extremely popular, fully-licensed private bed and breakfast accommodation, with many offering a more boutique hotel-style stay.


Iberostar Parque Central, Old Havana

Our Rating: ★★★★


Casa Vitrales, Old Havana

Our Rating: ★★★★
Iberostar Grand Packard


Iberostar Grand Packard, Old Havana

Our Rating: ★★★★★


Gran Hotel Bristol by Kempinski, Old Havana

Our Rating: ★★★★ ½


AS Boutique Residence Havana, Old Havana

Our Rating: ★★★★

LOFT Havana, Old Havana

Our Rating: ★★★★

Pre-booked experiences

We can organise beforex you travel to Cuba, a wide range of fantastic experiences that can be completely tailored for you. Take advantage of our friendly and knowledgeable pre-booking service and save time making arrangements during your holiday.

UNESCO World Heritage Site
of Vinales Valley - Private Tour

A classic introduction with a few unique and exclusive extras. The tour takes in the world-famous tobacco plantations and more.

Private Walking Tour of
Old Havana

A fully tailored walking tour of Old Havana with a knowledgeable and professional guide. Choose your visits from a huge range of options including the Havana Club Rum Museum, City Museum, and the Belles Artes Museum.

Old American Open Top
Car Tour of Havana

The ultimate Cuba experience! Travel in style through the streets of Havana, taking in the sights and sounds of this unique, historic city in an old open-top American car with a local driver.

Club Tropicana Cuban Cabaret

Enjoy a night under the stars at the historic and world-famous Tropicana cabaret which has been an iconic part of Havana’s nightlife for 80 years.

Private Salsa Lesson

You cannot escape from salsa dancing in Cuba, music and dance is everywhere, so why not learn some salsa and be part of the island’s passion for dance during your holiday.

Cocktail Making Class in

Try out your mixologist skills on your friends after returning from holiday, and where better to learn than in the heart of Trinidad!  Head down to our chosen authentic bar where you will learn to make local delicious cocktails.

Pre-booked private restaurants

Formerly known as ‘paladars’, Cuba’s privately owned restaurants, are highly recommended and undoubtedly offer the best food. These sought after eateries range from hip to elegant, offer varying cuisines, creative menus, have passionate owners, and are great for foodies. If you’re not in the know, eating out at mediocre restaurants in Cuba is easy to do. They get booked up well in advance, so we recommend our restaurant pre-booking service before travel. Talk to our team for reservations at our favourite recommendations.

5 Sentidos, Havana

Well located in Old Havana, this contemporary and very popular restaurant is perched on the corner of Compostela and San Juan de Dios. There is an extensive menu, with lots of delicious choices including ceviche, meat, and fish dishes as well as vegetarian choices.

OReilly 304, Havana

If you are yearning to try Havana’s best cocktail, then this place is a contender. The signature mango, strawberry, and watermelon daquiris here are amazing, and we challenge you to find a better one elsewhere in the world. The food is excellent, we recommend the tacos, although you will be torn as everything is extremely fresh and tasty and looks good.

Dona Eutimia

Dona Eutimia, Havana

Located close to the Cathedral in the Callejón del Chorro lies this traditional family restaurant where the intention is that you feel like you are relaxing at home. The philosophy here is simple homemade, cooking full of love from the kitchen to the living room.

Jibaro, Havana

Stylish and unpretentious, Jibaro is a local restaurant and a community project and is a great choice for popping in for local and international tapas with a twist plus delicious cocktails. An interesting nook, with friendly staff and talented bartenders. Also, the location for our private cocktail classes, run by a talented mixologist.

Habana Mia 7, Havana

Habana Mia 7, more commonly known as HM7, is located close to the Melia Cohiba hotel, and the Jazz Café is also just around the corner ideal for a pre or post dinner drink. Those who like to eat late and stay up late are in their element here, as this trendy bar and restaurant doesn’t close until 3am. There is an inviting menu with a big focus on flavours.

El del Frente, Havana

The sister restaurant of O’Reilly 304 situated on the opposite site of the street, this hip and happening eatery and bar is a must-visit whilst in Havana. Try to get a table on the rooftop, where the DJ and cool bar area makes this, in our opinion, the best location in the restaurant.

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