Tailor-made Cuba Holidays. Escorted Tours. Essential Cuba - 7 nights Tour

Essential Cuba

8 days – runs every Monday

Havana . Breathtaking Vinales . Cienfuegos & Trinidad . Historical Santa Clara

Tailor-made Cuba Holidays. Escorted Tours. Best of Cuba - 11 nights Tour

Best of Cuba

12 days – runs every Monday

Must-see highlights of the whole island, from the Capital Havana to Santiago de Cuba

Tailor-made Cuba Holidays. Escorted Tours. Ultimate Cuba - 14 nights Tour

Ultimate Cuba

15 days – runs every Monday

Comprehensive tour designed from our 25 years’ experience of tour planning in Cuba

Tailor-made Cuba Holidays

We have personally tried and tested our hand-picked recommendations, and have drawn on our experience to create truly unique travel options for our guests

Tailor-Made Cuba Holidays. Multi-Centre Itineraries. Captivating Cuba

Experience the real Cuba in one amazing trip. Multi-Centre Cuba Holidays are, by far, the best and most rewarding way to experience Authentic Cuba, it’s vibrant culture, nature-blessed beaches, beautiful scenery, and welcoming people.

Tailor-Made Cuba Holidays. Cruise and Stay Itineraries. Captivating Cuba

Our carefully selected cruise itineraries offer the more extensive programmes around the Cuba. We can tailor a stay on the island around your cruise, to make sure you don’t miss out on the additional Cuban must-see highlights that you do not visit whilst on the ship.

Tailor-made Cuba Holidays. City and Beach Sample Itineraries

Enjoy the best of both worlds. From the vibrant streets of Havana or the charming cobbled alleys in Trinidad, to some fantastic Caribbean beaches in Varadero or the Cayo. A winning formula many of our clients love. Beach destinations featured in these sample itineraries include popular destinations like Varadero, relaxing retreats like Cayo Santa Maria, and off-the-beaten track beach destinations like Cayo Levisa, Cayo Largo, and Playa Esmeralda.

We had a fantastic trip. All of the transfers went smoothly, each pick was on time, friendly and professional.  We enjoyed all of the planned restaurants and excursions. We actually managed to pack in a few extra excursions too. So the all inclusive towards the end of our trip was much needed, to relax. We both feel like we have learnt much more about Cuba, the history and culture.

Thank you for your help and making the trip very smooth for us.


We had a great time in both Havana and Guardalavaca and the transfers were seamless.

The Casa Vitrales in Havana was brilliant. The accomodation was clean and the staff ultra friendly (genuinely) and helpful. The Paladars that were booked for us were excellent and the quality of food far exceeded our expectation.We were treated to a slice of real life Habana.

The total contrast of Rio Do Ora was most welcome with good accommodation, amazing staff and an amazing beach. What a place to chill!

Glenn & Dorothy

Thank you for seeing to it that every detail was thought through.  We absolutely love Anay and Enrique (and our driver Enzo) and greatly appreciate their introduction to both the touristic Cuba and the “real” Cuba.  The May Day parade was quite something — so happy we were there for that.  The Casas were gorgeous and Hotel Moka was a very special experience.  Though it may be awhile before I drink another Cuba Libre or Mojito, I truly enjoyed every moment.

I highly recommend Cuba and your services to anyone interested in making the trip.


UK’s Tailor-Made Cuba Holidays Specialist for over 25 Years

Captivating Cuba is a totally independent and fully ATOL bonded boutique specialist tour operator, with more than 25 years’ experience providing high-quality tailormade travel to Cuba

Captivating Cuba is a totally independent and fully ATOL bonded boutique specialist tour operator, with more than 25 years’ experience providing high-quality tailormade travel to Cuba.

Our friendly, experienced and approachable travel designers are passionate about providing authentic journeys throughout Cuba packed with personality, and we really do care that your holiday with us is special.

With Captivating Cuba, tailor-made holidays needn’t be expensive. We have great long term relationships with our suppliers in Cuba which translate into better prices. We run our own escorted tours – and do not ‘buy in’ from other companies. We have our own office in Havana and own team of staff throughout Cuba – we do not use third parties resulting in more flexibility, better communication, and we are able to ensure our level of service. It all translates into very competitive prices and the best value-for-money service in the UK.

Completely flexible tailor-made with no restrictions. If it ‘works’ we can arrange it. We can book all products in Cuba and have a range of suppliers.

When you book with us, we are able to provide you with everything you’ll need for your tailor-made Cuba Holiday. Visas (Cuba Tourist Cards), Flights, Hotels, Excursions, Car hire or transfers. We will even book restaurants, events, and venues on your behalf should you request it!

We have all been to Cuba, experienced our recommendations, and travelled around, and are here to make sure that your journey through the island is meticulously planned and skilfully delivered.Our team have tons of think-outside-the-box creative ideas to make every holiday completely individual, plus we really listen to our customers and focus on the little details that are important to you.

Captivating Cuba is perhaps the oldest, most experienced Tailor-made Cuba Holidays specialist, and not only in the UK. The average experience of our travel designers is 20 years.

We are experienced and large enough to have our own Havana office and staff throughout Cuba, but we are small enough to know our customers and travel agents individually by name, and spend time on each booking fine tuning the details and adding our special touches. We are very lucky to receive our business mainly through word of mouth recommendations, and repeat business from the fantastic independent travel agents who work with us.

Our reviews on Trust Pilot, the independent review services, are very positive.

We are extremely proud of our long-serving, highly-experienced and friendly team throughout Cuba. They support our customers around the clock, and are our heroes!  Our philosophy remains to ensure all our staff have a fun and caring work environment, and we love that our staff bring their personalities to work.

Captivating Cuba is a totally independent and fully ATOL bonded boutique specialist tour operator, with more than 25 years’ experience providing high-quality tailormade travel to Cuba.

Nothing could possibly go wrong, but if it does, your holiday is financially protected.

We are also an IATA accredited tour operator and will soon become ABTA and AITO members.