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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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The Best of Cuba Tour

A 11-night tour of both Western and Eastern Cuba

An 11-night fully escorted tour that has been carefully designed from over 25 years of experience of tour planning in Cuba.

You will gain a fantastic insight into Cuba, one of the most unique destinations in the world. Our fully escorted tour, led by an experienced guide will cover all the most important sights of the island, but also allow you to discover the real Cuba.

We have included unique highlights that most other tours do not offer. These include:
  • An afternoon cruising the streets of Havana in a chauffeur driven old American car
  • A visit to a famous working cigar factory in Havana
  • A visit to the fascinating City Museum overlooking the historic Plaza de Armas
  • Authentic cocktail making and tapas served at a unique private bar-restaurant
  • A day exploring picturesque Vinales Valley an UNESCO World Heritage Site with spectacular scenery
  • A visit to the Las Terrazas National Reserve with time in the local community
  • 2 weekend nights in the UNESCO World Heritage city of Trinidad where history and the live music scene is at its best
  • A short trek to La Plata, the former HQ of Fidel Castro’s revolutionary heroes, situated deep in the Sierra Maestra mountains
  • A visit to Santiago de Cuba, a passionate and revolutionary city, home to the mausoleum of Fidel Castro
  • Visit the birthplace of Fidel and Raul Castro at their former farm at Biran
  • Sun-kissed shores and opportunities to relax in postcard worthy settings in Guardalavaca

Why Captivating Cuba

Our Tours are Guaranteed

We offer private and group tours of up to 21 people departing weekly from Havana. No matter the group size, our tours are always guaranteed to go ahead.

A Complete Package

All our tours include accommodation, air-conditioned transport and meals so you don't have to organise a thing. Upgrades are also available on request.

Includes English speaking guides, a concierge team across Cuba as well as a 24/7 UK WhatsApp service and offices in Havana, so you are always fully supported.

Tour Highlights


Welcome to Havana

After a welcome at the airport, a transfer will take you to your accommodation confirmed for the tour, which will be well located in Old Havana. Depending on your arrival time, there may be the chance to take a wander through the local area and sample Havana’s amazing street life.



A day packed full of Havana’s highlights including a visit to a working cigar factory, the City Museum, a guided walk through Old Havana, exploring the city in vintage cars, an authentic cocktail lesson, and a visit to a local tapas bar.

Those who want to visit the world-famous Tropicana cabaret show can reserve tickets.


Vinales Valley & Las Terrazas

Travel west to Vinales Valley, protected by UNESCO as a world heritage site for outstanding natural beauty where there will be a boat ride through the El Indio caves, and a visit to a tobacco drying house.

Head to Las Terrazas National Park, there will be a tour of the reserve, village and an introduction to the eco-activities and farming practices.


Santa Clara & Trinidad

Explore Santa Clara, a city of major historical significance. Visit the final resting place of Che Guevara and the museum dedicated to his life. See Tren Blindado, the iconic remains of the government train that was attacked by Che Guevara and his revolutionaries.

Visit Sugar Mill Valley where the 145ft Manaca Iznaga Tower stands as a silent witness to Cuba’s history of slavery.



Take a tour of the center of Trinidad including a visit to the History Museum focusing on a family’s life in Cuba in the 1800s.

The afternoon will be free to relax, enjoy an independent lunch and further exploration of the city, or perhaps take a taxi to the nearby Caribbean beach of Playa Ancon, enjoy the beach and perhaps even sunset there.


Camaguey & Bayamo

Travel alongside the foothills of the Escambray Mountains and head towards the east known locally as ‘Oriente’.

Drive through Cuba where you will see farms producing sugar cane and a variety of tropical fruits and vegetables. After an interesting drive through Cuban towns and villages, you will arrive in Camaguey. There will be a tour before continuing to the small city of Bayamo.


Sierra Maestra Mountains

There will be a walking tour then you will travel to the Sierra Maestra Mountains. Arrive at Villa Santo Domingo, with views to Cuba’s highest and most sacred mountain, Pico Turquino.

Jeeps will take you higher into the mountains for a walk to La Plata, the former HQ of Fidel Castro’s revolutionary heroes. Discover Fidel’s house and the radio station from where they launched the Revolution. Visit the tiny mountain community of La Platica.


Santiago de Cuba

Today you will depart for Santiago de Cuba, a city of crucial importance throughout Cuba’s history, stopping enroute at El Cobre, a picturesque church and Cuba’s most sacred pilgrimage site. Take a tour of the church.

The tour will continue to Santiago de Cuba and the remainder of the day will be free to relax at the hotel or explore the local area.


Santiago de Cuba

Spend the day with a full exploration of the city. Visit the Moncada Barracks, Central Square, Parque Cespedes, and Santa Ifigenia Cemetery, a most important site in Cuba and the final resting place of Fidel Castro.

Visit Calle Heredia, Padre Pico Street, and Castillo del Morro, a historical fortress offering fantastic views across the Caribbean Sea and the impressive Sierra Maestra mountains.



Visit the tiny village of Biran in the foothills of the Nipe Mountains, birthplace of Fidel and Raul Castro. See the house where the brothers were born, also the final resting place of their parents.

The journey will continue to Guardalavaca, a stunning beach setting which will provide a beautiful backdrop for a couple of nights.



Today will be totally free, so you can relax, enjoy a well-deserved rest, and make use of all the all-inclusive facilities and services that the hotel offers.

Guardalavaca Aerial



Today the day is at leisure to enjoy the beach and the hotel facilities up until check-out time and a transfer will take you to the airport in time for your homeward flight.

If you have prebooked a beach extension for some extra nights, then just relax.

Interested in booking this tour or want to
enquire about tailor-made alternatives

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

DAY ONE: Havana

After a welcome at Havana airport, a transfer will take you to your accommodation confirmed for the tour, well located in Old Havana.


Depending on the time of arrival, you may be able to wander through the local area and sample Havana’s amazing street life before retiring to bed ready for the tour ahead.


Overnight in Havana.

DAY TWO: Havana

Breakfast at accommodation.


After breakfast, you will meet our guide for the first time at your accommodation at 8.30/9.00am and head to one of Havana’s fascinating working cigar factories, to see where Cuba’s famous cigar brands are still hand made by the local workers. Experience first-hand the stages in production from the dried tobacco leaves to the famous branded boxes being ready for export around the world.


You will then continue to the City Museum, housed in the beautiful former Governor’s palace known as the Palacio de los Capitanes Generales, the museum depicts the history of life in Havana.


Lunch will be served in one of our favourite traditional restaurants in Old Havana.


After lunch, there will be a fascinating, guided leisurely walk-through Old Havana, visiting the four famous historical squares, Plaza de la Catedral, Plaza de San Francisco, Plaza Vieja, and Plaza de Armas. Absorb the atmosphere and amazing vibrancy of Old Havana and explore the narrow bustling streets which many have described as walking through a film set. Experience an interesting insight into Old Havana where your guide will ensure you have seen the sights but also some hidden, but fascinating locations away from the normal tourist routes.


In the afternoon you will explore the other areas of central Havana in Old American vintage cars. Be chauffeur driven through the city in fantastic vehicles dating back to the 50s, a thrilling way to enjoy this unique city.


The cars will take you to the impressive Revolution Square overlooked by the mural of Ernesto ‘Che’ Guevara,through the downtown Vedado district of the city, and then on a spectacular drive along the Malecon, Havana’s seafront promenade. Next, past the elegant mansions and embassies in Miramar district as the tour then heads further into fascinating residential areas that are far from the main tourist areas. You will then enter the ‘Bosque De La Havana’, a beautiful tropical woodland and park area with the Almendares River running through and known as the lungs of Havana. This area of parkland is a beautiful place to drive through and you can stop to take photos and explore the area.


Your old American cars will drop you at bustling and vibrant tapas bar, where there will be an authentic Cuban cocktail making lesson and homemade tapas will be provided for a light meal. With great food and service, it is a fitting end to a fabulous day.


For those that would like to visit the world-famous Tropicana open air cabaret show that dates back to the 1930’s, you can pre-book your tickets before arriving in Cuba (or on arrival in Cuba, subject to availability). For those guests adding this optional extra, after dinner you can head off to the show.


Your guide can also recommend bars and music venues in the city for those that might want to enjoy the evening independently.


Overnight in Havana.


Optional Extra | Club Tropicana Cabaret

Option 1 Standard seating – Adults (18+) £119 (solo travellers £150)
Option 2 Main table seating – Adults (18+) £135 (solo travellers £165)
£15 per person supplement applicable 24 December – 2 January inclusive
£200 per person supplement 31 December
Open: Nightly, 365 days per year (reduced since covid disruption, please ask us for latest information)

Enjoy a night under the stars and spectacular dazzling lights at the historic and world-famous Tropicana cabaret which has been an iconic part of Havana’s nightlife for 80 years. Enjoy the most beautiful dancers, exotic choreography and flashy carnival costumes and listen to the varied rhythms of Cuba whilst sipping your Cuba Libres made of course from Havana Club Rum. The original Tropicana Cabaret was inaugurated in Havana in 1939 and ever since then it has become an iconic landmark that has enchanted visitors from all over the world. The open-air venue can accommodate up to 1750 people on decorated tables surrounded by tropical plants, palm trees and large glass arches.

☆ Minimum age 18
☆ Formal dress required
☆ Venue opens at 8.30pm, with the performance starting at 10.00pm
☆ Price includes Return private transfers from Havana accommodation, welcome drink, 1⁄4 bottle rum,1 cola, cold nibbles

Note that seating at the Tropicana is on large, shared tables close together. Rum, cola and nibbles are shared between guests sat at your table. Dinner is not included.

DAY THREE: Vinales Valley & Las Terrazas

Breakfast at accommodation.

After breakfast, you will leave Havana and head west to the immensely picturesque Vinales Valley, an area protected by UNESCO as a world heritage site for its outstanding natural beauty, dominated by unusual limestone mountain formations called ‘Mogotes’.

The valley is also the home of Cuba’s tobacco plantations and during your time in Vinales, there will be a subterranean boat ride through the El Indio cave system, and a visit to a typical tobacco drying house to see how the tobacco crops are turned into the world’s best cigars.

A fabulous unique lunch will be served at a local organic farm affording wonderful views across the valley and you can learn a little more about the farm and its organic methods, which attracted the attention of President Obama when he visited Cuba.

In the late afternoon you will leave Vinales and head to Las Terrazas National Park, an area of outstanding natural beauty which is protected as one of Cuba’s most important National Parks. After settling in at the Moka Hotel for the night, there will be a short tour of the National Reserve, local village and an introduction to the eco-activities and farming practices that take place here.

There will be free time this evening for you to enjoy an early night or enjoy a walk down to the local village for a drink and bite to eat, or just relax in this very peaceful location.

Overnight in Las Terrazas.

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