Cuba tour, The Revolutionary Trail

Spend 10 days discovering the revolutionary history of Cuba, travelling the length of the island on this tailor made trip, staying in homestays, with a bilingual guide and walking tours of key sites included.
Havana Walking tour of Old Havana Museum of the Revolution Santa Clara Che Museum Camaguey Bayamo Turquino National Park hike to La Comandancia de la Plata Santo Domingo Santiago de Cuba Fidels final resting place El Morro castle
£2450To£2850 excluding flights
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10 Days
Tailor made
More info
The trip is offered all year round for minimum 2 people travelling together.
Transfers and visas can be booked on request. Flights should be booked independently.
Make enquiry

Description of Cuba tour, The Revolutionary Trail

Follow in the footsteps of Fidel and Che on this fascinating 10 day holiday, travelling along Cuba’s Revolutionary Trail. It was over 50 years ago that Fidel Castro and his followers drove into Havana and pronounced the revolution successful, declaring that a new era in the history of Cuba was about to begin. This trip travels the length of this beautiful island to give a thorough insight into the history of the Cuban Revolution.

The adventure starts in the historic city of Santiago de Cuba, the ‘cradle of the revolution’ where Castro and his supporters gained huge popular backing and plotted to overthrow the Batista regime. The trip then travels up into the Sierra Maestra mountains via Bayamo to visit La Comandancia, the secret base where Castro planned and commanded revolutionary activities, before taking in Camaguey, Playa Giron (Bay of Pigs) and Santa Clara, visiting the most interesting historical sites along the way. From here, we head for the capital city of Havana where our journey ends.

In the Sierra Maestra mountains there is some easy hiking, and throughout this holiday there are visits to historical and culturally important sites around the island, with lots of opportunity to meet local communities. You will also have the chance to hear fabulous live Cuban music on accompanied nights out.

This is a tailor made trip for two or more people, available all year round. The itinerary can be altered to suit personal requirements and is an over 50s friendly tour. Transport is by national bus service with some private transfers where required. Accommodation is in homestays or hotels. You will be met in each location by a specialist local guide, making this a wonderful chance to find out about the Cuban Revolution in detail, experiencing the magic of Cuba and its people at grass roots level. We can also arrange for you to be accompanied by a specialist local tour guide from start to finish if you prefer.

Price information

£2450To£2850 excluding flights
Convert currency:
The trip is offered all year round for minimum 2 people travelling together.
Transfers and visas can be booked on request. Flights should be booked independently.
Make enquiry

Departure information

This trip can be tailor made throughout the year to suit your requirements

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Holiday information

Our partners behind this holiday promote inclusivity on all their trips and across their business and we are all committed to ensuring travellers face no discrimination on any part of the trip they control.


3 Reviews of Cuba tour, The Revolutionary Trail

4.5 out of 5 stars

Reviewed on 15 Apr 2019 by

Excellent...Visiting the cemetery where Fidel Castro is buried was touching, and broadened my understanding of Cuba. Read full review

Reviewed on 26 Mar 2019 by

Most fun was sitting on the steps at the Mayor's square in Trinidad, sipping Kanchechera and swaying to live music. Read full review

Reviewed on 24 Feb 2017 by

It was an amazing experience. Well organized, beautiful country and people. We enjoyed every minute. Read full review

Responsible Travel

As the pioneers of responsible tourism, we've screened this (and every) holiday so that you can travel knowing it will help support the places and people that you visit, and the planet. Read how below.


When out on tour we encourage learning about the country we are travelling in, the local culture of the people we work with and the areas we pass through. Our Cuban guides conduct detailed briefing meetings and informal talks with clients to inform about and discuss with them all aspects of local life. This helps our clients to understand the country more and to better appreciate the lives of the people who live there. We encourage everyone to learn some Spanish before they come on tour so as to be able to communicate with local people, even at a basic level.

By staying in local homes and mountain community refuges, we are able to make a direct economic input into local communities. We enable interaction with local people thorough community activities and other events thus enabling our clients to meet and get to know people from the area. All our dance tutors and specialist guides are local people and they are treated and paid fairly. Where possible, food is purchased locally and we encourage cooking with local products. We ask everyone to bring donations of clothing and other items to present to one of the community projects we visit thus directly benefitting local people.


We include accommodation in casas particulares where possible, so that our clients have an opportunity to meet and spend time with local people in their homes to learn something of local life. It also enables them to use their Spanish language skills, even at a basic level. Importantly, this also ensures that monies are spent at a very local level and go into the pockets of Cuban households and communities. All our dance/music/language tutors and specialist guides are professionally trained Cubans and they are treated and paid fairly.

We support local Cuban businesses in every aspect of our trips - accommodation, transport, meals, drinks and activities - thus contributing directly to the local economy and community. We also regularly organise donations for local schools and educational projects. We recommend that clients consider donations of items such as toiletries, baby and childrens clothing, some medicines and luxuries such as soap to the families they visit and projects we support.
We also regularly provide donations to two youth theatre and drama companies in Santiago de Cuba, bringing material for costumes and stage make from the UK or buying essential items locally such as paint for props.

On our dance and music holidays, we recommend that clients bring with them any musical or dance items which they can leave for their tutors, such as shoes, strings, instruments or dancewear. On our hiking trips, we encourage the donation of appropriate items such as hiking shoes or boots, small rucksacks, water bottles, penknives and other such items for the specialist guides accompanying the tour.

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