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 | city driving tour in vintage car | Santa Clara | Trinidad | excursion to Sugar Mill Valley | Camaguey | Bayamo | Turquino National Park | hike to La Comandancia de la Plata | Santo Domingo | Santiago de Cuba | El Morro castle

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 capital Havana, before taking in Santa Clara, Trinidad, Camaguey, Bayamo and Santo Domingo, visiting the most interesting historical sites along the way. The trip then travels up into the Sierra Maestra mountains to visit La Comandancia, the secret base where Castro planned and commanded revolutionary activities. From here, visit Santiago de Cuba, the ‘cradle of the revolution’ where Castro and his supporters gained huge popular backing and plotted to overthrow the Batista regime, before returning to Havana.

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 and one internal flight, from Santiago de Cuba to Havana. Accommodation is nine nights in homestays or hotels. You will be accompanied by a specialist bilingual guide from start to finish, 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.

If you'd like to chat about this holiday or need help finding one we're very happy to help. The Travel Team.

01273 823 700

Departure information

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

Responsible tourism

Responsible tourism: Cuba tour, The Revolutionary Trail


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.

1 Reviews of Cuba tour, The Revolutionary Trail

4 out of 5 stars

Reviewed on 24 Feb 2017 by

1. What was the most memorable or exciting part of your holiday?

Meeting the warm, friendly people in cuba, our hosts at home stays and our
wonderful guides. The hiking was great too.

2. What tips would you give other travellers booking this holiday?

The exchange rate in cuba is not good for Americans so bring extra money
as you can't use cards.

3. Did you feel that your holiday benefited local people, reduced environmental impacts or supported conservation?

I hope it benefited them. I know they appreciated the tips. The single use water bottle issue will be a problem quickly as the infrastructure probably can't handle the amount of tourists.

4. Finally, how would you rate your holiday overall?

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

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