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Yesterday (29th November) the 'Caravan of Freedom’ left Havana in the direction of Santiago where it will end its journey on 3rd December. The route travels in the opposite direction to the original 'Caravan of Freedom’ which, in January 1959, celebrated the overthrowing of the Batista government, the rebel victory and the revolutionary takeover. A mass will take place in Santiago and the internment of Fidel’s ashes will take place at the famous Santa Ifigenia cemetery where Cuban hero Jose Marti is buried alongside more modest tombs for Cuban soldiers who fought in the Angolan war.

We look at the highlights that mark Fidel’s Cuban history with our Self-drive Eastern Cuba: Havana to Sierra Maestra trip which includes the best of Havana and Santiago.

There are many ways to visit the historical highlights of Castro’s Cuba but we’ve found that travelling at your own pace in a hired car and using local guides in conjunction with a good guidebook makes for an authentic Cuban experience.

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Highlights:

Old Havana and Plaza de la Revolución - The famous plaza where Fidel made many a lengthy speech to the nation.

Cienfuegos
- In 1969 and 1970 Soviet naval vessels carrying missiles appeared to be heading to Cienfuegos convening the Kennedy-Khrushchev agreement of 1962 - the mission was aborted. You could add a day and visit the Bay of Pigs and the Revolution Museum at Playa Girón.

There is the option of visiting the Che Mausoleum in Santa Clara en route from Sancti Spiritus to Camagüey.

Visit the revolutionary hide out of Comandancia de la Plata
in the beautiful hills of Sierra Maestra where the revolution gained pace and a call-to-arms was broadcast through a clandestine radio announcement.

Santiago de Cuba – Visit Moncada Barracks where 120 revolutionaries plus other volunteers attacked an army garrison thus sparking a wider belief in the cause.

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Our exciting range of articles on Latin America explore everything from iconic destinations and lesser-known cultural gems to delicious traditional recipes. You’ll also find exclusive travel tips, first-hand client reviews and the chance to get your personal questions answered by our travel experts.

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Real Latin America Experts

  • Paul Winrow Giffen
    Paul Winrow-Giffin - Travel Expert

    After graduating in Computer Science, Paul spent seven months travelling from Colombia to Argentina and came home hooked on Latin America.

  • Mary Anne Nelson
    Mary Anne Nelson - Travel Expert

    Born in the Atacama Desert in northern Chile, Mary’s insider knowledge and dry sense of humour make her a highly valued member of the Tailor-made Holidays and Group Tour sales team.

  • Carrie Gallagher
    Carrie Gallagher - Travel Expert

    A former JLA tour leader, Carrie brings a wealth of on-the-ground experience to our London-based Tailor-made and Group Tours department.

  • Kathryn Rhodes
    Kathryn Rhodes - Travel Expert

    Kathryn backpacked across Argentina, Chile, Bolivia and Peru before joining us. She has a degree in Philosophy and French and is a keen netball player.

  • Hannah Waterhouse
    Hannah Waterhouse - Travel Expert

    Hannah had an early introduction to Latin America when her family moved to Ecuador and she returned to study in Buenos Aires for a year before backpacking across the continent.

  • Chris Rendell Dunn
    Chris Rendell-Dunn - Travel Expert

    Anglo-Peruvian Chris grew up in Lima and spent much of his adult life in between London and Cusco as a tour leader, before settling permanently in our London-based Tailor-made and Group Tours sales team.

Meet the team