Overview & Highlights

This comprehensive Cuba holiday reveals the heart and culture of this unique and fascinating Caribbean country.

  • Half day guided walking tour of Old Havana
  • Half day guided tour of Viñales and Pinar del Rio
  • Half day guided walking tour of Cienfuegos
  • Full day excursion, exploring Trinidad and visiting the Sugar Mill Valley
  • Half day city tour of Camaguey
  • Half day city tour of Santiago

This holiday puts together the top sights of Cuba, creating a narrative of the country’s history while you enjoy incursions into glorious countryside and less developed stretches of the rugged coastline. Explore the principal cities with insightful guided walking tours, and stretch your legs further with hikes to a couple of the country’s bucolic locations. It’s not a beach holiday but you could extend your trip to soak up the rays at one of the delightful eastern coves if you wish. Cuba’s vibrancy and friendly people will make a lasting impression.

The trip begins in Havana, Cuba's inimitable capital, with its faded grandeur – gradually being restored - and pulsating rhythms.  Visit forested Las Terrazas, an eco-experiment which works, from where you head west to stroll around Viñales, a fertile valley with a fairy-tale limestone landscape composing the tobacco-growing region. You’ll step into four of the country’s principal cities, Cienfuegos, colonial Trinidad, Camaguey and Santiago, each with a story to tell. Visit the thickly wooded Sierra Maestra, Fidel Castro’s revolutionary hideout. Lingering in the less visited east of the country, you call in at Baracoa, and Gibara, a pretty port on the craggy northeast coast.

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Things to do

We proudly offer the widest range of activities, excursions and one-of-a-kind experiences across all our destinations, tried and tested personally by our travel experts.

What our clients say

97% of our clients rated their experience with us as Excellent or Good.

Tailor made holiday

Our specialists have been expertly crafting award-winning tailor-made holidays to Latin America for 40 years. We would be delighted to create a truly personalised trip which perfectly matches your wishes and requirements.

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.

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Inspired by this trip

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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Your edit for Latin American inspiration

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

  • Ben Line
    Ben Line - Travel Expert

    Ben fell in love with Latin America on a six month backpacking trip from Colombia to Mexico in 1995. Since then he has explored most of South America, including living in Peru for a year. He is now Head of Sales.

  • Sophie Barber
    Sophie Barber - Travel Expert

    Sophie lived in Chile before joining us and has travelled extensively across Latin America, from Mexico to the furthest tip of Patagonia and beyond to Antarctica.

  • 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.

  • 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.

  • Evie Oswald
    Evie Oswald - Travel Expert

    It's hard to believe that Evie has had time to cram so much in to her life so far. Having lived as a child in the Americas and Europe she found herself immediately attracted to 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.

Meet the team