Overview & Highlights

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

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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  • 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

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Sophie Barber

Travel Expert

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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.

Accommodation

Browse our unrivalled portfolio of accommodation . Every option has been carefully chosen by our team of travel experts, so you can rest assured that you’ll relax in utter comfort.

Madero Bed and Breakfast
Hotel Moka Las Terrazas (La Moka Eco Lodge)
Hotel Melia San Carlos
Iberostar Grand Hotel – Trinidad
Hotel Camino de Hierro
Hotel Royalton – Bayamo
Hotel Casa Granda
Hotel Rio Miel
Hotel Caballeriza
Hotel Ordono
Hotel San Basilio
Hotel La Habanera

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.

Papagaio

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.

View Extraordinary Inspiration
Bartolome, Galápagos

Meet our team

Real Latin american experts

  • Paul Winrow Giffin
    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.

  • Sophie
    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.

  • Mary
    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.

  • Chris
    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.

  • Ben
    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.

  • Heloise
    Heloise Buxton - Travel Expert

    Heloise started her Latin American journey as an exchange student in Santiago, Chile. With extended summer holidays this was the perfect opportunity to backpack through Bolivia, Peru, Argentina and Brazil.

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