Overview & Highlights

A leisurely outdoor holiday in Cuba: cycle round Havana, hike in the Escambray mountains and around Las Terrazas, kayak to a colonial fort and bike through exquisite Vinales valley.

  • Havana: Private guided cycling tour of the old city
  • Trinidad: Hiking in Topes de Collantes
  • Cienfuegos: Shared kayaking adventure to Jagua Fortress
  • La Terrazas: Private guided walk to Taburete hill and coffee plantations
  • Viñales: Private guided cycling tour of the countryside

Most activities in Cuba are done at a slow pace: there aren’t many cars on the road; cycling and walking are the principal ways of getting around for the patient, laid-back population. This private holiday takes you to the highlights of the scenic western half of the island, which you will be exploring at a similar leisurely speed. The activities are gentle, by no means hard-core, but you'll feel you've had some exercise come the evening. Stay at small hotels with an authentic Cuban feel.

Cuba is unique and inspiring; a socialist stronghold, with a rebellious history, colonial splendour in many of the towns, spectacular countryside and a Caribbean heart. Its vibrancy and friendly people will make a lasting impression.  Cycle round Havana’s historic centre; then travel by bus to colonial Trinidad for some hill-walking among cool mountain pines. Kayak through tranquil Cuenfuegos Bay to survey the monumental Spanish-built Jagua Fortress. More walks await you at Las Terrazas, where sunny slopes are blanketed in coffee plantations. Hop back on a bike to cycle through the magical limestone country of the fertile Viñales valley.

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Things to do

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What our clients say

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

Very efficient with the booking process and very helpful with his service throughout. Adam was always prompt and helpful in answering all our questions prior to departure.

IR, London

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.

Mary Anne Nelson
Mary Anne Nelson - Travel Consultant

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 team.

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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

  • Hannah Waterhouse
    Hannah Waterhouse - Travel Consultant

    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.

  • Mary Anne Nelson
    Mary Anne Nelson - Travel Consultant

    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 team.

  • Evie Oswald
    Evie Oswald - Travel Consultant

    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.

  • Hannah Donaldson
    Hannah Donaldson - Travel Consultant

    Having spent part of her childhood in Colombia and worked in Brazil and Costa Rica, Hannah's ties to Latin America run deep. Hannah is an invaluable part of our Group Tours team.

  • Lina Fuller
    Lina Fuller - Travel Consultant

    Lina's passion for the continent where she was born really took off when she moved to Córdoba to study, spending the holidays travelling between Argentina and her native Colombia.

  • Chris Rendell Dunn
    Chris Rendell-Dunn - Travel Consultant

    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 Sales team.

Meet the team