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.

Read More

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.

Tour was very well planned with excellent local Guides and the tour leader was brilliant. 

MBG, Malta

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 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.

tailor-make this trip

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

Real Latin America Experts

  • Lina Fuller
    Lina Fuller - Travel Expert

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

  • 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.

  • 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.

  • 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.

  • 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.

Meet the team