Overview & Highlights

Relish the flexibility and decide how quickly you travel in a self-drive hire car, visiting less-visited but historically significant eastern side of Cuba. Hotels and some city tours are pre-booked.

  • Guided walking tour of Old Havana
  • Guided walking tour of colonial Trinidad
  • Guided walking tour of Camaguey
  • Guided panoramic tour of Santiago
  • 11 days of self-drive around Cuba

This holiday takes you not only to Cuba’s highlights but also to areas less visited by tourists in the eastern half of the country. If you are adventurous in spirit, the most rewarding way to travel around Cuba is to drive your own hire-car. You will relish the flexibility, and the ability to choose how fast and how far you travel before stopping to enjoy a sight or chat to the locals. Your hotels are all pre-booked for you.

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. Walk round Havana’s historic centre; then drive on to eastern region of the country and back, visiting Cuba’s other historic cities: Cienfuegos, Trinidad, Sancti Spíritus, Camagüey, Santiago and Santa Clara. Drive through the wild mountains of Sierra Maestra, Castro’s pre-revolution hiding place, and continue to the Caribbean coast, basing yourself at the unassuming little fishing port Gibara to explore the attractive wooded bays and glittering beaches of the unspoilt northeastern littoral.

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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.

This was my first trip with JLA. It was recommended by friends and as I have such a keen interest in Latin America I wanted to travel with experts like you. I am impressed by your itineraries, ethos and quality of guides. I look forward to travelling with you again in the near future.

JR, 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.

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.

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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 Donaldson
    Hannah Donaldson - Travel Expert

    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 a much valued Travel Expert in our Tailor-made Holidays and Group Tours sales team.

  • 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.

  • 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.

  • 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.

  • 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.

  • 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.

Meet the team