Your day-by-day itinerary

Kate on a classic car tour in Havana

Days 1-3

Classic Cars in Havana

Havana has a distinct, exotic personality that you won’t find anywhere else on the planet. During this trip, you’ll stay in a Casa particular near the heart of timeless Old Havana and take a city tour by classic car and foot. It’s the perfect way to explore the mix of crumbling colonial beauty, peeling bygone glamour and colossal Caribbean soul.

Rolling through Tobacco Hills

Days 3-5

Rolling through Tobacco Hills

Horse ride through the rolling hills of Viñales, Cuba’s rustic cigar region. You’ll stay in a local Casa and explore the valley on horseback or by foot, learning about the art of cigar-rolling and meet the local guajiros. If you’re looking for an authentic Cuban countryside experience, you’ve found it. Life isn’t staged in Viñales, it simply unfolds.

View from balcony in Las Terrazas

Days 5-7

Las Terrazas Eco Experience

Las Terrazas, Cuba’s pioneering eco-village is a beautiful natural playground just begging to be explored. Walk to hidden waterfalls, get to know the forest on foot and discover a unique biosphere saved from the brink of destruction. You’ll spend 2 nights tucked away in the nature reserve of Las Terrazas, staying in a truly unique resort built around a giant tree. The area is an example of eco-tourism at its very best.

Cuba, the Cuban Way

Days 7-11

Cuba, the Cuban Way

Get lost in a colonial daydream and dust off your dancing shoes on the cobbled streets of Trinidad. During this trip, you’ll spend one night in Santa Clara on your way to Trinidad, for a visit to Che Guevara’s mausoleum. In Trinidad, you’ll stay with a family in a traditional Casa Particular. You’ll take a bici-taxi tour with a local guide, getting you into the groove of this creative, colourful and quirky city.

The streets of Camaguey

Days 11-12

Ranchos of Camaguey

Get lost in a labyrinth of cobbled streets in Cuba’s cowboy capital. The UNESCO World Heritage of Camaguey is the heart of the Cuban farming country. You’ll stay in a local Casa, come across the local ranchers and soak up the lush scenery. Steeped in fascinating pirate history, Camaguey is the third largest city on the island that gives you a glance into the working heart of Cuba. With a muddle of streets, it’s a wonderful place for an aimless wander. You’ll find helpful local people and a generous batch of rum-pedalling bodegas to explore.

Street musicians playing live music in the streets of Santiago in Cuba

Days 12-13

Buena Vista Santiago

Sandwiched between the Sierra Maestra Mountains and the Caribbean Sea, Santiago is bursting with melodies and packed with character. It’s the beating heart of Cuban literature, architecture and culture. Santiago has a very Afro-Caribbean vibe that sets it apart from other cities. You’ll spend your time here in a friendly Casa particular, taking salsa lessons, stumbling upon hidden bodegas, wandering around Santiago’s UNESCO site and listening to live Cuban music bounce off the streets. It’s all about rhythm and rum.

A view of the Havana skyline

Days 14-15

Overnight in Havana

You’ll return to Havana and stay in Havana Vieja. This is your chance for a final wander and to visit any sites you may have missed previously. The many art galleries and local craft markets mean you can stock up on any last minute souvenirs. Maybe you’ll have time to visit some of Hemmingways’ old haunts as well.

Get Behind the Wheel

Travel by Hire Car

  • Customer in a hire car in Cuba

For a little extra freedom, you can choose to travel by hire car. The signposts can be a little confusing at times, and you’ll have to avoid the occasional pothole on the rural roads, but there’s very little traffic around and we think it’s a really lovely and adventurous way to explore the country. You’ll have a modern car complete with a map and insurance cover, so you’re all good to go!

Prices from: £ 1,458 - per person - travelling by hire car

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