Cuba Libre

2-Week Cuba Holiday Itinerary - Havana, Viñales, Trinidad & Sancti Spiritus

Prices from £1,325 pp

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Duration15 days / 14 nights (flexible)


ItineraryHavana - Las Terrazas - Vinales - Trinidad - Sancti Spiritus - Remedios - Havana

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Meet the local ranchos, ride through the tobacco hills, salsa on the church steps and discover hidden gems. Over 2 weeks, you’ll fall for Old Havana’s faded chic, Mosey between jungle-topped mountains, salsa through cobbled streets and learn how to cook Cuban-style. Filled with high spirits and local experiences, it’s one of our favourite itineraries.

What's included

  • Transfers:
    • Accommodation – price based on 2 people sharing
    • Breakfast
    • Cuban visa (tourist card)
    • Excursions as described
    • Transfers
  • Self-drive:
    • Accommodation – price based on 2 people sharing
    • Breakfast
    • Cuban visa (tourist card)
    • Tours as described
    • Economy car hire for 12 days with air con and roadmap
  • Domestic flight from Santiago to Havana

Our ready-made itineraries 1. Add your favourite itinerary to your travel plan  2. Send it our way 3.Our travel specialists will get planning and send you a quote

Location map

Your day-by-day itinerary

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.

Classic Cars in Havana

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

View of tall trees and lake

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.

man jumping in the air in vinales, cuba

Cuba, the Cuban Way - Trinidad

Trinidad was designated a UNESCO World Heritage Site in 1988. On the day after your arrival, you’ll check into your Casa and head out for a tour of the outskirts of Trinidad with a local guide on a bici-taxi. He’ll take you on a voyage of discovery and show you life behind the facades of the coloured cobblestone streets. During your trip, he will also show you schools, tobacco and cigar factories, laundry facilities, and local outlets of fresh fruit. It will give you a real insight into life in Cuba.

Cuba, the Cuban Way - Trinidad

Cuba’s Secret Soul

Explore two of Cuba’s relatively undiscovered colonial gems over the next few nights, take a break from the bustle of the bigger cities and tourist hot-spots whilst gaining an insight into everyday Cuban life.

First stop Sancti Spiritus – a small, attractive city, known for its welcoming spirit. Amongst the beautiful parks, ‘unusual’ museums and colourful streets you’ll find some great places to eat and drink, and you may even feel like staying a little longer. In the evening you’ll be welcomed into a local lady’s home to learn how to make (and eat) some classic Cuban dishes.

Cuba’s Secret Soul

You’ll then head to is Remedios – a friendly, serene little town near to the beautiful northern coast. During your 2 nights here, you’ll take a day-trip across the nearby causeway in a classic car, to visit some of the country’s best beaches.

You’ll be staying in locally owned casa particulares throughout, and your hosts will be more than happy to tell you all about the highlights of their hometowns.

A woman standing next to a classic car next to a beach near Remedios in Cuba

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.

A view of the Havana skyline

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: £ 1,495 - per person - travelling by hire car

Add to your Travel Plan

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Speak to our Cuba specialist, Ross

"Cuba is one of the most fascinating countries in the world. With its vintage charm, friendly locals and music on every corner, it is often described as stepping foot into a living museum. It's not hard to fall under Cuba's spell."

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