Overview & Highlights
This comprehensive highlights tour goes a step further than most. Visit Havana, the Viñales valley, forested Las Terrazas and the best historic cities: Cienfuegos, Santa Clara and Trinidad. Wind down on a Caribbean beach.
- Half day guided walking tour of Old Havana
- Dinner at a family home (paladar)
- Half day guided walking tour of Viñales Valley
- Half day guided walking tour of Cienfuegos
- Full day excursion, exploring Trinidad and visiting the Sugar Mill Valley
- Half day city tour of Santa Clara with visit to Che Guevara Mausoleum
This holiday includes the main highlights of Cuba but you’ll dig deeper, with walks and private excursions to help you to understand how this country really ticks. 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.
The trip begins in Havana, Cuba's inimitable capital, with its faded grandeur and pulsating rhythms. Head west to stroll around Viñales, a fertile valley with limestone mountains in the tobacco-growing region. After a visit to forested Las Terrazas, an eco-experiment that really works, you’ll visit three of the country’s contrasting cities, Cienfuegos, colonial Trinidad and Santa Clara, each with a story to tell. There’s time to absorb it all on a sugar-white beach on one of the loveliest Caribbean cays, Santa María.
Arrive in Havana. Transfer to hotel in the historic centre.
Guided walking tour of Old Havana. Evening meal at a Cuban family home.
By road to Viñales, western Cuba. 2 nights.
Half day guided walking in Viñales Valley.
Transfer to rural Las Terrazas. 2 nights.
At leisure in forested countryside.
By road to Cienfuegos port, Pearl of the South. Overnight.
Guided walking city tour. By road to colonial Trinidad. 2 nights.
Guided tour of the city and Sugar Mill Valley.
By road to Santa Clara, guided city tour, continue to island Cayo Santa María
At leisure on the beach.
Transfer to Las Brujas and continue to Havana overland. Overnight.
Transfer to airport for international flight home.
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.
Che Guevara Memorial and Santa Clara city
Cuban home dining experience
Evening with the music of the Buena Vista Social Club
Exploring colonial Trinidad
Go diving off Cuba’s Caribbean coast
Go snorkelling off Cuba’s Caribbean coast
Walking in the Vinales valley
Walking tour of Cienfuegos
Walking tour of Old Havana
Browse our unrivalled portfolio of accommodation . Every option has been carefully chosen by our team of travel experts, so you can rest assured that you’ll relax in utter comfort.
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 - 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.
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.
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
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Real Latin America Experts
Paul Winrow-Giffin - Travel Consultant
After graduating in Computer Science, Paul spent seven months travelling from Colombia to Argentina and came home hooked on Latin America.
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.
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.
Carrie Gallagher - Travel Consultant
A former JLA tour leader, Carrie brings a wealth of on-the-ground experience to our London-based Escorted Groups team.
Kathryn Rhodes - Travel Consultant
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.
Ben Line - Travel Consultant
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 Manager of the Tailor-made Department.