Overview & Highlights
This group holiday travels overland across Cuba from tip to toe, in some places staying in family homes. Enjoy Havana, Trinidad and Santiago, the mountains of the Sierra Maestra, and Caribbean beaches.
- Baracoa: Yumari river
- Santiago: Moncada Barracks
- Bayamo: walking tour
- Sierra Maestra: visit to Fidel's hideout
- Sugar mills on route to Trinidad
- Trinidad: walking tour
- Santa Clara: Che's mausoleum
- Viñales: walks in the Viñales valley
- Havana: walking tour
Away from the all-inclusive resorts Cuba will capture your imagination and your heart. It is over 50 years since Castro's Revolution managed to both transform and petrify the island's society and economy. This holiday takes you to the authentic heart of the country - Cuba’s unique Latin American beat sets it apart from all the other islands of the Caribbean.
Crumbling colonial towns are characterised by dilapidated splendour, evocative of past elegance. The dusty alleys teem with barefoot boys playing baseball with bottle caps and rhythms pulsing out of every doorway. Vintage Cadillacs still roam the streets which, beyond Havana and a few trunk roads, are virtually traffic free. The youthful population has retained a natural exuberance, expressed in dance and music, which spontaneously breaks out day and night. The tropical scenery, unspoilt and pristine, is as stunning as it is varied, and the warm waters of the Caribbean lap against palm fringed beaches, enjoyed by local people and tourists alike.
Outline itinerary
UK clients depart Thursday on a direct flight, arriving Havana, Cuba, the same day.
Day 1
Overnight in the capital.
Days 2-3
Fly to eastern Cuba and travel on to the colonial port Baracoa.
Day 4
Drive to Santiago.
Day 5
Explore the city and take in a salsa show at night.
Day 6
Drive to peaceful Bayamo.
Day 7
Explore the Sierra Maestra; hike to Castro’s revolutionary hideout.
Day 8
Visit the university town of Camagüey.
Days 9-10
Explore and relax in Trinidad and on nearby Caribbean beaches.
Day 11
Drive to Santa Clara; visit Che Guevara’s memorial, continue to Viñales.
Day 12
Excursions and walks in and around Viñales.
Day 13
Travel back to Havana via Las Terrazas.
Day 14
Walking tour of old Havana.
Day 15
Return by bus to Havana airport. Depart on international flight or extension.
UK clients arrive home the following day, Friday.
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.
Accommodation
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.
Holiday Extensions
If there's somewhere you particularly want to go that isn't included in this tour, we can add on an extension to take you there.
What our clients say
97% of our clients rated their experience with us as Excellent or Good.
Cuba is a fascinating country and JLA have pulled together a fantastic trip with excellent local guides. It exceeded my expectations and I do hope to return one day.
AES, Eastbourne
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.
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.
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
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 - 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.
Evie Oswald - Travel Expert
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.
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.
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.
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.
