Cuba Group Holidays
With a unique political history, pristine sandy beaches and restored colonial towns, Cuba is the ideal destination if you want to embark on a trip to remember.
Cuba group holidays give you the perfect opportunity to explore the largest of all the Caribbean islands with like-minded travellers. Experience stunning landscapes, connect with its rich culture of music and dance, or relax on white sandy beaches.
Our group holidays to Cuba have small group sizes of up to 20 people, and are accompanied by one of our exceptional tour leaders at all times.
We updated our tours regularly using our first-hand knowledge and feedback provided from our tour leaders and customers. We also arrange your accommodation, most meals, main excursions and land transport travel to make sure you maximise your time discovering the best of Cuba. Explore our full range of holidays to Cuba for even more inspiration.
Our Parakeet: Cuba beyond the beach escorted group holiday takes in the authentic heart of the country – Cuba’s unique Latin American beat sets it apart from all the other islands of the Caribbean. Stay far away from the all-inclusive resorts, explore Havana, Trinidad, Baracoa, Santa Calra and the beautiful Caribbean beaches.
Join our Tocororo: Rum and revolution group holiday and take in the vibrant colonial cities and bucolic landscapes of central and western Cuba. You’ll start in Havana, Cuba’s inimitable capital, travel to Santa Clara, home to Che Guevara’s mausoleum, on to the cobbled streets of colonial Trinidad and head west to Viñales in the island’s tobacco-growing region.
Contact our Travel Experts if you feel inspired to join an escorted group holiday in Cuba. With almost 40 years of experience in organising trips to Central and South America, you can trust us to book a holiday to remember.
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
Real Latin America Experts
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 - 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.
Millie Davies - Travel Expert
Having caught the travel bug as a child, Millie has travelled all over Latin America before making her home in Buenos Aires for 3 years.
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.
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.
Sophie Barber - Travel Expert
Sophie lived in Chile before joining us and has travelled extensively across Latin America, from Mexico to the furthest tip of Patagonia and beyond to Antarctica.