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 update 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 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, Vinales, Cienfuegos, Trinidad and Santa Clara.

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.

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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.

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Meet our team

Real Latin american experts

  • Heloise
    Heloise Buxton - Travel Expert

    Heloise started her Latin American journey as an exchange student in Santiago, Chile. With extended summer holidays this was the perfect opportunity to backpack through Bolivia, Peru, Argentina and Brazil.

  • Ben
    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.

  • Maggie
    Maggie Wilson - Travel Expert

    Maggie visited Latin America on her first backpacking trip when she was 19. Since then, she has taken every opportunity to travel, and has managed to explore a lot of the region in subsequent trips.

  • Chris
    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.

  • Hannah
    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
    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.

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