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.

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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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Real Latin America Experts

  • Hannah Donaldson
    Hannah Donaldson - Travel Expert

    Having spent part of her childhood in Colombia and worked in Brazil and Costa Rica, Hannah's ties to Latin America run deep. Hannah is a much valued Travel Expert in our Tailor-made Holidays and Group Tours sales team.

  • Paul Winrow Giffen
    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.

  • Sophie Barber
    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.

  • Chris Rendell Dunn
    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.

  • Kathryn Rhodes
    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
    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.

Meet the team