Cuba Family Holidays

With picturesque landscapes, colonial splendour and white sandy beaches, Cuba is the ideal destination for an unforgettable family holiday.

Our collection of holidays give you the perfect opportunity to share horizon-expanding adventures with your family. You can immerse yourselves in the local culture, or connect with the natural beauty that Cuba has to offer.

We make sure our family holidays to Cuba are jam-packed with new experiences for everyone. Whether you want to explore colonial cities, sugar-white beaches, or spectacular countryside, our holidays will help you create long-lasting memories to cherish.

If you’re adventurous in spirit, our Self-drive Cuba: Best of the west could be the one for your family. Visit Cuba’s highlights, including Havana’s historic centre, the forested countryside of Las Terrazas and UNESCO World Heritage Site Trinidad.

Contact our Travel Experts if you feel inspired to book a family holiday to Cuba. We have over 40 years of experience in organising award-winning trips to Central and South America, so you can trust us to book a holiday to remember for you and your loved ones.

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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.

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Meet our team

Real Latin american experts

  • 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.

  • 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.

  • 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.

  • Alex
    Alex Walker - Travel Expert

    A globetrotter since her childhood, Alex spent a year studying abroad in Guadalajara and has returned to Latin America countless times since then.

  • Paul Winrow Giffin
    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.

  • Kathryn
    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.

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