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

  • Finn Clennett
    Finn Clennett - Travel Expert

  • 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.

  • 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.

  • 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.

  • Sophie
    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.

  • 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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