Cuba Winter Sun Holidays

You might know Cuba for its unusual history or its quirky, crumbling architecture, but did you know that it’s also home to some of the Caribbean’s most picturesque beaches? With over 3,500 miles of coastline, Cuba is the perfect destination for some much-needed winter sun. Everything we know and love about the Caribbean – the idyllic beaches, the warm seas, the laidback lifestyle – can be found in abundance in Cuba. Go for the tried and tested town of Varadero for long stretches of white sand and a rum cocktail at the click of your fingers, or make the most of our expertise and get off the beaten track – we know where to find the wilder, untouched beaches of Cuba, where the jungle meets the sea. Whatever your style, let us create the perfect Cuba winter sun escape for you.

Cuba winter sun holiday ideas

A few suggestions to get the holiday planning process started

Our Cuba holiday collections

Discover different ways to explore Cuba

Cuba Winter Sun Holidays Guide

Practical advice and inspiration to help you prepare for your holiday

Our Cuba travel experts are on hand to customise the perfect trip for you, but here is a snapshot of what you might enjoy on a Cuba winter sun holiday with Original Travel.

See the dolphins in Cayo Coco

Caya Coco embodies luxury. Everywhere you turn, you’ll find superfine white sand, warm sparkling waters and five-star accommodation. In this oasis of calm, we wouldn’t blame you if you chose to spend your entire Cuba winter sun break on your sun lounger doing absolutely nothing. But Caya Coco is more than just relaxation – while here you can go dolphin watching, snorkelling or try out some watersports.

Discover the real Cuba in Playa Larga

Playa Larga is the place to go for Cuba’s more bohemian crowd. You won’t find luxury resorts or exclusive bars here, but charming homestays and restaurants run by locals. If authenticity is your thing, Playa Larga is the place for you.

See the historic Bay of Pigs

The Bay of Pigs – or Bahía de los Cochinos to the locals – is Cuba's most notorious strip of coast, as it was invaded in a covert US military operation in 1961 in an attempt to overthrow Fidel Castro’s communist government. While you might not associate a Cuba winter sun holiday with an historic war site, today it’s far from a battle zone. The Bay of Pigs is a haven of white sand and palm trees, with a small museum for those who are curious to find out more about the history of this iconic beach.

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