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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.

Our holidays to Cuba

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Classic cars on the coast

Self-drive Cuba: Best of the west

Private journey

13 days from £1,956pp


Parakeet: Cuba Beyond the beach

Group tour

15 days from £2,798pp


Self-drive Cuba: Explore the east

Private journey

13 days from £1,828pp


Luxury Cuba: Colonial classics and coast

Private journey

10 days from £2,260pp

Start planning your trip

Speak to an expert Travel Consultant or send us your enquiry today.

Our travel experts all have first-hand experience, which they are excited to share with you.

97% of our clients rated their experience with us as Excellent or Good.

Our insider tips for Cuba

Annerys Hockley

Annerys Hockley

Walk round Havana’s restored colonial centre before taking a tour through other neighbourhoods in an iconic vintage convertible. The city has many squares, streets and buildings which have retained their original colonial architecture and design, now gracefully spruced up.
Ben Line

Ben Line

Allow for a few days of relaxing at the end of your holiday with a stay on one of the island’s many glorious pristine beaches. Sipping an ice-cold mojito at sunset is a quintessential Cuba experience and you can choose between one of the laid-back cayes, quiet bays and coves or for a full range of tourist facilities there are some excellent all-inclusive resort hotels.
Rafe Stone

Rafe Stone

For a complete contrast to Cuba’s vibrant cities, head out west to Viñales, a delightfully rustic and relaxed town of gaily-painted houses fronted by thick colonnades and capped with red tiles. Life here harks back to long-gone colonial age whilst the surrounding landscapes of near vertical fairyland limestone Mogotes rising out of the fertile tobacco fields is amongst the finest in the country.


What our experts say

No one can deny that Cuba is changing. As relations warm up with the USA, we can expect that more of what makes Cuba so unique will be subsumed into western-style standardisation: apparently Cubans can't wait for MacDonalds to arrive! So if you want to see the authentic side of Cuba's great socio-economic experiment go now. Cubans are curious and communicative, meeting them can be the most rewarding part of a visit. I have both led group tours there and done a self-drive visit: on the latter you are much more likely to strike up a conversation with local people, especially if you go off the beaten track a bit (we actually got lost in the middle of a sugar cane field and had to be guided out by a farmer)...    

Claire Milner

Claire Milner

Product and Marketing

Tailor-made holiday

Speak to an expert Travel Consultant or send us your enquiry today.

Our specialists have been expertly crafting award-winning tailor-made holidays to Latin America for over 37 years.
We would be delighted to create a truly personalised trip which perfectly matches your wishes and requirements.

97% of our clients rated their experience with us as Excellent or Good.

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