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Cuba is the largest of all the Caribbean islands and one of the most fascinating. It has a unique and eventful history, mirrored in the outpourings of its rich culture of music, dance, and socio-political innovation.

The island also has stunning landscapes, from the unique limestone plateau scenery west of Havana through tropical plantations to the rugged mountains and forests of the Sierra Maestra in the east. Cuba is liberally dotted with pristine sandy beaches and restored colonial towns. While the façades of the pre-revolutionary period remain, they sit alongside increasingly efficient new hotels, resorts, roads and other tourist facilities.

Journey Latin America offers a diverse selection of Cuba holidays, suited to all requirements; whether you're a solo traveller, are looking to join a group tour, or are searching for a family holiday to Cuba.

Experience Cuba in comfort and style on our Luxury Cuba: Colonial classic and coast holiday. Stay in the country's top-of-the-range accommodation, explore the colonial streets of Havana and Trinidad, and soak-up the sun on the chalky white sand beach at the Caribbean island Cayo Santa María.

Join us for a group tour if you wish to explore Cuba together with like-minded people. On our Parakeet: Cuba beyond the beach holiday you'll get to visit colonial Havana, hike to Castro's revolutionary hideout in the Sierra Maestre and relax on the beautiful Caribbean beaches.

If you're adventurous in spirit, the most rewarding way to travel around Cuba is to drive your own hire-car. See the highlights of Cuba on the Self-drive Cuba: Best of the west holiday. Walk around Havana's historic centre, drive through limestone landscapes in the Viñales Valley and explore colonial gem, Trinidad.

Contact our Travel Experts if you want to experience a holiday to Cuba for yourself. We have nearly 40 years of experience in organising award-winning trips to Central and South America, so you can trust us to book a holiday to rememeber.

Our holidays to Cuba

View all holidays
Self-drive eastern Cuba

Self-drive eastern Cuba: Havana to the Sierra Maestra

Private journey

12 days from £1,693pp

Trinidad de Cuba

Cuba and the treasured Caribbean expedition cruise - 2 Oct 2018

Private journey

16 days from £4,889pp

Cuban musicians

Value Cuba: Cuba at a glance

Private journey

11 days from £1,184pp


Active Cuba: Hike, cycle and salsa

Private journey

16 days from £3,194pp

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.

Adam Calladine

Adam Calladine

Go out at night to a music venue in Trinidad, a colonial town so carefully preserved you imagine yourself living in a bygone century. Music runs through the veins of every Cuban and you will find it erupting spontaneously on any street corner.

What our clients say

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

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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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