Our Cuba holidays

Whether you’re tracing the history of the Revolution, cycling through the countryside or taking the family on an adventurous self drive holiday around this lively Caribbean island, we believe that what makes Cuba so special is the people who live here. That’s why our small group and tailor made Cuba holidays ensure that you get a memorable introduction to the communities you visit that goes beyond skin-deep. From staying in characterful family-run homestays, to dancing the night away in salsa halls, to exploring with passionate local guides – expect an immersion in Cuban culture that stays away from the clichés.

Our top Cuba holidays

Classic Cuba holiday, 12 days

From £1125
12 days ex flights
Get into the Cuban swing over just ten days.

Cuba holiday, small group

From £1104 to £1790
15 days ex flights
The best of old-world Cuba
Small groupDeparts selected Saturdays every month throughout the year

Cuba cultural holiday

From €635 to €700
8 days ex flights
Immerse yourself in Cuban culture on this 8 day adventure
Small group2022: 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec, 2023: 1 Jan, 8 Jan, 15 Jan, 22 Jan, 29 Jan, 5 Feb, 12 Feb, 19 Feb, 26 Feb, 5 Mar, 12 Mar, 19 Mar, 26 Mar, 2 Apr, 9 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct, 5 Nov

Cuba self guided cycling holiday

From £849
12 days ex flights
Independent cycling through rural Cuba
Small group2022: 6 Nov

Cuba holiday, tailor made

From £1250
11 days ex flights
Experience Cuba's cultural delights

Cycling holiday in Cuba, 7 days

From £705 to £1195
7 days ex flights
Explore Cuba on two wheels in one week
Small group2022: 15 Aug, 7 Nov, 14 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec, 2023: 9 Jan, 30 Jan, 13 Feb, 20 Feb, 13 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 29 May, 12 Jun, 3 Jul, 17 Jul, 9 Oct, 6 Nov, 13 Nov, 20 Nov, 27 Nov, 4 Dec, 11 Dec, 18 Dec, 25 Dec

Cuba salsa dance holiday

From £1650
15 days ex flights
Learn to salsa with the pros in Santiago de Cuba, tuition, day trips and nights out
Small group2022: 6 Nov, 27 Nov, 18 Dec

Cuba highlights holiday

From £828
8 days ex flights
Explore Havana, visit tobacco hills & doze on dreamy beaches

Classic Cuba cycling holiday

From £1849 to £1949
15 days ex flights
Cycle Cuba - Beaches, Mountains and Revolution!
Small group2022: 13 Aug, 15 Oct, 12 Nov, 17 Dec

About our Cuba holidays

An unmissable atmosphere

Call it romance, call it a vibe: it’s hard to put your finger on it, but Cuba fizzes with an ineffable essence. The island produces more than its fair share of brilliant ballet dancers and jazz musicians and it’s hard to spend an evening without a Cuba Libre finding its way into your hand. Thanks to its extraordinary recent history, there is no ordinary in Cuba. The classic cars – kept running with a great deal of determination – mean that even something as commonplace as a car park is suddenly fascinating. Read our Cuba culture guide.

Casas familiares

In a system unique to Cuba, you’re far more likely to stay in someone’s house than you are to stay in a hotel. Private citizens have been allowed to make a small income by lodging tourists in their own homes since 1997. These casas familiares – ‘private houses’ in English – are often simple but fascinating places to stay. Havana’s increasingly crumbly residential architecture looks very lived-in, to say the least. Once you step inside, you’ll find antique furnishings in the rooms, home-made breakfasts of freshly prepared fruit, and perhaps even a cool mojito when you return after your day of adventures.

Family holidays in Cuba

Cuba is a safe, friendly country for families, and family holidays bring you a good mix of beach, city and nature. Little kids can’t fail to be entertained by the attention-grabbing colour of everything, the throaty engines of old cars, and days on the beach where snorkelling reveals some pretty pristine reefs. Older children will find Cuba particularly absorbing – after all, it’s a great lesson in recent history. Once you’ve left Havana they can plunge into the jungle in the nature reserve at Las Terrazas, where swimming in shade-dappled natural pools beats getting splashed in crowded all-inclusive resorts any day.

Self drive holidays in Cuba

It sounds daunting when all the cars seem about as old as you are – but your rental for a self drive holiday in Cuba will be a newer vehicle. It’s better to admire the chrome classics from a distance, rather than worry about getting up the next hill. The driving is pretty safe, and you won’t find many traffic jams. You just need to keep an eye on your GPS – not every turn has a signpost. A popular option is to enjoy the western side of the island, starting by roaring down Havana’s Malecón, and going on to the scenic countryside around Viñales.

Cycling holidays in Cuba

Empty roads and brilliant scenery – a cycling holiday in Cuba is a great way to see rural areas, as long as you don’t mind a few hills. Once you get to the summit, freewheel through tobacco plantations, and stop to bathe in a turquoise river pool. At the end of each day, you can hang up your helmet at a welcoming casa particular. If you fancy a challenge, go chase Che in the Sierra Maestra Mountains, where Guevara, Castro, and the rebels had their hideout. Take to two wheels from December to January, when it isn’t too humid.

Types of tours & holidays in Cuba

Joining a small group tour is a convenient way to see Cuba’s highlights, and you’ll travel with a group of like-minded adventurers. Specialist holidays, like salsa dancing, are great in groups, and every dance lesson will feel like a party. The best walking holidays take place in the Sierra Maestra. Here, exploring the dark, jungle-clad slopes of Pico Turquino National Park, you can ascend Cuba’s highest peak, which also gives the park its name. Cycling holidays are a great way to see further-flung communities among hilly plantations and get to see Cuban life beyond the cities.
Travel Team
If you'd like to chat about Cuba or need help finding a holiday to suit you we're very happy to help.
[An unmissable atmosphere : Jessica Knowlden] [Casas familiares : DirkvdM] [Travelling with kids in Cuba : Guillaume Baviere] [Self drive holidays : Pim Nuijten] [Cycling : Cubania Travel] [Types of holidays: John Y. Can]
Photo credits: [Page banner: Alexandro Espinar] [An unmissable atmosphere : Jessica Knowlden] [Casas familiares : DirkvdM] [Travelling with kids in Cuba : Guillaume Baviere] [Self drive holidays : Pim Nuijten] [Cycling : Cubania Travel] [Types of holidays: John Y. Can]