Cuba holidays overview

Few islands have been more mythologised than Cuba. Arrive into Havana for the first time and you'll find a nostalgic world of classic cars, crackling transistor radios and clacking dominoes. In the countryside, cowboy-hatted farmers ride horses through the forests, oxen plough the fields wheelbarrows spill over with homegrown veg and residents in rocking chairs sip rum out on the porch. Cuba is a Caribbean island, and the beaches and bays are a holiday must. Just don't make the mistake of thinking this is all there is – there's a whole world beyond the resorts. Read all about it in our Cuba travel guide.

Our top Cuba holidays

Cuba cultural holiday

From US $690
8 days ex flights
Immerse yourself in Cuban culture on this 8 day adventure
Small group2021: 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec, 2022: 2 Jan, 9 Jan, 16 Jan, 23 Jan, 30 Jan, 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct

Classic Cuba holiday, 11 days

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

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 group2021: 29 Nov, 20 Dec, 2022: 2 Jan, 7 Feb, 14 Mar, 10 Apr, 9 May, 27 Jun, 18 Jul, 17 Oct, 7 Nov, 28 Nov, 19 Dec

Best time to go on holiday to Cuba

Cuba has a classic Caribbean climate. Temperatures hover between 20-35°C, and the water is warm year-round. Spring is the best time to visit; March and April are warm and sunny, but don’t suffer from summer’s humidity, or its storms. Rainy season tends to start any time from April, and May and June can be quite wet. August, September and October are probably the worst times to go to Cuba due to potential hurricanes. Prices may be slightly lower in January and February than in spring; it’s sunny, but the night temperatures are cooler. Read more about the best time to visit Cuba.
Cuba temperature and rainfall chart

Map & highlights

Cuba is the largest island in the Caribbean and, thanks to its long, skinny coast, it’s packed with excellent beaches. There’s room, too, for several UNESCO-listed cities: Santiago de Cuba, your gateway to the southeast coast, and further west, Cienfuegos, recognised for its intact colonial architecture. You can’t miss Havana, and the capital really is as atmospheric as everyone says, whilst Santa Clara is for history buffs and Che Guevara pilgrims. You better be ready to relax once you reach the colourful colonial town of Trinidad, whilst inland, Viñales is Cuba at its bucolic best – surrounded by scenic hills.

1. Cienfuegos

The "Pearl of the South" is set on a beautiful bay, and its colonial architecture - including pretty palaces - has earned it recognition as a UNESCO World Heritage Site. Hang out with the locals along the Malecón, discover Cienfuegos' French colonial history in the Museo Provincial, or relax with a boat trip across the bay or a visit to the botanical gardens.

2. Havana

The Caribbean's best-loved city, Havana's old quarter is a UNESCO site. This living movie set is as exquisitely atmospheric as they come; people pedal round cobbled streets, classic cars cruise the Malecón, musicians strum and sing on every street corner and sloppy Spanish echoes from every half-empty, crumbling home. Check out the cultural centres, artists’ studios and well-preserved theatres.
Santa Clara

3. Santa Clara

History buffs and Che Guevara fans tend to make a beeline for Santa Clara - the scene of the final battle of the revolution, and the final resting place of Guevara. The town is pleasant but otherwise unremarkable; the real draw here is the Che Guevara Memorial, the huge Che statue, the Che museum and the site of a train derailed by the guerrillas, with exhibits inside the actual carriages.
Santiago de Cuba

4. Santiago de Cuba

Steamy Santiago has Cuba's hottest climate - and its hottest culture. Edgy and urban, Santiago proudly divides opinion; some revel in its fiery Afro-Haitian culture and well worn city centre, too far from Havana for the limited wealth to filter down. Others are shocked at the hardship and hawkers. The bullet riddled Moncada Barracks are a legacy to the revolution that never happened here.

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.

Travelling with children 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.

More holiday ideas

Self drive Cuba family holiday

From €1590 to €2990
15 days ex flights
Family holiday Cuba for parents & children

Discover Cuba holiday, 15 days

From US $1360
15 days ex flights
Experience the real Cuba on this 15 day cultural adventure
Small groupNew dates coming soon

Cycling holiday in Cuba, 7 days

From £940 to £1015
7 days ex flights
Explore Cuba on two wheels in one week
Small group2022: 10 Jan, 24 Jan, 31 Jan, 14 Feb, 21 Feb, 28 Feb, 14 Mar, 28 Mar, 11 Apr, 25 Apr, 30 May, 4 Jul, 15 Aug, 12 Sep, 10 Oct, 24 Oct, 7 Nov, 14 Nov, 28 Nov, 12 Dec, 19 Dec, 26 Dec

Cuba adventure tours

From £325 to £355
8 days ex flights
Authentic Cuba using guesthouses and local guides
Small groupDeparts every Thursday throughout the year

Cuban casa holiday

From £1195
15 days ex flights
Go local in Cuba staying in friendly family B&Bs throughout

Cuba highlights holiday

From £828
8 days ex flights
Explore Havana, visit tobacco hills & doze on dreamy beaches
Quote: All our holidays support local communities & nature – bringing you closer to both
Quote: All our holidays support local communities & nature – bringing you closer to both

More on Cuba

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 holidays & vacations 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]