Your day-by-day itinerary

Classic Cars in Havana

Days 1-3

Classic Cars in Havana

Havana has a distinct, exotic personality that you won’t find anywhere else on the planet. During this trip, you’ll stay near the heart of timeless Old Havana and take a city tour by classic car and foot. It’s the perfect way to explore the mix of crumbling colonial beauty, peeling bygone glamour and colossal Caribbean soul.

Las Terrazas Eco Experience

Days 3-5

Las Terrazas Eco Experience

Las Terrazas, Cuba’s pioneering eco-village is a beautiful natural playground just begging to be explored. Walk to hidden waterfalls, get to know the forest on foot and discover a unique biosphere saved from the brink of destruction. You’ll spend 2 nights tucked away in the nature reserve of Las Terrazas, staying in a truly unique resort built around a giant tree. The area is an example of eco-tourism at its very best.

Cayo Levisa beach view, Cuba

Days 5-7

Cosy Cayo Levisa Island

Cayo Levisa Island is a little nook of beach bliss off Cuba’s northern coast. Heading for the island, you’ll be following in the footsteps of Hemingway, who discovered this archipelago on a fishing trip from Cayo Paraiso – the next islet along.  You’ll spend two nights in a basic resort on Cayo Levisa, without a care in the world. It’s sun-drenched, secluded and downright dreamy.

Rolling through Tobacco Hills

Days 7-9

Rolling through Tobacco Hills

Horse ride through the rolling hills of Viñales, Cuba’s rustic cigar region. You can explore the valley on horseback or by foot, learning about the art of cigar-rolling and meet the local guajiros. If you’re looking for an authentic Cuban countryside experience, you’ve found it. Life isn’t staged in Viñales, it simply unfolds.

Cienfuegos colonial buildings

Days 9-10

Overnight in Cienfuegos

You’ll break up the journey with a night in Cienfuegos, a picturesque city known for its French colonial architecture and attractive waterfront. You’ll have the afternoon and evening to explore, and your casa owners can give you some tips on the local highlights. Just 20 minutes from Cienfuegos lies a lovely stretch of beach that’s quite popular among local Cubans and easy to arrange a visit locally yourselves.

Cuba, the Cuban Way

Days 10-13

Cuba, the Cuban Way

Get lost in a colonial daydream and dust off your dancing shoes on the cobbled streets of Trinidad. During this trip, you’ll spend one night in Santa Clara on your way to Trinidad, for a visit to Che Guevara’s mausoleum. In Trinidad, you’ll stay with a family in a traditional Casa Particular. You’ll take a bici-taxi tour with a local guide, getting you into the groove of this creative, colourful and quirky city.

The streets of Camaguey

Days 13-14

Ranchos of Camaguey

Get lost in a labyrinth of cobbled streets in Cuba’s cowboy capital. The UNESCO World Heritage of Camaguey is the heart of the Cuban farming country, where you’ll come across the local ranchers and soak up the lush scenery. Steeped in fascinating pirate history, this is the third largest city on the island and a glance into the working heart of the real Cuba. With a muddle of streets that will foil even the greatest inner compass, it’s a wonderful place for an aimless wander, with helpful local people and a generous batch of rum-pedalling bodegas to explore.

Street musicians playing live music in the streets of Santiago in Cuba

Days 14-16

Buena Vista Santiago

Sandwiched between the Sierra Maestra Mountains and the Caribbean Sea, Santiago is bursting with melodies and packed with character. It’s the beating heart of Cuban literature, architecture and culture, with an Afro-Caribbean influence that sets it apart from other cities. We’ll arrange a local guide to show you the highlights of their home city on your first morning, and otherwise you’re free to explore the backstreet bodegas and music bars at your own pace.

Beautiful sea and landscape

Days 16-18

Cuba's Wild Coast

Explore the untamed coast of Baracoa, remote and wrapped in mystery. With an isolated culture all of its own, it’s an atmospheric region of waves, waterfalls and wide smiles. During this trip, you’ll trek through the rainforest and swim in sparkling jungle pools. It’s a glimpse into the real, rustic Cuba that most travellers don’t see.  You’ll stay in a converted Spanish fortress perched on the hills over the Caribbean with a great swimming pool.

Caribbean Beaches of the East

Days 18-21

Caribbean Beaches of the East

Spend 3 sun-kissed days on Cuba’s Costa Verde, where ivory sands slope into clear, turquoise waters. Here, your only priority is putting your feet up. Playa Pesquero is a place to forget your problems and pull up a sun lounger. The quiet and unassuming neighbour of Guardalavaca, Cuba’s most crowded beach, it’s a peaceful pocket of paradise. Stretch out in the sunshine, sink your toes in the sand and take refreshing dips in the warm, blue sea.

A view of the Havana skyline

Days 22-23

Final night in Havana

Once you arrive back into Havana, you’ll check back into the hotel where you stayed before and you’ll be free to explore more of Cuba’s intoxicating capital. Stroll along the Malecón, people-watch in one of the many plazas, or pitch up at a bodega for a final night of revelry. Havana is your oyster.

Get Behind the Wheel

Travel by Hire Car

  • Customer in a hire car in Cuba

For a little extra freedom, you can choose to travel by hire car. The signposts can be a little confusing at times, and you’ll have to avoid the occasional pothole on the rural roads, but there’s very little traffic around and we think it’s a really lovely and adventurous way to explore the country. You’ll have a modern car complete with a map and insurance cover, so you’re all good to go!

Prices from: £ 2,575 - per person - travelling by hire car

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Speak to our Cuba specialist, Victoria

"Cuba is one of the most fascinating countries in the world. With its vintage charm, friendly locals and music on every corner, it is often described as stepping foot into a living museum. It's not hard to fall under Cuba's spell."

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