"There are few holiday destinations that get the pulse racing quite like Cuba."

Escorted Tours and Holidays in Cuba

There are few holiday destinations that get the pulse racing quite like Cuba. Arriving in Havana is like walking into a postcard, a snapshot of another era where wide-eyed tourists wander amongst crumbling colonial mansions, gap-toothed old men puff on huge cigars and gleaming 1950s Chevrolets cruise along the sea-sprayed Malecón. Florida may only be 100 miles away but Cuba is another world, and this is still a country where billboards trumpet the heroes of 1959 rather than the latest iPhone.

Head into the countryside and you’ll find rolling tobacco fields and striking limestone scenery in the sleepy valley of Viñales, while the many islands and cays are a magnet for snorkellers and scuba divers. The old sugar barons of Trinidad built one of Cuba’s most picturesque towns on the sultry south coast, and to the east is the fabled Oriente and its Afro-Cuban epicentre, Santiago de Cuba. This is an island that moves to the rhythms of salsa and rumba, with a diverse culture that draws on influences from Africa, Latin America and even the USA, that age-old adversary across the water.

 

Touring Highlights of Cuba

  • Walk (and drink!) in the footsteps of Ernest Hemingway in Old Havana, the beautiful colonial centre of Cuba’s compelling capital.
  • No tour of Cuba is complete without a ride in a classic American car along the Malecón, Havana’s iconic seafront promenade.
  • You can learn more about Fidel Castro’s struggle at the Museum of the Revolution in Havana, but don’t expect an entirely impartial account!
  • Keen photographers and eager Instagrammers shouldn’t miss the cute cobbled streets and brightly coloured colonial villas of Trinidad, on Cuba’s south coast.
  • For a taste of the Cuban countryside head deep into the picturesque Viñales valley, the main source of the tobacco that fills Cuba’s famous cigars.
  • Cuba is a Caribbean island, so don’t forget to make some time to relax on one of the many stunning beaches or go snorkelling amongst the offshore islands and cays.
  • Santiago de Cuba is the Oriente’s most compelling city, a hub of Afro-Cuban culture where the rhythms of rumba are ever-present.
  • Cuba is synonymous with music, from the ‘son’ popularised by the Buena Vista Social Club to the ubiquitous salsa. So don’t be shy, shake off those inhibitions and hit the dancefloor with the locals!
  • Savour Cuba’s culinary revolution at a paladar, a privately run restaurant, or stay with a Cuban family at a casa particular for an authentic taste of local life.
  • Cienfuegos is known as the ‘Pearl of the South’ on account of its elegant French colonial streets, lovely seafront setting and ostentatious early 20th century palaces.

Tour Types in Cuba


Find Tours to Cuba

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14 Nights

Cycling Cuba

Soak up the Cuban culture on this active and rewarding cycling tour

Members are eligible for cashback on this trip of up to £66pp
Starts:Havana
Ends:Havana
Group Size:6- 18
Difficulty:Moderate
Operator:Exodus

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14 Nights

Cycle Cuba!

Cycle with us through the colonial capital of Havana, explore tropical forests, pedal past the striking limestone landscapes and stay in privately run Casas Particulares.

Members are eligible for cashback on this trip of up to £49pp
Starts:Havana
Ends:Havana
Group Size:4- 16
Difficulty:Moderate
Operator:Explore!

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14 Nights

Classic Cuba

Discover Fidel Castro's revolutionary headquarters, visit the infamous Bay of Pigs and sip rum cocktails under the stars

Members are eligible for cashback on this trip of up to £55pp
Starts:Havana
Ends:Havana
Group Size:4- 16
Difficulty:Full On
Operator:Explore!

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9 Nights

Cuba Highlights on Foot + Beach Extension

On this walking tour of Western Cuba we experience local hospitality whilst staying in guesthouses and hiking through some of Cuba's best natural tropical reserves.

Members are eligible for cashback on this trip of up to £39pp
Starts:Havana
Ends:Playa Jibacoa
Group Size:4- 16
Difficulty:Easy
Operator:Explore!

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7 Nights

Cuba Highlights on Foot

On this walking tour of Western Cuba we experience local hospitality and hike through some of Cuba's best natural tropical reserves.

Members are eligible for cashback on this trip of up to £33pp
Starts:Havana
Ends:Havana
Group Size:4- 16
Difficulty:Easy
Operator:Explore!

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14 Nights

Cuba Libre!

Beyond the island's iconic cities, find wild landscapes, from forests to dramatic limestone hills, as well as the beautiful Caribbean coastline.

Members are eligible for cashback on this trip of up to £47pp
Starts:Havana
Ends:Havana
Group Size:4- 18
Difficulty:Full On
Operator:Explore!

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7 Nights

A Taste of Cuba

A lively cultural week featuring the Island's must-see highlights and traditional homestays.

Members are eligible for cashback on this trip of up to £44pp
Starts:Havana
Ends:Havana
Group Size:6- 18
Difficulty:Leisurely
Operator:Exodus

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7 Nights

The Best of Western Cuba

On this exciting introduction to Cuba, we explore the captivating capital of Havana and wander through the twisting alleyways of colonial Trinidad.

Members are eligible for cashback on this trip of up to £29pp
Starts:Havana
Ends:Havana
Group Size:4- 18
Difficulty:Moderate
Operator:Explore!

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9 Nights

Best of Western Cuba + Beach Extension

Explore the twisting alleyways of Trinidad, watch classic cars pass by Havana's colonial buildings and dance the night away to live salsa bands

Members are eligible for cashback on this trip of up to £37pp
Starts:Havana
Ends:Havana
Group Size:4- 18
Difficulty:Moderate
Operator:Explore!

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9 Nights

Highlights of Cuba by Bicycle + Beach Extension

Cycling on quiet roads we explore Cuba's verdant countryside, colonial towns and revolutionary history.

Members are eligible for cashback on this trip of up to £41pp
Starts:Havana
Ends:Playa Jibacoa
Group Size:4- 16
Difficulty:Easy to Moderate
Operator:Explore!

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7 Nights

Highlights of Cuba By Bicycle

Cycling on quiet roads we explore Cuba's verdant countryside, colonial towns and revolutionary history.

Members are eligible for cashback on this trip of up to £33pp
Starts:Havana
Ends:Havana
Group Size:4- 16
Difficulty:Easy to Moderate
Operator:Explore!

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7 Nights

Cuban Highlights Ride

Experience the real Cuba on two wheels on this tour.

Members are eligible for cashback on this trip of up to £48pp
Starts:Havana
Ends:Havana
Group Size:6- 18
Difficulty:Leisurely / Moderate
Operator:Exodus

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14 Nights

Family Cuba Discovery

Members are eligible for cashback on this trip of up to £49pp
Starts:Havana City
Ends:Havana
Difficulty:FullOn
Operator:Explore!

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15 Nights

Highlights of Mexico and Cuba

Members are eligible for cashback on this trip of up to £55pp
Starts:Mexico City
Ends:Havana
Difficulty:FullOn
Operator:Explore!

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12 Nights

Solo - Cuban Discovery

An island lost in time, Cuba is a decadent blend of romantic grandeur and off-beat Caribbean charm

Members are eligible for cashback on this trip of up to £56pp
Difficulty:Moderate
Operator:Titan Travel

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11 Nights

Highlights of Cuba

Members are eligible for cashback on this trip of up to £50pp
Operator:TD active Holidays

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15 Nights

Cuba - Salsa, Cigars & Classic Cars

Discover the many faces of Cuba as you delve into the country's intriguing history, relax on sun-kissed beaches and sway to sultry salsa beats.

Members are eligible for cashback on this trip of up to £86pp
Starts:Cuba
Ends:Cuba
Group Size:0- 20
Difficulty:Classic Touring
Operator:Just You

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11 Nights

Highlights of Cuba

Members are eligible for cashback on this trip of up to £50pp
Operator:Travel Department

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