Highlights of Cuba Escorted Tour - JWT Travel

Highlights of Cuba Escorted Tour

Special
  • 15 September 2026
  • 11 Nights
  • From 3249 Per Person
  • Dublin
  • Cuba

Take a voyage to one of the most fascinating Caribbean countries joining the unforgettable Highlights of Cuba escorted tour, in partnership with Travel Department.

Our adventure begins in Old Havana, where we’ll travel by a vintage car through streets lined with baroque and neoclassical buildings. During a guided walking tour of the colonial city centre, a UNESCO World Heritage site, you can see the Museo Capitanes Generales and the Plaza Vieja.

We will also meet traditional tobacco farmers, or “veguero,” on an excursion along the “Tobacco Route” in the west of the island, in the stunning valleys of Pinar del Rio. Discover why Ernest Hemingway was captivated by Cuba by visiting his most beloved sites and exploring the island that inspired so much of his works.

Next, our Highlights of Cuba Escorted Tour takes us to Varadero, stopping in Matanzas first to visit a traditional Cuban family farm surrounded by lush greenery. The picturesque landscape is lush with fruit trees, bamboo, and a variety of other trees. Immerse yourself in the charm of this socio-cultural project, which combines agriculture and creativity through workshops, schools, galleries, and ceramics by local land-farming artists. Sit back, relax, and enjoy the countryside, savouring a traditional Cuban lunch and local produce.

Once in Varadero you will have free time to relax and recharge. To further explore the area around Varadero, take a boat trip upstream for an hour to experience Cuba’s untouched nature. Varadero boasts white sand beaches and blue waters where you can enjoy the island’s tropical climate. It’s the perfect place to relax and soak up the region’s beautiful coastal scenery. This adventure is sure to be an unforgettable one.

Highlights of Cuba Escorted Tour is operated in partnership with the Travel Department. Contact the JWT Travel team to book your place on this Cuban adventure.

Highlights of Cuba Escorted Tour

Take a voyage to one of the most fascinating Caribbean countries joining the unforgettable Highlights of Cuba escorted tour, in partnership with Travel Department.

Our adventure begins in Old Havana, where we’ll travel by a vintage car through streets lined with baroque and neoclassical buildings. During a guided walking tour of the colonial city centre, a UNESCO World Heritage site, you can see the Museo Capitanes Generales and the Plaza Vieja.

We will also meet traditional tobacco farmers, or “veguero,” on an excursion along the “Tobacco Route” in the west of the island, in the stunning valleys of Pinar del Rio. Discover why Ernest Hemingway was captivated by Cuba by visiting his most beloved sites and exploring the island that inspired so much of his works.

Next, our Highlights of Cuba Escorted Tour takes us to Varadero, stopping in Matanzas first to visit a traditional Cuban family farm surrounded by lush greenery. The picturesque landscape is lush with fruit trees, bamboo, and a variety of other trees. Immerse yourself in the charm of this socio-cultural project, which combines agriculture and creativity through workshops, schools, galleries, and ceramics by local land-farming artists. Sit back, relax, and enjoy the countryside, savouring a traditional Cuban lunch and local produce.

Once in Varadero you will have free time to relax and recharge. To further explore the area around Varadero, take a boat trip upstream for an hour to experience Cuba’s untouched nature. Varadero boasts white sand beaches and blue waters where you can enjoy the island’s tropical climate. It’s the perfect place to relax and soak up the region’s beautiful coastal scenery. This adventure is sure to be an unforgettable one.

Highlights of Cuba Escorted Tour is operated in partnership with the Travel Department. Contact the JWT Travel team to book your place on this Cuban adventure.

Itinerary

Highlights of Cuba Escorted Tour Itinerary

DAY1 – Travel to Havana Cuba

We depart for Havana Cuba.

On arrival in Havana, we meet our local guide and transfer to our Havana hotel, our base for the next four or five nights (depending on your flight arrival times).

DAY2 – Discover Colonial Havana

Let’s discover Havana! We set off on a half-day guided walking tour of the colonial city centre, a UNESCO World Heritage site. Built in Baroque and Neoclassical style, Old Havana is truly a fascinating place to explore. During the tour, we will see the Museo Capitanes Generales and the Plaza Vieja. From here we’ll visit the 18th century Cuban Baroque-style Palace of the Generals and the fortress of Castillo de la Real Fuerza. Along the way, we can discover some of Ernest Hemingway’s old haunts and perhaps enjoy a special Daiquiri (not included) in one of his favourite hangouts, the El Floridita bar, which features a life-size bronze statue of the famous writer. 

Dinner is included tonight, lets get together and enjoy dinner out.

DAY3 – Uncover Pinar del Río – The Tobacco Land – Vinales – Full Day

Today there will be a full day excursion to the province of Pinar del Río.  As we travel the “tobacco route” to the western part of the island, we’ll enjoy a panoramic tour through Viñales Valley, also including a stop at the lookout point “Los Jazmines”. Afterwards, we will walk down to an underground river through the cave “Cueva del Indio” and continue our journey by small motorboat. With its hanging vines and rocky wall surfaces, this extraordinary river region looks like it came straight out of a film. Inside the cave, we can view the ‘Prehistoric Wall,’ complete with a huge mural depicting the history of evolution. 

Lunch in the afternoon and dinner this evening are included. 

DAY4 – Experience Hemingway’s Havana and Vintage Car Excursion

Let’s begin the day with a half-day excursion to places that inspired Ernest Hemingway. We will visit the writer’s home, Finca Vigía, where he wrote For Whom the Bell Tolls in the 1930s. From here we continue to the fishing village of Cojimarthe backdrop for The Old Man and the Sea.  We’ll savour a cocktail (included) at a local bar before visiting the 17th century Morro-Cabana, the largest fortress constructed by the Spanish in the New World. Lunch is included today.

In the afternoon, we feel the wind in our hair and a welcome breeze, during a guided excursion of 1950s Havana in a vintage classic car. Cruising in our car we uncover fascinating sights at Revolution Square, the Malecon and the famous Hotel Nacional, with a stop at this landmark establishment. After our classic car experience, let’s relax and enjoy dinner (included).

DAY5 – At Leisure in Havana

Let’s see more, as we explore Havana at our leisure.  Strolling through the colourful streetscapes, we can admire the colonial architecture, take some photos and drink in the unique flavour of this lively and captivating city. 

DAY6 – Experience a Cuban Family Farm and Matanzas En route to Varadero

After breakfast we check out from our hotel in Havana, and depart by coach for our next destination Varadero. We visit a traditional Cuban family farm nestled amidst lush greenery. Surrounded by a picturesque landscape with an array of trees including fruit and bamboo varieties, this farm is not just a place of agricultural innovation but also a conception for art and culture. Immerse yourself in the charm of this socio-cultural project, where farming meets creativity through their workshop, school, gallery, and locally crafted ceramics made by the very artists who cultivate the land.

DAY7 – At Leisure in Varadero

Today is a free day, to relax at our hotel and get to know our splendid beachside surroundings.   local representative will offer an information briefing at the hotel, to inform us about the activities on offer in and around Varadero. 

DAY8 – Discover Rio Canimar Tour

Let’s uncover more of Varadero’s surroundings as we set off on a boat trip, sailing upstream for an hour and enjoying the pristine nature of Cuba. As we float along, we will see lush green shores, crystal waters, mangroves, flora and fauna and different species of birds, like the Cuban Spoonbill and parrot which are native to these areas.

DAY9 – Relax More in Varadero

Let’s savour more special moments on this day of leisure, as we embrace Varadero’s white sands, blue waters and warm weather.  If seeking more active pursuits, we can embark on a further sightseeing adventure of our choice, or take in some local shopping.  

DAY10 – Transfer to Havana on Panoramic Coastal Route

This morning we bid farewell to Varadero and travel by coach along the panoramic coastal road back to Havana (180km).

Arrive in the very late afternoon and enjoy the last night in Havana, to soak up the Cuban atmosphere.

DAY11-  Return home from Havana Cuba

We say farewell to Havana, Cuba and depart for our return flights home after our journey of discovering the highlights of Cuba.

  • Fully Guided 11 night escorted tour
  • Return flights from Dublin
  • Transfers to hotels and destinations
  • Internal flights in Cuba
  • Activities as per itinerary
  • Price per person based on two adults sharing rooms
  • Single occupancy is available on request at a supplement (enquire for details)
  • Airport taxes, charges and airline related fees included
  • Travel insurance is available as optional extra
  • Itinerary may be subject to change

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