Tailor-Made Holiday

Highlights of Western Cuba Holiday

A selection of highlights including Vinales.

9 days

from £2,335pp (excluding flights)

For those looking for a few highlights, of what is a surprisingly large island, this holiday idea is pleasant mix of city and country without having to travel too far.  

  • Experience the buzzing capital city of Havana, a heady mix of jazz, cocktails and colonial charm where art galleries could be mistaken for nightclubs
  • Explore the beautiful Viñales Valley where ox and cart still plough the fields
  • Stay with a local family for a rich Cuban experience

Spend time in the lively capital city Havana where you can explore the old town by foot and then take a classic car to see sites such as Revolutionary Square. Communications are opening now and a burgeoning class of Cubans are taking over the capital. Many offer their exclusive apartments to rent, or open their homes with private art collections to hungry diners, there is no question bed and board is firmly catered for.

Your journey continues into the countryside to the pretty Viñales Valley. an area most famous for tobacco growing. Here you will have impressive views of the towering mogotes (limestone cliffs). In contrast to Havana, the pace is a little slower and the lifestyle a little simpler, but by no means less enriching. Stay with a local family for the greatest insight into Cuban life. Bird watching and hiking are excellent in the area.

Finally return to Havana for one last evening before flying home.

If you'd like to extend this holiday then we suggest kicking back on the white sands of Cayo Levisa reached by boat. Relax for a few nights waking up to the sound of the waves lapping just feet from your door. 

For a more detailed itinerary with great ideas on what to do and where to stay, please get in touch with our experts.

Price Excluding Flights £Flight cost from 
£ 2335 £ 660
  Click here to see what is included/excluded

what is included

  • All accommodation
  • Internal flights
  • International flights as detailed
  • Sightseeing with private guide as per the itinerary
  • Transfers as detailed

what is excluded

  • Gratuities
  • Travel Insurance
  • Visas


Itinerary at a glance

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Day 1

Fly London to Havana

Romantic, beautiful and fascinating, Havana is a must for anyone's visit to Cuba. Fortifications, colonial buildings and churches tell of a rich history, whilst a Communist regime and erosion from the sea lend a faded glory to the city. The old heart gives way to Soviet starkness, whilst the 1950s playground of Vedado, neighbours the historic mansions of Miramar. Quite simply, stunning.

You will be staying at Hotel Santa Isabel, Bed & Breakfast

Day 2

Old Havana Walking Tour
Half day walking tour of Old Havana. Walk in the footsteps of Havana´s colonial past visiting the four plazas of Old Havana, a UNESCO world heritage site. Visit Plaza de Armas, Plaza San Francisco de Asis, Plaza Vieja and Plaza de la Cathedral with your expert guide offering insightful history along the way.

Havana Art Tour
Leave your hotel with your guide for an Art Tour. You will visit 4 emerging Cuban artists in their studios. Get behind the façade and interact with this thriving community. We can adapt the visits depending on your particular interest. Photography, sculpture or painting. Specify whether you would like to see well known or up and coming artists.

You will be staying at Hotel Santa Isabel, Bed & Breakfast

Day 3

Classic Car drive
4 hour drive in a vintage open top car in a genuine 1959 Buick.

Your tour can be tailored to take in the highlights of Havana as well as themed around Hemingway. En route you´ll be able to take panoramic shots from El Morro, the fortress at the mouth of Havana harbour, the Malecon, iconic cinemas such as La Rampa & Chaplin and the impressive Bacardi building, Revolution Square; home to a large image of Che Guevara, the woods in Kholy, Playa and the river Almendares.

Cruising with the roof down along the malecon at sunset while listening to Sinatra is a magical experience.

You will be staying at Hotel Santa Isabel, Bed & Breakfast

Day 4

Drive from Havana to Las Terrazas (Road Journey)

You will be staying at La Moka Hotel, Bed & Breakfast

Day 5

Las Delicias Trail
Early start this morning for a walk up Las Delicias. This mountain trail affords wonderful views of the San Juan Valley from its peak and decends some 1500 metres to the Buenavista coffee plantation below. Picnic lunch included.

Drive from Las Terrazas to Vinales (Road Journey)

You will be staying at La Ermita, Bed & Breakfast

Day 6

Vinales Specialist Day Trip
Viñales is a small town in the Pinar del Rio province. It's the centre of the tobacco growing region of Cuba. Explore the unique geology and nature of the Viñales valley with a trip on an underground river and an exploration of caves and the famous Mogotes. Your guide, a native of the valley, will take you into the heart of the lush countryside, explaining the history of tobacco growing as you walk. You'll visit the tobacco plantations where they still plough with oxen, see the famous drying houses and have a tobacco farmer show you how to roll a cigar.
Lunch is included in a traditional house overlooking the picturesque valley, owned by a couple who work a Finca from which your food will be harvested and prepared. Ariel our local representative and former English teacher will join you for lunch and explain more about Cuba's agriculture and food production challenges. Lunch is traditional Cuban fayre with rice, beans, fresh vegetables and salad. Please let us know if you have any special dietary requirements.

You will be staying at La Ermita, Bed & Breakfast

Day 7

Drive from Vinales to Vinales (Road Journey)

Havana Time to Yourself
Time to yourself to enjoy ’La Habana’.

Highlights of the old town include the Plaza de la Catedral, the Malecon lining the sea front, the Plaza de Armas and the Castillo del Morro.

There is also an excellent market during the weekend. However to see all sides of the city a visit to the Communist aspects such as the Plaza de la Revolucion and its concrete surroundings is a must.

Explore the streets of the old town, enjoy a Mojito in Hemingway’s favourite bar, listen to the jazz played in the plazas and watch the world and the 1950s cars go by.

You will be staying at Hotel Saratoga, Bed & Breakfast

Day 8

Fly Havana to London overnight


Below you can see some of the wonderful places we recommend you stay on your journey.

Hotel Saratoga

Hotel Saratoga

Hotel Saratoga is an elegant, neoclassical-style building with a legendary status for fine cuisine, eye-catching decoration and good service....

View Accommodation

Hotel Santa Isabel

Hotel Santa Isabel

Once a magnificent mansion owned by Count Santovenia, the Santa Isabel was established as a hotel back in 1867....

View Accommodation

For a more detailed itinerary with great ideas on what to do and where to stay, please get in touch with our experts.

Destination Experts

Our experts have unrivalled firsthand knowledge of Cuba

John Faithfull, Travel Expert

"Personalised service. Seemed to really want to get it right for us. Very impressed when I first called and John spent 40 minutes finding out what we wanted to do and tailoring it for us."

"The expertise that John has really gave us faith in where we were going, the regions, the hotels, the trips. John knew about it all, he described them in detail, and when we asked for different regions he was straight in there with suggestions and ideas. The way the whole trip was planned and presented to us, never any pressure to book or any problem to change plans /ideas."

"John Faithful was wonderfully helpful and conscientious in arranging the itinerary and was always ready to suggest alternatives or rearrange matters without any hesitation; this and his detailed knowledge gave one great confidence."

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For a more detailed itinerary with great ideas on what to do and where to stay, please get in touch with our experts.

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