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Colourful Cuba...

from £2550
Discover colourful Cuba for a fascinating insight into the unique history, politics and culture.
  • Product Code 46110
  • Holiday Type Pioneer Holidays, Sightseeing And Walking Holidays
  • Grade Grade 4
  • Holiday Duration 15 Nights

There is much to reflect on in Cuba, a lesson in cigar making, a trip in a 1950’s taxi or the time warp experience of Spanish colonial cities. Or maybe muse on Cuba’s unique political experiment, the facts are well known but always worthy of further consideration whilst taking a reflective Mojito at the end of the day. Then let the music catch your attention, it is never far away, an essential part of a Cuban night.

We fly into Havana and have an evening to acquaint ourselves briefly with the music, sights and atmosphere of one of the most distinctive capital cities in the world. Then we head east to walk in the mountains at Topes de Collantes before reaching Trinidad, one of the best preserved colonial cities in the Americas. Whilst here we stay in ‘Casa Particulares’, Cuban houses, to get a good idea of local life.

We have along drive to Holguin, great for people watching in the town square after dinner and continue to Baracoa at the eastern end of the island. From here we walk to tropical beaches for a swim and perhaps some fresh fruit from a local farmer. Coconut milk just tastes better when you are sat under the tree where the coconut grew.

We have a long day stopping in Santiago for lunch and sightseeing and then on to Bayamo. We walk to Castro’s command centre during the revolution. A fascinating insight into what happened.

Continuing west with a night at Camagüey and a cycle taxi tour of the town. Next to stay by the Hanabanilla Reservoir, a lovely relaxing place to walk and unwind.  Finally we arrive back in Havana for our final night with plenty of time to enjoy the magnetic attraction of this lively city. The perfect place to end a unique holiday.

This is a holiday for the traveller and has a pioneer status to indicate the spirit of adventure, as things may not always go as expected – it’s the Cuban way! Visit soon – with the new spirit of entente, Cuba is changing fast and isn’t going to remain like this forever.


Holiday Highlights

  • Enjoying Havana’s music, dancing, the Malecon, the street life, what a city!
  • Mata Beach near Baracoa. Enjoy a swim from the white sand beach and a fresh coconut. 
  • Being transported back to the 1840s by Trinidad’s colonial architecture.
  • Comandancia de la Plata. Fidel’s revolutionary command post.
  • Stay in Casas Particulares in Trinidad to experience life in a Cuban home.    
The holiday inclusions and exclusions at a glance
What's included in this holiday Items that are covered in the cost of holiday price.

      Return flights Gatwick to Havana (Virgin Atlantic)
      Airport transfers.
      All local transport for walking and sightseeing excursions.
      Half board en-suite accommodation.
      Lunches on five days.
      Services of a Cuban local guide.
Whats not included in this holiday Items that are not covered in the cost of holiday price.

  • Entrance fees to some museums and historic buildings (unless otherwise specified)
  • Personal expenses (such as your bar bill)
  • Discretionary tips
  • Optional excursions
  • Insurance
Please select Departure Date to view:

Please see Holiday Information Sheet for this holidays individual departures itinerary (located under View Departures & Book tab)

Whilst every effort will be made to adhere to the outlined itinerary and advertised program, local conditions can change due to weather or other unforeseen circumstances. This may mean that routes and timings need to be amended or the order of days may change, sometimes at short notice.

This departure: Grade SS/4

  1. Day 1

    On arrival at Havana airport, transfer to Havana la Vieja (approx. 30 - 40mins) to our hotel. We take dinner in the hotel this evening.

  2. Day 2

    This morning we’ll set out and explore the main plazas, sights and sounds of Old Havana. After lunch in a ‘paladar’ private restaurant, we’ll leave Havana and transfer eastwards to the central Escambray mountain range. We’ll stop en route to visit the Che Guevara mausoleum at Santa Clara. Our destination for the night is a hotel in Topes de Collantes National Park.

  3. Day 3

    Today we plan to walk the Vegas Grandes Trail. We will walk about 10km on a fairly good path.

  4. Day 4

    After breakfast we drive a short distance from Los Helechos hotel takes us to the start point of Javira – El Cubano trail and walk about 9km. Afterwards we transfer to Trinidad and check in to our ‘casa particular’ homestays in time to enjoy the lively night life of this picturesque Caribbean town and UNESCO World Heritage Site.

  5. Day 5

    Today we’ll take a walking tour of Trinidad town. There are no planned activities for the afternoon so you’ll have free time to explore the colourful cobbled streets of Trinidad at leisure. There are plenty of bars and restaurants to pop in to, as well as souvenir buying opportunities and live music venues. Your tour guide will recommend optional activities the night before and will be available to help today with any assistance that is needed. Help will also be available all day at our central hub casa, where you are free to come and go as you please. The nearby beach at Playa Ancon is worth a visit for anyone who fancies a relaxing day of sunshine and sea. Trinidad is home to many live music and dance venues, some of which are open-air, making it a great place to have a night out on the town.

  6. Day 6

    Today involves a long journey as we transfer down to Holguin in the east of the island. The journey will take most of the day but we will have plenty of stops on the way.

  7. Day 7

    Today we travel along the picturesque north coast down to Baracoa. Before arriving in Baracoa, we’ll stop and walk the ‘Juncal Rencontra’ trail. The trail will be about 7km so we have plenty of time to stretch the legs.

  8. Day 8

    We have a full day to explore the surrounding area of Baracoa. We will walk to Mata Bay & Cajuaco Beach. On the way we will pass through local small holdings and get a good insight into living from the land in Cuba. In season all manner of fresh fruit will be on offer.

  9. Day 9

    After breakfast we’ll depart Baracoa to the south, passing Playa Imias and Guantanamo before arriving to Santiago de Cuba. Here we’ll do a walking tour of the main points of interest around the city, Santa Ifigenia Cemetery, Plaza de Revolucion and Castillo de San Pedro, and then have lunch. Afterwards we transfer by road onwards to Bayamo, passing El Cobre cathedral en route.

  10. Day 10

    Today’s walk takes us into the heart of the Sierra Maestra and to its most infamous landmark, Fidel Castro’s secret hideout and the revolutionary headquarters for the 26th July movement. We leave the hotel in Bayamo and transfer up into the Sierra Maestra mountain range. From Villa Santo Domingo we switch to jeeps which take us up the steep road to the start of the trail at Alto del Naranjo, located approx. 950m above sea level. The terrain is not difficult however the trail gets very muddy underfoot when it has been raining. The majority of the walk is under shaded tree canopy, with undulating terrain on muddy single trails and some manmade steps made from tree trunks in the final section. Along the route we’ll no doubt see some birdlife (Tocororo, woodpeckers etc.) in the lush vegetation and many tree species that are found in the Sierra Maestra, of course in addition to learning all about the revolutionary fighting and political plotting that took place here in the late 1950s. Points of interest after arriving to Comandancia de la Plata include the site of the original Radio Rebelde broadcasts, Fidel’s hut complete with its various escape routes and the helicopter landing site used for the visits of political allies. The return walk follows the same route back and we’ll stop to eat a picnic lunch at a farmer’s house, a local who helped get food and supplies in to the mountain range for Fidel and his comrades. Walk ends upon arrival back at Alto del Naranjo from where we’ll descend in jeeps and transfer back to Bayamo.

  11. Day 11

    Today is a travel day as we transfer back along the central highway from Bayamo to Camaguey. We’ll take a bicitaxi tour of Camaguey after arriving.

  12. Day 12

    We transfer to Banao, where we’ll stop to walk a leisurely 5km on ‘La Sanina’ trail and have lunch. Afterwards we continue on to Hotel Hanabanilla, spectacularly situated beside a lake in the Escambray mountain range.

  13. Day 13

    Today starts with a boat transfer along the edge of Lake Hanabanilla for around 20 minutes to a point where we’ll disembark at a ‘casa de campesino’ and start our walk. Today’s walk distance will be approximately 9km along the trail known as the Atalaya, taking us back to end at the hotel. The first part of the trail involves an ascent, at a gentle pace, most of which is under shaded cover, as we climb from approx. 400m up to a maximum altitude of 720m. Along the route we’ll encounter several small family properties and see coffee plantations as well as intermittent views of Lake Hanabanilla. Our local guide will talk about the birdlife and tree species found in this part of Cuba. Arriving back at the hotel you’ll have time to go for a

    swim in the large swimming pool and relax before we go out together for dinner in a nearby ‘paladar’ private restaurant in Hanabanilla community.

  14. Day 14

    Today we make our way back towards Havana, stopping en route in Cienfuegos to visit the main plaza and see the distinctive sea wall promenade. We continue on to Playa Giron located on the southern coastline, site of the failed US invasion of Cuba in 1961. Here we’ll visit the museum that commemorates the Cuban victory. Lunch today will be at Caleta Buena, with a chance for a swim in the beautifully clear Caribbean waters. Later we transfer from Playa Giron back to Havana for one final night.

  15. Day 15

    This morning will be free time to enjoy your remaining time in Havana at leisure. We’ll meet up for lunch together and then transfer to the airport to catch our flight home.

  16. Day 16

    We arrive back in the UK

Travel Details

  • Arrival transfer by road (c3hrs).
  • Flights Gatwick-Havana, Virgin Atlantic.
  • UK add-on flights are available for most flights, please ask us for details and a competitive quote.
  • Upgrades to Virgin Premium Economy and Upper Class may be available, please ask for a competitive quote. 
  • Visa is required. 

Trip Map

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Cuba's Casas Particulares

Casas Particulares are homestays with Cuban families in a network that stretches across the country. Expect homecooked meals, a warm welcome, and unique insight into daily Cuban life.


Hotel Ambos Mundos


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