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A wonderful journey through an island forgotten by time.

A land of political intrigue, the turquoise blues of the Caribbean, lush tropical forests, and colourful flora and fauna. The reality is a unique and wonderful place!

We walk in tropical landscapes and discover Cuba’s rich colonial history, dating from the landing of Columbus. Both Trinidad and Havana are World Heritage Sites. Cuba was the staging post for the convoys of gold-laden galleons returning to Spain, part of the fabled Spanish Main.

We fly into Havana and then travel to the Sierra del Rosario Mountains with three nights at Viñales and one at Soroa. Here we explore the rare Karst rock formations of the Viñales Valley.

We fly west and continue by road to Baracoa to walk where Columbus landed more than 500 years earlier, and then to Santiago, Cuba’s second city.Stopping at Camaguay we continue to old Trinidad, and walk in the Sierra del Escambray. Finally to Havana with time to explore one of the world’s most beautiful cities.

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! However we aim to get out into the hills for walks on eight days.

Visit soon – with the new spirit of entente, Cuba isn’t going to remain unique and untouched forever! Please ask about extending your stay in Havana at the end of the holiday.

For departures into 2017 with Chapters Experience Holidays click here.
Our sister brand Chapters Experience Holidays is born of the success of our walking holidays and now encompass activities that even more closely complement the destinations we offer.


Grade 4 walks are either half or full days, with walks of approximately 3 or 5 hours at a moderate pace over hilly terrain. Expect ascents and descents of up to 600m. Departures with a sightseeing element will be accompanied by a local guide for a minimum of half a day. The Pioneer grade indicates that the local conditions, facilities, and transport could be basic and holiday itineraries may change at short notice - but the experience will be well worth it!


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  • Dates, Prices & Holiday Information Sheet (PDF)
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    19 Dec 2016
    Grade 4/SS/P
    Depart From
    London (Gatwick)
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  • Itinerary & Map
    19 Dec 2016 - 03 Jan 2017

    Day 1 - Viñales Valley
    Depart London to Havana. On arrival travel (west) by road to our hotel in the Viñales Valley for a light meal and 3 nights

    Day 2 - Viñales Valley
    Morning introductory walk. Free time in the afternoon.

    Day 3 - Viñales Valley
    Morning walk. Afternoon visit to the El Indio Caves.

    Day 4 - Soroa
    Travel (east) to Soroa for 1 night.

    Day 5 - Baracoa
    We travel back to Havana and fly east and continue to Baracoa for 3 nights.

    Day 6 - Baracoa
    Exploring from Baracoa. We will spend 2 days sight seeing on foot in the town, and also walk in the surrounding country.

    Day 8 - Santiago de Cuba
    We drive to Santiago de Cuba for 1 night with time in the afternoon to explore on foot in and around Santiago.

    Day 9 - Camagüey
    A full day of travel by road to Camagüey for 1 night, with some short stops en route.

    Day 10 - Trinidad
    Another full day travelling (east) by road to Trinidad for 3 nights. Lunch is included on the transfer.

    Day 11 - Trinidad
    Two days exploring from Trinidad. We will have a half day sightseeing on foot in the city, and also take walks in the surrounding ‘Sierra del Escambray’.

    Day 13 - Havana
    Continuing east, with an en-route stop at the Bay of Pigs for swimming and lunch, which is included, arriving in Havana for 2 nights accommodation.

    Day 14 - Havana
    A day exploring Havana on foot with some free time in the afternoon.

    Day 15 -
    Free time in the morning until our afternoon transfer to Havana airport for our return overnight flight to London.

    Day 16 -
    Arrive London.

  • Accommodation

    Accommodation is in twin-bedded and single rooms with shower/wc in hotels being a standard of three stars. Breakfasts and dinners are included in the holiday charge, and will be taken either at the hotels or in local restaurants.

  • What's Included
    • Return flights and transfers.
    • All local transport for walking and sightseeing excursions.
    • Half board en-suite accommodation.
    • Services of a dedicated leader.
    • Services of a Cuban local guide.

  • Holiday Highlights
    • Downtown Havana. The music, the Malecon, the street life, a primary school in the main square, what a city!
    • Walking through the Viñales Valley past traditionally tended fields of pineapple and tobacco.
    • Trinidad City. Spanish colonial architecture transports you back to the 1840’s.
    • Walking through Finca Codina, an old slave plantation now returned to nature.
    • Things are changing in Cuba, for better or worse, so get to see it as soon as you can.
    • Remember the food is only to keep you fuelled so you can enjoy the beaches, the history, the music and the cocktails!

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    Please ask about extending your stay in Havana at the end of the holiday.

    The US government has imposed commercial and travel restrictions on Cuba and have banned unauthorised visits by US travellers to Cuba, even if booking and travelling via a third country. Non-US citizens should also be aware that a visit to Cuba may affect their status on entering the United States.

    We do not advocate breaking the laws of any country, but as a part of our responsible tourism policy we do promote a reasonable philosophy towards all nations and cultures. We are currently, however, unable to accept bookings for this holiday from US passport holders.

  • Travel Information & Regional Departures
    • Fights included in the holiday package are ?from London Gatwick to Havana with Virgin Atlantic (c9hrs 15mins).
    • Upgrades to Premium Economy and Upper Class are available, please ask for a competitive quote.
    • UK add-on flights are available with British Airways from £150 return.
    • On arrival transfer is by road (c3hrs).
    • Internal flights are operated by Aero Caribbean.
    • Please note a Visa is required to visit Cuba. Unfortunately, we are currently unable to accept bookings for this holiday from US passport holders.

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  • Private Group Enquiry

    Planning a holiday for a group? For a quote or to simply enquire about the possibility of booking this holiday for your Walking Group please fill out the enquiry form below and our dedicated Private Group Department will get in touch with you shortly to discuss your options.

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