Highlights of Cuba By Bicycle

Highlights of Cuba By Bicycle

8 Days



Highlights of Cuba By Bicycle

8 Days Starting and ending in Havana

Visiting: Havana, Bay of Pigs, Cienfuegos, Yaguanabo, Trinidad, Santa Clara

Tour operator:


Tour code:


Guide Type:

Fully Guided

Group size:

4 - 16

Physical rating:

Easy to Moderate

Age range:


Special diets catered:

Vegetarians, Vegans

Tour operated in:
Trip Styles:



Cultural, History


Cycling, Sightseeing, Walking

$1634 (USD) The Big ADVENTURE Sale: -$46
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Tour Overview

Cycling on quiet roads we explore Cuba's verdant countryside, colonial towns and revolutionary history. From Havana we cycle past the historic Bay of Pigs to charming Trinidad where we experience Cuban hospitality in Casas Particulares. Along the way we learn about modern day Cuba and excellent live music is never far away.

Cycle Cuba - With relatively little traffic this is an ideal way to see the island

Casas Particulares - Stay in locally-owned and run private homestays in the heart of colonial Trinidad

Topes De Collantes - Beautiful bike ride through the central Sierra Escambray Mountains


  • Cycle Cuba - With relatively little traffic this is an ideal way to see the island

  • Casas Particulares - Stay in locally-owned and run private homestays in the heart of colonial Trinidad

  • Topes De Collantes - Beautiful bike ride through the central Sierra Escambray Mountains


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Day 1: Join Tour In Havana
Location: Havana
Accommodation: Casas Particulares

Our tour begins in Havana. Built around a deep natural harbour, Havana is one of the most impressive colonial cities surviving in the Americas today. Crumbling tenement buildings and 50s style American Cadillacs rub shoulders with white marble grandeur and the still audible echoes of the Cuban Revolution. The largest city in the Caribbean and Cuba's political and cultural heart, it is the perfect place to start our journey. In Havana we stay in 'casas particulares' - family-run guesthouses.

On arrival to the main joining point casa in the Vedado district of Havana (Mara's House: Calle 29 # 210 e/ B y C, Vedado, La Habana) you will be met by your host and shown to your room in one of the local guesthouses in the surrounding area. Each casa can only accommodate a handful of guests, giving you a great opportunity to interact with your hosts. At night the city's legendary music and cocktails bars come into their own, in both Vedado, where your casa particular is, as well as Old Havana, a short taxi ride away.

Due to the number of evening flights into Havana, your Leader plans to do the welcome meeting on the morning of day two at 8am after breakfast.

There are no activities planned today, so you are free to arrive in Havana at any time. If you would like to receive a complimentary airport transfer today, you'll need to arrive into Jose Marti International Airport (HAV), which is a 30 minute drive away.

Day 2: Cycle The Bay Of Pigs. Drive To Yaguanabo Via Cienfuegos
Location: Bay of Pigs, Cienfuegos, Yaguanabo
Accommodation: Hotel

This morning we depart the city and drive (3 hours) to the Zapata Peninsula and the Bay of Pigs - the infamous site of a failed US-backed invasion by Cuban exiles in 1961. We then enjoy a relatively easy warm-up ride along the flat, following the Caribbean coast from Boca de Guama our route ends at the Cueva de los Peces - a flooded tectonic fault (or cenote) with resident tropical fish which provides a great swimming opportunity. There is time for an optional visit the museum dedicated to the failed invasion before we resume our journey by road, travelling on to the colonial city of Cienfuegos. We have a chance to take in some of its impressive 19th century architecture on a short walking tour of the centre, before continuing by bus (45 mins) to our hotel at Yaguanabo beach.

Our total cycling distance today is approximately 28 kilometres (flat)

Day 3: Coastal Ride To Trinidad. Afternoon Walking Tour And Cocktail Making
Location: Trinidad
Accommodation: Casas Particulares

Continuing south-east this morning we cycle along the Caribbean coast to the UNESCO World Heritage Site of Trinidad, one of the best preserved colonial towns in the country. Founded in 1514, the town was a haven for pirates and slavers before the arrival of the French in the early years of the 19th century and today remains one of Cuba's cultural gems. This afternoon we enjoy a walking tour around the town, taking in the lovely setting of the central square and the cathedral. For the next two nights we will enjoy local hospitality staying in casas particulares - private houses.

Later this afternoon, we will enjoy a cocktail making class where we can learn to make some of Cuba's famous drinks such as mojitos and daiquiris.

Our total cycling distance today is approximately 30 kilometres (Total accumulated ascent 150 metres)

Day 4: Free Day In Trinidad For Additional Rides Or Relaxation
Location: Trinidad
Accommodation: Casas Particulares

We have a chance to enjoy Cuba's beautiful Caribbean coastline today. Options include a day relaxing on the beach, or perhaps a trip on a catamaran out into the azure waters that lie off the coast. For those still wanting to stretch their legs we also have the option to cycle out to the Ancon Peninsula (30 kilometres return). Alternatively, you can simply relax on the white sands of nearby Playa Ancon, or perhaps return to wander through Trinidad's charming colonial streets.

Our total cycling distance today is approximately 30 kilometres (optional, unescorted)

Day 5: Ride Through The 'Valley Of The Sugar Mills'
Location: Trinidad
Accommodation: Casas Particulares

Todays cycle ride through the scenic Valle de los Ingenios (valley of the sugar mills), with its ruined mills and infamous slave watchtower, is possibly the most rewarding (and longest!). By the middle years of the 19th century the valley was responsible for a third of all Cuba's sugar production, before the wars of independence saw the mills destroyed. We cycle to the watchtower of Manaca Iznaga, before continuing through the valley. Re-joining our bus we drive a short distance to the colonial town of Sancti Spiritus where we stop to pay a short visit to the old town, before returning to our casas in Trinidad by bus. Today's ride is a moderate grade that encounters some ascents and descents throughout the day. You have the option to hop into the support bus if you prefer.

Our total cycling distance today is approximately 60 kilometres (Total accumulated ascent 500 metres)

Day 6: Scenic Downhill Ride From Topes De Collantes; Bus To Santa Clara
Location: Santa Clara
Accommodation: Hotel

Just a few miles behind Trinidad looms the Sierra Escambray, one of the three main mountain chains in Cuba. It has peaks up to 1100 metres, an incredible abundance of tropical and semi-tropical vegetation on its slopes, and some of the best Cuban coffee is also produced here. Climbing up into the Sierra on the road from Trinidad is an experience, with slopes as steep as 20% (don't worry, we do this by bus!). Those wishing to do the toughest cycling challenge to be found in Cuba may want to try by leaving in the early hours of the day and being picked up by the group later. We start cycling on the highest sections of the road with some ascending still to go, near Topes de Collantes, a village and mountain retreat built in the early 1950s. From the village it is one of the most scenic downhills through the jungle to be found anywhere in Cuba. Before leaving the mountains we can stop at a local coffee farmer's home to enjoy a meal (not included) and see the process of coffee tasting and of course we will try it as well! Then heading north, passing through the village of Jibacoa we finally reach the provincial town Manicaragua where we finish our final ride. We will take a short bus transfer to our hotel on the outskirts of Santa Clara. The town of Santa Clara is less visited by tourism and therefore has the authentic feel of a busy Cuban provincial town. It town played an important role in the Cuban revolution, as it was here that Ernesto 'Che' Guevara won a decisive battle in December 1958 which led to the fall of Havana a few days later. Depending on the time we finish our ride and arrive here we will either visit the sites today or tomorrow morning. The 'Tren Blindado' site explains the decisive battle to take Batista's armoured train. The most remarkable site is the Che Guevara monument and mausoleum together with a museum dedicated to the life of this hero of the Cuban revolution. The first 10 km of the ride today is generally ascending and while not steep, there is one section of a couple of kms of ascent. For those clients that prefer, it is possible to ride in the bus for this section. The rest of the ride is generally descending, but with some undulations later.

Our total cycling distance today is approximately 35 kilometres (Total accumulated ascent 450 metres)

Day 7: Visit Che Guevara Mausoleum. Afternoon Tour Of Havana
Location: Havana
Accommodation: Casas Particulares

There is no cycling planned today and depending on our activities yesterday we will either drive straight off after breakfast or visit the remaining places of interest. The Che Guevara Monument is the final resting place of one of the world's most iconic figures and one of the country's most emotive shrines to its revolutionary heritage. Continuing on to Havana (three hours), we then spend this afternoon wandering through the heart of the old capital, exploring the neo-classical architecture of the Vieja district and taking in the baroque grandeur of the 18th century Catedral de San Cristobal de la Habana among other fine buildings from another age.

No cycling today.

Day 8: Tour Ends In Havana
Location: Havana

The trip ends after breakfast at our Casa Particular in Havana.

There are no activities planned today, so you are free to depart from Havana at any time. If your flight is departing later in the day, luggage storage facilities are available. If you would like to receive a complimentary airport transfer today, you'll need to depart from Jose Marti International Airport (HAV), which is a 30 minute drive away.

What's Included

  • Fully Guided

  • Bike rental

  • Accommodation

  • Meals – Breakfast Only

What's Not Included

  • Country Entry Visas

  • Tipping and Gratuities

Why Book this Tour

Unlike many other operators, we include the hire of your bike in the overall cost of the holiday: you don't need to bring your own or pay extra to hire one locally. We also provide a support vehicle, spare parts and take care of day to day bike maintenance. All you need bring is your own helmet.


Check out our Q&As

  • Are the local guides on the tour English speaking?


  • Will there be an escort accompanying this tour?


  • Can you assist with pre or post tour accommodation?


  • Are children permitted to take part in the tour?


  • What is the maximum group size?


  • Will I know the names and details of all the accommodation before I depart?


  • I'm going on a walking/cycling trip-do I need to train?

    It will depend on the grade and how fit you already are. Check the trip page for details of the walking or cycling grade and how far you’ll be walking/cycling each day. For moderate or challenging trips in particular we’d recommend doing some walks or cycles before you leave to build up your fitness and prepare you for the distances being covered.

  • Who will be my travelling companions on the tour?

    We have a wide range of ages nationalities on our small group trips and they come from all walks of life.

  • Should I get travel insurance?

    Yes–it is a condition of booking that you are fully insured when travelling with us

  • How long has the tour company been trading?

    At Explore, we're the experts in adventure travel. Our small group adventure holidays have been running since 1981. Today, Explore is one of the most trusted travel companies in the UK with over 500 trips to more than 120 countries.

  • Can I join the tour once it has departed?

    Yes, but there are no concessions for doing so, and we must have a record in your booking advising as such before the trip departs.

  • Am I contributing to any charity by booking the tour?

    Being a responsible company is a large statement, something that has to be entwined within the very fibre of a company. Discover the charities and partnerships we support as part of this at https://www.explore.co.uk/about/sustainability/charities-and-partners

  • What happens if I need to change my holiday date once I’ve booked?

    We want to be as clear as and as honest as possible about what happens if you decide to that you no longer wish to travel on your trip. Our booking conditions have details of the costs you’ll incur when you cancel-these charges depend on how long it is before your planned departure.

  • What is the accommodation like?

    We choose comfortable accommodation in the best locations possible. We opt for small, local and family-run accommodation where we can, as opposed to large chain hotels. We typically use hotels that are the equivalent of European 3-star, and you’ll usually have an en suite room. Occasionally, where we want to get off the beaten trail we may stay in more basic accommodation.

  • What Ethical Travel credentials does the tour company have?

    Sustainability is embedded within the fibre of Explore, it emanates from the inside out. But as we enter a new decade it is clearer than ever that our world needs help, and Explore has created a sustainability strategy based on the 2015 UN’s Sustainable Development Goals.

  • What policies are in place for Covid-19?

    Our flexible booking and safety policies mean you're protected before and during your travels with us. Receive a full refund if your trip is cancelled, transfer your trip free of charge up to 10 days before departure minus any irrocoverable costs.

  • Do I need to be very fit to book with you?

    All our trips require some level of active participation. This could be on a cultural trip, trek, safari, expedition or voyage. It is in the interests of all members of the group that everyone should be capable of fully participating in the activities of their chosen trip.

  • What documents will I receive before I travel?

    Final documents will include a comprehensive trip itinerary, climate and country information, budgeting and packing advice visa and passport information and details on optional activities available.

  • Do you operate a “single share” option and how does it work?

    Yes on most of our trips. Most trips are based on customers sharing twin-bedded rooms. If you book a group trip as an individual, you will share a room with someone of the same sex. However, on many trips we offer the opportunity to pay a supplement to pre-book a single room, known as our single room option. On some trips a single room will be provided every night, on others it will be provided o

  • Do we have to be vaccinated against Covid-19 to travel

    It’s now a condition of booking a trip with us that customers should have one of the following before they travel - — Be vaccinated against COVID, having received the full recommended course, and allowing enough time for immunity to take effect. Full vaccination includes any booster required to keep the vaccine valid. — Have taken a negative test (rapid antigen or PCR) within 72hrs of departure.

  • Will the accommodation included meet local health and safety regulations?

    Explore will only offer hotels that have specific COVID-19 protocols in place and comply with local government guidelines. We will ensure these measures include; enhanced room cleaning, ventilation, social distancing, regular cleaning and disinfection of high frequency touch points in public areas, food safety, staff re-training and minimising contact within the properties.

Reviews of this Operator

Feefo Rated Customer  

Cycle Hadrian's Wall - Coast to Coast


' Excellent trip with a mixture of easy riding days, mixed with great scenary ' The trip was excellently organised by the group leader. The accommodation was very good throughout the trip. The bikes were ideal for this trip.

Gemma Jackson  

Peru Encompassed - spectacular trip


I booked for my husband and I to go on the Peru Encompassed trip with the 3 day Amazon extension trip tagged on the end, we also booked to go to Lima few days early to get over the jetlag and see something of Lima before setting off on the group trip. Everything was booked for us by Explore! with seamless ease and without any hitches. This was the first time I had booked onto an organised trip so I was a bit concerned it might not be for us. How wrong I was. We were a group of 9, ranging from 30s to 60s, and a mixture of couples and singles and different nationalities. As a group we gelled really well and chose to spend most of our free time together which made the trip great fun. As for the trip itself, it surpassed all expectations. The Peru Encompassed trip was superb. I don't think any other country offers so much culture, wildlife, specular scenery and amazing food, all of which we experienced in abundance on the trip. We had a local tour guide for the whole trip who was fantastic and then expert guides joined us on different legs of the journey. We learned so much as a result. The highlights for me were visiting the local market in Arequipa with our guide and sampling lots of different fruit and street foods, the day on Lake Titicaca and of course Machu Picchu itself. We booked an additional trip to go back ourselves the second morning which was great as we could do a different route around the ruins and get different views from the afternoon before. Our final highlight was the additional 3 day trip to the Amazon staying at the Hacienda Conception. The lodges were immersed in the jungle which was wonderful if noisy! the food was fab and the daily trips provided were excellent. It was a great relaxing way to end the trip although it did rain quite a bit. Both my husband and I said our trip to Peru was one of the best trips we have ever done.

Ms D Brown  

Excellent company


Excellent company, there are so many trips, you really get looked after. Everything is dealt with by your Tour Leader, all logistics are taken care of and usually things go smoothly, I only use explore because I know what to expect each time, that makes me happy, with a stress free holiday


Azores Island Hopping


Very well organised tour. Brilliant Tour Leader who went out of her way to make sure everyone was happy and enjoyed the trip. The Azores are an incredible location with amazing scenery and good food.

Barbara in Beckenham  

Iceland Northern Lights Adventure


' Steina was a great guide - full of information made the trip so interesting ' Everything was just perfect - just as I had hoped - except the Northern lights were a no show!

Dates & Availability

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Friday - Friday

Oct 25, 2024 - Nov 01, 2024
$1680 $1634 (USD)

The Big ADVENTURE Sale: -$46 (USD)

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Friday - Friday

Nov 01, 2024 - Nov 08, 2024
$1680 $1634 (USD)

The Big ADVENTURE Sale: -$46 (USD)

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Friday - Friday

Nov 08, 2024 - Nov 15, 2024
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The Big ADVENTURE Sale: -$46 (USD)

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Dec 20, 2024 - Dec 27, 2024
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The Big ADVENTURE Sale: -$46 (USD)

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Saturday - Saturday

Jan 18, 2025 - Jan 25, 2025
$1750 $1702 (USD)

The Big ADVENTURE Sale: -$48 (USD)

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Saturday - Saturday

Feb 08, 2025 - Feb 15, 2025
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The Big ADVENTURE Sale: -$48 (USD)

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Saturday - Saturday

Mar 08, 2025 - Mar 15, 2025
$1750 $1702 (USD)

The Big ADVENTURE Sale: -$48 (USD)

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Saturday - Saturday

Apr 05, 2025 - Apr 12, 2025
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The Big ADVENTURE Sale: -$48 (USD)

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Saturday - Saturday

Oct 18, 2025 - Oct 25, 2025
$1750 $1702 (USD)

The Big ADVENTURE Sale: -$48 (USD)

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Saturday - Saturday

Nov 01, 2025 - Nov 08, 2025
$1750 $1702 (USD)

The Big ADVENTURE Sale: -$48 (USD)

Instant Booking Available

Saturday - Saturday

Dec 20, 2025 - Dec 27, 2025
$1750 $1702 (USD)

The Big ADVENTURE Sale: -$48 (USD)

Book with Confidence

  • Free Date Changes

    Explore! allows you to make 1 free date changes, as long as the change is made at least 60 days before the start of the tour.

  • Low Deposit

    Explore! requires a minimum deposit of 10% or the full booking value, whichever is less, with the final balance not due until 60 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of explore! charges.

    Up to 60 days before tour starts: Forfeit 100% of deposit.

    At 59 days before tour starts: Forfeit 30% of booking price.

    At 41 days before tour starts: Forfeit 60% of booking price.

    At 27 days before tour starts: Forfeit 90% of booking price.

    At 13 days before tour starts: Forfeit 100% of booking price.

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