Cuba Cross Over
From £1080.00 per person
Accommodation Type:
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Cuba Cross Over

This 14 day Cuba Cross Over bicycle tour lets travellers experience Cuba at a slower pace. When you join Cuba Crossover you’ll be able to take your time exploring this country and get to know the sights and culture in a way that’s deep, real, and lasting. There’ll be lots of beach time, plenty of cultural sights, natural wonders, and fascinating facts about the Revolution.

  • Our Most Popular Active Tour
  • Guided bike tour
  • Max. 16 participants
  • Accommodation in 3-4 star hotels

What people have said

“I am back…it went far too quickly :-) Everything went well and I really really enjoyed Havana/Cuba! I will definitely be returning.”
   Dates Adult(PP)
From 4 February 2017 to 18 February 2017
Based on a double/Twin room
From 18 February 2017 to 4 March 2017
Based on a double/Twin room
From 4 March 2017 to 18 March 2017
Based on a double/Twin room
From 18 March 2017 to 1 April 2017
Based on a double/Twin room
From 1 April 2017 to 14 April 2017
Based on a double/Twin room

Travel Information:

Cuba Crossover participants will experience Cuba’s unique and fascinating landscape in a fun and active way. Travellers who book this tour should be relatively fit since most of the activities are quite physical. However, don’t be scared off, there’s no need to be a professional athlete! Our guides adapt to the fitness levels of travellers in all our groups. This tour will take you to some of the most beautiful regions of the largest Caribbean island. Tap into your inner explorer and become enchanted as you discover compelling western and central Cuba on two wheels!
Here you'll find important information about visa and entry regulations, vaccination requirements, and general information about the country and people of Cuba.
Your guide will help you select and book additional excursions and, while we have included most necessary services, our friendly staff are available to help you book anything additional you desire.

Additional Info:

If hotels in the itinerary are already fully booked, we reserve the right to book another accommodation of equivalent standard.
Transfer IN/OUT optional:
Havana Airport - Havana Hotel
Havana Hotel - Havana Airport
ONE WAY Price per person in connection with the tour: USD $15

What's included

  • Accommodation & Meals as described
  • Excursions as described
  • Professional English speaking guides
  • Transportation during the tour

What's not included

  • Departure Tax
  • International Flight
  • Optional extras
  • Tips
  • Tourist Visa
  • Transfer in/out of Havana
  • Travel Insurance

Day 1: Arrival in Havana, Cuba

Welcome to Cuba! Your plane will land at the Jose Marti International airport in Havana. You can book your transfer from the airport to the comfortable Hotel Habana with us or you can arrange for your own transportation separately.

Day 2: Havana

After breakfast we'll take you on a guided walking tour of Old Havana. After you've had a chance to explore and admire the city we'll stop for lunch at a local restaurant. In the afternoon you can move to Cuban rhythms at Casa de Tango, Havana's 'House of Tango'!

Day 3: Havana - Viñales

This morning we'll take you to the spectacular city of Vinales by bus. We'll stop for a quick rest before a bicycle tour of the city. At the end of the tour you'll have lunch at a typical Cuban restaurant before checking in to your evening accommodation. This casa particular is nestled in the verdant Vinales Valley, surrounded by fragrant plantations and the unique Mogote rock formations!

Day 4: Cayo Jutías

Today you'll ride your bike through the Vinales Valley, to Cayo Jutias. After spending some time on Cayo Jutias, exploring or relaxing on the sandy beaches, we'll return to the city of Vinales for another relaxing evening at the same accommodation.

Day 5: Viñales

This morning you'll go on another enjoyable bike ride through the vibrant Vinales Valley. We'll stop for lunch on the way. Vinales is Cuba's principle tobacco growing region and it's where the infamous Cuban cigars have their beginnings. Tonight is your last night in Vinales.

Day 6: Viñales - Cienfuegos

After breakfast we'll leave Vinales and cycle south, towards Cienfuegos. On the way, we'll stop in the quaint rural town of Guama where you'll go on a boat tour of the Laguna del Tesoro, “Treasure Lake”. Here you can explore a reconstructed Taino village and a crocodile farm. In the afternoon you'll discover the revolutionary city of Cienfuegos by bike. The ornate, neoclassical architecture in this town is mesmerizing. Spend the night beachside, at the Hotel Jagua.

Day 7: Cienfuegos - Trinidad

Today we'll leave Cienfuegos and head to Trinidad. Your cycling route will take you through the magnificent Sierra del Escambray mountains, the second largest mountain range in the country. After your ride through the scenic Cuban landscape you can spend the evening as you please. Tonight you'll stay at a casa particular.

Day 8: Trinidad

In the morning we'll take you on a guided city tour of lively Trinidad. Then you can spend the afternoon relaxing on the beach.

Day 9: Trinidad

There are no activities planned for today so you have the chance to explore on your own. We highly recommend an excursion to the "Valle de los Ingenios", a 50 metre tall tower which was used to oversee slaves in the fields during the colonial period. Now it simply offers a spectacular view of the valley. Tonight you'll stay at a casa particular.

Day 10: Trinidad - Santa Clara

Today we'll take you on a scenic drive, through a picturesque mountain area, to the charming city of Santa Clara. Along the way, we'll stop at the Topes de Collantes National Park for a rest. Then we'll continue through the breathtaking surroundings to your final destination, Trinidad. Tonight you'll stay at a casa particular.

Day 11: Santa Clara - Varadero

Today you're going to vibrant Varadero! This exciting city is located on the Peninsula of Hicacos, where you'll find Cuba's longest beach and an impressive coral reef, an el dorado for divers and tourists. Tonight you'll stay at the opulent all-inclusive Memories Varadero Resort!

Day 12: Varadero

Today you'll have free time to relax and take a break from biking. Spend a relaxing day at the beach or take a stroll through Varadero's streets. Spend a second night at the all-inclusive Memories Varadero Resort!

Day 13: Varadero - Havana

Visit the magnificent city of Matanzas! This city is located on the Bay of Matanzas and it's known for its great poets, culture, and Afro-Cuban folklore. After a rest, we'll cycle back to beautiful Havana, along the Yumurí river. Tonight you'll stay the modern Hotel Habana Libre.

Day 14: Departure

Use the morning to do some last minute exploring in Havana or pick up souvenirs if you haven’t gotten around to it yet. We're sad to see you go but we hope that you'll come back to Cuba soon! We can drive you to the airport or your next hotel (optional transfers).

What people have said

“I am back…it went far too quickly :-) Everything went well and I really really enjoyed Havana/Cuba! I will definitely be returning.”

Write down your review

What people have said

“I am back…it went far too quickly :-) Everything went well and I really really enjoyed Havana/Cuba! I will definitely be returning.”

Frequently asked questions

1. How fit do I need to be for these holidays?

Our Bikecations are designed to attract people of all ages and levels of fitness. All the holidays can be enjoyed by anyone who is reasonably fit. Some holidays involve greater distances or frequency of cycling and some will cover hillier terrain than others. Our tour gradings and itinerary descriptions should help guide you towards the most suitable holiday options for you. If you are not sure, give us a call.

2. How many miles a day can I expect to cycle?

This depends on the Bikecation you choose. These have been graded so you know what to expect.

For a bikecation leisure cycling holiday a gentle pace is about 7-8 miles per hour, so, if you cycle for four hours, you can expect to cover 25-30 miles comfortably. This leaves plenty of time for sightseeing, picnics, visiting castles or churches, stopping for morning coffee or whatever you want to do. You have all day to get to your next stopover, so you can relax and enjoy the countryside. We can also include rest days when you can enjoy other activities if you require.

For our road cycling and bespoke tours for groups we will advise you what is best for the particular trip you wish to ride on. Usually we try to cover 60-100 miles at an average speed of 13.5 to 14.5 mph but this can be slower or faster depending on the group.

3. What do I wear for leisure cycling ?

It is important to be comfortable when cycling so we suggest wearing thin layers of clothing. Padded cycling shorts, a zipped top, windproof light jacket and trainers are standard fare. Fast drying and hardwearing synthetic fabrics are ideal as a base layer as these allow your skin to breathe and wick the moisture away from your skin to the next layer, avoiding the chill which cotton T-shirts can cause. In mid-summer you may just need shorts and a t-shirt. Safety helmets are strongly recommended on all Bikecation holidays and are a legal requirement in some countries so please bring your own helmet. We will send out a What to wear document to you well in advance of your Bikecation.

4. Are cycling holidays suitable for children?

Cycling can make an ideal family holiday, provided the right distances are chosen for the younger members of the party. We would suggest that you call us to discuss the most suitable tours for your children. In most places we are able to offer children’s bikes and child seats, if you have toddlers or babies.

5. How much luggage can I bring?

Your luggage is transported for you every day so bring what you need to make your holiday relaxing and comfortable. Please try and limit it to one item of luggage per person and that it is clearly labelled. On some tours there is a weight limit per item.

6. What happens to my luggage?

We want you to enjoy your Bikecation to the full so, for your comfort, we arrange the transportation of your luggage from one hotel to the next. The only thing we ask is that you leave your suitcases in reception on setting out each morning, and the hoteliers will ensure that it is waiting for you at your next hotel. We will provide luggage labels for you. All you need carry with you are drinks, a camera, waterproofs and sun cream.

7. Is my money safe if anything happens to Bikecation?

Your money is safe when you book your Bikecation. To protect your payments fully, all monies paid by you to us for your holiday are held in a separate Client’s Trust Account and are not released to Bikecation until your holiday has taken place. This practice fully satisfies the requirements of EC and UK law. Please call us if you would like to discuss this further.

Bikecation is also fully licensed by ATOL ( no. T7462) that is issued by the Civil Aviation Authority (CAA). for full details how how your payments are protected, please read our Your Financial Security page.

8. Do I need to bring my own bike? What type of bike should I bring?

We arrange for hire bikes to be provided for your holiday or tour. However, if you would prefer to bring your own bike then by all means bring it with you, but it must be in good working order. We recommend either a hybrid or a mountain bike fitted with road tyres for our leisure cycling holidays.

For our road cycling trips we can advise on what is best for your situation but we regularly transport bikes to the start destination.

If you do bring your own bike, you should insure it separately. Most household insurance policies can be extended to cover your bike whilst on holiday.

9. What happens if I have a problem with the bike or any other problem en route ?

If you are provided with a bike it will be well-maintained and serviced before being rented out so there should be no problems however, there are emergency numbers provided in the Route Notes for more complex problems.
If you have brought your own bike and you are unable to fix it, we will find you a replacement for the rest of your holiday.

Our road cycling trips will also have back up support with a mechanic unless requested otherwise with a possible spare bike for any major problems.

10. What should I do about holiday insurance?

If you choose a holiday abroad, you should have adequate insurance to cover you for medical expenses and for cancellation or curtailment of your holiday. For holidays in the UK we recommend everyone should have holiday travel insurance. Not all insurance policies cover cycling daily so we recommend Campbell Irvine. For full information, please read our ‘Trip Preparation’ page

11. Where will I leave my car for the duration of the leisure cycling holiday?

In most cases you can leave your car for the duration of your holiday in the car park of the hotel used for the first night’s accommodation. Where parking is not available at the first hotel, you will be advised of the alternative arrangements made for you.

12. I’m on my own – Which holidays are best for me ?

Nearly all our holidays are open to single travellers, but our Group guided holidays may be of most interest. Group holidays give you the opportunity to meet others of like mind and to enjoy cycling together. The group ‘vibe’ continues into the evening if you decide to eat together. A guide will help you appreciate the history and culture of the area you’re visiting.

13. What type of accommodation can I expect?

There is a variety of accommodation ranging from Castles and Chateaux to small boutique hotels and good quality B&Bs, thereby offering a range of different priced holidays. If you have any questions regarding which accommodation is used in the trip you are interested in riding please contact the office.

14. What are the routes like?

The descriptions of our Leisure Bikecations indicate the main types of routes we use on each holiday, such as provincial roads, country lanes, dedicated cycle ways, some tracks and Casa Verdes (disused railway tracks). While we try to use quiet routes wherever possible, you should be comfortable riding occasionally in traffic. Traffic volumes can vary even on minor roads, especially in more popular tourist areas; we sometimes have to use short sections of busier roads to cross rivers or connect scenic routes, and traffic will inevitably be heavier in and near towns.

Some routes include occasional sections on unsurfaced tracks, but these don’t require any specific technical riding skills. If you are unsure of your level, or would like to know more about the cycling on specific holidays, then please do not hesitate to contact our knowledgeable reservations team.

15. Do I need to bring money for food?

All the holidays include a hearty breakfast each day. Some also include lunch and an evening meal. Where they are not included, you are free to choose where and when to eat. Some hotels will provide you with a packed lunch on request, but most people like the freedom of stopping at the place of their choice to experience the local cuisine. Some routes have been designed to incorporate gastronomic delights and will include an evening meal. Details are given with each individual tour.

16. Is it possible to extend one of the holidays from a few days to a full week?

We have the resources to design a tour to suit your requirements, incorporating rest days if desired, taking in places that are of interest to you. Give us a call and we will try to accommodate your wishes. The only constraint may be the availability of the accommodation.

17. Can you arrange flights for the overseas tours?

Flights are not included in the tour price, however we can book flights for you. Holding an ATOL licence means that if you book a tour and flight together with us you will have the added piece of mind of the financial protection offered by ATOL. If you prefer to book your own, we recommend that you wait until your tour booking is confirmed before you book any flights and booking separately means you will not be covered by ATOL. For full information on our flight services please contact us on

18. When are the tours available?

Departure dates are shown for all tours. Please be aware that the holidays are very dependent on the availability of the selected accommodation. These have been chosen carefully, looking for a high standard to ensure you are comfortable at all times. During busy periods this is not always available, so we advise that you should book as early as possible to avoid disappointment.

What people have said

“I am back…it went far too quickly :-) Everything went well and I really really enjoyed Havana/Cuba! I will definitely be returning.”
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