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Ready for an 8-day Cuban cycling adventure? Immerse yourself in a world of Caribbean melodies, mouthwatering dishes, and passionate dances—and that’s just the beginning of what’s in store. We’ll pedal through Central Cuba’s five provinces, each offering its unique charm, while cozy casas particulares await us at day’s end, ready to soothe our tired muscles. So, hold on tight! One moment, we’ll be cruising along the cobblestone streets of colonial Trinidad, and the next, we’ll be gliding through the aromatic coffee plantations of Guamuaya. It’s a journey packed with surprises and a kaleidoscope of experiences waiting at every turn of the pedal.

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Adventure highlights

  • Active Cuban adventure

    Traverse five diverse provinces on two wheels, racking up to 40 miles a day

  • Make the most of each day

    Don’t miss out on dancing to Cuban rhythm, savoring a cup of robust Cuban coffee, and the flavors of ropa vieja

  • The Pearl of the Antilles

    Explore the island renowned for its lush landscapes, diverse flora and fauna, and its significance in the Caribbean region


Picture an unforgettable adventure on two wheels across Cuba, where the Caribbean breeze is your constant companion and memories are etched for a lifetime. Across 8 exhilarating days, you'll traverse five diverse provinces, uncovering the tapestry of culture and landscapes this country boasts. Clocking up to 40 miles a day, your guide will ensure you're fueled with hearty breakfasts and lunches, occasionally topped with refreshing dips in turquoise waters or sun-soaked moments on sandy beaches. Pedal through Cuba's heart, soak in its beauty, and relish every twist and turn of this cycling escapade, where every mile unfolds a new story.

  • Arrive in Havana and settle into your accommodation. If you arrive by 6 pm, you’ll meet your guide and your group in the main guesthouses and then go for an optional dinner. Your optional $20 for the snack kit will be collected.

    Accommodation: Guesthouse

    Havana city and a car
  • Meet the crew for the bike fitting and mechanical check, and then you’re off for your first riding adventure in the modern part of Havana! Cycle through the neighborhoods of Vedado, Nuevo Vedado, Havana Forest, and Miramar, and stop at Plaza de la Revolución, where you’ll find state buildings covered with metal sculptures of Cuba’s significant historical figures. Enjoy your delicious lunch at a paladar (a private restaurant) in Old Havana. Once you’re done, go on a 2-hour walking tour of Old Havana and the four main plazas, after which you’ll hop on the support vehicle for a 2.5-hour drive to Varadero—a top-tier beach destination.

    Accommodation: Guesthouse
    Meals: Breakfast and lunch

    Women cycling through the streets of Havana
  • A 30-minute drive takes you to Camarioca, just outside of Matanzas, where you start your first cycling route. You ride to Matanzas on a slightly undulating road in good condition. The city is also known as the “Venice of Cuba”, it’s rich in art and music heritage, as well as the birthplace of many important cultural figures. Matanzas is often overlooked by tourists due to the incredible Varadero being nearby—and you’ll explore the city’s treasures on two wheels. How you spend the afternoon is up to you, you can relax on the incredible beach, bike some more, or watch the sunset.

    Accommodation: Guesthouse
    Meals: Breakfast and lunch
    Cycling: 40 km / 25 miles
    Elevation gain: 138 m / 453 ft

    Sunset at Varadero, Cuba
  • Rise and shine, it’s time for a new location—Santa Clara, 3.5 hours away from Varadero. The route today is mostly flat though agricultural fields, small villages, and charming cities such as Cardenas and Colon. Santa Clara is another city often overlooked by tourists, but it’s a student city known for its creativity and rebellion. You’ll also visit the Che Guevara Museum and Memorial. As the day draws to a close, go for dinner with your guide and your group.

    Accommodation: Guesthouse
    Meals: Breakfast, lunch, and dinner
    Cycling: 50 km / 31 miles
    Elevation gain: 156 m / 512 ft

    Che Guevara statue, Santa Clara
  • Have a hearty breakfast because you’ll be riding uphill for much of today’s route. Start with a ride to the mountains of Guamuaya, with an average incline of 4%. Meet a farming family in Jibacoa, who will prepare a delicious meal while you rest your legs. After lunch, take a 2.5-hour vehicle ride to the colonial jewel Trinidad—no other Cuban city is that preserved, with the locals extremely friendly and festive. Once you get there, go on an orientation walking tour through the historic center. If you’ve still got some energy in you, go for a salsa lesson followed by a night of dancing in one of the best nightlife spots in Cuba.

    Accommodation: Guesthouse
    Meals: Breakfast, lunch, and dinner
    Cycling: 30 km / 19 miles
    Elevation gain: 390 m / 1,280 ft

    View on Trinidad town sqaure through the window of Church of Saint Francis tower.
  • Today you’re riding along the turquoise waters of the Caribbean coast to Cienfuegos—or “The Pearl of the South”. The terrain is slightly undulating in the beginning, but soon it flattens out with the sea to the left and the mountains to the right. The last 20 km (12 miles) will be hilly. Take the rest of the journey—a 2-hour drive—with your support vehicle. French-inspired boulevards and architecture await you in the elegant city of Cienfuegos. You’ll have an orientation tour in the city center, and after that you’re free to explore on your own. Don’t miss out on some of Cuba’s most beautiful buildings on Punta Gorda! Have an ice-cold beer at the Yacht Club or Palacio del Valle while watching the sunset.

    Accommodation: Guesthouse
    Meals: Breakfast and lunch
    Cycling: 60 km / 37 miles
    Elevation gain: 356 m / 1,168 ft

    View of the Arch of Triumph and monument on the Parque Marti in Cienfuegos in Cuba
  • Take the final, 5-hour ride with your support vehicle to Havana via the Bay of Pigs, site of the infamous U.S. invasion. You’ll learn about the Cuban side to this story as you cycle on flat terrain to the Museum of the Invasion. Afterwards, enjoy some beach snorkeling or swimming. Have lunch on the road as you drive to Havana for your farewell dinner. Enjoy your last night in Cuba with music and mojitos—maybe the Buena Vista Social Club or the Time Magazine honored Fabrica de Arte Cubano, an art and nightlife megaplex.

    Accommodation: Guesthouse
    Meals: Breakfast and lunch
    Cycling: 30 km / 19 miles
    Elevation gain: 64 m / 210 ft

    Cenote in the Bay of Pigs
  • Today is your last day of the tour. Take a shuttle to the airport—it’s not included in the price of the trip, but it shouldn’t cost more than $20 per taxi—and catch your flight. Alternatively, stay a bit longer in Cuba, just ask your guides for some recommendations!

    Meals: Breakfast

    Havana capitol building
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Meet your guide

Cuban Adventures
Cuban Adventures
In 2005, Cuban Adventures set out with the objective of providing quality, small group tours using local Cuban guides who love to share information on its history, culture, and society. Their passion is providing authentic cultural experiences of Cuba by practicing responsible tourism, in a socially and environmentally responsible way. Cuban Adventures focus on the client’s satisfaction, and this remains their prime motivator.
5.00 (1 reviews)
Haley (source: Tourradar)

DO IT! I had the best experience on this trip with Cuban Adventures. Everyone we encountered along the way was incredibly kind and generous. The food was great, the accommodations were great, and the company was even better. I cannot recommend this enough!

Things to know

  • What you get on this adventure:

      • An experienced, local cycling guide with extensive knowledge of the area
      • 8-day guided cycling tour in Cuba
      • Accommodation — 7 nights in guesthouses (twin-shared, air-conditioned rooms with an ensuite bathroom)
      • Support vehicle for the duration of the tour
      • 2-hour-old Havana walking tour, orientation walking tours in Trinidad and Cienfuegos
      • All breakfasts, all lunches, 1 dinner — details in the itinerary
      • Cold filtered water to refill bottles
      • Airport pick-up

    What’s not included:

      • Transportation to Cuba
      • Accommodation prior to and after the tour — your guides can arrange this for you, let us know in advance
      • Snack kit — optional, but recommended — $20 upon arrival (your guide will buy snacks for the trip since they’ll be hard to come by in remote areas)
      • Visa and passport fees
      • Insurance (Travel Medical Insurance is required to participate on the tour)
      • Some meals — details in the itinerary
      • Drinks
      • Optional activities, day-tours, and excursions
      • Airport drop-off at the end of the tour
      • Guide gratuities — optional
  • In order to join this cycling tour in Cuba, you should have an excellent level of fitness. You’ll be cycling every day between 12 and 37 miles (20-60 km) in a humid climate. Bus support will be provided. Keep in mind that it can get very hot and humid in Cuba in the summer months of June through August. And though the temperatures in Winter generally don’t get very low, the cold can be hard to escape from due to the humidity levels and the fact that Cuba houses aren’t set up for cold weather.

  • It can get very hot and humid in Cuba in the summer months of June through August, when lightweight clothing is recommended. In the winter months, it can get colder, particularly in the evenings. Although the temperatures generally don’t get very low in Cuba, the cold can be hard to escape from due to the humidity levels and the fact that Cuba houses aren’t set up for cold weather. During the day, the climate in Cuba is hot and tropical.

    Here’s a list of clothing and equipment we recommend bringing:

      • Bike helmet
      • Cycling clothing
      • Leisure clothing
      • Fleece top or similar
      • Appropriate shoes and sandals
      • Water shoes — optional
      • Swimwear
      • Rain gear
      • Small towel and swimwear
      • Sun hat
      • Padded bike shorts — optional
      • Quick-dry clothing (e.g. socks, jersey) — optional
      • Windbreaker — optional
      • Cycling gloves — optional
      • Saddle and pedals — optional

    Here’s a list of personal items you need to bring:

      • Day pack large enough to carry all the items you might need throughout the day (around a 25-40L bag) — optional
      • Water bottle, hydration pack, or hydration bladder (2L capacity)
      • Toiletries (sunscreen, soap, hand sanitizer, bug spray, toilet paper, etc.)
      • Sunglasses
      • First-aid kit (lip salve, aspirin, band-aids, antihistamine, Imodium or similar tablets for mild cases of diarrhea)
      • Binoculars — optional
      • Money belt — optional
      • Camera — optional (but recommended)
      • Snacks — optional

    It’s best to bring a backpack, a duffel bag, or a small travel case with wheels. Our advice is to pack as lightly as possible since you’ll normally have to carry your own luggage from the minibus to the accommodation. It’s possible to leave some luggage in Havana, just ask your guide to help you arrange it—it only costs around 5 euros per week.

    If you have special dietary requirements or are traveling with children and like to eat snacks between meals, we recommend bringing your own snacks to Cuba, especially for travel days. Though they are available in Cuba, they may not be readily available or to your liking.

    Make sure to bring plenty of cash. Almost no card issued by a U.S. institution will work in Cuba and access to your funds may not be possible, so bring more than you’d expect to spend, just in case. EUR and USD are the most useful currencies—they’ll be accepted in many places, but you can also exchange them once you’re there. Cryptocurrency is also sometimes accepted.

    Do not bring stand-alone GPS units (e.g. Garmin)—these are restricted in Cuba. You can, however, bring your GPS watch.

  • Bikes are included in the price of this trip. All you have to do is bring your own helmet.

  • Your guides have breakfast arranged for you every single day—you’ll have breakfast at the guesthouses, and you can expect coffee, milk, fruit juice, bread, eggs, and fresh fruit.

    In general, many travelers are pleasantly surprised with the quality and variety of food that can be found in Cuba. One of the highlights has to be fresh fruit and vegetables—think mango, pineapple, papaya, guava, coconut, grapefruit, breadfruit, and avocados. And the drinks? Start looking forward to world-famous Cuban cocktails, such as Daiquiri, Mojito, or Ron Collins. Excellent draught beer as well as coffee are also very popular.

    If you’re vegetarian, you won’t struggle finding a vegetarian meal, though there won’t be much variety. Gluten-free options should also be possible, but let your guide know in time.

  • Guesthouses, bed & breakfast, casas, casas particulares—these are all names for the same type of accommodation you’ll be staying at. Casas are generally run by local families and located in residential areas, which gives you a great opportunity to interact with local Cubans.

    Guesthouses are generally quite basic, but reasonably comfortable and very clean—the families will try to make you feel at home as much as possible. The level of service and personal attention is generally far superior to the hotels in Cuba.

    While the style and comfort levels may vary throughout the tour, you can always expect air-conditioned rooms with an ensuite bathroom. Your guides work hard to select the best guesthouses for your adventure. Keep in mind that the group will likely be placed in a number of different houses within a short walking distance. Every day you’ll meet your group at the “base house”, a central one with the biggest capacity.

    All accommodation is based on a twin-shared arrangement (two people per room) and if you are joining the tour as an individual, you may have to share the room with another member of the group. If there’s no one to share it with, you’ll end up with a room to yourself—and you don’t have to pay a single supplement. If you’d like to guarantee a single room to yourself, you can add the option of a single supplement upon booking.

    Guesthouses in Cuba

  • Group sizes and prices:

      • For this guided cycling tour in Cuba, the maximum client-to-guide ratio is 12:1.
      • It takes a minimum of 2 people for this tour to operate.
      • The cost does not decrease as the group grows.

    Cycling in Cuba can be arranged for larger groups. Contact us to make arrangements.

    Min. age requirements:

      • If you are older than 18, you’re good to go.
      • Minors younger than 18 may be permitted to join the tour on a case-by-case basis, but must be in the presence of a parent or legal guardian.

    If your group has cyclers under the age of 18, contact us prior to booking to make arrangements.

  • To get to your Cuba adventure, fly into Havana Airport (HAV). Airport shuttle to Havana is included, even if you arrive in Cuba prior to Day 1 of the tour, as long as you arrange your pre-tour accommodation through your guides. At 6 pm, the guide will meet with those who have already arrived and go for an optional dinner.

  • You’ve heard that you can’t travel to Cuba as a tourist—and that’s true, but that doesn’t mean you can’t visit Cuba and book a trip with a responsible travel company! All you have to do is to fit your travels under one of the 12 categories of a general license for entry. That makes your visit a meaningful one and allows you to come to Cuba. This applies to U.S. citizens, foreign citizens living in the U.S. and foreign citizens transiting through the U.S.

    This cycling tour in Cuba is an SCP tour—specially designed for compliance with the Support for the Cuban People category.

    None of the general license categories require any prior government approval. If you follow the rules of the license you selected, you’re automatically considered “authorized”. You need to be able to state this category to anyone that asks (such as the airline or a border agent) and document what you do and spend while in Cuba. You must save the documentation for 5 years. It’s also recommended that you carry an affidavit with you because it helps to show paperwork even if it’s not required. If you join this tour, your guides will send you an affidavit.

    Keep in mind that this general license is not the same as a tourist card/tourist visa, which is a requirement of the Cuban government. If you’re a U.S. citizen or traveling via the U.S., you will purchase your visa during check-in for your Cuba flight.

    The easiest category to qualify under is Support for the Cuban People (SCP). And this cycling tour in Cuba is an SCP tour! Your guides created a tour which is specially designed for compliance with the SCP. This is the best way for U.S. travelers to have a fun and easy trip to Cuba, legal and hassle-free. Here is a summary of the 5 requirements:

      • Use privately-owned businesses (e.g. private restaurants, private shops, private taxis, etc.)
      • Stay in privately-owned accommodation—these are the casas particulares you’ll be staying at.
      • Maintain a full schedule of meaningful interactions for 6-8 hours a day.
        “”Enhance contact with the Cuban people, support civil society in Cuba, or promote the Cuban people’s independence from Cuban authorities and that result in meaningful interactions with individuals in Cuba.”
        Here are some suggestions that are considered acceptable:

        • Supporting local artists by visiting galleries and/or purchasing art
        • Conversing with your hosts at casa particular
        • Volunteering
        • Taking lessons (dance, language, music, sport…)
        • Shopping in privately-owned businesses
        • Eating at privately-owned restaurants
        • Taking guided tours
      • Avoid transactions with Cuban Government entities on this Prohibited List. The most important thing is to avoid the hotels and shops listed. For example, most 5-star hotels are prohibited so you wouldn’t want to make purchases there.
      • Document your activities and transactions in a ledger or travel journal and maintain the records and receipts for 5 years.

    As soon as you join your tour, you’ll be spending time with your local guide—thus having a “meaningful interactions” and “promoting independence”, which is a part of SCP.

    If you are not a U.S. citizen or are not traveling via the U.S., please check the entry requirements for your country. Keep in mind that the tourist visa—also called the Cuban Tourist Card—is a must. Apply through the Cuban Embassy or Consulate closest to you.

  • We highly recommend that you cover all your bases with both emergency medical and travel insurance.

    With medical insurance, if you have an accident or medical emergency on or off the mountain, you’ll avoid paying out of pocket for costly expenses. This covers everything from hospital treatments to emergency air transportation and more. Travel insurance covers canceled flights, natural disasters and other scenarios that may interrupt your travel plans.

    We also expect you to respect local regulations and take measures to protect yourselves, your guides, and the communities you’re traveling to. For more information on travel recommendations and restrictions in Cuba, please refer to Cuba Travel.

    If you need assistance selecting the right insurance for your group, let us know and we will be happy to help!

  • A $100 deposit to secure your place is due upon booking. The remaining amount is paid 2 months (60 days) prior to departure. Once the trip is confirmed by the guide, the cancellation policy stated below applies.

      • If Client cancels the Booking anytime prior to sixty (60) calendar days in advance of the trip contemplated by the booking, Client is entitled to a full refund minus the $100 deposit. Another option is 100% kept as credit for another tour with the Guide.
      • For cancellations fifteen (15) to sixty (60) calendar days in advance, Client is entitled to a refund in the amount of seventy-five percent (75%) of the total amount paid when Booking. Another option is 100% kept as credit for another tour with the Guide.
      • After that deadline, Client is entitled to a refund of fifty percent (50%). Another option is 100% kept as credit for another tour with the Guide.

    Guide reserves the right to cancel the tour due to insufficient sign-up (not meeting the 2-person minimum). In that case, a full tour refund will be issued or 100% of the credit can go towards another tour.
    Within 60 days of departure, any amendments to a file depend on availability and will be on a request basis. No changes can be made within 15 days of departure. This includes booking additional accommodations, transfers, or excursions.
    If you are prevented from traveling on the tour you booked by circumstances such as those which would permit you to make a claim on a standard cancellation insurance policy, you may transfer your booking to another person, provided they meet all the requirements relating to that tour. More than 60 days before departure, an administrative fee of 10% of the total value of the tour will apply. Within 60 days, name transfers are not permitted.

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