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A world fueled by melodies, melting-pot cuisine, and passion-infused dances—this is the setting of an 8-day cycling tour in Cuba. It’s also just the tip of an iceberg of what you’ll see, hear, and feel in this lively Caribbean country. Daily outings lead you through the five provinces of Central Cuba, with each of them bringing something different, and with charming casas particulares awaiting you and your tired legs at the end of every day. Brace yourself for the ride ahead because covering up to 40 miles a day only means one thing: an ever-changing kaleidoscope of scenery and colors: one day you’re pedaling your way along cobblestone streets of the colonial Trinidad, the other you’re cruising through coffee plantations of Guamuaya. When taking a break, don’t miss out on the Cuban deep-flavored coffee or quick dips in the sea—and feel the island’s laid-back way of life.

Adventure highlights

  • Five colorful provinces of Central Cuba

    Cycle through 40 spectacular miles of Cuban beauty per day

  • Create lifelong memories

    Find out why Cuba is called The Pearl of the Antilles on this two-wheeled adventure

  • Explore the turquoise waters of the Caribbean

    Ease the tightness in your legs by sunbathing on whitesand beaches, snorkeling, and swimming

Itinerary

Exploring Cuba on two wheels comes with the ever-present Caribbean breeze and lifelong memories. Over the course of 8 days, you’ll get to discover the culture and scenery of five different provinces. Every day brings something new, ranging from narrow alleys of colonial cities to vast valleys in the mountains. Since you’ll be racking up up to 40 miles a day, your guide will organize and make sure you have hearty breakfasts and lunches, sometimes followed by dips in the turquoise waters and basking in the sun at the beach. And as the sun slowly sets, you’ll stay in an eclectic mix of charming guesthouses—casas particulares—every night.

  • 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

     

    Old Havana, Cuba
  • 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

     

    Trinidad, Cuba through the window
  • 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

     

    Cienfuegos city, 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 guides

Maurice Llanes
5.00
Maurice Llanes
Cycling, athletics, and walking—these are Maurice’s main interests, and he has made them his own gravitational center even after graduating from the University of Havana as a German and English interpreter. He has proudly participated in every possible marathon in Cuba and has been a member of the Cuban Runners club since 2019. Maurice is one of Cuban Adventures’ star cyclists, and if you’re looking for a tenacious guide who will keep on supporting and pushing you, he’s your man.
Cuban Adventures
5.00
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 (12 reviews)
Angelica Anaya-Allen

Reynar Ruiz was a knowledgeable and helpful guide. He made sure that the trip ran smoothly and was always cheerful and encouraging.

Rita Wormwood

Rayner was is an absolutely fantastic tour guide all the experience he’s had these eight years really showed and he was always very positive upbeat and energetic. He gave us perspectives in many different ways of life in Cuba and the people he knew and acquaintances he had everywhere we went were pretty amazing. I would recommend him to anybody.

Deanna Salse

Rayner was an excellent guide. Lots of reasons. 1) Very experienced; 2) Great reminders on safety on cycling; 3) Great local knowledge but didn’t over do commentaries; 4) Flexible and caring about group / individual needs; 5) Made it fun. 6) Very personable and engaging; 7) Popular with locals we met. 8) Always went the extra mile.

Carrie Stickel

Knowledgeable, thoughtful, friendly, and sensitive to individual needs and capability.

Stacey Kingsbury

Rayner was an incredible guide for the week. We could not have asked for anyone better. And not just with respect to the biking, but everything. He did an excellent job of imparting the history, culture, geography, etc. with our group. He coordinated so much and made sure we all had everything we needed. On top of that, he was a pleasure and lots of fun to be with for the week. Couldn\’t recommend more highly.

Michael Simpson

Rayner was an excellent guide. Lots of reasons. 1) Very experienced; 2) Great reminders on safety on cycling; 3) Great local knowledge but didn’t over do commentaries; 4) Flexible and caring about group / individual needs; 5) Made it fun. 6) Very personable and engaging; 7) Popular with locals we met. 8) Always went the extra mile.

Rajat Gupta

Daniel was exceptional. Organized, thoughtful, and accommodating.

Mary Weber

Rayner was an exceptional guide! He was always upbeat and positive, gave us accurate information and was supportive and helpful.

Lakey (source: Tourradar)

We went on an 8 day tour with this company. They are accommodating to the needs of American citizens that are allowed to visit Cuba to support the Cuban people. The guide was very good, the group was very small. They gave good tips to help prepare visitors before arriving in Cuba. The days were full with activities, good value for your money. I highly recommend using this company.

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!

Sam (source: Trip Advisor)

Very well done… glad to have the guidance to see and learn about the entire country of Cuba. Great balance of planned activities and free time for a small group tour. Our guide (Camilo) was fun and easygoing and yet maintained the pace to ensure we were able to see and experience everything… even things we wanted to do outside of the planned tour. Accommodations were authentic & modest, and all had AC and breakfast. Even the bus ride was enjoyable with AC, reclining seats, and a competent and friendly driver. Great value and a lot of fun… book it!

Robert R (source: Trip Advisor)

What an awesome, first-rate, outfit! The trip was great – perfectly planned and executed, the best guide and driver ever, and every aspect was handled professionally and accurately. Very responsive, and everyone was nice to work with and extremely helpful.

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 for 7 nights in guesthouses (twin-shared, air-conditioned rooms with an ensuite bathroom)
      • Support vehicle for the duration of the tour
      • Havana walking tour, orientation walking tours in Trinidad and Cienfuegos
      • All breakfasts and lunches, 1 dinner
      • Cold filtered water to refill bottles
      • Airport pick-up
      • Bike rental (e-bikes are additionally charged and have limited availability)

    What’s not included:

      • Transportation to Cuba
      • Airport drop-off at the end of the tour
      • Accommodation prior to and after the tour — guides can arrange this, let us know in advance
      • Some meals — details in the itinerary
      • Drinks
      • 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
      • Helmet
      • E-bike — available at an additional cost, but limited availability
      • Travel medical insurance — required
      • Optional activities, day-tours, and excursions
      • 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.

    E-bike rental is possible, but at an additional cost and it is limited (two e-bikes per departure). An invoice for the e-bike rental will come directly from the guides company and must be paid within 7 days to them to guarantee e-bike allocation. We ask travellers who believe they are physically able to do the route without e-bikes use normal bikes, and if needed, they can travel in the transport vehicle at times.

  • 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 (25-40L)
      • 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)
      • 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. If you’d prefer to bring your own saddle or pedals, feel free to do that, the bike mechanic will have no issues installing them. All you have to do is bring your own helmet.

    E-bike rental is also available, but at an additional cost and with limited availability, as all bikes must fit into the support vehicle. A maximum of 2 e-bikes can be rented per departure. An invoice for the e-bike rental will come directly from the guides company and must be paid within 7 days to them to guarantee e-bike allocation.

  • 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 Cubas.

    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.Accommodation in Cuba

    While the style and comfort levels of casas 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. Typical room in accommodation 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.

  • Almost all tourists visiting Cuba need to obtain a tourist ‘visa’ which is called the Cuban Tourist Card. The tourist card is valid for 90 days. Make sure you do not misplace this while in Cuba—you cannot leave the country without it. If you’re a US citizen or are flying in via the US a new set of rules applies to you, more info below.

    In general, check your entry requirements with official websites or embassies. Here are some general suggestions on how to get the “Cuban Visa”:

      • Apply through the Cuban Embassy or Consulate closest to you.
      • When you purchase your air-tickets, check with the airline to see if they provide the service of arranging visas for you.
      • Tourist cards for Cuba have been available for purchase for many years at airports throughout Mexico, Central America, and the Caribbean and can be purchased in a matter of minutes at the time of check-in. NOTE: Please ensure you check the status of this service before heading off to Cuba, these regulations are subject to change—it cannot be guaranteed!
      • Some airlines (Virgin Atlantic, Air France) will not permit you to board the flight without a Cuban tourist card, check the regulations with the airline in advance!

    If you’re a US citizen or you’re traveling via the US, you will need a different visa (a “pink” one!) that you will purchase during check-in for your Cuba flight:

      • If you are flying directly to Cuba from the US, you can purchase the visa in the airport before you board your flight to Havana. This will cost between $75-100 and the transaction takes just a few minutes. Some US airlines will also allow you to buy the visa in advance and ship it to your home—search the airline’s website.
      • If traveling via the US, you must also be prepared to comply with legal travel to Cuba under US regulations as if you were an American! In simple and somewhat misleading terms, this is often called a “license”, but it is really just a set of guidelines to adhere to. More detail about the license below.
  • The following part applies to US citizens, foreign citizens living in the US and foreign citizens transiting through the US. 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! This tour is specially designed for compliance with the Support for the Cuban People category. It makes your visit a meaningful one and allows you to come to Cuba. 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, more info above.

    None of this requires 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 (and 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.

    The easiest category to qualify under is Support for the Cuban People (SCP), and this is an SCP tour! It is the best way for US travelers to have a fun and easy trip to Cuba, legal and hassle-free. 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. Here is a summary of the 5 requirements and what your guides will focus on:

      • 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.

    Some alternative suggestions and guidelines:

      • 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.

    If you are not a US citizen or are not traveling via the US, 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.

  • 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.

  • 57hours is committed to providing safe outdoor adventure experiences. We require all guides using our platform to have a COVID-19 safety plan and to make the details of that plan accessible to travelers. In most cases, group sizes will be reduced, guides will avoid overcrowded locations, and other safety measures will be met depending on the location and activity.

    We also expect clients to respect local regulations and take measures to protect themselves, their guides, and the communities they’re traveling to. For more information on COVID-19 measures in Cuba, please refer to Cuba travel advice and entry requirements by the U.S. Embassy in Cuba.

    Please contact us if you have any questions or require further information. We are happy to provide you with the most up-to-date information!

  • A 30% deposit to secure your place is due upon booking. The remaining amount is paid 80 days prior to departure.

    Secure your spot for 2026 with a 10% deposit! This tour gets sold out very quickly, but with early-bird booking, you can rest assured you’ve booked your dream adventure in time.

    • Only 10% of the total amount should be paid as a deposit upon booking. This deposit is non-refundable, but can be transferred to another 57hours adventure anytime in case the dates don’t suit you. This can be done by the end of the year.
    • Another 20% needs to be paid by the end of this year.
    • The remaining balance is due 80 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 a $100. 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.

  • 57hours partners with Redpoint Travel Protection, offering you a fully integrated program with a single point of contact for all your needs, from emergency services to travel assistance and protection claims. We highly recommend purchasing a comprehensive protection policy from Redpoint, which will protect you both before and during your travels. Before your departure, your investment is protected by the trip cancellation benefit. Once you depart, your policy provides coverage for trip interruption, medical assistance and rescue, baggage loss, trip delay, and more. Once you complete booking with 57hours, we'll create bespoke quote for you (and your group), making sure you're fully protected for the adventure ahead.
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