Cuba’s Heartbeat: La Aventura de Oriente

Conquer Cuba’s Wild East — Epic Rides, Raw Culture, and Revolutionary History

Tour difficulty

Adventure – This category of MotoDiscovery motorcycle tour is likely to involve at least some unpaved surfaces that can be navigated easily by cars and other vehicles. The BMW F700gs motorcycles are perfectly suited for this environment and having prior off road riding experience is suggested. No single track.
Road Tour
Adventure
Adventure Plus

Days

12

nights

11

Dates

Dec 10th - Dec 21st 2026

Price

Rider on BMW F700 $6,440USD

MILES

1,000

About this tour

Culture and history are at the heart of this Cuban MotoDiscovery motorcycle adventure. From the colonial streets of Santiago de Cuba—steeped in revolutionary legacy and Afro-Caribbean influence—to the mystical landscapes of Baracoa, the island’s oldest city, each stop reveals a new layer of Cuba’s complex identity. You’ll visit sites tied to the Cuban Revolution, explore centuries-old fortresses, and engage with local traditions that remain beautifully intact in this remote region.

Oriente was a historical province until 1976, when it was divided into five smaller provinces: Las Tunas, Granma, Holguín, Santiago de Cuba, and Guantánamo. Despite the administrative changes, the term “Oriente” is still used informally to refer to the eastern region of Cuba. This region is known for its diverse landscapes, including the Sierra Maestra mountains and the north coast’s banana and coconut groves.

Yet, the riding itself deserves equal praise. The roads in the Oriente are a rider’s dream: winding coastal stretches, mountain switchbacks through the Sierra Maestra, and scenic routes cutting through lush valleys and remote villages. Traffic is light, the air is pure, and the landscapes are ever-changing and dramatic. This tour offers the perfect balance of meaningful cultural encounters and pure riding pleasure—making it a standout choice for those looking to experience Cuba with depth, adventure, and authenticity.

 

Video Introduction

Please note that on this tour we fly into Holguin Airport on the eastern side of Cuba

(Frank País Airport (Spanish: Aeropuerto Frank País) (IATA: HOG, ICAO: MUHG) is an airport serving Holguín, a city in the Cuban province of Holguín.)

This tour is ideal for couples or singles. Culture and history heavily accent this Cuban motorcycle tour, but the quality riding deserves mention.

The Oriente, the eastern region of Cuba, is a land of vibrant soul and rugged beauty—steeped in history, rhythm, and natural splendor. It is here that Cuba’s independence was born, revolution kindled, and Afro-Caribbean culture pulses most intensely. From the soaring peaks of the Sierra Maestra to the deep emerald valleys of Baracoa, the Oriente captures the imagination with its wild, unpolished charm.

The Oriente is also a land of contrasts—where the harshness of mountain terrain meets the warmth of its people, and centuries-old traditions live alongside the legacy of Fidel Castro’s guerrilla campaign. This is not the Cuba of glossy postcards—it’s the heart of the island’s identity, raw and real, offering travelers a deep and lasting connection to a place where history, nature, and culture blend in unforgettable harmony.

Santiago de Cuba, the region’s cultural capital, brims with fiery music, colonial architecture, and a palpable revolutionary spirit. The rhythms of son, salsa, and Afro-Cuban drums echo through its cobblestone streets, where every corner tells a story. Travel east to Guantánamo or the remote beauty of Baracoa, and you’ll encounter lush rainforests, cocoa plantations, and coastlines untouched by time.

 

Please Keep in mind that this can change with short or no notice based on factors on the ground. Keyword for this tour, maybe more than many others, is FLEXIBILITY!

Day 1: Fly into Holguin
We meet in the evening at our accommodation in Holguín. Depending on the time of arrival, we will take a short stroll through the nightlife of the less touristy and clean provincial capital.

Day 2: Holguín – Santo Domingo
Today we ride the first stage, which begins with a well-paved and winding road to Bayamo and gradually leads us further and further into the Sierra Maestra mountain range. We finally reach the village of Santo Domingo, where we stay overnight, after an impressively scenic mountain route. We spend the night in the simple “Villa Santo Domingo” or in private guesthouses.

Day 3: Santo Domingo – Marea del Portillo
After breakfast, we drive part of the way back. In Bartolomé Maso, we head northwest towards Yara and finally reach the western foothills of the Sierra Maestra again via Medialuna and Pilón. From Sevilla Arriba, we cross the mountain range, which still appears relatively flat here. In less than an hour we reach Punta Piedra on the coast east of Pilón, where we spend the night in private guesthouses.

Day 4: Marea del Portillo – Santiago de Cuba
One of Cuba’s most beautiful routes awaits us today. A narrow road leads us along the Caribbean to Santiago de Cuba in just a few hours. The sea is always close enough to touch, with the Sierra Maestra mountain range rising up to our left. We always have to reckon with road damage caused by frequent flooding. Again and again we ride over short stretches of scree. This is no problem with our enduro bikes. Rocky coastal sections alternate with countless small beaches that invite you to linger. In the afternoon, we finally reach the second largest city in Cuba: Santiago de Cuba, where we spend the night in a small guesthouse.

Day 5: Santiago de Cuba and surroundings (for example Gran Piedra)
We take a tour of the city by motorcycle. We have lunch at the “El Morro” fortress. We drive back to the accommodation. The rest of the day is at leisure. If you are interested, you can also go on an excursion to the 1225 m high “Gran Piedra”. We spend another night in Santiago de Cuba.

Day 6: Santiago de Cuba – Baracoa
We leave Santiago in a north-easterly direction, as we have to drive a long way around the bay of Guantánamo. One of the most spectacular roads in the country awaits us today: The Farola. This stretch of pass reminds us of European Alpine passes and was built in the mid-1960s. It takes us from the dry south to the tropical, humid north side of the Sierra Maestra, in particular to Baracoa, a historically interesting town with a special flair. We spend the night in the Hotel El Castillo or a private guesthouse.

Day 7: Baracoa and surroundings (for example Punta de Maisí)
After breakfast we ride east along the Atlantic shoreline to the rivermouth of Yumurí and, beyond, to Punta de Maisí, the easternmost point of Cuba. We’ll return to Baracoa through the coffee-country via La Maquina. This mountain zone is the only area in Cuba where the indigenous Taíno peoples managed to escape extermination by Spanish conquistadores and European diseases. Even today, the faces of many people living in this region show facial characteristics of their indigenous heritage. (See Chris Baker’s article on Cuba’s Taíno heritage the BBC Travel.)

Day 8: Baracoa
Rest day, everyone does what they like.

Day 9: Baracoa – Cayo Saetía
We leave Baracoa and head northwest along the coastal road. We pass Playa Maguana, a beautiful and less frequented beach, with the Humboldt National Park to the left of the road. After a short time we reach Moa. There are large nickel deposits here, which are exploited in open-cast mining. Spoil heaps and huge areas of torn up earth create an apocalyptic picture. We cross Moa and reach the Hotel Cayo Saetía on the Bahía de Nipe after an hour.

Day 10: Cayo Saetía – Guardalavaca
Various African wild animals are kept in Cayo Saetía, which we can see before we set off further west in the late morning. 3 hours later we reach Guardalavaca, a touristy bathing region with long sandy beaches.

Day 11: Guardalavaca – Gibara – Holguín
A detour via Gibara takes us back to Holguín in a few hours, where our tour ends.e

Day 12: End of trip
Transfer to the airport for your departure flight.

What’s included

• Pick up at the Holguin airport who arrive on the first day.
• Airport transfer to the airport in Holguin for those who leave on the last day of the itinerary.
• Rental motorbike BMW F700 GS for 10 days.
• English-speaking Cuban road guide
• Support van and driver for luggage transfer, with space for up to 10 passengers.
• 11 overnight stays in casas particulars (B&Bs) of good quality.
• Two meals per driving day included (breakfast and dinner or lunch) and dinner on the first and last day. Dinners include one drink.
• All entrance fees and tolls.
• Fuel during the entire trip.
• Insurance for bikes.
• Luggage storage for duration of tour.
• Program according to the itinerary if not defined as ‘optional’.

What’s not included

  •  International flight tickets between USA and Cuba.
  • Airport transfers after individual extension of trip.
  • Cuban tourist visa.
  •  Items of a personal nature (alcohol, laundry, tips, etc.)
  • Mandatory health insurance and Medical Evacuation insurance.

FULL PRICE LIST

Rider on BMW F700GS
$6,440USD Rider on a BMW F700GS
Passenger
Pillion Passenger $3590 USD Shared occupancy
Single occupancy supplement.
Add $600USD
Deposit per person
$1500

Minimum number of participants for this price; 8  riders.
Price increases in the event of massive inflation or price increases are reserved.

All rooms are shared, double occupancy. If you request to not share a room the single occupancy supplement applies. If we are unable to find a roommate for you, the single supplement will apply. No exception.

Travel and interruption insurance is highly recommended. Health insurance is mandatory by Cuba and evacuation policy is mandatory.

To ensure a smooth experience, take a moment to familiarize yourself with our refund and cancellation policy.

03/12/2025

Day 1: Holguin

Day 2, Holguin – Santo Domingo

Day 3, Santo Domingo – Marea del Portillo

Day 4, Marea del Portillo – Santiago de Cuba

Day 5, Santiago de Cuba and surroundings

Day 6, Santiago de Cuba – Baracoa

Day 7, Baracoa and surroundings

Day 8, Baracoa

Day 9, Baracoa – Cayo Saetía

Day 10, Cayo Saetía – Guardalavaca

Day 11, Guardalavaca – Gibara – Holguín

Day 12, Holguin End of trip, depart

FAQ

All details of your travel are planned and carried out with our Select Cuban Guides and include:

“Support for the Cuban People” is a category of legal travel to Cuba that limits benefits to the Cuban government and military. To meet the requirements, travelers must:
  • Have a full schedule of activities that support the Cuban people
  • Promote independent activity to strengthen civil society in Cuba
  • Stay at a casa particular (B&B)
  • Support local businesses and independent entrepreneurs
  • Eat at privately owned restaurants
  • Avoid transactions at military-owned businesses
  • Focus on local immersion
  • Participate in experiences guided by locals

Cuba is generally considered safe for travelers, but it’s important to be aware of potential risks and take necessary precautions:

  • Exercise caution and be aware of your surroundings, especially in crowded tourist areas or urban centers.
  • Keep your belongings secure and within sight to prevent theft or pickpocketing.
  • Avoid displaying expensive jewelry, electronics, or large sums of money in public places.
  • Use reliable transportation options, such as registered taxis or reputable car rental companies.
  • Stay in well-lit and populated areas, especially at night, and be cautious when walking alone.
  • In case of emergency or if you witness a crime, contact the local police or emergency services.

We recommend registering with the STEP program, https://step.state.gov/

Yes. Please make sure your Passport is valid at least 6 months beyond your Cuban travel entry date. You can get the Visa at the airport when flying in or purchase the Visa online. Most airlines will have this Visa available, for an example, American airlines has the Visa available at the ticket purchase for $50 plus $35 processing fee. Please check with your airline about their practice or contact us and we will direct you to an online service where you can obtain the Visa in advance.

On average about 12 people. A mix of men and women. Great for couples!

Exploring Cuba by motorcycle can be an exciting adventure. Here are some key points to consider for a safe road trip:

  • Observe and obey traffic laws, speed limits, and road signs.
  • Be cautious of road conditions, especially in rural areas or less-traveled routes.
  • Take breaks when needed to avoid driver fatigue, especially during long drives.
  • Plan your route in advance and consider using GPS navigation or having a reliable map handy.
  • Be mindful of pedestrians, cyclists, and local transportation sharing the road.

Good. We think it is important to be prepared. Once you have registered for this tour you’ll receive from a very comprehensive Tour Information Booklet weeks in advance of your departure. All the topics you would require to be optimally prepared for your travels are covered. Cuba is unique in may ways so call if you have any questions.

Certainly. We facilitate custom and private tours all the time. Just be aware that MotoDiscovery takes seriously our obligation to fulfill the demands of the USA government in providing a full schedule of  P2P activities. You will be asked to document the experience as part of our effort to be compliant. Plan ahead. Start talking it up among your friends. Ride Cuba with MotoDiscovery. The time to do it is now.

Don’t take our word for it

“What I loved most about MotoDiscovery was their knack for finding the perfect balance. Exploring unfamiliar terrains was exhilarating, yet I always felt comforted and secure. Their blend of adventure and luxury is truly unique.”
- Elena K., Russia

BOOK WITH CONFIDENCE

By requesting a booking, you’ll be able to reserve your spot on this tour. Closer to the tour date you will receive an email with payment information and you will be able to make a deposit or pay the entire balance. Your tour’s go/no-go decision depends on reaching the minimum number of riders. We’ll let you know once confirmed. Minimums vary by destination. In the event a tour is cancelled due to not meeting minimums, a refund will be provided. Alternatively, riders may opt to transfer their deposit to another available tour, if applicable.

To avoid potential changes and rebooking complications, we kindly request you hold off on booking flights and other non-refundable tour arrangements until we finalize the tour’s go/no-go decision.

Domestic tour go/no-go decisions are made no later than 30 days prior to departure date. International tours: 45 days prior.

CUSTOM TOUR

If you would like to customize this itinerary and create a Tailor Made Journey just for you and your companions, we will be happy to help. Click here to inquire, or call us to speak to our travel professionals.

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