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Two Harley-Davidson riders on a coastal road above a turquoise Caribbean sea

MOTORCYCLE-TRIPS · CUBA 

Harley Davidson motorcycle tours through Cuba

Experience the unique luxury motorcycle trip through Cuba! On the seven-day Harley-Davidson tour, you will discover the beauty of the island. From the vibrant capital Havana to Cienfuegos and the beaches of Varadero - an unforgettable journey awaits you.

How long? 7 Days
When? Autumn
Price € 4,889 / Person

The Journey

The Che Guevara Spirit Tour

A special kind of trip to Cuba. Che Guevara's youngest son invites you to Harley-Davidson tours following in his father's footsteps through Cuba, together with Overcross. Definitely don't miss it! The itinerary of this 7-day Harley luxury motorcycle trip by Ernesto Guevara - Che Guevara's youngest son.
Harley-Davidson rider paused at a Guanabacoa street sign near Havana Harley-Davidson rider cruising a palm-lined coastal boulevard beside a bay A rider celebrates with raised arms on a Harley beside rocky turquoise shoreline Harley Davidson motorcycle tours through Cuba
Key Highlights of the Trip

Key Highlights of the Trip

01 Experience a City Tour in Havana
01
Experience a City Tour in Havana
Discover the sights of the UNESCO World Heritage city of Havana on a guided tour.
02 Get to Know Cienfuegos & Trinidad
02
Get to Know Cienfuegos & Trinidad
Experience the beauty of Cienfuegos and the colonial architecture of Trinidad.
03 Visit the Che Guevara Mausoleum
03
Visit the Che Guevara Mausoleum
Visit the impressive mausoleum of Che Guevara in Santa Clara.
04 Visit to the Dolphinarium in Varadero
04
Visit to the Dolphinarium in Varadero
Swim with dolphins and relax on the dreamy beaches of Varadero.
05 Unique Motorcycle Tour through Cuba
05
Unique Motorcycle Tour through Cuba
Ride a Harley through Cuba's breathtaking landscapes. From the lively Havana over the UNESCO cities to the relaxed beaches - this tour combines adventure and culture while you feel the wind in your hair. Choose your favorite model from a fleet of 8 Harley-Davidson motorcycles and enjoy an unforgettable journey! The finale of the tour gives you the opportunity to stay longer in Cuba.
Motorcycle Tours
Days 1-7
Harley-Davidson rider paused at a Guanabacoa street sign near Havana
Arrival in Cuba

Arrival in Cuba

After your arrival in Cuba, we welcome you in the VIP lounge of José Martí International Airport. VIP means VIP here because you will be taken directly from the plane past immigration and customs to the VIP waiting area. Once your luggage is there, your driver will take you to the hotel and assist you with check-in. There, you can acclimatize with a reception cocktail. Dinner will also be served at the hotel.
Harley-Davidson rider cruising a palm-lined coastal boulevard beside a bay
The Harley-Davidson motorcycle trip begins

The Harley-Davidson motorcycle trip begins

After breakfast at the hotel, we start a city tour through the UNESCO World Heritage site: the Old Town of Havana. Among other places, we visit Che Guevara's headquarters and the Cabana Fortress, as well as the Malecon Habanero, a 10km long stone wall by the Havana harbor that protects the city from storms, and the Revolution Square. We will visit the Morro/Cabaña Fortress. Lunch will take place in the city.
A rider celebrates with raised arms on a Harley beside rocky turquoise shoreline
Riding the Harley through Cienfuegos to Trinidad

Riding the Harley through Cienfuegos to Trinidad

After breakfast at the hotel, we drive off to Cienfuegos. During the ride through the city, you will get great impressions of 'La Perla del Sur', the Pearl of the South. Afterwards, the motorcycle tour takes us to Trinidad, another UNESCO World Heritage city and one of the best examples of colonial architecture in Latin America. We will spend the night in a private hostel while having dinner in Trinidad.
Harley-Davidson rider paused at a Guanabacoa street sign near Havana
Drive to Santa Clara

Drive to Santa Clara

In the morning we will visit the city before heading to Santa Clara. In Santa Clara, we will visit the Che Mausoleum, as well as the armored train/Tren Blindado. We will spend the night in a good hotel nearby.
Tour expert

Questions about the tour itinerary?

Our tour guide is happy to answer any questions about the day-by-day route, stops, and details.

Harley-Davidson rider paused at a Guanabacoa street sign near Havana
Onward to Varadero

Onward to Varadero

Breakfast will still be served at the hotel before we head to Varadero. Today we will visit a dolphinarium where we will have the opportunity to swim with dolphins. Afterwards, we will arrive at our 4-5* hotel where we will have lunch. The evening is free for your own activities before we meet again at the hotel for dinner.
Harley-Davidson rider cruising a palm-lined coastal boulevard beside a bay
Return trip to Havana

Return trip to Havana

We enjoy the morning at the beautiful beach of Varadero and begin our return trip to Havana. We will have one last beautiful panoramic drive at Matanzas. Additionally, we will pass by the highest bridge in Cuba in Bacunayagua. We will spend the night in a 5-star hotel and enjoy a wonderful farewell dinner.
A rider celebrates with raised arms on a Harley beside rocky turquoise shoreline
Farewell to Cuba or extension vacation

Farewell to Cuba or extension vacation

In the morning, a last breakfast before we take you in time to your flight at José Martí Airport, OR you can extend your stay in Cuba for another week: We would be happy to book you a Culture Pure Tour or a chill-out zone by the sea.

Want a detailed description of all tour days?

Our expert will walk you through the full itinerary and answer all your questions.

Verified Reviews

What riders say about Motorcycle-trips in Cuba

4.7

3 reviews

Matthias F.

The Harley Davidson motorcycle trips through Cuba showcased the various facets of the island, especially from Havana to Cienfuegos to Varadero. The group dynami...

Translated from German · Show original

Die Harley Davidson Motorradreisen durch Kuba führten durch die verschiedenen Facetten der Insel, insbesondere von Havanna über Cienfuegos bis Varadero. Die Gruppendynamik war entscheidend; mit maximal 10 Teilnehmern erwies sich das Tempo als ausgewogen, sodass sowohl Anfänger als auch erfahrene Fahrer die Tour genossen. Die täglichen Briefings und die Möglichkeit, aus 8 Harley-Modellen zu wählen, sorgten für eine klare Struktur und gute Kontrolle über die Reise. Nach der Tour habe ich verstanden, wie wichtig die Gruppenkohäsion für ein gelungene Motorraderlebnis ist.

Matthias F.

Tim K.

The route planning for the Harley Davidson motorcycle tours through Cuba is well thought out and varied, with a balanced mix of city and countryside rides. The...

Translated from German · Show original

Die Routenplanung der Harley Davidson Motorradreisen durch Kuba ist durchdacht und abwechslungsreich, mit einer ausgewogenen Mischung aus Stadt- und Landfahrten. Die Tage, wie die Stadttour in Havanna und der Besuch des Che Guevara-Mausoleums, sind strategisch platziert, um sowohl kulturelle als auch landschaftliche Höhepunkte zu erfassen. Die Streckenführung erlaubt es, Kuba in seiner Vielfalt zu erleben und dabei authentische Einblicke in das Leben der Bewohner zu erhalten.

Tim K.

Philipp M.

The Harley Davidson motorcycle tours through Cuba provide knowledgeable support from a dedicated team that is always available throughout the entire seven days....

Translated from German · Show original

Die Harley Davidson Motorradreisen durch Kuba bieten eine fundierte Betreuung durch ein engagiertes Team, das während der gesamten sieben Tage stets ansprechbar ist. Bei der Stadttour in Havanna und dem Besuch des Che Guevara-Mausoleums erhielten wir tiefgehende Informationen über die Historie und Kultur Kubas. Die Gruppengröße von maximal 10 Personen ermöglicht eine individuelle Betreuung, und die Guides haben stets auf die Bedürfnisse und Sicherheitsaspekte jedes Fahrers geachtet, was die anspruchsvollen Strecken angenehmer gestaltete. Nach dieser Erfahrung wurde mir bewusst, wie wichtig qualifizierte Guides für das Verständnis der Reiseroute sind.

Philipp M.
See all reviews for this tour
Offroad adventure

PRICE

from

€ 4,889 / person

Price Options

Self-rider with rental motorcycle in double room € 4,889
Passenger motorcycle in double room € 1,079

Additional Options

Single room surcharge / Person € 459

Trip includes

  • Accommodations in hotels and private homes to experience life as a local
  • The Cuban tour guides have a very good level
  • Meals: Breakfast, lunch, and dinner as per the program specifications both in restaurants and in guesthouses (private restaurants)
  • During the trip, beverages and fresh products will be available to you
  • Technical support: Throughout the trip, we have an air-conditioned vehicle for both travelers and for the transport of luggage. The necessary tools and spare parts for any mechanical emergency ensure the success of this adventure
  • Replacement motorcycle throughout the whole journey
  • New motorcycle fleet from Harley-Davidson - each motorcycle is maintained by our mechanics before every trip
  • Comprehensive insurance
  • Travel protection certificate (insolvency protection according to BGB §651r) is mandatory for all OVERCROSS trips.

FAQS

  • What motorcycles are available?
    There are 8 different Harley-Davidson models to choose from, including V-Rod, Sportster, Touring Electra Glide, and Dyna Wide Glide!
  • What services are included in the tour?
    Accommodation, meals (breakfast, lunch, and dinner), sightseeing, technical support, and a replacement motorcycle.
  • Is this tour suitable for beginners?
    The tour is intended for experienced motorcyclists, but don't worry! Basic knowledge and fitness also count ;)
OVERCROSS note on itinerary
The above travel description is a non-binding online proposal and does not represent a binding travel itinerary. We expressly reserve the right to make changes to the route, schedule, and accommodations (§ 651d BGB in conjunction with Art. 250 EGBGB). The terms and conditions of OVERCROSS apply.
Terms and Conditions of OVERCROSS

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