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Experience 13 days of stunning European landscapes, iconic sights, and motorcycle camaraderie on this exclusive Harley Davidson tour through 5 countries from Milan.
Traveling on a Harley Davidson through the scenic highlights of Europe? That’s exactly what this 13-day, 5-country adventure offers — a chance to explore the Alps, dream villages, and historic landmarks all from the saddle of a powerful Harley. Designed specifically for motorcycle enthusiasts, this tour promises a blend of breathtaking scenery, cultural highlights, and the thrill of riding some of the best Harley models.
What makes this trip stand out? We love the carefully curated route, which includes iconic spots like the Dolomites, Stelvio Pass, Mont Blanc, and Neuschwanstein Castle. Plus, the experienced guide, Carlos, isn’t just a driver but a fellow rider passionate about the route, which adds a layer of authenticity and camaraderie that’s hard to find elsewhere.
One potential snag? It requires riders to have at least two years of Harley touring experience, and the total cost is quite steep — but for those looking for an all-encompassing, adrenaline-fueled European escape on two wheels, the value can be justified.
This tour suits seasoned riders craving an adventure with a strong social element, scenic drives, and cultural stops. It’s perfect for motorcycle lovers who appreciate excellent service, quality bikes, and a well-organized itinerary that balances riding with sightseeing.


This tour begins in Milan, a city famous for fashion, design, and exquisite food. But here, it’s all about the new adventure awaiting. After a meet-and-greet at the hotel near Milan’s Linate Airport, riders will get the chance to familiarize themselves with the Harley Davidson models, either the Road Glide Ultra or Street Glide Ultra, both equipped for comfort over long distances.
Looking for more options in Milan? Here are some other experiences worth considering.
The journey kicks off with a scenic ride into the Dolomites, famed for jagged peaks and lush valleys. We loved how the itinerary includes a cable car ticket, offering a panoramic view of this extraordinary landscape. The roads here are perfect for Harley touring, winding through mountain passes with sweeping views that make all the riding worth it.
A boat ride on Italy’s largest lake, Lake Garda, provides a relaxing respite amid the ride. Next, the legendary Stelvio Pass awaits — with its incredible switchbacks and hairpin turns, it’s a highlight for any motorcyclist. The reviews mention that the route’s curves are “famous among bikers,” and the scenery is equally impressive, with lush forests and mountain vistas.
Crossing into France, the tour visits Chamonix, home to Europe’s highest peak, Mont Blanc. Here, riders experience the thrill of being near the roof of Europe while enjoying spectacular Alpine views. It’s a moment that’s often described as “breathtaking,” and the atmosphere in Chamonix is lively, especially with the optional cable car rides en route.
The ride into Germany is equally enchanting, culminating at Neuschwanstein Castle. This fairy-tale castle, with its fairytale-like turrets, makes for a perfect photo stop. The combination of riding through serene German countryside and stopping at this iconic site offers a balanced mix of adventure and history.
Arriving in Munich, the tour includes tickets to Oktoberfest, allowing participants to enjoy Bavarian beer halls, local cuisine, and lively music. The reviews highlight the festive atmosphere and the chance to experience authentic Bavarian culture. It’s a fun, cultural highlight that complements the riding experience perfectly.
As the trip winds down, the route takes riders through more Swiss landscapes before heading back to Milan. There’s a sense of achievement in completing this extensive circuit, with plenty of memorable vistas along the way.
The trip concludes with returning the bikes and a farewell gathering. It’s a moment to reflect on the diverse landscapes, new friendships, and thrilling rides experienced over these days.

At $14,178 for two, this tour is a significant investment. But considering what’s included — 12 days of Harley riding, boutique hotels with breakfast, boat rides, tickets to Oktoberfest and Dolomites cable cars, and support vans — many riders find the value justifiable.
The bikes are top-notch, with insurance covered, and the guide’s expertise adds a layer of confidence. Plus, the surprise dinner offers a taste of local cuisine, and the support van provides extra peace of mind.
Nevertheless, it’s important to note that gasoline, flights, and additional park or attraction tickets aren’t included**. Riders should also be prepared for the physical demands — the extensive riding, mountain passes, and variable weather — so good preparation and experience are key.

Many reviews mention that riding these Harley touring models (Road Glide Ultra or Street Glide Ultra) through such varied landscapes is a thrill. They’re comfortable for long days, with enough power to handle mountain climbs and open highways alike. The guides emphasize safety and camaraderie, making sure everyone feels confident tackling the routes.
Carlos, the guide, is praised for his enthusiasm and knowledge — he’s been riding for ten years and takes this trip only once a year. Riders appreciate his professionalism and friendly approach, making the journey not just about the sights but also about the shared experience.

While the focus is on riding, the stops are thoughtfully chosen to maximize enjoyment and culture.
– Lake Garda offers a scenic boat ride, perfect for relaxing after mountain drives.
– Stelvio Pass is arguably the most famous mountain road in Italy, with its 48 hairpin turns — a challenge for any rider, but worth every effort.
– Mont Blanc in Chamonix gives a chance to soak in Europe’s highest peak and take some unforgettable photos.
– Neuschwanstein Castle offers a fairy-tale moment, with its turrets and lush surroundings.
– Oktoberfest in Munich isn’t just about beer; it’s a cultural experience complete with traditional food, music, and lively crowds.

This tour is best suited for experienced Harley riders — a minimum of two years of touring experience is required. The group is small, limited to 12 participants, which helps ensure personalized attention and a more intimate experience.
Riders should prepare with appropriate gear: sturdy clothing, rain gear, gloves, long pants, and weather-appropriate attire. The guide recommends bringing a charged smartphone, camera, and travel insurance.
Meeting point logistics are straightforward — if arriving at Milan Linate Airport, hotel vans run every 20-30 minutes, making transfers easy. For those arriving elsewhere, accommodations are pre-registered.
Participants are advised to bring their driver’s license, passport, and an international driver’s license. The group size and schedule mean early mornings and full days, but the payoff is a rich, varied experience that few other tours can match.

This adventure is perfect for seasoned motorcycle enthusiasts craving a multi-country ride with stunning scenery and cultural stops. It’s not suitable for beginners or those uncomfortable with mountain passes and long days in the saddle.
Travelers who enjoy camaraderie, scenic drives, and a mix of leisure and adventure will find this tour highly rewarding. The inclusion of cultural visits, festivals, and leisure activities like boat rides adds depth beyond just riding.
If you’re looking for a high-end motorcycle trip that combines adrenaline, sightseeing, and culture, this tour delivers on all fronts.

This Harley Davidson motorcycle tour from Milan offers a well-rounded, exhilarating experience for those who love riding and exploring Europe’s most breathtaking landscapes. The carefully planned route, combined with high-quality bikes and expert guidance, makes it a premium experience worth considering for serious riders.
While the price might seem steep, the inclusions — from accommodations to unique activities — make it a compelling value for motorcycle lovers eager to cover vast distances in style and comfort. The small group setup fosters genuine connections, and the variety of sights ensures the trip won’t feel monotonous.
If you’re prepared for the physical challenge and ready to embrace a true adventure, this tour will leave you with stories to tell and memories that last a lifetime. It’s a rare chance to combine your passion for riding with the thrill of discovering Europe’s most spectacular spots on two wheels.

Is prior motorcycle experience required?
Yes, the tour requires at least two years of experience riding Harley touring models. This ensures riders can handle mountain passes and long routes comfortably.
What bikes are included?
Participants will ride either the Harley Davidson Road Glide Ultra or Street Glide Ultra, both built for long-distance touring and comfort.
Are accommodations included?
Yes, your stay includes boutique hotels rated 3 to 4 stars, with breakfast included for all 13 nights.
What’s not included in the price?
Flights, lunches, dinners (except one surprise dinner), gasoline (initial tank full), and extra attraction tickets are not included.
How many people are in the group?
The tour is limited to a small group of up to 12 participants, promoting a relaxed and friendly atmosphere.
Is it suitable for beginners or less experienced riders?
No, the tour is designed for experienced Harley riders. Beginners or those uncomfortable with mountain riding should consider other options.
To sum it up, this Harley Davidson tour is a rare opportunity to combine a love of riding with the chance to experience some of Europe’s most stunning landscapes and cultural highlights. It’s best suited for experienced, adventure-hungry riders who appreciate quality service, camaraderie, and the thrill of the open road. If you’re ready to ride through five countries, conquer iconic mountain passes, and enjoy authentic local experiences along the way, this trip promises an unforgettable journey.