From Milan: Harley Davidson motorcycle tour in 5 countries unique experience!

Exploring the Ultimate Harley Davidson Motorcycle Adventure from Milan

If you’re a motorcycle enthusiast dreaming of a long, scenic ride through Europe, this Harley Davidson tour covering 5 countries promises a memorable journey. It’s not just about riding; it’s an immersion into spectacular landscapes, charming villages, and vibrant festivals—all on the legendary Harley Road Glide or Street Glide.

What we love about this experience? First, the chance to cross multiple countries on a well-organized route packed with iconic sights. Second, the inclusion of quality accommodations and experiences like boat rides on Lake Garda or Oktoberfest tickets, which add a luxurious touch. Third, the guidance of a passionate, experienced tour leader who’s a fellow Harley lover.

However, a point to consider is the requirement for two years of Harley riding experience, which might limit participation for some. Plus, the price tag of $14,081 for two is significant, but when you consider the inclusions and access to exclusive routes, it can be justified for serious riders.

This adventure is best suited for experienced motorcycle enthusiasts who love scenic riding, culture, and don’t mind a bit of luxury. If you’re looking for a unique, adrenaline-filled way to explore Europe’s most breathtaking regions, this could be your perfect trip.

Key Points

• Multi-country route: Pass through 5 countries, including Italy, Switzerland, France, and Germany.
• All-inclusive riding: Harley Davidson Road Glide or Street Glide bikes provided for 12 days.
• Spectacular destinations: Dolomites, Lake Garda, Mont Blanc, Neuschwanstein Castle, and Oktoberfest.
• Comfort and convenience: Boutique hotels with breakfast, boat rides, cable car tickets, and support vans.
• Rider requirements: At least 2 years on Harley touring bikes and valid international driver’s license.
• Unique experiences: Surprise dinner, Oktoberfest festivities, and scenic cable car rides.

You can check availability for your dates here:

A Complete Review of the Harley Davidson Multi-Country Tour

Starting Point and Initial Meet-up

Your adventure begins in Milan, Italy, with a meet-up at the hotel near Linate Airport on September 23, 2025. This first night is perfect for getting acquainted with your fellow riders, sharing nerves and excitement, and settling into the European vibe before the real riding starts. Having a dedicated meet-up helps foster camaraderie, which is essential for such an expansive journey.

Day 1: From Milan to the Dolomites and Swiss Alps

The first riding day kicks off with a scenic departure from Milan, heading towards the Dolomites. Here, you’ll be captivated by jagged peaks and lush valleys. The route is designed to maximize visual impact, with plenty of stopping points for photos and stretches. Riders have noted that the Dolomites cable car ticket adds a fun, elevated perspective to the scenic experience.

Day 2: Lake Garda and the Boat Ride

One of the tour highlights is a boat ride on Lake Garda, Italy’s largest lake. This peaceful cruise offers a different vantage point of the surrounding mountains and lakeside villages. Reviewers mention that this is a relaxing and picturesque interlude after a day of riding, and it’s often cited as a favorite moment.

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The Legendary Stelvio Pass

Next, the group tackles Stelvio Pass, famous among motorcyclists worldwide for its twisting curves and breathtaking views. Riding through the switchbacks is often described as thrilling, with many noting that the pass is a must-do for any biking enthusiast. Riders emphasize that the route is well-maintained and safe, though the steep gradients require careful handling.

Crossing Borders: Switzerland and France

From the Italian Alps, the route takes us through Switzerland, where riders can enjoy scenic mountain vistas, and then into France, culminating at Chamonix to visit Mont Blanc — the highest peak in Europe. Travelers have appreciated the diversity of landscapes and the opportunity to experience different countries without leaving their bikes.

Germany and Oktoberfest

Arriving in Munich, the trip coincides with Oktoberfest, and of course, the experience includes a ticket to enjoy the legendary beer halls. This cultural festival adds a lively, festive atmosphere to your ride, and many rave about the fun of pairing motorcycle adventures with local celebrations.

Final Stops: Neuschwanstein Castle and Return to Milan

The tour’s penultimate stop is the fairy-tale Neuschwanstein Castle, which looks like it’s straight out of a storybook. Photos here are spectacular, and the experience of seeing the castle in person is a highlight for many. After a full day exploring, the group heads back to Milan, where the adventure concludes with the bikes returned and new friendships formed.

The Bikes and Support

You’ll be riding Harley Davidson Road Glide Ultra or Street Glide Ultra, both iconic models known for comfort and style on long rides. The bikes come fully equipped, and the support van ensures safety and assistance throughout. Reviewers mention that the bikes are well-maintained and easy to handle, provided you meet the rider experience requirements.

Inclusions and Extras

The price includes 13 days of lodging in boutique hotels with breakfast, bike insurance, helmets, and some special activities like the boat ride, cable car tickets, and the surprise dinner. The Oktoberfest ticket is a major perk, offering authentic Bavarian festivities.

Cost Analysis and Value

At $14,081 for two people, the price might seem steep, but it includes many premium features: high-quality bikes, luxurious accommodations, tickets to major attractions, and guided support. For avid Harley riders seeking a curated, stress-free adventure through Europe’s most iconic spots, the value aligns with the experience’s uniqueness and convenience.

Practicalities and Rider Requirements

Participants need two years of Harley touring experience and an international driver’s license. The tour is not suitable for children under 16, pregnant women, or those with certain health issues. The group size is manageable, and the guide, Carlos Santillan, is praised for his expertise and friendly attitude, ensuring safety and enjoyment for all.

What to Bring

Prepare for variable weather with warm clothing, rain gear, gloves, and thermal layers. Pack your passport, driver’s license, camera, and a charged smartphone. Good footwear and waterproof shoes are essential, especially for scenic stops or if the weather turns.

Is This Tour Right for You?

This Harley Davidson adventure is perfect if you’re an experienced rider seeking a scenic, culturally rich journey through Europe. It’s ideal for those who enjoy a mix of nature, history, and vibrant festivals. The detailed itinerary and the emphasis on comfort make it suitable for riders who want a premium experience rather than just a ride.

While the price is high, it covers a wide range of premium activities, accommodations, and support, making it more than just a motorcycle tour. It’s a chance to explore Europe’s highlights on a legendary motorcycle, with the companionship of like-minded enthusiasts.

Final Thoughts

This multi-country Harley Davidson tour offers a unique blend of adventure, scenic beauty, and culture. The carefully curated route through the Alps, the inclusion of iconic stops like Mont Blanc and Neuschwanstein, and the lively Oktoberfest make for an experience that’s hard to match.

For experienced motorcyclists craving a well-organized, luxurious adventure that gives them access to Europe’s best landscapes and festivals, this trip delivers in spades. The support, accommodations, and extras mean you can focus on the ride and the sights, rather than logistics.

If you’re ready to conquer the winding roads of Europe on a Harley, this tour promises stories to tell for years.

FAQ

Do I need to be an experienced rider to join this tour?
Yes, the tour requires at least 2 years of riding Harley touring models, ensuring you’re comfortable handling the bike on mountain passes and diverse terrains.

Are the bikes suitable for different rider sizes?
The bikes are Harley Davidson Road Glide Ultra or Street Glide Ultra, known for their comfort, but the tour does specify weight limits for participants over 130 kg (287 lbs) and under 70 years old.

What is included in the price?
The cost covers all riding days on Harley bikes, boutique hotel accommodations with breakfast, boat rides, cable car tickets, Oktoberfest tickets, insurance, helmets, and a surprise dinner.

Are there any additional costs I should be aware of?
Yes, flights, lunches, dinners, fuel, extra entrance tickets, and personal expenses are not included.

Is this tour suitable for solo travelers?
While the tour is listed for two people per booking, solo riders could join but should coordinate with the provider to ensure compatibility and availability.

What should I bring?
Weather-appropriate clothing, driver’s license, passport, camera, rain gear, gloves, thermal clothing, and a charged smartphone are all recommended.

This Harley Davidson tour from Milan offers a well-balanced mix of scenic riding, cultural highlights, and luxury touches. It’s perfect for seasoned riders eager to explore Europe’s most stunning landscapes on two wheels.

You can check availability for your dates here: