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

From Milan to the Alps and Oktoberfest: An Unmatched Harley Davidson Tour

This 13-day motorcycle journey starts in Milan and takes up to 2 riders per group on a spectacular ride through 5 countries, covering over 3,250 kilometers. Priced at $14,178 per group, this tour offers a unique blend of adventure, scenic views, and cultural highlights tailored specifically for Harley Davidson enthusiasts. With top-tier Harley models like the Road Glide Ultra or Street Glide Ultra, riders experience comfort and power throughout the journey.

The experience is designed for those with at least 2 years of Harley touring experience, given the challenging routes through the Alps and Dolomites. The tour includes lodging in boutique hotels, scenic boat rides, and special tickets such as the Oktoberfest entry and Dolomites cable car. This tour balances spectacular landscapes with the camaraderie of fellow motorcycle lovers, making it an ideal choice for adventure seekers with a passion for long-distance riding.

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Key Points

• 13-day Harley Davidson motorcycle tour starting from Milan, passing through 5 countries.
• Over 3,250 kilometers of riding through the Alps, Swiss, and French mountains.
• Includes iconic stops such as Stelvio Pass, Mont Blanc in Chamonix, and Neuschwanstein Castle.
• Accommodation in 3 and 4-star boutique hotels with breakfast included.
• Special tickets to Oktoberfest and the Dolomites cable car.
• Supports riders with a support van, helmet, and insurance.

The Route: From Milan to the Mountain Summits and Festival Halls

The journey begins in Milan, where participants meet at the hotel near Milan Linate Airport. After a night of introductions, the group heads into the Dolomites and Swiss Alps, riding along spectacular routes with breathtaking mountain views. The first major stop is a boat ride on Lake Garda, Italy’s largest lake, offering scenic tranquility before hitting the Stelvio Pass.

The Stelvio Pass is a highlight, famous for its famous curves and challenging yet rewarding mountain road. Riders then cross into Germany, reaching Munich to experience the Oktoberfest festival in its renowned halls, immersing in lively beer tents and traditional festivities. The route continues toward Chamonix, where the highest peak in Europe, Mont Blanc, greets the group, offering spectacular vistas.

Finally, the tour reaches Neuschwanstein Castle, the fairy-tale fortress that enchants visitors with its fairy-tale architecture. The trip concludes back in Milan, where riders return their Harley motorcycles and say goodbye after 13 days of adventure.

Riding Through Five Countries on a Harley Davidson

Participants traverse Italy, Switzerland, France, Germany, and Austria, experiencing diverse landscapes and cultures. The ride is on Harley Davidson models like the Road Glide Ultra or Street Glide Ultra, ensuring comfortable touring over long distances and challenging mountain roads. Each day offers a mix of riding, sightseeing, and cultural experiences, with plenty of time to enjoy each location.

The support van ensures safety and assistance, while the helmet and insurance are included for peace of mind. The group size is limited to 12 participants, keeping the experience personal and engaging, with Spanish-speaking guides leading the way.

The Highlights of the Route: Stelvio Pass and Mont Blanc

The Stelvio Pass is a prominent feature, famous for its paved switchbacks and spectacular mountain views. Riders appreciate the opportunity to test their skills on this world-renowned pass, often regarded as a must-ride for motorcyclists. Alongside, the Mont Blanc visit in Chamonix adds a touch of awe, standing as the highest peak in Europe.

The boat ride on Lake Garda offers a tranquil pause amid the thrill of mountain passes. At Neuschwanstein Castle, guests enjoy exploring one of the most romantic and picturesque castles in Europe. The tour combines adventure, scenic beauty, and cultural richness in every stop.

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Celebrating Bavarian Traditions at Oktoberfest

The Oktoberfest experience in Munich is a major highlight, where participants enjoy beer halls, traditional Bavarian music, and festivities. The ticket included ensures access to this world-famous festival, allowing riders to participate fully in the local celebrations. This vibrant event provides a perfect break from the riding, with opportunity to sample regional foods and engage with locals.

Lodging and Support: Comfort and Safety on the Road

Throughout the trip, riders stay in boutique hotels rated 3 or 4 stars, with breakfast included each morning. These accommodations are carefully selected to provide comfort after long days of riding. The support van follows the group, offering assistance and transporting luggage.

All necessary protective gear like helmets are supplied, and motorcycle insurance is included with a €900 security deposit via credit card. The support structure and experienced guide ensure safety, with the guide, Carlos Santillan, sharing over 10 years of riding experience and a passion for the Alps and Dolomites.

Practical Details: Meeting, Timing, and Preparation

The tour starts on Tuesday, September 23rd, 2025, with a meet-and-greet at the hotel near Milan Linate Airport. Riders arriving from other locations have their accommodations pre-registered. The live Spanish-speaking guide is available for questions and assistance throughout the trip.

Participants are advised to bring passport, driver’s license, weather-appropriate clothing, and personal essentials. The trip is not suitable for children under 10 or individuals unable to ride a motorcycle safely. Riders should have at least 2 years of Harley touring experience, and preparation courses are recommended.

The Cost and What’s Included

The $14,178 price covers Harley Davidson models for 12 days, all accommodations with breakfast, boat ride in Lake Garda, Oktoberfest ticket, Dolomites cable car ticket, helmet, support van, and motorcycle insurance. The package excludes flights, lunches, dinners, and extra attraction tickets not specified.

This all-inclusive approach emphasizes comfort, safety, and the best experience possible for motorcycle enthusiasts eager to combine scenic riding with cultural highlights.

Who Should Consider This Tour?

This long-distance Harley tour suits experienced riders eager for mountain passes, scenic views, and cultural festivals. It requires good physical condition and motorcycle handling skills, especially for navigating Alpine roads. The small group size fosters intimate experiences and personalized attention.

It’s an excellent choice for adventure-minded motorcycle lovers ready to explore Europe’s iconic landscapes on four wheels. The inclusion of a support vehicle and carefully curated stops make the 13-day journey both exciting and manageable for dedicated Harley riders.

Frequently Asked Questions

Is a motorcycle license required for this tour?
Yes, participants need a valid driver’s license and at least 2 years of Harley touring experience. An international driver’s license is recommended.

Are meals included during the trip?
No, lunches and dinners are not included. Participants should plan to enjoy local cuisine at their own expense.

What is the weather like during the tour?
The tour takes place in late September, when mountain weather can vary from warm to chilly. Participants should bring warm clothing and rain gear for unpredictable conditions.

Can I join if I have never ridden in mountains before?
The tour requires advanced riding skills due to mountain roads like the Stelvio Pass. Riders should have adequate experience and possibly take a preparation course beforehand.

Is the tour suitable for non-riders?
No, this tour strictly involves motorcycle riding. Non-riders should consider other types of trips.

What is the cancellation policy?
Guests can cancel up to 24 hours in advance for a full refund, providing flexibility in planning.

How do I book this tour?
Reservations can be made with Dolomitsbyrurales, with options to reserve now and pay later for flexibility.

This Harley Davidson adventure promises an exhilarating ride through some of Europe’s most stunning landscapes, combined with cultural experiences, all wrapped in comfort and safety for motorcycle lovers seeking a memorable multi-country journey.

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