A group of cyclists navigating the trafoi zig zag hairpins of the stelvio pass during a guided trans alp tour view our detailed munich to milan cycling itinerary
At 2,757 metres above sea level, the Stelvio summit represents the defining moment of our Munich to Milan Trans-Alp. The final hairpins open onto vast Alpine horizons before the iconic summit marker comes into view — a milestone every serious cyclist dreams of reaching. Our fully supported journey ensures you experience it with precision, confidence and reward.

Munich To Milan Trans-Alp Stelvio

Prepare yourself…this is possibly going to be the ride of your life and you will need to be ready. Not only are you ging to ride your bike through the Alps from the northern lands of Germany through the great mountain range of Europe to Italy but you are going to do it over the highest pass route between these two great nations…standing at nearly 3,000m above sea level…the Stelvio Pass!
And we haven’t even mentioned the 150km downhill, lake Como and Madonna del Ghisallo yet…

Total Distance 540km
Total Ascent 6,500m
Max Alt 2,758m
Difficulty Grade 4/5
5 Nights
Full supported ride through the AlpsRistretto Score #5
Available for private group booking

This iconic trans-alpine crossing follows the principles explained in our guide to guided cycling holidays in Italy, bringing together structured logistics, legendary climbs, and experienced tour leadership.

Itinerary

Day One – Arrive Munich airport – prepare bikes and ride first leg – 66km. Times of recommended flights given at time of application.
Day Two – Wolfratshausen to Llandeck – 137km +1420m
Day Three – Llandeck to Bormio – 133km +3,215m
Day Four – Bormio to Como – 168km +1,604m
Day Five – Como to Milan – 45km +302m
Day Six – Pack down bikes before transfer for flight home. Times of recommended flights given at time of application.

Included

Experienced Cycle Leader(s), Full Vehicle Support including Driver/Mechanic, First Aiders, Baggage Transfer, 3/4 star Hotel Accommodation (5 nights inc Breakfast), Airport Transfers (designated flights)

Not Included

Flights, Lunches, Evening Meals

Logistics

Recommended flight information will be given on your application. To help us help you, It is important you notify us of any extraordinary travel arrangements you may have that prevents you from arriving at the recommended times.
Your personal bags will be carried by the support vehicle throughout the event.
We strongly ask your bikes to be transported by bike bags (semi-rigid/soft). Please do not arrive to the event with rigid bike travel boxes. Support vehicles will have limited space and unable stow large solid bike boxes as well as all luggage and equipment through the event.
Please contact us with any questions regarding flight transport of your bike, we will be more than happy to discuss this further with you.

Weather & Kit

We can expect warm, sunny weather, however we should expect slight temperature drop and cool conditions on the mountains (800m+) – Remember to bring layers – not heavy coverings.
This is a road bike tour. Your bike should be well maintained and in good running order with suitable ‘road gears’ and brakes.
A full kit list will be issued in your ‘Tour Instructions’ document after your application. We will be glad to discuss any aspect of kit and your bike with you, please call us anytime with any questions.

Crossing the Alps via the Stelvio Pass demands a capable climbing bike and reliable descending performance. Equipment choice is crucial. Our guide to the best bike for cycling holidays in Europe explains how to select the ideal setup.

 

Fitness & Training

This is a level 4 cycle event. You will be capable of riding comfortably upto 140km in a day and/or used to riding distances upto 100km over hilly terrain – minimum. If you have any doubt as to your fitness regarding participation in this event please give us a cal and we will be more than happy to chat with you.
Please arrive to the event ready to ride and not rely on ‘muscle memory’ or riding into ‘trip fitness’ – don’t let us or yourself down…please train to ride.

Click here for Training plan

Munich To Milan Trans-Alp Stelvio Route

Munich To Milan Trans-Alp Stelvio Elevation Profile

Elevation profile for the trans alp bike ride from munich to milan

Contact us to today and slay the beast of the high Alps

Available for private group booking!

Contact us further information hit the enquire button now!

FAQs for cycling over the Stelvio from Munich to Milan

Is this tour right for me?

This tour is designed for riders who want professional planning, support, and local expertise throughout their journey. It suits cyclists who value peace of mind while travelling. This guide compares guided and self-guided cycling holidays in detail.

What are the main highlights of the Munich to Milan Trans-Alp Stelvio cycling tour?

The main highlights include cycling through the Alps via the highest pass route, the Stelvio Pass at nearly 3,000m, downhill rides, Lake Como, and the Madonna del Ghisallo. The tour offers a challenging yet unforgettable experience crossing Germany, Austria, and Italy over five nights.

What is the total distance and difficulty level of this cycling tour?

The tour covers a total distance of 540 kilometers with a total ascent of 6,500 meters. It has a difficulty grade of 4 out of 5, suitable for experienced cyclists capable of riding up to 140km per day over hilly terrain.

What is included in the tour package?

The package includes experienced cycle leaders, full vehicle support with driver and mechanic, first aid provision, baggage transfer, hotel accommodation in 3-4 star hotels, and airport transfers for designated flights.

What should I consider regarding weather and kit for the tour?

Weather is generally warm and sunny, but mountains may be cooler, so bring layers. Your bike should be well-maintained with suitable road gears and brakes. A detailed kit list will be provided, and it’s advisable to discuss any specific kit or bike questions with the organizers.

What level of fitness is required to participate in this event?

Participants should be comfortable riding up to 140km in a day and have prior experience with distances of 100km or more on hilly terrain. Arriving prepared with proper training is crucial, and if in doubt, organizers recommend contacting them to discuss fitness requirements.