September 3-8, 2026 — Chase the Sky: Three Days of Soul-Stirring Hikes in the Dolomites
Booking
Price from: 995 EUR
Vente de billets en ligneAbout this tour
🏔️ Explore Milan & the Dolomites on a 6-day adventure featuring epic hikes, Seceda views, alpine villages & unforgettable scenery.
✨Why Go?
The Dolomites are widely regarded as one of the most spectacular mountain ranges in the world.
This unforgettable hiking adventure combines dramatic alpine landscapes, towering limestone peaks, crystal-clear mountain streams, charming South Tyrolean villages, and some of Europe’s most breathtaking panoramic viewpoints.
Over three incredible hiking days, we will explore the heart of the UNESCO-listed Dolomites, discovering hidden valleys, alpine meadows, dramatic ridgelines, waterfalls, and traditional mountain huts.
To complete the experience, we’ll also spend time in stylish Milan and beautiful Bolzano, where Italian and Alpine cultures blend together perfectly.
Whether you are an experienced hiker seeking epic mountain scenery or simply looking for an unforgettable active holiday in Italy, this trip offers the perfect combination of adventure, nature, culture, and community.
🌟What are some of the Highlights?
✨ This trip combines some of Northern Italy’s most iconic destinations and landscapes:
🇮🇹 Milan – Explore Italy’s stylish fashion capital, home to the magnificent Duomo, elegant piazzas, historic architecture, and authentic Italian cuisine.
🏘️ Bolzano – Discover the charming gateway to the Dolomites, where Italian and Alpine cultures blend together amidst beautiful mountain scenery.
🏔️ The Dolomites – Hike through one of Europe’s most spectacular mountain regions, famous for dramatic peaks, alpine meadows, panoramic viewpoints, and UNESCO-listed landscapes.
🌄 Seceda – Experience one of the most iconic viewpoints in the Alps, offering breathtaking ridgeline views and unforgettable photo opportunities.
💦 Gilfenklamm Gorge – Walk through a stunning canyon featuring waterfalls, wooden bridges, forest trails, and impressive natural scenery.
📋Trip Details
📅Start and End Date:
- Option A: Thursday afternoon, 3 September – Tuesday morning, 8 September.
- Option B: Friday morning, 4 September – Tuesday morning, 8 September.
📍Meeting Time and Location:
- Option A: Meet your guide directly at the accommodation in Milan from 5 pm onwards on Thursday. Note:
- Option B: Meet your guide in Milan city by 12 pm on Friday (exact location to be provided in WhatsApp group for confirmed participants).
- Note:
- If you are arriving earlier or later, please let us know so that we can accordingly wait for you for you if required in Milan city on Friday.
- Accommodation details will be shared in the WhatsApp group for confirmed participants.
📍Finishing Time and Location: Milan Accommodation or Airport – Based on your departure time, the guide may also be able to drop you off at the Airport.
🥾Hiking Difficulty: ☻☻☻☻☺ Intermediate / Advanced
This trip includes:
- Mountain hiking on well-marked trails
- Moderate to high elevation gain
- Long hiking days
- Uneven terrain
- Good fitness required
We recommend joining if you have previous hiking experience and are comfortable hiking for 4–6 hours in mountainous terrain.
🎒Equipment Required:
- Hiking shoes (mandatory)
- Day backpack
- Weather-appropriate clothing
- Water bottle
- Sun protection
No technical climbing equipment is required.
✈️How to get to Milan?
- Flight: Flying is the fastest way to reach Milan Airport, with direct flights from most European cities.
- Need Assistance: Please reach out directly for customized Flight or Train inclusive offers from anywhere in Europe by WhatsApp on +49 152 2150 6123 or +49 151 2486 7229.
✅What is included?
👥 Community leader & guide throughout the trip
🇬🇧 English-speaking trip leader (also fluent in German)
🏨 3 nights shared accommodation in the Bolzano region
🏨 2 nights shared accommodation in Milan
🚗 Transportation throughout the trip from meeting point to trip finish
🥐 Daily breakfast
🎟 Access tickets required for the planned hiking routes
📸 Access to shared Google Photos album
💬 Access to dedicated WhatsApp group for participants
🤝 A friendly international community of fellow adventurers
❌What is not included?
🚠 Optional cable car descent on Day 3 (approximately €36 per person)
🍽 Lunches and dinners
✈ Flights to and from Milan, however if interested can provide a complete flights inclusive package price from anywhere in Europe.
🛡 Travel insurance
💰 Personal expenses
🍺 Drinks and snacks
Check out some pics from our previous Dolomites trip here.
⚠ Important Notes
Weather and mountain conditions can change rapidly.
For safety reasons, the guide may modify hiking routes, timings, or activities if necessary due to:
🌦 Weather conditions
🥾 Trail conditions
💪 Group fitness levels
🛡 Safety considerations
Our priority is always to provide the best possible experience while ensuring the safety and enjoyment of all participants.
🌍Join us in the Dolomites
🏔 Epic mountain scenery
🥾 Three unforgettable hikes
📸 Incredible photo opportunities
🤝 Amazing international community
🇮🇹 Italian culture and cuisine
✨ Memories that will last a lifetime
Let’s chase the sky together in the magnificent Dolomites! ☁️🏔️
🚀What is Next?
- WhatsApp Group: You will be added to a WhatsApp group dedicated to this event. This group is where you can connect with trip mates, coordinate arrival options and stay in touch.
- Trip Briefing: You will find a link in the WhatsApp group description to a detailed trip briefing document providing details on what to expect, how to prepare etc.
- Trip Info Session: Closer to the trip date, the guide will organize a group video call to go through the trip briefing document and answer any queries / concerns you may have.
- Google Photos Album: You will find a link in the WhatsApp group description to the shared Google photos album where you can upload and view all shared photos and videos from the trip.
ℹ️ Other Things to Note
Please carefully read the following important information before booking:
- Program Flexibility: The itinerary, activities, and venues may be adjusted due to weather conditions, safety considerations, or the size and dynamics of the group.
- Right to Modify: the organizer reserves the right to cancel the trip, modify routes, change accommodations, or reschedule hikes and activities if necessary, even without prior notice.
- Participant Conduct & Fitness: the organizer guides reserve the right to remove a participant from the trip if their behavior is disruptive, unsafe, or if they are deemed unfit for the specific activities involved.
- Personal Responsibility: the organizer is not responsible for any loss, theft, damage, illness, accident, or personal injury that may occur during the trip.
By joining the trip, participants acknowledge and accept these conditions, helping ensure a safe, respectful, and enjoyable experience for everyone involved.
❤️What Do Our Travelers Say?
Itinerary
DAY 1 – ARRIVAL IN MILAN & TRANSFER TO THE DOLOMITES
🇮🇹 Welcome to Italy!
Meet your guide and fellow travellers in Milan.
We will enjoy a relaxed introduction to the city, including a short walk through Milan’s historic centre and time to admire some of its most famous landmarks.
Highlights:
⛪ Duomo di Milano
🏛 Galleria Vittorio Emanuele II
☕ Italian coffee break
📸 Historic city centre
In the afternoon, we begin our scenic drive north towards the Dolomites.
🚗 Transfer to Bolzano region
🏨 Check-in to accommodation
🍽 Group dinner and trip briefing
Overnight: Bolzano Region
DAY 2 – GILFENKLAMM GORGE HIKE
🥾 Distance: Approximately 14 km
⏱ Hiking Time: Around 4–5 hours
Today we explore the beautiful Gilfenklamm Gorge near Vipiteno.
Following wooden walkways and bridges suspended above rushing water, we hike through one of South Tyrol’s most spectacular natural landscapes.
Highlights:
💦 Waterfalls
🌉 Wooden bridges
🌲 Forest trails
📸 Dramatic canyon scenery
🏔 Mountain views
After the hike, we return to Bolzano for a relaxed evening.
🍽 Dinner in town
🏨 Overnight in Bolzano Region
DAY 3 – SECEDA: THE ICONIC DOLOMITES HIKE
🥾 Distance: Approximately 15 km
📈 Elevation Gain: Around 900 m
Today’s adventure takes us to one of the most famous viewpoints in the Alps.
The hike to Seceda rewards us with breathtaking panoramas across jagged mountain ridges, alpine meadows, and endless Dolomite peaks.
Highlights:
🌄 Seceda ridgeline
📸 Iconic photo opportunities
🏔 Spectacular mountain scenery
🍽 Mountain hut lunch stop
🌿 Alpine landscapes
Participants who prefer a shorter descent may choose to take the cable car down after the hike.
🚠 Optional cable car descent (€36)
🏨 Overnight in Bolzano Region
DAY 4 – SURPRISE DOLOMITES HIKE
🥾 Distance: 11–15 km
📈 Elevation Gain: 500–700 m
Today we choose one of several fantastic hiking routes depending on weather conditions and group fitness levels.
Possible highlights include:
🏔 Hidden alpine valleys
🌿 Mountain meadows
📸 Panoramic viewpoints
🏡 Traditional mountain villages
🌄 Stunning Dolomite scenery
This flexible approach allows us to select the best possible route for the day.
🏨 Overnight in Bolzano Region
DAY 5 – FINAL DOLOMITES ADVENTURE & RETURN TO MILAN
After breakfast, we enjoy a relaxed morning in the mountains before beginning our journey back to Milan.
Depending on timing and weather, we may stop at scenic viewpoints or charming villages along the way.
Highlights:
📸 Last mountain views
☕ Scenic coffee stops
🚗 Drive through the Italian Alps
Upon arrival in Milan:
🏨 Check-in to accommodation
🍽 Farewell dinner with the group
🎉 Celebrate an unforgettable adventure together
Overnight: Milan
DAY 6 – DEPARTURE DAY
🥐 Breakfast
👋 Farewell to fellow travellers
🏨 Check-out from accommodation
Participants are free to continue their travels or head to the airport for their journey home.
HOW DO I CONTACT YOU FOR ANY QUERIES / CONCERNS?
-
Join our WhatsApp community to connect with fellow travelers and ask your questions:
Join the Whatsapp Group -
Or reach out to Vincent Scheidecker via WhatsApp private message or SMS:
+33 6 60 25 62 66
WHY DO I HAVE TO PAY TRANSACTION FEES?
Transaction fees apply only when you use the ticketing system available on this page.
If you prefer to avoid these fees, we offer the option of paying via bank transfer. To arrange a bank transfer or if you have any questions, please contact Vincent Scheidecker directly via WhatsApp private message:
+33 6 60 25 62 66
WHAT ARE YOUR REVIEW'S LIKE FROM PREVIOUS TRIPS?
To go through our amazing reviews by participants, please click on the link below:
WHAT IS NEXT?
- WhatsApp Group: In the ticket confirmation page, you will find a link to a whatsapp group dedicated to this event. This group is where you can connect with trip mates, coordinate arrival options & stay in touch.
- Trip Briefing: You will find a link in the whatsapp group description to a detailed trip briefing document providing details on what to expect, how to prepare etc.
- Google Photos Album: You will find a link in the whatsapp group description to the shared google photos album where you can upload & view all shared photos & videos from the trip.
WHAT IS YOUR CANCELLATION POLICY?
- Free cancellation up to 7 full days before the start of the trip. After that, cancel up to 5 days before the trip to get a 50% refund.
- If the event is cancelled by Urbanature Travel (UNT), you will get a full refund (excluding any airfares), unless you have purchased a flight inclusive package directly with Urbanature Travel (UNT) in which case you will get a refund including the flights.
- Please note that the program, as well as the venue is subject to change due to extreme weather conditions, as well as to the characteristics and size of the group.
- Urbanature Travel (UNT) needs a minimum of 5 participants for this trip to take place, else we may cancel this trip.
- UNT reserves the right to cancel the trip, modify the route, change the accommodation or re-schedule hikes and without prior notice.
- UNT is not responsible for any loss, theft, damage or personal injury that occurs during the trip.
ABOUT THE ORGANIZER
Organized by :
Urbanature Travel
Welcome my fellow travellers! We are looking to provide you with options to travel to amazing places with our like-minded community guides. Our trips would involve a mash-up of urban exploring and comfortable nature trails & hikes planned & designed by us to ensure that you have a great time & have a more holistic experience.
Looking forward to seeing you on our trips!!!
