Chase the Sky: Three Days of Soul-Stirring Hikes in the Dolomites

About 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 5pm 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: Urbanature Travel (UNT) 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: UNT 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: UNT 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?

Our trips are shaped by the amazing people who join them — and their feedback means everything to us.

⭐ Read our reviews:
• Google Reviews
• Trustpilot Reviews

Real stories, real adventures — and we’d love for you to be part of the next one. ✨