There was an error with your log in
Check out Early bird options for best sellers here
Dolomites cycling tour

Loop Around the Dolomites: Self-Guided Cycling Adventure

8 days | Moderate | 5.00
From $1,157 ()
Book a call

You don’t “do” the Dolomites in a day trip. You circle them, slowly, on a bike, preferably with zero logistics on your plate. That’s exactly the deal here. This 8-day self-guided cycling loop strings together the Three Peaks, Cortina’s old Olympic stage, and the long, gentle glide of a former railway turned bike path, before dropping you into a different Italy altogether. Think Bolzano’s café culture, vineyard rows, and that subtle shift where strudel starts sharing the table with espresso. Your route is mapped, your bags move on ahead, your comfy hotels are waiting. You just ride, follow the valley as it unfolds, and slow down whenever the scenery refuses to be ignored.

Adventure Highlights

  • Peaks, passes & plot twists: Ride past the Three Peaks, into Cortina, then down into vineyard country where the whole landscape flips on you
  • Glide where trains once ran: Follow the old Dolomites railway through tunnels, forests, and wide-open alpine views
  • Travel smart: Skip the planning since your routes, luggage, and stays are already taken care of
Duration
8 days
Season
May through September
Group size
Up to 12 people
Accommodation
Comfort: Comfy 3-star hotels
Difficulty
Moderate: Great fitness required, cycling up to 95 km (59 mi) & 4-7 hours per day
What's included
Lodging, breakfasts, routes, maps, navigation, luggage transfers, and more

The adventure, day by day

This is the Dolomites done right, on two wheels, at your own pace, without a single logistical headache. Over 8 days, you’ll cycle a full loop through one of Europe’s most dramatic mountain ranges, linking the Three Peaks, Cortina, Bolzano, and Bressanone on routes that actually feel good to ride. It’s self-guided, but far from DIY. Your luggage moves ahead, your hotels are booked, your routes are dialed. You just wake up, get on the bike, and follow a journey that keeps changing shape, from raw alpine rock to vineyard-lined valleys, one excellent day after another.

Day 1: Arrival
Arrival in the valley

You arrive in the Hochpustertal valley, settle into your hotel, and take in that first glimpse of the Dolomites. No riding today, just an easy start and time to get ready for the days ahead.

Meals: Breakfast
Accommodation: 3-star hotel

Day 2: Hochpustertal to Pieve di Cadore via Cortina d’Ampezzo
Cortina path woman cycling

You roll out through the Pustertal with the Dolomites rising on both sides, riding a former railway beneath the Three Peaks before reaching Cortina’s iconic alpine setting. From there, you continue through tunnels and forests to Pieve di Cadore, with views that rarely let up.

Meals: Breakfast
Accommodation: 3-star hotel
Cycling: 65 km (40 mi)

Day 3: Pieve di Cadore to Feltre
Belluno cathedral view

You follow a scenic cycle path south through classic Dolomite landscapes, passing Longarone and Belluno along the way. Forests, small villages, and wide valley views lead you to Feltre, a historic town backed by the mountains.

Meals: Breakfast
Accommodation: 3-star hotel
Cycling: 75 km (47 mi)

Day 4: Feltre to Trento
Trento square in Italy

You ride along the historic Via Claudia Augusta, crossing varied landscapes on a route that traces an ancient Roman road. Lake Caldonazzo offers a scenic pause before the final stretch into Trento, with the option to shorten the day by train if needed.

Meals: Breakfast
Accommodation: 3-star hotel
Cycling: 95 km (59 mi), or 70 km (43 mi) + 25 km (16 mi) by train

Day 5: Trento to Bolzano
View near Bolzano in Italy

You follow the Adige River north, riding through vineyards and orchards as the valley opens up. Crossing the Salorno Gorge into South Tyrol, you arrive in Bolzano, where Italian and Tyrolean influences meet.

Meals: Breakfast
Accommodation: 3-star hotel
Cycling: 65 km (40 mi)

Day 6: Bolzano to Bressanone
Bressanone Italy church

You leave Bolzano along the Isarco River, passing castles, monasteries, and vineyard-covered slopes. The ride is shorter but rich in scenery, ending in Bressanone with time to explore its historic center.

Meals: Breakfast
Accommodation: 3-star hotel
Cycling: 45 km (28 mi)

Day 7: Bressanone to Hochpustertal
Puster valley church

You cycle north through the Isarco Valley, passing fortress ruins and abbeys before re-entering the green Puster Valley. A stop in Brunico adds a lively alpine touch before the final stretch back to your starting point.

Meals: Breakfast
Accommodation: 3-star hotel
Cycling: 65 km (40 mi)

Day 8: Departure
Dolomites valley aerial

After breakfast, this 8-day self-guided cycling tour comes to an end. It’s time to say goodbye to the beautiful Dolomites and depart back home.

Meals: Breakfast

Adventure Architect
Let’s build something unique. Design your own adventure from the ground up and let us handle the rest.
Start Designing

Photo gallery

Lodging

What others say about this adventure

5.00 (3 reviews)
Y
Yifei Xu

We were tourists from out of town, and the staff here were incredibly kind and helpful. They went above and beyond to assist us in every possible way. If I could, I would give them 10 stars! Truly grateful for their warm hospitality.

m
mike allison

This company was exactly what we needed for our cycling trip. They were very quick with correspondence and the information they gave us was thorough and clear. We didn’t have a lot of pre-trip questions but I got the sense that if we did, they would answer them happily and promptly. We had a little mixup with gear but they had a shop that was a 3-minute walk from our hotel and they took care of it. Highly recommend!

N
Natalie Bravo

They were incredibly kind and helpful to us!

5.00(3 reviews)
Y
Yifei Xu

We were tourists from out of town, and the staff here were incredibly kind and helpful. They went above and beyond to assist us in every possible way. If I could, I would give them 10 stars! Truly grateful for their warm hospitality.

m
mike allison

This company was exactly what we needed for our cycling trip. They were very quick with correspondence and the information they gave us was thorough and clear. We didn’t have a lot of pre-trip questions but I got the sense that if we did, they would answer them happily and promptly. We had a little mixup with gear but they had a shop that was a 3-minute walk from our hotel and they took care of it. Highly recommend!

N
Natalie Bravo

They were incredibly kind and helpful to us!

Things to know

  • Included:

      • 8-day self-guided Dolomites cycling tour (6 days of riding)
      • Accommodation for 7 nights in 3-star hotels
      • 7 breakfasts (buffet or full breakfast) 
      • Luggage transfer from hotel to hotel
      • Videobriefing
      • Detailed documents & well-planned routes (maps, route description, places to visit, important telephone numbers)
      • Navigation app
      • Telephone service hotline for the entire tour

    Add-ons (pricing shown at checkout):

      • Single occupancy room
      • Bike rentals
      • Extra night before the trip — please leave a note at checkout if interested

    Not included:

      • Flights
      • Arrival to the starting point of the tour
      • Departure at the end of the tour
      • Lunches and dinners
      • Drinks
      • Tourist tax
      • Personal expenses
      • Anything not mentioned in the “Included” section above
      • Insurance — recommended, available to add at checkout
  • You need to have a great level of fitness to join this Dolomites cycling tour. You’ll be riding between 45 and 95 km (28–59 mi) per day, often on well-maintained cycle paths with gradual elevation changes rather than long, steep climbs.

    Most days involve several hours in the saddle, so you should feel comfortable cycling for 4–7 hours at a relaxed pace, with breaks to enjoy the scenery, coffee stops, and towns along the way. The route is designed to be achievable, and there’s even the option to shorten the longest day with a train transfer if needed.

    Please note that e-bikes are recommended for this tour, and there’s an option to rent an e-bike at checkout. More athletic riders can complete the tour with a trekking bike.

  • Yes, you can rent a variety of bikes at checkout. This tour has been specially designed for e-bike riders, but is also manageable for sports cyclists with a normal bike. Almost the entire route is on cycle paths. Although you always have the Dolomites in sight, you ride comfortably at their feet along easy valley cycle paths and quiet side roads.

  • Here’s a list of the equipment you need to bring:

      • Day pack large enough to carry everything you might need throughout the day (around a 25-40L bag)
      • Water bottle or hydration bladder (2L capacity)
      • Cycling shoes
      • Comfortable cycling clothes
      • Spare clothes for layering
      • Waterproof rain jacket
      • Sunhat
      • Toiletries (sunscreen, hand sanitizer, etc.)
      • Sunglasses
      • Camera — optional (but recommended)

    Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

    Got everything you need? Grab your gear through Active Junky and earn cash back on top outdoor brands — plus a $10 bonus on your first $25+ purchase. Shop now at Active Junky!

  • Self-guided tours are perfect for those who enjoy exploring on their own terms—at their own pace, and with the company they choose. By joining this self-guided Dolomites cycling tour, we take care of lodging, breakfasts, luggage transfers, routes, maps, navigation, and more. 

    Rather than joining a guided group, you’ll navigate the tour yourself, using resources provided by the tour operator. For a hassle-free journey with everything arranged for you in advance, there’s no better option!

    As a self-guided tour is built around your preferred travel dates, your guide will take care of arranging accommodations and details after you book. Note that exact accommodations and dates might shift slightly, so don’t make any travel arrangements until the details of your adventure are confirmed.

  • Group sizes and pricing

      • This tour can operate with even just one traveler. The maximum group size is set at 12 participants.

    A Dolomites cycling tour can be arranged for larger groups. Contact us to make arrangements.

    Min. age requirements

      • If you are older than 18, you’re good to go.
      • Minors younger than 18 may be permitted to join the Dolomites cycling tour on a case-by-case basis, but must be in the presence of a parent or legal guardian.

    If your group has participants under the age of 18, contact us prior to booking to make arrangements.

  • The price for this self-guided Dolomites cycling tour is based on twin-share rooms, but a single occupancy room can be arranged at an additional fee. You can add it to your booking at checkout.

  • The starting point of your Dolomites to Venice bike tour is Niederdorf/Villabassa or Toblach/Dobbiaco, depending on availability. To get there, most people fly into Venice Marco Polo Airport (VCE). From there, you can take a shuttle service, public transport, or rent a car to reach Niederdorf/Villabassa or Toblach/Dobbiaco.

    You’ll be notified about the exact starting location before the tour starts.

  • We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout.

    Redpoint—the official 57hours insurance partner—tailors protection packages for adventure travel, offering a comprehensive travel program, even in remote locations! Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

  • Deposits

    Secure your spot with a 30% deposit upon booking! The remaining 70% of the trip price must be paid 90 days prior to departure at the latest. If booking within 90 days of departure, the full amount is required at the time of booking.

    Cancellations

    Booking fees are non-refundable after a 48-hour grace period. During checkout, however, you can choose one of 57hours’ flexibility options—Basic, Flexible, or Super Flexible. Depending on which one you choose, a different cancellation policy will apply to your booking.

    Basic

      • If cancelled within 48 hours of booking, a full refund will be issued.
      • If cancelled 60 or more days before departure, a 70% refund of the total trip price will be issued.
      • If cancelled within 59 days of departure, no refund will be issued.

    Flexible

      • If cancelled within 48 hours of booking, a full refund will be issued.
      • If cancelled 60 or more days before departure, a full refund of the total trip price will be issued.
      • If cancelled 30-59 days before departure, a 50% refund of the total trip price will be issued.
      • If cancelled within 29 days of departure, no refund will be issued.

    Super Flexible

      • If cancelled within 48 hours of booking, a full refund will be issued.
      • If cancelled 30 or more days before departure, a full refund of the total trip price will be issued.
      • If cancelled within 29 days of departure, a 50% refund of the total trip price will be issued.
Have more questions?
Our team is here to answer your questions and plan with you.
Book a call

Book This Adventure for a Private Group

Book a fully private 57hours adventure for your group. We customize dates, group sizes, terrain, guides and accommodations — so your adventure fits your people and your goals.
Talk to an Adventure Planner
From $1,157 ()
Reserve now
Saved to bucket list
Removed from bucket list

Choose a currency

  • USD - $
    US Dollar
  • EUR - €
    Euro
  • AUD - AU$
    Australian Dollar
  • CAD - CA$
    Canadian Dollar
  • GBP - £
    British Pound Sterling
  • CHF - CHF
    Swiss Franc
  • JPY - ¥
    Japanese Yen
  • SGD - S$
    Singapore Dollar
  • HKD - HK$
    Hong Kong Dollar
  • DKK - Dkr
    Danish Krone
  • NOK - Nkr
    Norwegian Krone
  • NZD - NZ$
    New Zealand Dollar