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Your Cycling Holiday in Dolomites

Classic | Valleys of the Dolomites | Self Guided

An incredibly scenic tour through the dramatic mountain landscapes in the South Tyrolean Alps, this tour helps you to get a feel for rural Italian life. You can either stick to the cycle paths that are mostly downhill or challenge yourself on uphill routes. Pedal through the Caldaro vineyards, stopping for a wine tasting as well as leisurely lunches in mountain restaurants. We highly recommend taking your bikes on the funicular for beautiful views over the valley and traditional villages below.

What’s Included

  • Delightful 3-star and 4-star hotels
  • Fully serviced bikes with panniers, water bottle and repair kit
  • Detailed route information through the Ride With GPS app
  • Expert on the spot support
  • Luggage transferred between your hotels
  • 100% financial security through ABTA and ATOL
Your Cycling Holidays in Dolomites

Classic | Valleys of the Dolomites | Self Guided

Day 1 | Arrive in Cortina d'Ampezzo

Arrival at your hotel, our English-speaking local staff will meet you at hotel for bike fitting.

Day 2 | To Dobbiaco and San Candido

Leave behind the “Queen of the Dolomites” today to climb a gently graded rails-to-trails bike path through lovely forests and along small mountain lakes, reaching the small pass of Cimabanche. From here, the same path takes you gently downhill to one of the quintessential views of the Dolomites, the Tre Cime di Lavaredo, before continuing to our destination in Dobbiaco or San Candido.

Distance 30 km

Day 3 | Along the Arau River

A tributary of the Danube several hundred kilometers downriver, the Drau is born here and so does one of Italy’s most well-traveled bike paths. Pedal as far as you would like before cycling back, or catch a train from one of the stations along the way to return to Dobbiaco. Thoselooking for more of a challenging ride with some more iconic views of the mountains can take a loop ride to the Dolomiti di Sesto mountains and Val Fiscalina.

Distance 46 or 30 km  

Day 4 | Cycle to Brunico

Pedal along one of the Dolomites’ most important valleys into the heart of Trentino Alto Adige, one of Italy’s few autonomous regions. A gentle bike path takes you to Brunico, a delightful city and worth the visit with its two castles, city gates and Alpine architecture.

Distance 35 km

Day 5 | Brunico to Bressanone

Continue west today to then veer due south along the Brenner Pass bike path, once one of the most important passes crossing into southern Europe and a long-time trading route down the Eisack Valley. We highly recommend stopping to visit the Novacella Monastery, which was the largest monastery in all of Tyrol and still acts as one. Enter the small and vibrant town of Bressanone; as the oldest town of the province there are plenty of sights to see!

Distance 45 km 

Day 6 | Bressanone to Bolzano

Continue pedaling south along the Eisarck Valley, stopping for a break in the town centre of medieval Chiusa and enjoying the cycling through chestnut forests and the first vineyards which will accompany you today and tomorrow on your rides. Pause to admire Castel Forte, one of the most striking castles of all of Sud Tyrol, as it dominates the valley from its rocky promontory. Once in Bolzano, the largest city of South Tyrol region and the capital of the namesake province, enjoy the lively centre. We highly recommend visiting the archaeological museum with the famous Otzi the Iceman, a Neolithic mummy found in the nearby peaks and one of the most important archaeological finds to understand this region’s prehistory.

Distance 45 km

Day 7 | Cycle the Caldaro wine region

We recommend a loop ride into the southern wine region of Caldaro Lake, a great place to relax and enjoy the scenery. Anybody wanting to take a day off the bike can enjoy Bolzano and the many things the sights and activities the city has to offer. Or, take the train into the Venosta Valley to see some of the towns and sights along that valley, or can take a taxi into the nearby Caldaro wine region to enjoy wine tastings and views.

Distance 36 km

Day 8 | Tour ends

We say goodbye before you head home.

Your Cycling Holidays in Dolomites

Classic | Valleys of the Dolomites | Self Guided

  • Hotel Stadt

    4 Star

    The elegant and refined Hotel Stadt is one of our favourite stays in Dolzano. With art-deco influences, this hotel has been meticulously designed to feel modern yet historic. take a dip in their hot tub before heading to the bar in the evening for a drink.

  • Hotel de la Poste

    4 Star

    This gorgeous 4-star hotel is located in the beautiful city of Cortina beneath the Dolomites. Full of traditional Alpine charm, your stay will be warm and cosy whilst still being luxurious. Admire the wonderful mountain views and explore the traditional Tyrolean culture here.

  • Boutique Hotel Orso Grigio

    4 Star

    The Boutique Hotel Orso Grigio is a lovely 4-star stay, filled with Tyrolean charm and the perfect place to rest after an exciting day of cycling. The modern interiors have historic touches, creating a fresh and beautiful environment for dinner, drinks, and relaxing. 

  • Hotel Gruener Baum

    4 Star

    This traditional, 4-star hotel in South Tyrol prides itself on its traditions, history, and friendliness. Decorated in typical Alpine-style, you'll also find modern amenities like their wellness centre. Relax and indulge yourself after a day in the saddle.

  • Hotel Corso

    4 star

    Built in the 17th century, the Hotel Corso Am Graben looks back on a long and rich history, combining it with a stylish ambiance and modern amenities. With its incredible location in the Puster Valley, it attracts many friendly adventures sharing stories of their travels. The area of ​​the Three Peaks and the Natural Park Fanes-Sennes-Prags with its beautiful Dolomites are not far from Bruneck. 

Your Cycling Holidays in Dolomites

Classic | Valleys of the Dolomites | Self Guided

Tour Dates & Prices

Please note, this tour runs scheduled departures on specific start days. If you’d like to begin your holiday on another date, please enquire about our private departures which may incur a small supplement.

7 nights: Saturday Departure

May, June, September and early October may incur a high season supplement.

Available Duration Tour Only Package
(Flights & Transfers Included)
Self Drive
(Eurotunnel Included)
Board Basis
1st Apr 2024 to 31st Oct 2024 7 Nights £1,975pp Bed & Breakfast

E-Bike Supplement: £135 per person 

Premium Titanium Bike Upgrade: £40 per person 

GPS Device Rental: £60per unit 

Child prices and single supplements are available on request. Please speak to our Activities Experts for more details.

*Where tour pricing is displayed in your local currency, please note this is for indicative purposes and your final holiday will be confirmed and transacted at the time of booking with our team in Pound Sterling.

Your Cycling Holidays in Dolomites

Classic | Valleys of the Dolomites | Self Guided

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