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Bicycle Tours — Italy

Cycling the Majestic Dolomites - Cortina to Bolzano

The postcard valleys of the Dolomites are a paradise for any outdoor activity, and the gentle bike paths that criss-cross the region are perfect for bicycle travel. Tucked in to the eastern corner of the Italian Alps, the stunning Dolomites have been listed as a UNESCO World Heritage site to recognize and preserve its “exceptional natural beauty”. Settled from pre-historic times (as evidenced by the now-famous Otzi mummy in Bolzano), this region is also the cradle of the South Tyrolean culture and people (and a politically autonomous region within Italy). Majestic landscapes and scenery, Italian and Austrian-German cuisine, a unique and incredibly preserved history and way of life, the Dolomites region provides all the elements of a great bicycle tour. On this flexible self-guided itinerary, you can choose to cycle on the rolling valley floors, or challenge yourself on epic mountain climbs.

For more information, including hotel lists, daily elevation profiles and more, download the tour fact sheet

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  • Day 1

    Tour begins in Cortina d'Ampezzo

    Highlights: Welcome to Cortina; Bike fitting

    Arrive in Cortina and meet us for a bike fitting and tour briefing. We'll go over the tour in detail, show you how to use your gps and navigation tools, and answer all your questions, getting you ready for the adventure ahead.

    Among the renowned ski resorts in the Italian Alps, Cortina hosted the 1956 Winter Olympics and still draws big crowds in the winter seeking great snow. This beautiful town, with a stone church and pleasant piazzas is also an outdoor paradise in the summertime, surrounded by mountains, forests and Alpine greenery.

  • Day 2

    Cycling to Dobbiaco and San Candido in the Val Pusteria

    Highlights: Cycling through the Pusteria Valley

    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, in the Val Pusteria. Distance 30km, with 350m cumulative climbing (19 miles, 1150 feet)

  • Day 3

    Cycling along the Drau River

    Highlights: San Candido, the Drau River, bike path, Austria

    Spend a relaxing day bicycling toward (or into!) Austria, along the wonderful Drau River bike path. A tributary of the Danube several hundred kilometers downriver, the Drau is born here and is the setting for one of Italy’s most well-traveled bike paths. Pedal as far as you would like heading northeast before cycling back, or catch a train from one of the stations along the way to return to Dobbiaco (local trains are designed for cyclists to very easily board and use the train with bikes). Round trip distance 87km (54 miles) with 830m (2700 ft) cumulative gain (most of the climbing on the return, on a gentle grade). Or, cycle 43km (26 miles) to Lienz with (165m) 550 ft cumulative gain, and then return by train (hourly departures, takes one hour).

  • Day 4

    Cycling the Val Pusteria to Brunico

    Highlights: Spectacular views of the Pusteria Valley; 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 (Bruneck), a delightful city and worth the visit with its two castles, city gates and Alpine architecture. Your route today is 35km (22 miles) with little climbing.

    For more miles today, take a short detour to the wonderfully pristine Lake Braies on the way to Brunico, for a total of 50km (31 miles) and 575m (1886 ft) gain including Braies

  • Day 5

    Cycling Brunico to Bressanone

    Highlights: Brenner Pass bike path; Novacella abbey

    Continue west today to then veer due south along the Brenner Pass bike path (heading down valley!), 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 12th century Novacella Monastery, which was the largest monastery in all of Tyrol and is still in function today - you can even visit their vineyards and sample their wine. Enter the small and vibrant town of Bressanone (Brixen) - as the oldest town of the province there are plenty of interesting sights in this picturesque city. Distance approx. 45km (28 miles) with 575m (1886 ft) cumulative climbing.

  • Day 6

    Cycling Bressanone to Bolzano

    Highlights: The Eisarck Valley; 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 (Trostburg Castle in German), 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 Sud Tyrol region and the capital of the namesake province, you can explore the lively centre and town market where Italian daily life naturally flows. 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. Total distance approx. 43km (27 miles) with 224m (735 ft) cumulative gain.

  • Day 7

    Cycling loop into the Caldaro wine region

    Highlights: Caldaro lake and wine region

    We recommend this lovely loop ride into the wine region of Caldaro, a great place to relax and enjoy the scenery (and perhaps a wine tasting in one of the many family-run wineries along the way!) Distance 38km (23 miles) r/t, with 1440m cumulative gain; more options for extending the ride will also be available. If you prefer a day off the saddle today, enjoy Bolzano and the many sights and activities the city has to offer. Or, take the train into the Venosta Valley (just west) to see some of the towns and sights along that valley, or take a taxi into the nearby Caldaro wine region to enjoy wine tastings and lovely scenery (we are happy to provide recommendations).

  • Day 8

    Tour ends

    Highlights: Arrivederci!

    Tour ends after breakfast

Includes WHAT'S INCLUDED
  • 7 nights lodging in excellent 3- and 4-star hotels, with breakfast
  • GPS device with pre-loaded navigation tracks provided via Ride With GPS (the tracks can also be delivered via email prior to your travel, for use on your personal device)
  • Extensive pre-tour travel documentation, including detailed arrival, departure, and tour planning information
  • Tour roadbook including step-by-step cue sheets, daily maps (high-level and detailed shots of route, as well as ins and outs of cities where needed), cultural and sightseeing information, daily lunch and dinner suggestions, emergency contact numbers, and more
  • Personalized bike fitting at the tour start, delivered by our professional, English-speaking local staff
  • Welcome introduction and tour briefing in English, including detailed overview of itinerary, gps use and navigation, and more, ensuring traveler is ready for the adventure ahead
  • Luggage transfers every day

  • NOT INCLUDED
  • Our quality aluminum-frame or titanium-frame road bikes (with drop-down handlebar) and hybrid touring bikes (with straight handlebar), as well as ebikes (all equipped with rear rack, pack and all necessary touring accessories) are available for an additional rental fee - please see Dates&Prices tab
  • Airfare or transportation to tour starting point
  • Airport transfers (can be arranged at additional fee - please inquire)
  • Entrance tickets
  • Meals or activities not specified
  • Vehicle support
  • Daily city tax (tassa di soggiorno) to be paid at every hotel, in person at check-out (usually between €1 and €4 per person, per night)
  • Train, shuttle or taxi tickets
  • Helmets (can be reserved prior to tour start)
  • Clipless/SPD pedals
  • Travel insurance


  • Extras available upon request
  • Dinner reservations at our preferred restaurants
  • Room upgrade options
  • Electric bikes and premium road bikes
  • Countries Italy
    Begin/End Cortina d'Ampezzo / Bolzano
    Arrive/Depart Venice or Treviso airports (and take the Cortina Express Bus to tour start), Verona airport (train to Treviso, then bus). Once you book your tour, we will send you detailed arrival and departure information to help you plan your travels
    Total Distance approx. 298 km (186 miles)
    Daily Distance 35-87 km (22-54 miles)
    Rating 101 to 201
    About Tour Ratings »
    Notes Difficulty Description: this tour is rated a 1 out of 3 if cycling the base rides every day.

    Longer distance rides with higher difficulty levels are available on most days (as well as challenging road cycling every day). The above difficulty level description is for the basic cycling options provided every day.
    Terms Terms & Conditions
    Dates Prices Single Supplement
    Dates Dates available: from May 1st to October 31st, 2019

    Listed price is with a minimum of 4 participants on a departure - for confirmed departure dates at the listed price, please contact us.

    Suggested start day: Saturdays *

    *starting on other days, if available, may incur an additional fee

    A high-season surcharge of €50 per person applies in July and August

    September departures: A supplemental fee of € 150 per person will be charged on all new September departures (this fee will not apply to customers joining an existing departure date – please confirm available dates by contacting us, or use the Request Space form below)

    Group Discount
    A 5% group discount will apply to the standard tour price with 4 or more participants in a departure
    Prices starting from EUR 1175 per person *

    Bike rental rates
  • Premium titanium-frame bike EUR 220
  • Ebike EUR 340

  • *with 2-3 participants in departure - EUR 1275 per pers
    Single Supplement EUR 155
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