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Bicycle Tours — Italy

Cycling the Majestic Dolomites - Cortina to Bolzano

Classic Self-Guided

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.


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  • Day 1

    Tour begins in Cortina d'Ampezzo

    Highlights: Welcome to Cortina; Bike fitting

    Arrive in Cortina and pick up your bikes and equipment. An online pre-travel briefing and introduction, in English, can be scheduled - we'll introduce 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.

    PLEASE NOTE : The final itinerary, including hotels and/or activities described here, are subject to changes according to availability. City hotel taxes are not included.

  • 7 nights lodging in 3- and 4-star hotels, with breakfast
  • GPS device with pre-loaded navigation tracks provided via Ride With GPS
  • Navigation tracks and digital tour roadbook provided via Ride With GPS (the tracks can also be delivered via email prior to your travel, for use on your personal device). The tour roadbook including daily step-by-step cue guides, 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, all viewable on your phone
  • Extensive pre-tour travel documentation, including detailed arrival, departure, and tour planning information
  • Online introduction and tour briefing available in English, prior to travel, including detailed overview of itinerary, gps use and navigation, and more, ensuring traveler is ready for the adventure ahead
  • Luggage transfers every day

  • Bicycle rental (see 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

  • Solo Traveler and Private Group departures available - please inquire.

    Lodging Upgrade: Room upgrades are possible in some hotels - please inquire for prices and availability

    Extra nightsPlease inquire about adding nights along the itinerary or before/after the tour. Rates for extra nights as follows

    PLEASE NOTE : The final itinerary, including hotels and/or activities described here, are subject to changes according to availability. City hotel taxes are not included.
    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)
    Difficulty Description: this tour is rated a 1 out of 3 if cycling the basic included rides every day.

    Longer distance rides with higher difficulty levels are available on most days (as well as challenging road cycling every day).
    Rating 101 to 201
    About Tour Ratings »
    Notes Tour code: itbs3930
    Navigation and roadbook:
    On our CLASSIC self-guided tours, detailed daily information and route navigation are provided through a GPS device (one included for every two cyclists), a smartphone application, as well as a printed roadbook with thorough daily descriptions and maps. Our app allows you to download the information into your smartphone, where you can the daily routes even in offline mode. Hotel itinerary, daily ride descriptions, cultural information, visit suggestions, elevation profiles, and emergency numbers are all stored in one organized place. Downloading maps and routes also allows you to navigate in offline mode. If you prefer, you can download the routes into your GPS device and print the detailed route notes before leaving home and use them on tour, or rely on the detailed roadbook that we will print for you and delivery before the tour start

    For more information on the smartphone app, visit RideWithGPS Experiences.

    For more information on the GPS tracks and roadbook, please see the Tour Factsheet .


    Luggage transfers are included in your package.
    The luggage is normally collected from 09.00 at the reception of the hotel and is delivered at the following hotel by 15.30. Every piece of luggage must be marked with a visible luggage tag. Please make sure yours have correct tags. If your luggage is not ready by the time the driver comes to collect it, you may have to pay a local taxi for the service.

    Please consider that the luggage is not insured during the transport. You need to have your own insurance. Do not leave valuables or fragile items in your luggage.
    Normally, the luggage transport service cannot be used by participants to skip the cycling stage. In case you need help to skip the cycling stage, please contact our emergency number and we will arrange it for you.
    Terms Terms & Conditions
    Dates Prices Single Supplement
    Dates 2021 dates available: March-1 to October-31

    Starts every Saturday*

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

    A high-season surcharge of €75 per person applies in July and August

    Per person price based on double occupancy; minimum 2 participants per departures; Single rooms and Solo Traveler departures available - see supplemental fees on the right.

    Group Discounts for 6 or more participants booking together on the same departure! Please inquire for details through our contact form below.


    If you have more days available and are interested in a true Grand Tour of the Italians Alps and Dolomites you can join this tour back to back with our Alpine Valleys - Sud Tyrol, Lake Garda and Verona tour.


    Bike Rental options:
    We offer quality bikes in different styles, all great options for this bike tour. Our bikes are maintained and delivered in optimal working condition.

    The prices below are per bike for the duration of the tour, including delivery to starting point in Cortina and collection from ending point in Bolzano.

    Bike rental rates
    Aluminum hybrid: €120
    Premium Titanium road or hybrid: €160
    E-bike (hybrid with straight handlebar): €240
    Tandem: €280 (priced per bike, for 2 cyclists)
    Tag-along or kid trailer: €80

    For detailed specs and photos of our bikes, see our website - Bike Rentals Italy.

    High-Season notes (May, September and early October):
    Hotels: may be subject to availability, and a hotel supplemental fee may be applied.
    Bike Availability: our premium (titanium-frame) bikes are also subject to availability.

    Prices €1175 per person
    Single Supplement €160 fee for private, double room

    €560 solo traveler fee (only one person on departure)
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