Dolomites Cycling Tours
A cycling tour through the Dolomites and the Trentino-Alto Adige Südtirol region of Italy will take you through a region marked by significant historical change and rich cultural diversity amidst a backdrop of stunning mountains and verdant valleys.
Geologically unique, the Dolomites’ dramatic peaks are a product of ancient coral reefs. It is also one of the few landscapes that are declared a UNESCO World Heritage site due to the geological and historical significance.
The blend of Italian, Austrian, and Ladin influences converge in this region and is reflected in architecture, food, language, and traditions. The region’s history is marked by the strategic positioning of ancient trade routes that turned into the frontlines of conflict. During World War I, the Dolomites witnessed the brutal reality of war and the resulting changes in national borders has created the blending of languages and cultures.
On a bike, you will see firsthand how this region bridges past and present: where medieval castles stand against the backdrop of snow-capped peaks, and ancient traditions thrive amidst modern life.
Browse Dolomites tours
Cycling Italy’s Dolomites
An outdoor playground featuring spectacular limestone mountain scenery.
8 days
From USD$5095
Classic
Level 4.0
Jun 30, 2025 – Jul 07, 2025
Cycling Italy’s Dolomites Plus! the Sella Ronda
Jaw dropping landscapes and the chance to ride the famous 4 passes of the Sella Massif!
11 days
From USD$6495
Classic
Level 4.5
Jun 30, 2025 – Jul 10, 2025
Cycling Italy’s Alpine Valleys
Pedal along bike paths in two of Italy’s finest bike-friendly regions! Begin your ride cycling through the lush meadows of the Venosta Valley with views of Alpine peaks and glaciers in the distance.
8 days
From USD$4895
Classic
Level 1.0
Jun 14, 2025 – Jun 21, 2025
Departure confirmed to go!Jul 05, 2025 – Jul 12, 2025
Cycling Italy’s Alpine Valleys Plus! Venice
Pedal along bike paths and down pristine valleys along two of Italy’s finest bike-friendly regions. Then explore Vicenza, home of Palladio, one of Italy’s most famous architects en route to ending your ride in Venice.
12 days
From USD$6495
Classic
Level 1.0
Jun 14, 2025 – Jun 25, 2025
Jul 05, 2025 – Jul 16, 2025
Self-guided: Italy’s Alpine Valleys – Sud Tyrol, Lake Garda and Verona
This low-difficulty itinerary also offers challenging rides easily reachable from the main route, to epic mountain climbs and passes. Great tour for couples, friends or families of mixed cycling abilities (and even for kids!) blending the culturally unique Austro-Italian north with everything expected from an Italian bike tour – great food, cycling and scenery!
Tour departs any Sunday between May 1 and September 30
Tour departs any Sunday between May 1 and September 30
8 days
From $2495
Self-Guided
Level 1.5
Jun 15, 2025 – Jun 22, 2025
Self-guided: 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. On this flexible self-guided itinerary, you can choose to cycle on the rolling valley floors, or challenge yourself on epic mountain climbs.
Tour departs any Saturday from May 1 to September 30th.
Tour departs any Saturday from May 1 to September 30th.
8 days
From USD$2395
Self-Guided
Level 2.5
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No dates currently scheduled.
Private departures available.