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Highlights
Cycle through Italy’s stunning Dolomites, exploring scenic valleys and rich cultural heritage.
Ride through breathtaking alpine landscapes, charming valleys, and picturesque mountain villages on well-maintained bike paths.
Explore medieval towns, visit the renowned Novacella Monastery, and discover the famous Ötzi the Iceman in Bolzano.
Pedal through the beautiful Caldaro wine region, taste exquisite local wines, and enjoy a fusion of Italian and Austrian-German cuisine.
Choose between leisurely valley routes or thrilling mountain climbs, with options to ride into Austria or relax in vibrant towns.
Set out on the 8-Day Classic Dolomites Cycling Tour, an unforgettable bike tour through the stunning Dolomites of northern Italy. This self-guided cycling adventure takes you from the renowned ski resort of Cortina d'Ampezzo to the charming city of Bolzano, offering breathtaking alpine landscapes, scenic bike paths, and rich cultural experiences along the way.
Over eight days, ride through picturesque valleys, past towering peaks, and into historic towns like Dobbiaco, Brunico, and Bressanone, following well-maintained cycling routes through the Pusteria Valley and Eisack Valley. Enjoy the perfect mix of cycling, outdoor adventure, and cultural exploration, with stops at medieval castles, ancient monasteries, and local wineries in the famous Caldaro wine region. Whether you're conquering mountain passes or enjoying a leisurely ride through vineyard-covered hills, this Dolomites cycling tour is an incredible way to experience one of Italy’s most breathtaking regions.
Set out on the 8-Day Classic Dolomites Cycling Tour, an unforgettable bike tour through the stunning Dolomites of northern Italy. This self-guided cycling adventure takes you from the renowned ski resort of Cortina d'Ampezzo to the charming city of Bolzano, offering breathtaking alpine landscapes, scenic bike paths, and rich cultural experiences along the way.
Over eight days, ride through picturesque valleys, past towering peaks, and into historic towns like Dobbiaco, Brunico, and Bressanone, following well-maintained cycling routes through the Pusteria Valley and Eisack Valley. Enjoy the perfect mix of cycling, outdoor adventure, and cultural exploration, with stops at medieval castles, ancient monasteries, and local wineries in the famous Caldaro wine region. Whether you're conquering mountain passes or enjoying a leisurely ride through vineyard-covered hills, this Dolomites cycling tour is an incredible way to experience one of Italy’s most breathtaking regions.
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8-Day Classic Dolomites Cycling Tour Itinerary
Day 1 Arrival in Cortina d’Ampezzo
Arrive in the stunning Cortina d’Ampezzo, one of the most famous ski resorts in the Italian Alps, set to host its second Winter Olympics in 2026. While renowned for its winter sports, Cortina transforms into an outdoor paradise in summer, surrounded by majestic mountains, lush forests, and charming piazzas.
After checking in, meet our staff at the hotel for a tour briefing and bike fitting in the early afternoon. Then, take some time to explore the town, stroll past its historic stone church, or unwind at a cozy café. In the evening, enjoy one of our recommended local restaurants before your cycling adventure begins!
Overnight Location: Hotel in Cortina d’Ampezzo
Distance: N/A
Meals: N/A
Day 2 Cycling to Dobbiaco and San Candido in the Val Pusteria
Bid farewell to the “Queen of the Dolomites” as you set off on a scenic ride along a gently graded rails-to-trails bike path. Cycle through lush forests, past serene mountain lakes, and up to the small Cimabanche Pass, where breathtaking alpine views await. From here, enjoy a smooth downhill descent toward one of the most iconic panoramas of the Dolomites, the stunning Tre Cime di Lavaredo. Continue riding into the heart of the Val Pusteria, arriving in the charming towns of Dobbiaco or San Candido, where you’ll settle in for the night.
Overnight Location: Hotel in Campitello di Fassa
Distance: 35km, 372m / 1,220ft elevation gain
Meals: Breakfast
Day 3 Loop ride along the Drau River
Enjoy a relaxing ride along the breathtaking Drau River bike path, one of Italy’s most scenic cycling routes. The Drau River, a tributary of the Danube, begins here, winding through stunning alpine landscapes as you pedal toward Austria. Follow the gentle, well-paved trail, with the option to ride as far as you like before looping back. Prefer a shorter ride? Hop on one of the bike-friendly local trains for an easy return to Dobbiaco or San Candido, making for a flexible and rewarding day of cycling.
Two options for today’s ride to and back from Lienz:
Short option (cycle to Lienz and return on train to Dobbiaco) 43 km (27 miles), with + 145 m (475 ft) elevation gain.
Long option (cycling to Lienz and back to Dobbiaco): 87 km (54 miles), with + 830 m (2,722 ft) elevation gain.
Overnight Location: Hotel in Campitello di Fassa
Distance: Varies depending on the option selected
Meals: Breakfast
Day 4 Cycling the Val Pusteria to Brunico
Cycle through one of the Dolomites’ most stunning valleys, leading you into the heart of Trentino-Alto Adige, a unique autonomous region of Italy. Follow a scenic, gentle bike path to Brunico (Bruneck), a charming town known for its historic city gates, Alpine architecture, and two impressive castles, making it well worth a visit.
Overnight Location: Hotel in Brunico
Distance: 50km, 575m / 1,886ft elevation gain
Meals: Breakfast
Day 5 Cycling Brunico to Bressanone
Today’s ride takes you west, then south along the legendary Brenner Pass bike path, a historic trading route through the Eisack Valley. As you cycle, take a break at the 12th-century Novacella Monastery, the largest in Tyrol, where you can stroll through its vineyards and even sample local wines. Continue your ride into Bressanone (Brixen), the oldest town in the province, where medieval streets, charming piazzas, and centuries-old architecture make for a perfect afternoon of exploration.
Overnight Location: Hotel in Bressanone
Distance: 46km, 576m / 1,890ft elevation gain
Meals: Breakfast
Day 6 Cycling Bressanone to Bolzano
Pedal south through the Eisack Valley, where the landscape shifts from chestnut forests to rolling vineyards. Stop in Chiusa, a charming medieval town, before continuing past the dramatic Castel Forte (Trostburg Castle), perched high above the valley. As you arrive in Bolzano, the capital of South Tyrol, soak in the lively piazzas, bustling markets, and rich blend of Italian and Austrian cultures. Don’t miss a visit to the South Tyrol Museum of Archaeology, home to Ötzi the Iceman, a 5,300-year-old Neolithic mummy that offers a fascinating glimpse into the region’s ancient past.
Overnight Location: Hotel in Bolzano
Distance: 43km, 236m / 774ft elevation gain
Meals: Breakfast
Day 7 Cycling loop into the Caldaro wine region
Cycle through the stunning Caldaro wine region, where rolling vineyards and charming wineries invite you to relax and enjoy a tasting. Prefer a day off the bike? Stroll through Bolzano’s lively streets, visit its museums, or take a train into the Venosta Valley to explore historic towns. For a more leisurely adventure, hop in a taxi to Caldaro’s vineyards and soak in the breathtaking scenery—let us know if you’d like recommendations!
Overnight Location: Hotel in Bolzano
Distance: 38km, 445m / 1,460ft elevation gain
Meals: Breakfast
Day 8 Departure
Enjoy a final breakfast in Bolzano, savoring the last moments of your Dolomites cycling adventure.
Overnight Location: N/A
Distance: N/A
Meals: Breakfast
8-Day Classic Dolomites Cycling Tour Price and Dates
Pricing for this self-guided cycling trip from Cortina d'Ampezzo to Bolzano is set as a private tour for your group only, and the price per person depends on how many people are in your group. The best time to visit Cortina d'Ampezzo and Bolzano is from May to September. The tour starts every Saturday. Other start days available by request, although additional fees may apply.Accommodation on 8-Day Classic Dolomites Cycling Tour
This tour is based in Hotels. Hotels on this trip are 3 and 4-star and offer modern conveniences that can make this trip more pleasant. Rooms may include amenities such as a minibar, concierge service, and a spa.
Single Rooms and Solo Travellers
Rooms are based on double occupancy. A single supplement is available for a private room when possible. Solo travelers may need to pay an additional fee.
What’s Included in the 8-Day Classic Dolomites Cycling Tour?
Meals
7 breakfasts are included.
Accommodations
Accommodations for 7 nights are included. Additional nights before and after the tour are not included but can be added as a supplement.
Transportation during the Tour
Luggage transfers are included throughout the tour.
Also included
- Route Information that can be accessed through digital mobile app
- Excursions mentioned in the itinerary
- Bike fitting and briefing in English by our professional staff at tour start
Not included
- Flights
- Meals, drinks, or snacks not previously mentioned
- Gratuities for tour guides or other staff if desired
- Entrance to museums or other activities not indicated as included
- City hotel tax
- Insurance
Optional Extras
- Additional nights before or after the tour
- Single occupancy upgrades
- Optional activities or excursions
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- Cooking Class
- Bike Rental
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- Aluminum hybrid: €170
- Premium Titanium road or hybrid: €210
- Touring E-bike (hybrid with straight handlebar): €295
- How hard is the 8-Day Classic Dolomites Cycling Tour?
- Do I need a visa to travel to Italy?
- Are meals included on the 8-Day Classic Dolomites Cycling Tour?
- Do I need insurance?
- How do I get to Cortina d'Ampezzo to start this tour?
- Is the 8-Day Classic Dolomites Cycling Tour in English?
- Where does the 8-Day Classic Dolomites Cycling Tour end?
- Do I need special vaccines to travel to Italy?
- Are there any travel restrictions for Italy?
This tour is rated 2/5, making it ideal for beginner cyclists with a good level of fitness. For those looking for more of a challenge, longer routes with higher difficulty levels are available on most days, making this a fantastic option for intermediate to advanced riders as well. The itinerary includes some sections of hard-packed dirt and gravel bike paths, which may be challenging for cyclists using road bikes with thin tires.
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
7 breakfasts are included.
Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover cycling. Get your travel insurance.
If you are flying into Treviso Antonio Canova Airport (TSF), you can take a bus or a short 10-minute taxi ride to the Treviso train station. From there, board a train to Cortina d'Ampezzo, which takes approximately 4 to 5 hours. Once you arrive, your hotel is conveniently located just 500 meters from the train station, so you can either take a quick 5-minute walk or hop in a taxi. Alternatively, a direct taxi from Treviso Airport to your hotel in Cortina takes around 2 hours.
If you are flying into Venice Marco Polo Airport (VCE), the easiest option is to take a direct shuttle bus to Cortina, which gets you there in just 2 hours. Another option is to travel by train, but be prepared for at least two connections along the way.
This is a self-guided tour without guide services, but all tour materials are provided in English.
Your tour concludes in Bolzano.
Check with your family doctor.
Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.
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