Your guides will pick you up in Bolzano and transfer you to the starting point for our ride, high above the Isarco Valley. Cycle through mountain pastures with incredible views across the valley, where towns cling to hillsides dotted with narrow church steeples. Enjoy regional wine and local specialties for lunch in the village of Gudon at a historic tavern in the shadow of a medieval castle. After lunch, we’ll pedal along the Isarco River to our hotel in Bressanone, a vibrant city with an incredible medieval core. Relax at the hotel, explore the cobbled streets, and celebrate your first day in the Dolomites with dinner at our favorite restaurant.
Meals: Lunch / Dinner
Destinations Visited: San Pietro, Laion, Gudon, Bressanone
Accomplished: 18 miles / 29 km, elevation gain: 945 feet / 288 meters
Longer Option: 22 miles / 36 km, elevation gain: 2,289 feet / 698 meters
Accommodations: Hotel Goldener Adler or My Arbor
Say goodbye to Bressanone as we ride out of town along the Isarco River to the historic monastery of Novacella. Explore the grounds before continuing our ride upstream. We will pass through the small towns of the Val Pusteria on our way to lunch at a mountain chalet. After lunch, opt to keep riding up the valley, or take a quick shuttle to our next hotel, the welcoming Relais and Chateaux Rosa Alpina in the town of San Cassiano. Dinner is served at the hotel’s casual restaurant.
Meals: Breakfast / Lunch / Dinner
Destinations visited: Abbey of Novacella, Chienes, San Cassiano
Accomplished: 22 miles / 35 km, elevation gain: 2,696 feet / 822 meters
Longer Option: 32 miles / 52 km, elevation gain: 4,064 feet / 1,239 meters
Accommodations: Rosa Alpina or Hotel Fanes
Today we leave our bikes behind for a hike that will knock your socks off. Starting from a trailhead just outside of San Cassiano, our route takes us along a tumbling mountain stream to a high mountain pasture where cows and horses roam free. Continue along this plateau to a crystal-clear mountain lake for a picnic prepared by your guides. Opt for a longer hike that completes the loop and returns to San Cassiano, or continue down the valley for a lift back to the hotel. This evening we’ll enjoy an incredible mountain dinner at our favorite baita (mountain hut).
We’re back on the bikes this morning! Starting from the Passo Furcia, we’ll descend into the valley below as ski lifts give way to farm fields. Pedal along the valley floor and explore the typical Tyrolean towns of Villabassa and Dobbiaco, with its Baroque church. After lunch in Dobbiaco, cross the linguistic border to finally enter Italian-speaking territory. You may transfer or opt for a longer ride over this gradual mountain pass to Cortina, queen of Italian mountain resort towns, and our next five-star hotel. Tonight you are free to dine at the hotel or in town—your guides are happy to recommend the perfect restaurant.
Meals: Breakfast / Lunch
Destinations visited: Passo Furcia, Villabassa, Dobbiaco, Cortina
Accomplished: 20 miles / 32 km, elevation gain: 1,633 feet / 498 meters
Longer Option: 39 miles / 63 km, elevation gain: 2,644 feet / 806 meters
Accommodations: il Cristallo or Rosapetra Spa Resort
From 1915 to 1918, the peaks above Cortina became the center of a desperate battle between the Italian and Austro-Hungarian armies. Our hike from Passo Falzarego leads us to the remaining tunnels, bunkers, and traces of this incredible history. The combination of natural beauty and historical interest makes for a fascinating excursion. At the top of the mountain we will stop for lunch at a refuge before continuing the loop back down to the road. In the afternoon, relax at the spa or explore Cortina before a final dinner at our favorite local restaurant.
This morning you can choose to relax at your hotel or take a final ride down the valley to Calalzo di Cadore. From Calalzo or the hotel, we will transfer you to Venice as you continue on to your next destination.
Destinations Visited: San Vito, Borca di Cadore, Calalzo, Venice
Optional Ride: 20 miles / 33 km, elevation gain: 702 feet / 214 meters
DuVine itineraries may be subject to slight route changes, hotel substitutions, and other modifications.
Airport City: Milan or Venice, Italy Pick-Up Location: Bolzano Train Station Pick-Up Time: 11:15 am
Airport City: Milan or Venice, Italy Drop-Off Location: Venice Mestre Train Station Drop-Off Time: 1:00 pm
Travelers Take Note
Hiking shoes and poles are recommended for the hikes on this tour. We suggest hiking boots or trail shoes with good traction. You may also find moisture-wicking clothing or a daypack useful, but not required.
Weather by Month
Average Temperature + Precipitation
- Thoughtfully selected accommodations that reveal the true character of the region
- Luggage transfers
- Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails
- 4 gourmet dinners at our favorite local restaurants and renowned culinary establishments
- Carefully selected local wine, beer, or spirits with every meal
- Wine tastings and activities as outlined in the tour itinerary
- Entrance fees to historic sites, museums, parks, and all other exclusive events
- Gratuities for baggage, porters, and hotel service
- Top-of-the-line bicycle selection
- Bike helmet
- Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
- GPS in most destinations
- Expert bilingual guides with extensive local knowledge
- Support vehicle that follows the day’s route, distributes refreshments, and offers lifts
- Pick-up and drop-off before and after your tour from predetermined meeting points
- Daily bike maintenance to ensure optimal performance