Overview
The Dolomites
Our latest HighRoad cycling tour is our first foray into the legendary Dolomites mountain area of northeastern Italy. Come with us and climb Giro d’Italia giants like the Gavia, Motirolo, Tre Cime di Lavardo, Giau and, of course, the Stelvio.
like the Alps and Pyrenees in France, the Dolomites are filled with epic climbs and outstanding scenery. Our HighRoad Dolomites tour will spend a few days in the Dolomites themselves before riding west to climb the 48 switchbacks of the epic Passo dello Stelvio, the most famous of all Giro d’Italia ascents.
In between all your daily efforts we will make sure you are well rested and fueled, with our excellent hotel partners and local restaurants.
HighRoad Dolomites is one of our ‘Hors Catégorie’ tours, which are reserved for strong riders who can handle multiple days of long distances and sustained, steep gradients.
*Qualifies as a stage of Project Trans-Alps
Tour Distance: approx. 500 km
Climbing: approx. 12.500 m
INCLUDED
Tour Price
- Double occupancy: €4180
- Single Supplement: €750
- Deposit: €500 per person
Accommodation and Dining
- 7 nights accommodation
- All breakfasts, lunches and 6 dinners (including wine)
- Energy bars, gels, snacks and water on your rides
Support
- Pick-up at Venice Airport (VCE) and drop-off at Milan Airport (MXP)
- All ground transport and baggage transfers
- Owner-operator guides to see to your needs
- Maps and elevation profiles of each day’s route
- Support van that will be on the road with you, offering assistance, encouragement, and nutrition
- 44|5 Cycling Tours jersey and water bottle
NOT INCLUDED
- Transportation to Italy
- Alcohol outside meals
- Hotels before and after your tour
- Personal expenses, such as mini-bars, telephone or souvenir purchases
- Bikes (we can arrange for rentals)
Day to Day
Your typical day on our Dolomites bike tour will begin with a hearty buffet breakfast, followed by a ride in this most legendary of mountains. Most rides will end back at your hotel (or the next one along the route) for a post-effort lunch. However, on longer days in the saddle (Day 6 and 7 for example) it will be a quick – and light – lunch on the road. You will always have a few hours in the afternoon to relax and explore your surroundings before we meet for a dinner of delicious local fare.
Transfer to the mountains and shake-out ride
Ride: Tre Cime Loop. Approximately 52 km and 1400 m of ascent
Ride: To Corvara via Passo Giau, Santa Lucia, Falzarego and Valparola. Approximately 67 km and 2300 m of ascent
Ride: Sella Ronda. Approximately 52 km and 1700 m of ascent

Departure
Accommodations
44|5 has chosen your Dolomites accommodation for the best mix of comfort, cycling services and location. You’re always within walking distance of village centers, restaurants, bike shops and other necessities.
Hotel Bellevue Suites and Spa****
We start our Dolomites cycling tour at the Bellevue Suites and Spa. Built in the 1800s, this spa hotel has seen such illustrious guests as Ernest Hemingway and Frank Sinatra come through its doors. Today the hotel welcomes the ski set in winter and, of course, mountain-loving cyclists in summer!
Sporthotel Panorama****
This friendly hotel on the slopes overlooking Corvara is your home for 2 nights. Yes, you need to climb to get to your hotel, but we assure you that the views are worth the effort!
Castel Rundegg****
Originally built in the 12th century, lovely Castel Rundegg sits on quiet grounds just minutes to the center of the pretty town of Merano.
Baita dei Pini****
Dates & Prices

Tour Dates – 2023 custom dates only
Tour Availability – Contact us
Price Per Person – €4180
Single Supplement – €750
If you have a group of 6 or more riders we can make a custom and private tour in the Dolomites for your group. Contact us to start the conversation.
Travel Details
Either Venice or Milan would be excellent cities to spend a few days before or after your tour. Another great idea, if you’d like to relax your legs in a beautiful setting, would be to stay on Lake Como, or one of the other lovely lakes north of Milan.
Gallery
What people have to say about our HighRoad Tours
Excellent TripWe had a group of 15 – 11 riders and 4 non-riders for a 10 day custom trip, climbing big hills, eating and enjoying the French ambiance of the area. We’re a “diverse” group, requiring significant adaptation, both before and during the trip. John and Gerry are patient and accommodating throughout, As a result, we… Read more “Excellent Trip” Ken - USA Dolomites DelightWe spent a week cycling classic climbs in the Dolomites. John and Gerry, along with our local guide Andrea put together an unforgettable trip. The Stelvio, Mortorolo, Gavia were only three of many. The routes were beautiful and the food fantastic, but I really return year after year because of the unfailing good cheer of… Read more “Dolomites Delight” Scott - USA Outstanding TourJohn and Gerry provided an outstanding tour of the Alps and Provence, including Mt. Ventoux, for 11 riders and their spouses. The tour was well-organized and included activities for non-riders, interesting dinners, and wine tasting. John and Gerry went out of their way to ensure that everyone had a good experience and even took photographs… Read more “Outstanding Tour” Larry - California |