Cycling in the Dolomites


The majestic Dolomites buzz with a magnetic resonance as the sun bounces from their jagged limestone walls.

For enthusiasts of the history of professional cycling, a ride through the heart of this mountain range can be an emotional journey. These roads are the stadiums of our sport. Cycling doesn’t have a Fenway. We have Passo Pordoi, the Giau, and other sinuous strips of buttery smooth pavement snaking into the mountains of Italy.

The spectacular scenery seems a creation of Hollywood. The peaks’ sawtooth spires defy what a mountain should be. With every corner comes a better view, a more majestic view, a more ridiculous, jaw-gaping, stupefying view.

Welcome to cycling paradise.

Itinerary Highlights

Chris has been traveling to the Dolomites for nearly 20 years, befriending legendary locals who have shown him the most exquisite terrain. Over eight days, you’ll discover for yourself why the staggering natural beauty of the Dolomites is unsurpassed as a cycling destination.

The riding starts and ends in Alta Badia, and will traverse some of the most iconic roads in cycling lore, made famous by the Giro d’Italia. We will also explore lesser known roads that pass through alpine meadows with stunning vistas, hike historic trails to better understand the area’s significance in World War I, and soak in the local Ladin culture in fascinating museums.

Here is a sampling of what we will explore:

  • Ride the Sellaronda, the classic introductory ride in the Dolomites
  • Ride Passo Valparola, Passo Falzarego, Pederu, and many other iconic roads
  • Ride spectacular backroads known only to locals (and Chris)
  • Hike the World War I tunnels of Monte Lagazuoi
  • Watch Stage 19 of the Giro d’Italia, which passes very near our hotel on Passo Valparola
  • Optional: Watch Stage 18 of the Giro at Val di Zoldo (Passo Staulanza)
  • Visit museums on Ladin culture and mountaineering history
  • A final itinerary will be created with input from the group

Start daydreaming

A transcendent cycling experience awaits you on the hidden roads of Alta Badia.

What’s Included, Pricing, & dates

  • 4-5 days of guided rides (weather and fitness dependent) and 1-2 days of hiking and/or sightseeing
  • 7 nights accommodation at Hotel Ustaria Posta in the village of Badia, in the Südtirol region of Italy. The hotel is owned and operated by Chris’s friend Igor Tavella, a passionate cyclist.
  • Transportation between Munich airport and Hotel Ustaria Posta; van use during the entire stay. Once all guests have booked flights, Chris will schedule a pickup time at Munich airport.
  • All breakfasts and dinners at Ustaria Posta
  • An online gallery containing photos and videos, delivered at the end of the trip
  • PRICE: $3,950 per person. A deposit of $500 is due to reserve your spot. Read the Terms & Conditions for more information on our payment and cancellation policies.
  • DATES: May 23 – 31
Cycling the Dolomites

What’s not included

  • Flights to and from the destination
  • Bike rentals: If you wish to rent or have questions, please contact Chris for more information.
  • Lunches and dinners outside of the hotel: The group can decide where they would like to dine, and Chris is very happy to make recommendations and/or reservations. But it’s Italy, so you will eat well.
  • Travel insurance

Important Things to Note

  • This trip is suitable for a road or gravel bike. Your bike should be fitted with a minimum of 28mm tires, though a wider tire (32-34mm) would be better. It should be equipped with a large range of gears, compact chainrings and an 11-30+ cassette, or a single-ring setup with at least a 1:1 low gear.
  • This tour is limited to 5 guests.
  • Read our Terms & Conditions for more information on our payment and cancellation policies.

Ready to book? Or have a question?

Use this form to contact Chris with any questions you might have. Or, if you’re ready to reserve your spot, just send a message saying that you’d like to book your spot, then look for an email with details about how to make your deposit payment.

Cycling Passo Giau in the Dolomites

Dream big, dream often

Where to next? When can we go?! We wholeheartedly believe the research that says daydreaming makes you a healthier and smarter person. Setting goals, making plans, and imagining yourself in faraway lands has endless benefits.

Sign up below and we’ll help you daydream about that next adventure, in locations such as the Dolomites, Iceland, Isle of Skye, and Colorado, as well as new destinations we will launch in the near future.

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