Activity Level: Level 3
Terrain: Hilly
Riding in Umbria and Southern Tuscany offers dream-like landscapes and winding roads through gently rolling hills. While we prioritize quiet, scenic routes, brief stretches of traffic are sometimes unavoidable when entering or exiting popular towns like Pienza and Assisi. Fortunately, local drivers are familiar with cyclists and generally attentive on the road.
Many of the region’s towns sit atop hills, and while the grades are typically gradual, climbs can extend up to three miles (5 km). Expect consistent rolling terrain with minimal flat sections. Roads are often narrow and shoulderless, and in Umbria, occasional rough pavement and potholes may require extra caution. These quirks add to the area’s rustic charm, but they also call for greater awareness while riding.
Our Tuscany and Umbria Bike Tour is best suited for our Level 3 Riders. Our Trek Travel guides can also easily accommodate Level 2 Riders, who seek less mileage or fewer uphills, with a boost in the van. For those eager to experience every mile but mindful of their physical limits, our electric bike option offers a comfortable and enjoyable solution. Level 4+ Riders will enjoy the extra mileage the avid route options offer.
Distance
Daily Average
34 miles | 55 kilometers
Total
170 miles | 274 kilometers
Elevation
Daily Average
1,915 feet | 584 meters
Total
9,574 feet | 2,920 meters
On most Trek Travel trips, we offer non-riding suggestions for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these suggestions may need to be scheduled before your trip. Expenses and related transportation to these activities are not included in the trip price. Some non-riding options on the Tuscany and Umbria bike trip are:
- Enjoy the pool at both properties
- Explore the medieval town of Assisi and the Renaissance town of Montepulciano
- Delight in olive oil and wine tastings
- Relax at the Spa at the hotel Valle di Assisi
- Arrange your own cooking class at the hotel Borgo Tre Rose
We've got you covered on and off the bike! Our team of guides will always have one in the support vehicle and one on the bike, ready to fill up your water bottle, fix a flat tire, or give you a lift up the hill. They'll also give you the inside scoop on the best local spots. And when you're not riding, your guides are happy to help with anything you need - from massage appointments to finding that special local treat you've been craving.
- Fully guided and supported with two guides and one van minimum
- Up to three daily route options on a pre-loaded Garmin GPS
- Additional guides and vehicles added dependent upon guest count and trip logistics