A 7-day deep dive into Tuscany’s Strade Bianche, exploring the region’s most beautiful gravel roads and historic villages.

This 7-day gravel bike tour starting and ending in spectacular Siena explores the most well known stretches of the Strade Bianche. With extended stays in Gaiole, the sacred home of the Eroica vintage bike event, as well as hilltop Pienza—this 6 night trip allows time to soak in the timeless beauty of this gravel cycling dreamland.

From historic castles to charming agriturismi, the accommodations perfectly compliment this authentic Tuscan Odyssey. Along the way, you’ll ride many of the most iconic gravel sectors featured in the Eroica and Strade Bianche routes, and explore some of Tuscany’s renowned wine regions, including Chianti Classico, Vino Nobile di Montepulciano and Brunello di Montalcino. All while leaving plenty of time to savour the culture, cuisine, and scenery that make Tuscany a must-visit destination for gravel cyclists.

• All transfers, incl. pick-up from and drop-off to the airport
• 6 nights accommodation in select boutique accommodations including breakfast
• Support with set-up of rental bike, or assembly/disassembly of own bike
• Daily CyclingHero van support with refreshments and snacks
• Daily multiple route options
• Exclusive access to the CyclingHero Companion App with local insights
• Bike box storage for the entire duration of the trip

Full details of payment instalments are displayed when you select your package.

We understand that unexpected things can come up. That's why we have a flexible and transparent cancellation policy.

For regular departures:

-More than 60 days prior to the departure - Full balance net of deposit refunded -Between 60 and 15 days prior to departure – Any amount paid will be credited towards a future trip within two years -less than 15 days of departure - no refund or credit can be applied For special departures (custom trips & special event departures, i.e. Maratona dles Dolomites):

-More than 120 days prior to the departure - Full balance net of deposit refunded -Between 120 and 60 days prior to the departure - Any amount paid will be credited towards a future trip within two years -Less than 60 prior to the departure - no refund or credit can be applied