What you'll do
If you want to connect with Tuscany’s nature and local life, allow yourself the extra time to travel off the beaten path and let me take you to meet and discover the Chianti Classico wine region. We will cross Chianti on a bike all the way from the northside (San Casciano) so the Southside (Gaiole in Chianti), with many stops and stories to be discovered along the way. While most people go from Florence to Siena using the highway, missing all the scenery and the rolling hills, this 2-day adventure will allow you to travel through backroads and see some of the best medieval towns of the region. So come and learn about wine and olive oil making (and taste them!), eat traditional food in local trattorias and farms, sleep in a luxurious countryside Villa with pool, and share the experience with one of our knowledgeable guides. If you want an easier ride while still enjoying the breeze and slow-paced experience, electric bikes are available on request!
- Meals and stays included
Every adventure is fully planned, from activities to accommodations.
- Led by locals
Adventures are hosted by local insiders who immerse you in their culture.
- One-of-a-kind access
Explore places and communities you can't easily access on your own.
2 car rides, 1 bicycle ride
1 breakfast, 1 dinner, 1 lunch
1 night in a villa
Wine, water, coffee
Where you'll be
Ring "We Like Tuscany" bell
Hi, my name is Bill! and I am the founder of We LIke Tuscany / I Bike Italy and the head of our wonderful guides. I was born in Mexico and moved to various parts of the U.S. growing up. Extreme sports being my passion, I spent some of the best years surfing it up in the most beautiful remote islands. In the '90s I moved to the amazing city of Florence to start my adventure: a new business of bike tours in the Chianti region. I dedicated myself to cycling around Tuscany for a long time, and now I consider myself quite an expert on the beauties of this magical region. Come along on an adventure and meet my long-time Italian friends in Chianti and Tuscany!
Save 20% when you book 2 weeks in advance.
Things to keep in mind
Any experience can be cancelled and fully refunded within 24 hours of purchase.
Always communicate through Airbnb. To protect your payment, never transfer money or communicate outside the Airbnb website or app.
Up to 8 guests ages 14 and up can attend. The activity level for this adventure is moderate. You have to be able to ride a bike
2 day adventure
Luxurious Chianti bike adventure