Chianti Tours in October 2026

The Chianti Walking and Wine Tour was truly incredible. It was a vacation for my personal sensory system....to touch the ground that leads to...….the smell of the crisp Italian forest air, the taste of the locally sourced wine and fresh cheese, to see the vineyards, the cypress trees and the villas and to hear the sound of silence and peace, that can only be found walking the Tuscany Country. The tour was about being aware and in the moment, then taking those memories and sharing them with friends.

This holiday is ideal if you are not sure if you want a walking or a sight-seeing holiday. There are three walks, all of which are well within the capabilities of a reasonably fit person. These walks take in the vineyards, olive groves and woods of this part of Italy and also go via small towns with plenty of opportunity for good lunches or shopping. There are also visits to Sienna, Florence and San Gimignano. In the first there is a guided walk included, the second also has the choice to do a guided walk and the third is a lovely small town for wandering or looking at the frescos in the Duomo. The three wine-tastings are all very good, and there is plenty of opportunity to do more either local to the farmhouse where the trip is based or on the visits to the small towns along the way. For food lovers the meals were all very good and vegetarians are well catered for.

Exodus tours were recommended to me, and as someone who knows little about wine but loves to drink it I was keen on this trip. I also fancied some exercise and activities thrown in. I was slightly dubious about going alone but soon realised when I got there that exodus caters for people like me. I would say the trip is scaled correctly in terms of activity level, I particularly enjoyed the panzano and San gimignano walks. There's also loads to do on your free day, I rented a vintage fiat from castellina, some of the group went riding and others cooking so plenty of options. Couldn't recommend this trip enough.

A fantastic week of walking in golden hued countryside, sampling local wines and enjoying local food. The group was great, the guide (Mark) top notch, the hotel and staff lovely, the organisation seamless - who could ask for more.

This was our first actual trip with Exodus and it was all that we hoped for, and more. The balance of walking, wine tasting and culture was spot on! Villa Casalta accommodation was great - simple in a traditional way, owner and Marguerite warmly welcoming and helpful, beautiful swimming pool (used by several of us even though it was end of Sept), entertaining dog (Stella) and cat, with only a slow off-road 20 minute walk to pretty town of Castellina.