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Life seems simpler in Tuscany.
In the land of cypress trees and Chianti, a leisurely stroll may not be the fastest way to get around, but it’s certainly the most preferred. On this walking tour of Tuscany, you’ll step into historic cities like Florence and Siena, and amble through charming hamlets like Montalcino and Cortona for an authentic glimpse into the heart of Italy.
Your tour package includes
- 9 nights in handpicked hotels
- 9 breakfasts
- 1 lunch
- 4 dinners with beer or wine
- 6 guided walks
- Florence’s Duomo
- Basilica of Santa Croce
- Chianti Region wine tasting
- Monteriggioni walk
An expert specializing in tours of this region is here to help.
Day-by-day itineraryPrint itinerary
We make it easy with deposits as low as $99, fee-free rebooking, and more.
It was an excellent tour. I would do it again sometime.
The beauty of Tuscany was showcased in this wonderful walking tour. The accommodations in Montecatini were great as were the accommodations in Pienze. Both hotels were charming and steps from “downtown” areas. The hotel in Siena was a disappointment. It was too far out and was too generic. Our day i...
Our group had a wonderful time. Giorgio was outstanding knitting us together, just the right amount of information and connection to people and places. We loved the playlists that he created for us in off moments on the bus. Fabulous trip, visited an amazing number of places in small cities/towns in...
Hotels, flights & FAQHere's the nitty-gritty—where you’ll stay, how you’ll get there, and what to know about your destination before you go.
HotelsWe handpick every hotel to strike the balance of comfort, location, and local charm. Specific accommodations will vary based on your departure date, but these are frequently used hotels for this tour and we're confident you'll be satisfied.
This relaxing hotel is located in the heart of the city, near the train station. Guests enjoy a restaurant, bar, and free Wi-Fi. Nearby, you’ll find g...
This charming hotel is located near the city center of Siena. Guests enjoy a pool, restaurant, and bar and lounge. Nearby, you’ll find 18th-century ga...
This comfortable hotel is located in the heart of Pienza. Guests enjoy a bar, relaxation room, and free Wi-Fi. Nearby, you’ll find the Pienza Duomo, P...
This modern hotel is located near Termini Station. Guests enjoy free WiFi, a minibar, and laundry center. Nearby, you'll find Arcibasilica di San Giov...
- Round-trip flight for your tour
- Airport transfers at your destination
- A great price locked in today
- 24/7 support from our dedicated service team
- Options for arriving early, staying longer, or requesting an upgrade
- Flexible rebooking options if your tour itinerary changes
- Find out more about flights