Feel good about booking your tour today. Enroll in AutoPay or pay in full when you book and if you change your mind, you have 60 days to receive a full refund of your payment.
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 Maria Novella
- 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 down payments as low as $99, fee-free booking, and more
I cannot express enough how amazingly beautiful & special this tour was with our guide, Laura. The weather was perfect. Every excursion & local guide were excellent. I have fallen in love with Italy!
Dear Emily, Thank you for your review! We are so ...
I'm writing this 18 months after it happened. However, I still remember how amazing the entire experience was. Highly recommend this tour of Italy. Bring good footwear as you will be hiking!!
Walking in the countryside of Italy was such an amazing experience. We walked through woods, olive orchards, vineyards with spectacular views. It was glorious. We walked up a country road past lovely farm houses and emerged at the top in vineyards where we were amongst the workers harvesting grapes....
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