Walks of Italy

Walks of Italy
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Private Full-Day Drive from Florence: Montalcino & More

Key Details

  • City: Tuscany / Siena
  • Duration: 9 hrs
  • Start Time: Flexible

Tour Highlights

  • World-renowned for its beauty, wine, and food, Tuscany is a must-see while you’re in Italy. Explore three of its finest gems on our Tuscany tours from Florence.

  • Along with stops at Montepulciano, Montalcino and Pienza, your driver, an expert in the locality, will take you to the best vineyards or farms for tastings of olive oil, wine & more.

  • This service includes a private driver and transport from Florence with optional vineyard stop. Your driver will recommend the best places to eat and drink.

Pienza cheese shop Pienza from a distance Tuscan cheese Discover Tuscany's famous wines Montalcino town Tuscany roads Montalcino vineyard

EXTENDED TOUR DESCRIPTION

Enjoy the view on our Tuscany tours from Florence

GET OFF THE BEATEN PATH WITHOUT WORRYING ABOUT THE MAP!

Whisking you directly from Florence city center to the heart of Tuscany, you will visit three of our favorite Tuscan towns and some of the country’s most spectacular scenery, without being part of a tour group!

On your driver’s recommendation, you’ll experience some of Italy’s finest food and wine, choosing where you’d like to spend more time and which additional stops you’d like to throw in. For 9 hours Tuscany is your oyster, our expert driver your chauffer. Through it all, rest assured that you’re experiencing an authentic Italy (no big tour buses here!)

And since you won’t be driving, you’re free to enjoy as much of the region’s famous wine as you like!

Montalcino town

EXPLORE THE BEAUTIFUL HILLTOWNS OF MONTEPULCIANO, MONTALCINO AND PIENZA

One of our favorite small towns in Italy, Montepulciano is so photogenic, one of the Twilight movies used it as a stand-in for Volterra. It’s also the only place where the famous Vino Mobile wine is made!

Tiny Montalcino is a beautiful, tranquil medieval town, and it has its own wine- related claim to fame. This is where world-famous Brunello di Montalcino comes from.

The World Heritage Site of Pienza, meanwhile, is a town unlike any other. Planned and built as the ideal Renaissance town, it’s so dreamy, Franco Zeffirelli used it as the setting for 1968’s ‘Romeo and Juliet’.

Sample Tuscan wines on your private day trip

YOUR DAY, YOUR WAY

While we’ve planned out the best stops for you to visit in an effort to offer you the most comprehensive view of Tuscany (not to mention the most delicious), this is your day. Your driver will give you recommendations on where to get the best wine, cheese and meat, and where to eat lunch, but ultimately it’s up to you what you do once you get there.

Shop, eat, explore or ask your driver to stop by a vineyard in the Montalcino region – this is your day so do it your way! And if you’d prefer something a little more structured, just let us know. We’d be happy to pre-reserve a vineyard tour or lunch for you.

Explore these three charming hill towns, the Tuscan countryside, plus Tuscan food and wine (we’ve sorted out the designated driver). Relax, eat, drink: It’s a day in Tuscany you’ll never forget!

Sites visited

  • Montepulciano
  • Montalcino
  • Pienza
  • Vineyards along the way depending on your interests.

Included

  • Private local driver
  • Luxury transport (car or van depending on group size)
  • Lunch and tastings not included but can be reserved upon request

Reviews

5-stars from over 28 Customer Reviews

Amazing highlight of our trip!!! Will recommend to all of our friends! Very knowledgeable guide,Francisco, who was personable and a wealth of knowledge! So happy we will use again!!!
Francesco was wonderful. He was very flexible and informative.
Very nice tour guide!
The tour was great with the lunch at the farm being the highlight. The guide was also excellent. He cares about the countryside, old ways of doing things and was easy to talk to about what we were seeing. Also would highly recommend both the tour and Stefano (and apologies if I misspell his name).
Lovely day!
What a wonderful trip... Loved everything about it, especially lunch at the farm. It's nice to get a break from the crowds of Florence and into wide open space
Francesco is the BEST! We enjoyed this trip so much.
Franco was awesome and very accommodating and even came to find us when we got lost in Montelcino! Very professional and we felt safe in his care. Thanks!
Frank was our driver. We had a nice time talking with him. He is a good, safe driver and very knowledgeable about the areas we visited!
It was a great tour! Covered a lot of ground in a short amount of time. Stephano did a great job.
We had a lovely day in Tuscany, are driver was professional and gave us the information we needed to make the most out of our stops!
Our guide was incredibly engaging and set up a fantastic lunch for us. On time and pleasant. Extremely knowledgeable. We had a lovely day!!
Uncle Carlo was great I would use him again for any tour. He showed us places that we did not expect which made the trip better than expected. Plus his personality is genuine and really good guy.
Francesco was great. Very fun tour. He kept the kids entertained. Adults had a very enjoyable time as well. Would definitely use walks of Italy again.
Our guide, Stephano was excellent. He provided great insights to the areas we visited, offered good suggestions and was a pleasure to spend the day with. I wish I had an extra day to have done a second day in the Chianti region. I highly recommend this tour and guide.
We had the most lovely trip to Tuscany with our delightful guide Violetta. For such an ambitious trip, it was still relaxing and featured wonderful food and delicious wines. If you only have a day to visit Tuscany, we can't recommend this enough!
Excellent tour and driver/guide. Picked us up promptly at our hotel and took us to four towns south of Florence. I highly recommend this company.

Important information

Before you travel, please read our important notes about possible disruptions & site entrance requirements

Note: Lunch and tastings are not included in the price of this excursion, as they vary according to your interests. Therefore, please speak to your driver as soon as you meet him to let him know your preferences.

If you wish for a customised meeting point at your hotel, please email us (info@walksofitaly.com) with your hotel details.

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Amazing highlight of our trip!!! Will recommend to all of our friends! Very knowledgeable guide,Francisco, who was personable and a wealth of knowledge! So happy we will use again!!!
Francesco was wonderful. He was very flexible and informative.
Very nice tour guide!
The tour was great with the lunch at the farm being the highlight. The guide was also excellent. He cares about the countryside, old ways of doing things and was easy to talk to about what we were seeing. Also would highly recommend both the tour and Stefano (and apologies if I misspell his name).
Wonderful trip! Our guide Stefano did a marvelous job explaining the significance of many things we saw, as well as arranging the amazing lunch at the Spedalone farm and, later, the winery tour. The towns we saw were all magnificent, each in its own way. Steffano also stopped at the spot where part of the movie "Gladiator" was filmed, which my adult kids really appreciated. This was the last tour we took while in Italy, and it was by far the best. Thank you for making this the experience of a lifetime.
Lovely day!
(No comment)
We had a wonderful guide, Stefano, he was knowledgable and fun and an excellent driver as well. We had the most delicious lunch and very much enjoyed our day. The weather was not completely cooperative, we had some very heavy rain/ downpours but that is beyond all control of course! Would recommend this to everyone!!
What a wonderful trip... Loved everything about it, especially lunch at the farm. It's nice to get a break from the crowds of Florence and into wide open space
Francesco is the BEST! We enjoyed this trip so much.
Our day in Tuscany was outstanding! Francesco was a great guide and took us to some interesting places. He saw that I was interested in photography and made a point to stop at some good places for photos. He took us to a great out of the way place for lunch that we would have never found on our own. He was very professional and entertaining as well. I highly recommend this tour.
This was a wonderful tour of the Tuscany region. Stefano was our guide for the day. He was an excellent driver and very friendly and knowledgable. All of our stops were enjoyable. Our luck stop at a farm outside Pienza was incredible. The best lunch ever! This all day trip exceeded our expectations in ever way.
Franco was awesome and very accommodating and even came to find us when we got lost in Montelcino! Very professional and we felt safe in his care. Thanks!
Frank was our driver. We had a nice time talking with him. He is a good, safe driver and very knowledgeable about the areas we visited!
It was a great tour! Covered a lot of ground in a short amount of time. Stephano did a great job.
We had a lovely day in Tuscany, are driver was professional and gave us the information we needed to make the most out of our stops!
The tour was more than we hoped for. We truly experienced the Tuscan countryside. The wineries and towns visited were most charming, interesting and informative. Our driver, Francis, arrived promptly. He was professional, kind and courteous to us. He drove to locations out of the way so we could experience as much as possible. At the end of our amazing day, Francis made dinner reservations and dropped us off at the restaurant, which was fabulous. I highly recommend this tour and our tour guide Francis.
Excellent! Beyond our expectations! The driver was terrific and informative and the lunch stop was magical and we had to pinch ourselves. Having lunch on a farm in Tuscany outside over looking the hills was out of a movie!! As always with your company we were extremely satisfied and would recommend to anyone!!
Our guide was incredibly engaging and set up a fantastic lunch for us. On time and pleasant. Extremely knowledgeable. We had a lovely day!!
Uncle Carlo was great I would use him again for any tour. He showed us places that we did not expect which made the trip better than expected. Plus his personality is genuine and really good guy.
Francesco was great. Very fun tour. He kept the kids entertained. Adults had a very enjoyable time as well. Would definitely use walks of Italy again.
Our guide, Stephano was excellent. He provided great insights to the areas we visited, offered good suggestions and was a pleasure to spend the day with. I wish I had an extra day to have done a second day in the Chianti region. I highly recommend this tour and guide.
We had the most lovely trip to Tuscany with our delightful guide Violetta. For such an ambitious trip, it was still relaxing and featured wonderful food and delicious wines. If you only have a day to visit Tuscany, we can't recommend this enough!
Excellent tour and driver/guide. Picked us up promptly at our hotel and took us to four towns south of Florence. I highly recommend this company.
Dear Walks of Italy, I was so very pleased with the two tours that my wife and I went on. The full Vatican tour with Elisa was wonderful. She was great. The full day tour of Tuscany with Violet and Luigi (the driver) was the best tour we have ever been on. Really, the best. Luigi the driver was the best professional driver I have ever seen. The man was a real profession. Safe, careful, and precise. He was not lost for a second and handled the most complex roads with ease. My wife and I were blown away by how good a driver he was. Violet was a real sweetheart. She was very knowledgeable and truly wonderful. She made sure we were all taken care of, and that we all we having fun. Your choices of locations and there sequences were terrific. I have already recommended your group and those two particular associates to all my friends. My wife and I travel all the time and so do our friends. That was the best driver and guide ever. Thank you so much!!! Send my appreciation to Luigi and Violet.
All of our 5 tours by Walks of Italy were awesome!!! Each and every one of their tour guides is full of passion and, most importantly, knowledge about their subject. Vincenzo (Colisseum) and Violet (All day Tuscany tour) stood head and shoulders above the others - but that is relative. They were all fantastic, its just that those two guides brought story telling into the tour that made understanding and learning so much more effective and enjoyable.
We had a really fantastic time with Francesco. Scenery was beautiful and the little places and things that Francesco showed us made it a truly unforgettable trip. He introduced us to people who would share a little bit of their passion with us and he himself made little diversions just to show us that little bit of extra special magic that we would have missed. Thank You Francesco!