Meet your tour leader at 7:45 AM in Piazza Mentana, just outside the Towns of Italy Office. After a warm welcome, depart at 8:00 AM aboard a luxury Mercedes minivan (max 8 guests) equipped with A/C and free Wi-Fi. Get ready to relax and enjoy panoramic views of the rolling Chianti countryside, dotted with cypress-lined roads, olive groves, and historic villas. Your expert driver will introduce the day’s program as you begin your unforgettable Grand Tour of Tuscany.
Arrive in Siena and meet your local licensed guide for a captivating walking tour through one of Tuscany’s most historic cities. Discover the Basilica of San Domenico, walk along medieval alleys like Via della Sapienza and Piazza Salimbeni, and admire noble palaces along Via Banchi di Sopra. Explore Piazza Tolomei and enter the majestic Piazza del Campo, famous for the Palio horse race. Continue past the Battistero and conclude at the magnificent Duomo, all while learning about Siena’s Contrade and its proud cultural identity.
Before leaving Siena, enjoy a delightful local tasting experience curated by your guide. Savor traditional Tuscan flavors such as cantucci with Vin Santo, ricciarelli, or other seasonal specialties that reflect the rich gastronomic heritage of the region. This moment is a delicious introduction to the day’s culinary highlights and a unique opportunity to indulge your senses in the heart of medieval Tuscany.
Continue your journey through the scenic Via Cassia, passing charming hamlets like Monteriggioni and Colle Val d’Elsa, until you reach San Gimignano. Known as the “medieval Manhattan” for its soaring towers, this UNESCO World Heritage town offers breathtaking views and timeless charm. Enjoy FREE TIME to stroll through artisan boutiques, sample Vernaccia wine, admire frescoed churches, or climb Torre Grossa for a panoramic vista—it's your Tuscan postcard come to life.
Indulge in a traditional Tuscan lunch at a carefully selected trattoria or farmhouse in the Chianti area. Taste regional favorites like handmade pasta, local cured meats, seasonal vegetables, and dessert—always paired with house wines. This moment is a highlight of the day: authentic flavors served in an idyllic rural setting, perfect for relaxing and soaking in the Tuscan lifestyle before heading to your final stop.
Arrive in Pisa and enjoy free time in the iconic Piazza dei Miracoli. Admire the world-famous Leaning Tower, the Baptistery, and the Cathedral in one of Italy’s most impressive monumental complexes. Although tickets for climbing the tower are not included, you may purchase them on-site if time permits. Capture your perfect Pisa photo before boarding the minivan for the final leg of your journey. Return to Florence by 7:30 PM, full of memories from a day rich in art, history, flavors, and unforgettable views.
Amazing hidden gems! If you’re not familiar with the areas outside the big cities this a great way to explore. So much stress taken off having someone to drive and tell you about the region. Also, would never have found a family owned winery on my own. Probably the most valuable souvenir of Italy that feels authentic. Big thanks to all the team who coordinated!
Nice trip and had good time with our guide Ramona
Amazing time on the Tuscany tour. It was a long day (7:45am pick up and a 6:45pm drop off!) but each stop was timed very well and our driver Francesco gave a great introduction before safely dropping us off! Special thank you to Francesco! We never felt rushed or overwhelmed, just grateful for the experience. The wine tasting was AMAZING! Easily the highlight of the day. It was a very intimate experience where we got to chat, sip, and eat with the other members of the tour— we were four couples (never felt crowded or unheard). The food was great and the wine was even better. Thank you thank you thank you!
Friendly and prompt tour, really enjoyed it. A little bit cosy in the transfer but had plenty of time to explore the beautiful sites.
This was a long but very enjoyable day. Our tour did not include Chianti.Our driver gave us lots of information during the drive and got us safely place to place all the crazy drivers. It was nice that in the small tour that we were able to get very close to the venues, which I understand is different than if you go by large bus. The stops at Pisa and San Gimignano were self guided, and we had an excellent guide for Siena. If you want to get into the cathedral in Pisa, go right to the ticket office for your free pass, which has a time stamp on it. We went for the pass too late to get in on the short visit. We really enjoyed the Corbucci Winery. Great food, great wine, and great hospitality at the winery. As long as you are good with a long day, I would highly recommend this.
Cristina Was totally amazing. She was caring, informative, and very enjoyable. She gave us the insight of the culture of Italy and I would highly recommend her. Sophia and Siena was also a wonderful guide. She cared about her town and the culture. I highly recommend this tour to other people.
Stefano was an excellent t,our guide and driver. Knowledgeable, friendly conversations, and safe and punctual driving.
Our driver Carlotta was great and we had a jam-packed day of sightseeing. More driving between sites than I think I expected, but that did offer a lovely view of the Tuscan countryside. Nice lunch and wine tasting as well.
Great! Amazing day. Stunning sights. Terrific lunch and wine tasting. Our driver Stefan was wonderful.
Frederico was a wonderful guide and we thoroughly enjoyed ourselves. All the stops were beautiful but Siena was absolutely stunning!
We had such a great time on our Tuscany evening tour. Our tour guide, who went by Heather, was exceptionally knowledgeable and fun. He made sure that we were all taken care of, and the group needs were accommodated. Heather was so fun and seemed to really care about everybody on the tour to make sure that they were happy and got the full service. Kudos to Heather and keep up the good work!!!!!
What an amazing experience!! Heather was an excellent tour guide! He was so knowledgeable and made the tour such a memorable experience. I am grateful for such an amazing day spent in the city!!
What a fantastic experience. Our guide was amazing not only did he share all of the authentic experiences through our tours. I also witnessed him helping and waiting for a older lady for a taxi at the end of the night the kindness that he showed was amazing..I was so impressed at his compassion that extended beyond his 9-5. Well done!!!
We totally enjoyed this excursion. Our tour guide, Christina was knowledgeable and engaging. FYI, if you want to go up the Tower of Pisa, it is 20euros, for 7 more euros, you can go to all the other attractions. Your ticket includes a storage…great since bags are not allowed in the tower.
We had an amazing day exploring Pisa, San Gimignano, and Siena! Our driver, Christina, was wonderful—so friendly, knowledgeable, and informative throughout the entire day. She made the experience truly special and enjoyable. We would highly recommend her to anyone looking for a fantastic day exploring Tuscany!.
If you are in Florence and want to experience Tuscany, this tour is the way to go! Sara was very patient and extremely helpful. Great experience.
We had a wonderful time and would not change a thing.
We had a wonderful day. It could not have went any better. Out tour guy aAlesondro was awesome. Also our driver Massimo did a great job also.
Fantastic tour! Allesandro and Massimo were the dynamic duo. Allesandro was such a knowledgeable tour guide and very attentive to everyone's needs. Massimo drove with precision and safety. It was a fantastic day and we all enjoyed it. Highly recommend this tour! The food and wine tasting were wonderful. Communication was excellent and no one felt rushed. I would do this tour again!
Alessandro was incredible! Friendly, knowledgeable, looking out for us all the time. Absolutely amazing. We will ask for him every tour. And Massimo, our driver, was excellent. our day was perfect.
Wineries were lovely wine was delicious and dinner was yummy. But while we ate among the grapevines we didn’t see the sunset
We had a great time on a full day Tuscany tour. The tour was great but very special appreciation for Kristina, our tour guide. She was very knowledgeable and super attentive and informative. My girlfriend left her sunglasses at the winery and Kristina arranged a drop off with us the next day with another tour guide. Shout out to Ramona 👍 Overall, great experience and I would highly recommend Towns of Italy Tours!
Our tour guide, Romana, was amazing. We highly recommend this experience. We had an incredible time!
Our guide Fredrick was amazing! Would definitely go back!
Amazing the guide was amazing and very knowledgeable it was a great experience!
Our tour was excellent. We saw many of the sites in Tuscany. Our guide Frederico was knowledgeable and enthusiastic.
Very fun tour!!! Had a great time!!!
The layout of the tour was perfect, hitting some of the best spots in Italy with plenty of free time to explore
You can unplug them we had an awesome driver and an awesome tour
Excellent, a very full day. 12 hours really means 12 hours.
Our tour guide was excellent! He was extremely kind, friendly, and helpful throughout the entire tour. He made the experience very enjoyable and was always willing to answer our questions and assist us with anything we needed. We truly appreciated his professionalism and great attitude. Highly recommended!
Amazing experience. This trip was fantastic. Learned a lot and had a lot of fun. Our tour guide was so good! Highly recommended.
Anna was amazing she really was enthusiastic and firstly a good driver. The experience was worth every cent, the places we were able to see and the wine tasting was an amazing cherry on top to the experience. If you want to experience Tuscany in a day this is the trip to go for. Thank you Anna and Corbucci winery and Annette for the walking tour in Sienna thank you all for the amazing experience.
Good tour, really enjoyed it our tour guides were very knowledgeable. The places we visited were beautiful and the small winery was wonderful and so was the meal.
Excellent tour, very well looked after by our guide/driver. With enough time to enjoy each stop. Lovely way to see and experience some of Tuscany! And the lunch/wine tasting was great!
Our guide was the best. Fun, knowledgeable and a great driver.
Excellent guide, Gabriel, having great personality, wit, and knowledge. He made the tour exceptional!
Fantastic tour, the driver was very knowledgeable about all the sites we seen. It was very enjoyable.
Christina was a very good guide, taking us safely to each spot. My only feedback is to incorporate some of the history and interesting facts about each city. Offer that information while driving to fill the time. And maybe even have some music playing so the van ride isn’t dead quiet. That would help. Maybe some kind of playlist that’s neutral for everyone to enjoy.
Daria was our tour guide and driver for the day. She showed us beautiful places like Pisa, San Gimigano and Siena. She had great knowledge of the areas and real life connections with other tour guides we met throughout the day. Spending the whole day with Daria was worth every second and every penny.
Excellent trip and Daria was an excellent driver/guide
Our driver Francesco is amazing - super friendly, super knowledgeable and especially, a warm personality. Definitely recommend for a laid back easy look see around Florence.
I booked Italy trip through Audley travel agency . They set us up With this Florence trip . This was a 8 hour Florence Pisa , San Gimigano Tuscany region tour . It was an amazing experience but what made it very special and enjoyable memorable was the tour lady !!! She was super knowledgeable fun charming and genuinely friendly . Her name was Cristina and she was with For Towns of Italy . I would love to give her an extra special thanks for making my wedding anniversary trip memorable!!!!!
To start with, Tania, what a beautiful woman. Personable, knowledgeable, caring & sharing. Her care & understanding today was exceptional. If you’re looking for an experience of a life time then ask for Tania to make it special. Thank you for making our day special. Allan & Colleen, Australia
To start with Tania, what a beautiful lady. Personable, knowledgeable, caring & sharing. Our tour was like a personal tour with only my wife & I on board. Tanya spoke fluent English which helps when you don’t understand Italian. Tania, went over & above helping us all day long with our needs. If you want a fantastic day touring the country side of Florence, then ask for Tania as your host. Thank you so much for making a day special. Colleen & Allan Australia.
Tania was amazing, and every stop was special. The winery, San Giamgnano, and Siena were wonderful.
Grace was an excellent host. She provided many fun facts and stories about all of the places we visited. She did a great job engaging in conversation with us throughout the day. She was prompt, professional, and definitely added to our overall experience.
Memories and history all in one experience. This was a great tour. We got to visit all these great spots and enjoy the stories of their history, I would highly recommend.
We enjoyed our day with Romana. She was very knowledgeable and helpful and a very nice personality.
Fantastic day we loved our tour so much
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