• Private Tour
• Carbon Neutral

Explore San Gimignano, a UNESCO World Heritage Site, on a private tour with convenient Florence pickup. Enjoy its medieval charm, stunning towers, and a visit to a local farm for wine and olive oil. A perfect Tuscan escape!

Destination

Florence, Italy

Category

Day Trips

Duration

6 hours

Transport mode

Car

Available languages

English, Italiano, Español

Included

• Private guide
• Driver
• A/C Car
• Pick-up Included

Excluded

• Lunch
• Admission fees

What you can expect

This is the plan

Check out the plan below to see what you'll get up to with your local host. Feel free to personalize this offer with Fabio.

1. Meeting point

   You will be picked up anywhere in Florence. Your local host will contact you regarding the exact pickup point.

2. Itinerary

   This is what our experience could look like, but it’s not set in stone! Once you book, you can chat directly with your host to make small tweaks to suit your preferences.

3. Meeting Point

   Pick up at your accommodation

4. Stop 1

   Take the scenic road through the Tuscan countryside to San Gimignano

5. Stop 2

   Explore the town's center and admire the skyline of this tower town

6. Stop 3

   Enjoy a personalized local lunch

7. Stop 4

   Visit the medieval town center of Barberino Val d'Elsa or a local farm to learn more about wine and olive oil

8. End of Tour

   Drop off at your accommodation

9. Make it yours

   Want to tweak the itinerary? Book directly & chat afterwards with your host to adjust highlights, skip stops, or make small changes to fit your preferences.

   Book risk-free: Cancel within 24 hours for a full refund.

   Need something special? Personalize your experience for more time, alternative locations or a completely tailored plan.

I can personalize this tour for you

• Tell me your preferred date and group size
• Tell me your preferences and wishes so I can customize the tour for you
• Wait for my personal offer in your inbox!

Contact me

Flexible cancellation policy

• Feel confident booking

  Cancel within 24 hours for a full refund. Even up to 7 days before your experience, you’ll receive a refund, minus the service fee.

• Change of plans?

  Reschedule your experience to a date and time that works best for you.

• Loved by travelers worldwide

  Simple and flexible – your plans, your way.

Reviews from guests

Janet🇺🇸 United States

7 February 2025

My husband and had a great day going to San Gimignano with Fabio. From pick up at our hotel in Florence to drop off, everything was wonderful. If you want to take a private day trip to this beautiful hilltop town known for its towers, don’t hesitate to use WithLocals and book with Fabio. He is knowledgeable, enjoyable to be with and kind enough to speak to me in Italian so I could practice mine! Una Splendida Giornata!

Sonal

19 November 2024

Fabio was outstanding in his knowledge and experience. He was very kind, courteous and accommodating and showed us around very well. Will recommend him and his extremely comfortable car to every one wanting to travel in Tuscany. Thank you Fantastic Fabio

Terri

29 October 2024

Fabio was an amazing tour guide picking us up in a clean and well maintained van and easily conversing with us like we were his friends. He spoke excellent English and understood all of our questions. He brought us to San Gimignano a charming medieval town on a hill top , completely walled in with churches, towers, and small shops. It was so beautiful even in the misty rain. He told us stories about the families' lifestyles from yesteryear all the way to the current status of its small bustling town with current wifi, technology , and amenities. We continued on to a small wine tour / tasting at I Balzini (as seen on the show The Succession ). We so enjoyed our time there learning, eating, drinking and conversing with our old friends and our new friend Fabio! Fabio was an amazing tour guide and I would highly recommend him. He was super easy to talk to, was knowledgeable, and made you feel very comfortable. Fabulous Tuscany with Fabio

Laurie🇺🇸 United States

26 October 2024

Fabio was a great guide and he personalized our tour beautifully. Would absolutely tour with him again! Wonderful Tour!

Jesse🇺🇸 United States

25 October 2024

Thank you Fabio for the fantastic day in Tuscany! You were very prompt in your communication leading up to the tour, had a nice, new and spotless van and were 100% professional. Your energy and knowledge made it easy to stay engaged. Thank you again and many recommendations to our friends and family in the future. Fantastic day!

Melanie🇺🇸 United States

14 October 2024

Fabio was fantastic! He was so knowledgeable and friendly, and everyone had an amazing time exploring Certaldo and a local winery. It was unforgettable, and we can’t wait to come back and see Fabio again! Highly recommend!!

Beth🇺🇸 United States

8 October 2024

Four of us had a charming day with Fabio. We enjoyed his historical knowledge of Italy as well as his wit. San Gimignano was beautiful but the highlight of the day was our lunch. We toured a small family winery and experienced an intimate food and wine pairing, lovely! Highly recommended Fabulous with Fabio

Sarah🇮🇲 Isle of Man

20 July 2024

What an amazing day and what a wonderful guide. Fabio collected us from our hotel in Florence and whisked us towards first Siena and then Sam Gimignano - all the while giving us the historical context of both places in a fun and informative way. He brought the Palio to life for our group (of 8 with ages ranging from 11 to 60) with funny anecdotes about inter district rivalries! In between the 2 sites visited we stopped for a delicious lunch and wine tasting which was a real highlight and we left having exchanged numbers with our hosts and laden with fabulous wines to take on to our next Villa! We all thought Fabio was an excellent and thoroughly knowledgeable guide and would recommend the experience highly to everyone. Ciao Fabio - grazie mille 🙏A fabulous day exploring Tuscan jewels

john🇺🇸 United States

18 April 2024

We had a great day with Fabio! He was full of information about the area and the history. Very friendly and accommodating. He exceeded our expectations. Day trip with Fabio

stephanie

11 November 2023

Fabio was easy to communicate with ahead of tour and customized for our needs. Knowledgeable, flexible with changes and made a special day for us in Tuscany including a stop at winery for tasting and lunch. Taught us all about wine region and provided much historical reference. Would book with him in our future Italian adventures and recommend to friends who visit Tuscany region. Amazing day in Tuscan town

Joan🇺🇸 United States

6 October 2023

We had a lovely day with Fabio. He is very well versed in history, past and present, so we had some interesting conversations. And a nice person to boot! We spent an unaccompanied hour or so wandering through San Gimignano and then he took us to a wonderful winery for lunch (extra cost that was worth every penny!). Diana, the owner of the vineyard, told us about the wines in between courses of fresh, delicious food. It was as close to a perfect day as you could ask for. Fabio was fabulous!

Tom🇨🇦 Canada

6 September 2023

Fabio gave us a great tour of San Gimignano. His knowledge of the history of the area was top notch and took the time to walk us through part of San Gimignano and explain all kinds of events, art and culture. On the way back to Florence he stopped at the most amazing restaurant for lunch too!! Loved that place!!Amazing personalized tour of San Gimignano

Michael🇺🇸 United States

30 May 2023

Fabio is fabulous. His knowledge of all things Florentine and Tuscan is surpassed only by his enthusiasm for his home region. His excellent English skills were developed by living and traveling abroad, giving him a perspective that many other guides lack. He can converse on a very high level about virtually anything. His advanced education and intellect meld this background together to tailor a super personalized experience for his guests. It is evident that Fabio truly cares about his clients having a good experience. My wife, 3 adult children and I all had an amazing experience visiting San Gimignano and a small organic winery. Diana and her small staff provided a tour of their operations and vineyard and prepared a delicious Tuscan lunch paired with a wine tasting of their small production wines. The genuine warmth and hospitality shown to us was embracing - we didn't want to leave. We've seen a lot of great historical and renowned sites on this Italian vacation, but this day will forever be remembered by each of us as the very best day. Grazie, Fabio!Perfect Day

Vicente🇲🇽 Mexico

15 January 2023

He picked us up una very comfortable van, he shared all his history knowledge with us since the first minute, as well as his love for his land. He is very kind and has a great conversation. He took us to a great winery where we enjoyed wine tasting and had a tour of the cellars. I will definitively hire his services again the next time I come to Tuscany.Kind, knowldegable, the best!

Lynda🇺🇸 United States

1 January 2023

Our day in the Tuscan countryside with Fabio was one of the highlights of our Italy trip, it was amazing! Fabio is so knowledgable and a pleasure to spend the day with, he took us to the most incredible winery where we had a private tour and lunch, as well as San Gimignano. At first we weren't sure we wanted to spend a whole day outside of Florence but it was so worth it. I would recommend this to everyone, don't miss it!Don't miss this!

Hilary🇺🇸 United States

13 November 2022

We spent a wonderful day in San Gimignano and Certaldo with Fabio. He was knowledgeable and interesting. He had a large, clean van and drove well and was punctual. He has a vast knowledge of Italian and European history. He chose a wonderful restaurant with a view for us to celebrate our 39th wedding anniversary. We highly recommend Fabio!A Day in San Gimignano

Bill🇺🇸 United States

16 October 2022

I am a travel agent who booked for four women. They were in Italy for two weeks and called it the highlight of their visit. They could not have more to say about Fabio's excellent care, service and knowledge.Fabio simply the best.

Heather🇺🇸 United States

17 August 2022

Our group of 7 (4 adults and 3 kids) spent a lovely day with Fabio as he took us through Tuscany with a stop at San Gimignano and another stop at his friends winery/organic farm. It was a treat to get outside of Florence and experience a different pace and perspective. Every recommendation that Fabio made was perfect. He also did a great job of explaining the scenery as he drove and constantly tied facts and stories back to the history of Florence, Tuscany and Italy. Both kids and adults agreed, Fabio led one of our most special experiences from our 12 day Italy trip!Unique Tuscan Experience

Kelly🇺🇸 United States

14 July 2022

Our party of four had the opportunity to join Fabio on the Scenic Private Day Trip to San Gimignano. It was a wonderful day start to finish. Fabio picked us up at our Airbnb on time and off we went. As we were traveling he pointed out sights to us and gave us background information about the families who owned the vineyards and the cemetery for the American WW2 soldiers. We stopped to take some amazing pictures of the beautiful landscape before we arrived at Gimignano. Upon arrival at Gimignano we were given time to go exploring and shopping in town. After all of our shopping, Fabio took us to a wonderful winery Fattoria Di Montemorli. We had a wonderful tour and lunch was amazing. Great conversations and great wine! Thank you for a wonderful day. Fabulous Trip

David🇺🇸 United States

25 June 2022

Everything was perfect within our experience with Fabio. Great communication and easy to book the trip. I've never used the app before and didn't know what to expect, but everything was stop notch! Even though I communicated and set up a certain schedule with Fabio via messages exchanged through the app, I switched it up and made different plans and Fabio was easy to adapt to the new plans and make it a very enjoyable experience! He is very professional, but relaxed and laid back. Transportation was a new travel van that accommodated all of us comfortably. Last minute on the way back to our drop off point I realized I needed cash and Fabio located a post office in a nearby town and drove out of his way to make it easy on me. Everything about the trip was wonderful, the local winery tour - lunch was amazing and the wines were so good we bought cases of them and olive oil that they shipped back to the Staes for us, and the the visit to a local medieval village of Certaldo was exactly what we asked for and is what Fabio created for us. Thanks Fabio and we hope our travels cross your path again one day!Awesome Experience!

Liliya🇺🇸 United States

23 June 2022

We booked half day private tour with Fabio and it was the most wonderful experience we could wish for. He picked us up from our hotel on time and brought us back. I asked for a wine tasting a day before our trip and Fabio went above and beyond to book us a wine tasting with food pairing. It was a busy time so it was harder to book wine tasting last minute but Fabio found a place for us. After wine tasting we drove around Tuscany and visited Certaldo, a beautiful town with rich history. Fabio was very knowledgeable and gave us a lot of interesting information. He was pleasant, had nice, clean, air conditioned van, very accommodating to our needs, safe driver and just a great person to be around. We loved our trip with Fabio and highly recommend his services.Amazing time in Tuscany!

Ann Marie🇺🇸 United States

2 April 2022

Fabio provided one of the best days of our vacation. We traveled with our children (early 20s and late teens) and we all agreed he was our favorite guide of the trip. He is knowledgeable, gracious and attentive. He picked us up and dropped us off at our hotel. He is a very safe driver. He had perfect stops along the way for beautiful pictures. We enjoyed his company and wished we would have scheduled more experiences with him.Terrific experience! Fabio is excellent!

wendy🇺🇸 United States

29 March 2022

We had a day trip to San Gimignano with Fabio and it was perfect! Fabio met us at our apartment in Florence and drove us through Tuscany, sharing stories about the region, the life in Tuscany and his love for the area. We stopped along the way and we're able to explore a bit. Once in San Gimignano we wandered the city, ate gelato, and took in the history. Fabio gave us a history of the towers, adding great tidbits of history we did not know. Next we went on to a lovely, family owned vineyard and had an outstanding lunch and wine tasting. Overall is was a perfect day. Fabio is so knowledgeable, a great story-teller and quite witty! Truly an amazing guide and amazing day.Perfect!

SHARON🇺🇸 United States

9 October 2021

Fabio picked us up at our pre-arranged time and location for our Tuscany day trip. He is an energetic, enthusiastic and knowledgeable guide. He fielded our questions as they came. He took us to San Gimignano and allowed us to explore and shop for about an hour. It was a wonderful opportunity for us to see the Tuscan countryside.Fabulous day with Fabio!

Helen🇳🇱 Netherlands

21 September 2021

Thanks to Fabio for an idyllic day trip to San Gimignano. We so enjoyed exploring the hilltop Medieval town and seeing all the sights. Fabio was a charming and entertaining host with lots of stories about the history of the region. He knew exactly where to find an authentic Tuscan lunch and ensured our comfort throughout the day. Fabulous Tuscan Day Out

Lindsay🇺🇸 United States

30 January 2020

Fabio was absolutely wonderful. We had the best time!!! Fabio was absolutely wonderful

glynn🇦🇺 Australia

22 October 2019

We had a wonderful day out with Fabio. He is charming, friendly, knowledgeable and a great, safe driver! It was a wonderful relaxing way to see the countryside.Scenic Day Trip to San Gimignano

Doris🇨🇦 Canada

17 October 2019

Absolutely amazing experience with Fabio! Spent the day in Sangimignano - excellent food, wine... Best day in Tuscany! Thank you Fabio, we had a great day!Scenic private day trip to san Gimignano

Lynn🇦🇺 Australia

6 October 2019

Our guided tour to Sienna and San Gimignano was a highlight of our trip to Florence. The cost was most reasonable for four of us and the vehicle very comfy. Fabio was attentive, knowledgeable and very entertaining as he conversed with us about many aspects of Italian culture, history and the environment. We had free time to explore both places at our leisure and he was able to organise a great table for us for lunch at a beautiful restaurant in San Gimignano. He accepted our invitation to join us for lunch and kept us entertained with his wit and humour. We cannot recommend him highly enough. Thank you again Fabio!Fabulous Fabio

Maneka🇮🇳 India

18 September 2019

Fabio is an excellent host and he is very knowledgeable. We had one heat tone of Italy with him. Thank youScenic day trip

John🇦🇺 Australia

4 September 2019

We had a wonderful and very informative day with Fabio visiting San Gimignano. Fabio provided us with a great explanation of Tuscany and its history whilst talking the time to explain and show us the beautiful countryside. We thoroughly recommend him as a guide.Trip to San Gimignano

Courtney🇺🇸 United States

13 July 2019

Fabio provided a unique tour of the Tuscan landscape. He gave us a wonderful tour and I really enjoyed it. Thank you, thank you!Scenic private day trip to San Gimignano

Mike🇺🇸 United States

5 June 2019

My wife and I enjoyed our tour through Tuscany with Fabio. He was pleasant, knowledgeable about the local history and showed us some wonderful sites. (And he doesn’t drive like a crazy Italian. :-) ) I highly recommend him.An Enjoyable and Informative Tour

Judy🇺🇸 United States

10 May 2019

Fabio was an amazing host for our tour. We loved all the information that he shared on his country and it's history. The medieval village we visited was great and was complimented by all the information he shared about life back then and the reasons things were done the way they were in those days. Lunch and wine tasting were great. Learning about how and why things are done making wines just made the experience even better. It was by far one of the best things that we did on our trip!!Wine, wonderful tour of Tuscany and histor

David

10 May 2019

What a fantastic day!. Fabio picked us up in front of our villa and took us into Tuscany to visit medieval villages and also two wineries in the area. He was born in the region, and his parents still live in the area so his knowledge and feel for the countryside was very personal. Our family really enjoyed the conversation and insights as we rode from the villages to the wineries and then finally back to Florence where he left use with great memories, a new insight into Tuscany, and also some great restaurant suggestions. I would highly recommend this experience with Fabio to anyone!Unique Tuscan tour

Lauren🇺🇸 United States

7 May 2019

We had such a lovely day with Fabio in the Tuscan countryside. He knew exactly what we were looking for and took us out on the excursion we wanted! Wonderful day with a fantastic guide! 100% would recommend Fabio!!!Not enough good things to say!!!

Katie🇬🇧 United Kingdom

20 February 2019

What a perfect day! We couldn't have asked more For abetter experience. Thank you for sharing your historical knowledge and personal experiences with us. We all learned a lot and we feel like we had an authentic and very special day.Scenic Private Day Trip to San Gimignano

Kay🇺🇸 United States

28 October 2018

Our day with Fabio was one of our favorite days in Italy. Fabio is very knowledgeable and we enjoyed learning from him.Scenic Private Day Trip to San Gimignano

Sandeep🇮🇳 India

15 July 2018

A wonderful and authentic experience with Fabio in the Tuscan countryside. Fabio gave us great insights into Tuscan culture and food. We had a beautiful day in San Gimignano. Highly recommended!Scenic Private Day Trip to San Gimignano

Terry🇺🇸 United States

13 July 2018

We took a tour from Florence to San Gigimauno with Fabio. He was a great guide, very flexible with the itinerary, and was knowledgeable about the area because he was born and raised there. A great experience overall!Great day in Tuscany

Terry🇺🇸 United States

12 July 2018

Fabio was a great tour guide. He is very knowledgeable about Tuscany and shared many insights. He also made the trip fun for all 4 of us. We give him 5 stars out of five!Scenic Private Day Trip to San Gimignano

Anthony🇺🇸 United States

21 June 2018

We booked Fabio's scenic tour of San Gimignano in the Tuscan mountains. Starting the tour off was great with Fabio picking us up right at our accommodations! During the drive and discussion Fabio gave us another option to see another town with less tourists and then booked a private wine and cheese tasting with a local winery. What a amazing trip, thanks to Fabio for showing us his hometown and slowing things down for us. We had a terrific time and these are the tours to do, with locals one on one! Thanks again Fabio! Ciao CiaoWonderful time with Fabio!

Niru🇺🇸 United States

15 June 2018

Great experience with Fabio on a wonderful trip to Tuscany. Picked up on time from our accommodation, excellent selection of locations for lunch/stop. Gave me the right family time/space. Overall excellent trip! ThanksScenic Private Day Trip to San Gimignano

Averil🇦🇺 Australia

28 May 2018

Great day. Everything was just as we asked. Fabio gave excellent information and was happy to answer all of our questions. We had a beautiful lunch, great wine and lots of laughs! Lots of memory just in a day. Thank you Fabio!Scenic Private Day Trip to San Gimignano

Jean🇺🇸 United States

25 May 2018

Fabio took us to just perfect places and gave us good history and cultural information. He is great and will recommend his tour. My husband has limited walking ability and Fabio planned the perfect tour for us.Scenic Private Day Trip to San Gimignano

John🇺🇸 United States

27 March 2024

We spent a rainy day touring Siena, San Gimignano and a local winery with Fabio. Despite the rain, it was a lovely experience and I can’t imagine a better guide than Fabio. Would highly recommend to anyone!Fabio is amazing!

Elena🇺🇸 United States

30 June 2023

Fabio was a terrific guide who generously shared the intimate details of the local cultures of Florence, Pisa, and Lucca. He did an amazing job at making us feel like family more than tourists which really helped us sink into the movements of Italy and sparked a love and respect for this wonderful country. He also spoke great English which was necessary for our wonderful experience. Amazing and knowledgeable tour guide

Adam🇦🇺 Australia

29 June 2023

Fabio picked 7 of us up in a very comfortable car. We went to Siena from Florence and spent some time there. But the most memorable experience was having lunch and wine tasting in a Chianti vineyard. We learnt about the wines and the wine making process before sampling the wine. We had lunch and invited Fabio to join us and we shared storeys over good food and great wine. It was a great authentic Italian experience. Fabio is very knowledgeable, very engaging and great with the kids. We’ll see Fabio again on our next trip for sure. Fantastic guide and experience

Teresa🇺🇸 United States

13 October 2022

Fabio took us from Florence to San Gimignano, Fattoria Di Montemorli and his hometown of Certaldo. He is lovely and interesting. We enjoyed a beautiful day and learned about the areas. I would highly recommend joining Fabio when you visit!Wonderful day with Fabio!

John🇺🇸 United States

23 September 2022

Fabio gave us a great, memorable ay in Tuscany. He was punctual, very engaging and knew everything about Italian history, culture, wine and current events. Our trip to San Gimignano and his hometown, Certaldo, was perfect. 5 star experience!Great day in Tuscany!