What to do and see in San Gimignano, Tuscany: The Best City Tours

November 15, 2021 Marlin Saiz

San Gimignano, known as the "city of beautiful towers," had 72 towers in its heyday. Now 14 remain, and, rising above Tuscany's Elsa Valley, they make the town look like a medieval dreamscape. Take in the fresco-covered Collegiate Church, the Civic Museum and the views from atop 177-foot Torre Grossa. Daytrippers from Florence tend to fill up the streets during the day, so for a more up-close-and-personal look at the town, spend the night.
Restaurants in San Gimignano

1. San Gimignano Private Walking Tour

Porta San Giovanni, Via S. Giovanni, 126, 53037 San Gimignano SI, Italy Tour Guide Siena and Province
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5.0 based on 1 reviews

San Gimignano is a charming Medieval village, famous for its towers and its romantic atmosphere. Come and discover all its secrets with a local professional guide.

Inclusions: Professional guide

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Reviewed By sd04walker

We enjoyed every second of the tour learning things that we would never have known without our local guide. Definitely recommend the experience!

2. Private Tour: San Gimignano Walking Tour

San Gimignano Porta San Giovanni, 53037 San Gimignano, Province of Siena, Italy Tuscan Escapes
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Enjoy a classic two hour Private tour through the medieval town of San Gimignano with an experienced local guide. Touch on all the main sites and learn about the town’s rich history and famous products and visit some of the quieter corners of this historical hill town.

Inclusions: Local guide, Private tour

Exclusions: Gratuities, Transportation to/from attractions

Reviewed By Pioggiola

We did a 3-hour private tour of Siena with Giorgia this summer with our two teenage children. It was just perfect! Giorgia is extremely knowledgeable about all aspects of Siena and beyond, and it clearly showed in the depth of her answers to the very many questions that we asked. She was flexible to adapt the tour based on what we were interested in. Although not originally from Siena, she knows and loves the city like a local and has the ability to make the tour unforgettable. 160 Euros for a fantastic private our of Sienna. Very good value for money. Probably the best private city tour that we have ever done.

3. Minivan Tour to Siena and San Gimignano from Florence

Piazza dei Cavalleggeri, 50122 Firenze FI, Italy ACCORD Italy Smart Tours & Experiences
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During this small- group  tour in a comfortable minivan, you will explore the breathtaking towns of Siena, Monteriggioni, and San Gimignano. All are symbols of Medieval and Gothic architecture, characteristic elements are the historic towers, pointed arches, and narrow streets. Moreover this Tuscan area is full of superb food specialties you will surely have the chance to taste, such as Panforte and Pici. The tour lasts 8 hours with 2 hours spent in Siena, a short visit in Monteriggioni for a photo stop, and approximately 1 hour in San Gimignano.You will also get a detailed description from our expert local guide in Siena.

Inclusions: Professional local guide in Siena - 1 hour, Air-conditioned minivan + english speaking driver

Exclusions: Guide in San Gimignano (upon request), Food and drinks, unless specified

Reviewed By sandyc17

My husband and I did this tour and it was fabulous - the driver was great and there were only four of us so you could talk away to the driver - we scooted through the city easily on the golf cart and it was such good fun and we saw loads of amazing stuff, I’d highly recommend this tour

4. From Florence to Siena - San Gimignano & Pisa by private minivan

Piazza dei Cavalleggeri, 50122 Firenze FI, Italy ACCORD Italy Smart Tours & Experiences
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The tour starts with a ride by air-conditioned minivan and an English speaking driver from Florence to Siena.  First Stop at Piazzale Michelangelo for a wonderful Panorama over the city.  Than take the Motorway to Siena. In about 1 Hour you will be in Siena and meet our guide to start your visit of the old Town. You will se the famous Piazza del Campo where the famous Palio takes place every year. Continue the visit along the narrow Medieval Street to reach the Cathedral and visit ( closed on Sunday ). Free time in Siena and departure to reach San Gimignano where you will have free time to walk around the city centre.  After lunch (not included in the price) you will visit Pisa: the city is known for its bright monuments, which includes the 11th-century Cathedral, the Baptistery and the Leaning Tower.You will have free time to stroll around the city before leaving to come back to Florence.

Inclusions: Chauffeured air-conditioned vehicle 10 hrs, English speaking driver, 1 hour guided tour in Siena and 30 minutes in Pisa, free time in San Gimignano, WINE TASTING AND LIGHT LUNCH IN A FARMHOUSE

Exclusions: Food and drinks

Reviewed By sandyc17

My husband and I did this tour and it was fabulous - the driver was great and there were only four of us so you could talk away to the driver - we scooted through the city easily on the golf cart and it was such good fun and we saw loads of amazing stuff, I’d highly recommend this tour

5. Private tour Siena, San Gimignano and Monteriggioni

Florence, Metropolitan City of Florence, Italy Driver Florence
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Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English speaking driver, you will enjoy more flexibility in your itinerary with lots of free time. Enjoy a stroll through the historic center full of history of Siena and then admire the view over the Tuscan countryside from San Gimignano. End the tour with a visit to Piazzale Michelangelo before returning to Florence.

Inclusions: Private transportation, Air-conditioned vehicle, WiFi on board, Natural water is available inside the minivan, available to customers from the minibar., English speaking driver

Exclusions: Lunch only on request (paid separately), Tourist guide only on request (paid separately), Gratuities, Admission tickets (for the Duomo of Siena at about € 7 per person)

Reviewed By PM770

Florian is very punctual, prompt in his replies to mails, excellent driver and very cooperative. His car is also in top condition. We did a Pisa and Cinque Terre trip with him on 20th May. He also helped us with restaurants and finding a good guide. 5/5 to him. P Muthal

6. Siena, San Gimignano & the Chiantiside private tour with Mercedes V class Van

Bespoke Italian Tours
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5.0 based on 3 reviews

Our tour is made with passion by expert english speaking drivers who know everything about the area. We will start with Siena, a Medieval & Reinassance gem, famous for its stunning sights and impressive buildings. We will stop by the best places to take pictures, dropping you off in front of the amazing cathedral (the highest point of the city). From there you'll take a delightful stroll down to the Piazza del Campo, the main square with its beautiful bell tower, than walk up to the Salimbeni square, headquarter of the oldest still operating bank in the world. From there we will meet again and drive to a beautiful farm in the hills, to have the best lunch with local wines. After that we will take a scenic drive to San Gimignano, the Manhattan of Tuscany, famous for the house towers, the white Vernaccia wine, the golden saffron and the best Gelato in the world. From there we will take a relaxing drive back to your place, making extra stops if we finished early!

Inclusions: WiFi on board, Air-conditioned vehicle, Private transportation, Bottled water, Fuel surcharge, Parking Fees

Exclusions: Lunch in family run winery is 50€ per person with wine tasting

Reviewed By F5679VVchriss

Amazing experience. Niccolo picked us up at our villa and took us on a wonderful tour of Tuscany and two excellent wineries, with one of them also hosting us for lunch. He is an articulate guide and provided multiple recommendations to enhance the remainder of our family trip. I would recommend Niccolo and his company without hesitation to anyone looking for a great time in Tuscany. Thanks Niccolo.

7. Private Day Trip from Rome to Siena and San Gimignano

Rome First Choice Tours
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5.0 based on 1 reviews

Discover The Beauty Of Siena And San Gimignano, Traveling Through The Countryside Of The Chianti Region, With Ever Changing Scenery Of Vineyards And Olive Trees On This Full Day Private Trip From Rome. Since It Is A Private Tour So The Itinerary Is Flexible And You Can Change It As You Want , Your Driver Will Always Give You The Right Suggestions According To Your Preference

Inclusions: Transportations, Expert Driver/Guide, Pickup-Drop-off / From-To Hotel, Fuel surcharge, Parking Fees

Exclusions: Attraction Tickets if any, Gratuities , Wine tasting and lunch ( cost is 30 Eur per person to be paid at the winery )

Reviewed By Abdelmoneim

Assem is the best tour guide ever. The tour was so informative, funny and exclusive. You live the history and know small details that make you value the Colosseum. Don't forget to take photos everywhere.

8. Private Tour of San Gimignano & Siena

Paola's Florence Tours
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5.0 based on 2 reviews

We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect day to relax after enjoying the countryside and to celebrate family moments. We have licensed vans to enter in all traffic limited area and we are drivers and licensed guides and you will be guided while driving and walking.

Inclusions: Air-conditioned vehicle, Private transportation, Licensed local guide

Exclusions: Lunch, Gratuities, Entrance fees

Reviewed By MarcodelaPierre

Even if I'm from Florence it was incredibly interesting to visit the Accademia Museum (the one with the famous David inside) with Paola....I learnt so much about Michelangelo's life....his personal story and his philosophy! It was an Amazing tour in my city and I really loved it! Recommended for everybody!

9. PRIVATE Full-Day Tour of Pisa, San Gimignano and Siena from Florence

UniqueTuscany private Tours
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• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to the enchanting exploration of the three best-preserved medieval cities in the world (UNESCO World Heritage sites) in Tuscany on a private day trip from Florence. Avoid the stress of renting a car or driving, and let an English-speaking private driver take you directly from the hotel door, through the scenic Tuscan countryside, and into the historic centers of Siena, San Gimignano and Pisa. Travel in premium comfort and at your own pace with invaluable advice and suggestions from your local driver. • 9/10-hr Full-Day private tour of Siena, San Gimignano and Pisa. • Pick-up and Drop-off at your Hotel or address provided. • Travel in a private Mercedes-Benz Minivan. • Visit three UNESCO World Heritage sites in a single day. • Learn about the area's history and culture from a private driver.

Inclusions: Pick-up and drop off at your selected hotel/ location (Florence Down Town), Transportation by Mercedes Minivan Air-Conditioned , English-speaking licensed driver, Unlimited cold mineral waters , Private transportation, On-Board WiFi

Exclusions: Lunch (to be paid on location), Entrance fees (museums, churches, historic sites, etc.), City tour guide

Reviewed By Journey40774728396

We booked with Alessandro for a day trip from Florence to Siena and San gimignano as we were in Italy for my wife's business, so we decided to visit Tuscany for the third time. COVID wasn't a big deal yet, but the cities were practically deserted.. Alessandro was a delightful tour guide and host. (great with communications, reasonable price and very comfortable car and driver) Alessandro is extremely friendly, and it was a pleasure to meet him and have accompanied him around for the day. I don't know how he did it but every time we were leaving from anywhere, without even having to text him or look for him, he was there waiting for us with the door open! We were able to spend a really relaxing and enjoyable day touring the vineyards thanks to Alessandro so organized and professional! We love Florence!!!

10. Day Trip to Siena and San Gimignano With Wine Tasting

Province of Rome, Province of Rome, Lazio Florence Experiences By Real Barcelona Tours

Do you wish to escape from the daily crowd of the city? Do not hesitate to take our tour. The Day Trip to Siena and San Gimignano with Wine Tasting is a full day tour in the Tuscany landscape. The pickup and drop off is at your hotel. Our 12 hours day trip includes a visit to the beautiful city of Siena and the little village of San Gimignano. The lunch with wine tasting is included in the price. If you have kids, just precise it during the reservation and we replace the wine with another drink.

Inclusions: 12 hours English speaking private driver with private car or minivan, Local private guide for 3 hours in Siena, Hotel pickup and drop-off (hotels in Rome city center), Private tour, Lunch, Wine tasting

Exclusions: Entrance fees (Duomo and Museo delle Contrade), Gratuities

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