Things to do in San Gimignano: the 10 best activities

The visit to the Historic Cellars of Montepulciano and tasting, is a unique experience. To accompany the wines, the tasting includes a small board of typical products.

The tour begins with a guided tour of the winery, where you will be told the full story of the owner family and the historic winery.

Finished the guided tour of the cellars begins the tasting accompanied by a small board of typical products. The tasting is done inside.

Tasting 6 wines:

•    1 DOC Rosso di Montepulciano
•    2 types of DOCG: nobile classico and nobile selezione
•    2 IGPs from red grapes, one of which is from the Bordeaux blend
•    1 IGT in rotation between Chianti; Rosato; Spumante Brut

(Depending on the availability of products and the season, there may be variations).

A clothing appropriate for the low temperatures from the winery is recommended.

The winery is located in a limited traffic zone, but there is a parking lot just a 5-minute walk away.

Sunset quad biking excursion with aperitif in Val d'Orcia ideal for spending a day of adventure and fun exploring Tuscan landscapes.

This experience offers a quad bike excursion of about 3 hours along with an aperitif with cocktails, wine and cold cuts and cheese board in Val d'Orcia. The latter will be held on a terrace in Monticchiello at sunset, enjoying the Tuscan landscapes from a unique perspective.

In all excursions helmet, insurance, gasoline and assistance are included, ensuring safety and comfort. Local experts guide the routes, sharing knowledge and stories of the area with guests.

The Val d'Orcia tour by vintage Vespa from Pienza allows you to explore Tuscany in a unique way.

The Vespa rental does not include a guide and it is daily. The opening hours of the facility are from 9 a.m. to 7 p.m. The duration of the experience is indicative and you can choose the time at which you pick up the vintage Vespa or scooter.

During the tour, you can have wine tastings and have lunch freely. You can also opt for a picnic, with basket provided and suggestions on where to stop.

Recommended stops include Pienza, San Quirico, Bagno Vignoni, Monticchiello and Montepulciano. The Val d'Orcia offers breathtaking views and medieval towns such as Pienza and Montalcino.

In the price helmet rental is included. Each Vespa can carry up to 2 people. Closed-toe shoes and long pants are recommended.

The quad bike excursion from Pienza in the Val d'Orcia offers three exciting routes to explore Tuscany in an adventurous way.

Monticchiello Tour (1 hour)

The Monticchiello tour is an hour-long drive through white roads and trails leading to the beautiful Val d'Orcia, allowing you to admire charming villages while driving.

Pienza Tour (2 hours)

The second tour, Tour Pienza, is a two-hour adventure through woods and trails to the village of Pienza, with spectacular views of vineyards, wheat fields and Montepulciano in the background.

Monticchiello sunset tour (3 hours)

The Monticchiello tour can also be done at sunset and is a magical experience with aperitif on a terrace in Monticchiello, enjoying cocktails, wine and platters of cured meats and cheeses in Val d'Orcia.

Helmet, insurance, gasoline and assistance are included in all excursions, ensuring safety and comfort. Local experts lead the tours, sharing knowledge and stories of the area with guests.

Horseback rides in the Crete Senesi, Buonconvento, can be an hour or an hour and a half, and have the riding stables as their starting point.

The horseback rides follow routes through the countryside that will allow you to pass by some ancient villas and cypress avenues.

What are you waiting for? Book this experience that will leave you with unforgettable memories!

Picnicking among the vineyards in Montepulciano is the perfect opportunity to taste typical Tuscan products in a charming atmosphere: surrounded by vineyards.

You will be welcomed by a family business that has been producing wine for 7 generations, one of the most historic estates in Montepulciano.

This experience allows you to spend a relaxing and quiet moment in the company of friends or your better half.

You will enjoy a rich picnic among the rows of vineyards where the grapes destined for the production of Vino Nobile di Montepulciano grow.

You will be provided with a wicker basket with traditional dishes made by the estate's chef and enhancing the freshest local produce. Everything will be accompanied by 1 bottle of wine.

For those who wish, it is possible to take a guided tour of the winery (to be purchased separately when booking).

In case of food allergies and intolerances, it is possible to contact the property following the reservation.

Horseback riding in Siena is a unique opportunity for prinipianti to get closer to horseback riding while enjoying a wonderful view of Siena and the Sienese hills.

After cleaning the horse together with the equestrian guide, you will be taught how to mount the horse and how to walk in total peace. You will then have the opportunity to stop at the organic farm for a tasting of typical Tuscan products.

The walk takes about 1 1/2 hours and can be organized as a group or exclusively.

You can walk in the morning or at sunset and the minimum age required to participate is 14 years old.

Lunch with wine tasting at Cantina Brogioni is a perfect experience to spend a relaxing moment surrounded by the Chianti hills.

After a short walk during which you will be given a description of the winery and the process of extracting extra virgin olive oil, you will visit the winery, where you will learn more about the winemaking process.

Following this, you will be served a three-course lunch paired with 4 local wines:

•    1 first course of pasta al pesto (pine nuts, fresh basil, EVO oil and parmesan cheese), paired with an IGT white wine and a vintage Chianti classico
•    1 second course consisting of bruschetta with local EVO oil, selection of typical Tuscan salumi, 36 month Parmigiano Reggiano and Tuscan pecorino cheese, paired with a Chianti classico riserva and a Supertuscan
•    2 samples of Tuscan pecorino, one with local EVO oil with San Miniato white truffle and the other with cooked must
•    1 dessert consisting of a Greek yogurt mousse sprinkled with a dark cocoa cream with 12% EVO oil

In case of food allergies and intolerances it is possible to contact the facility after booking.

Wine tasting in Gaiole allows you to enjoy a unique experience in the heart of Chianti Classico.

You will be welcomed by an ancient medieval fortress where you can discover historic wineries and taste wines produced on site.

You can choose from 2 options.

Tasting of 3 wines

If you choose this tasting route, you can take a guided tour of the wineries followed by the tasting of:

•    Extra Virgin d’olive oil DOP Chianti Classico
•    "Molino delle Balze" IGT Toscana Bianco (Chardonnay)
•    "Chianti Classico" DOCG (Sangiovese)
•    “Poggio a' Frati” - Chianti Classico Riserva DOCG (Sangiovese)

Tasting of 4 wines

This option includes a guided tour of the wineries and tasting of the following products:

•    Extra Virgin d’olive oil DOP Chianti Classico
•    “Poggio ai Frati” - Chianti Classico Riserva DOCG (Sangiovese)
•    “Stielle” Chianti Classico Gran Selezione DOCG (Sangiovese)
•    "Buriano” IGT Toscana (Cabernet Sauvignon)
•    “Pratola” IGT Toscana (Colorino)

Horseback rides in the Crete Senesi, Buonconvento, can be an hour or an hour and a half, and have the riding stables as their starting point.

The horseback rides follow routes through the countryside that will allow you to pass by some ancient villas and cypress avenues.

What are you waiting for? Book this experience that will leave you with unforgettable memories!

Fly in a hot air balloon over the hills and villages of the Val d'Orcia.

To begin this experience, you will be greeted by the captain and crew who will provide a safety briefing before takeoff.

The flight will last about 1 hour and you will ascend to an altitude ranging from 500 and 3000 feet. Here you can admire and photograph the rolling hills of Tuscany and charming villages such as Pienza and Montalcino.

At the end of the flight, you will enjoy a gourmet breakfast and toast with a glass of champagne all together. You will then be shuttled back to the launch site.

You will not è be allowed to board a hot air balloon with heeled shoes, bare feet, duffel bags or suitcases.

The take-off field will be confirmed the day before the flight, as it may vary depending on wind direction or unfavorable weather conditions. Therefore è you need to contact the facility the day before your flight to get all the updated details. Otherwise, you may go to the wrong field and risk missing your flight.

Balloon ride over Siena, to admire the beautiful landscapes of the Tuscan countryside.

To begin this experience, you will be welcomed by the captain and crew who will provide a safety briefing before takeoff.

The flight will last about an hour, during which you will take in the unique landscapes of the Tuscan countryside, climbing to an altitude ranging from 500 feet to 3,000 feet.

From here you will admire Siena from above, with its enchanting historic center, Piazza del Campo and the Torre del Mangia.

At the landing, you will toast the experience with a glass of sparkling wine. You will then be shuttled back to the launch site.

You will not è be allowed to ride in a hot air balloon in heels, barefoot, with duffel bags or suitcases.

The take-off field will be confirmed the day before the flight, as it may vary depending on wind direction or unfavorable weather conditions. Therefore è you need to contact the facility the day before your flight to get all the updated details. Otherwise, you may go to the wrong field and risk missing your flight.

The quad bike excursion in the countryside between Volterra and San Gimignano è a unique experience that combines adventure, nature and Tuscan culture.

This tour traverses hills, woods and country roads with panoramic views and breathtaking scenery. You will begin the l'excursion with a brief introduction to ATV riding and safety measures.

Following that, the adventure can begin! This type of experience è the ideal for nature lovers looking for an adventure off the beaten path, to discover an authentic and adventurous side of Tuscany that goes beyond the classic tourist routes.

The tours can be one hour or one and a half hours and are suitable for all levels of experience and families even with children, as long as they are over 5 years old.

Lunch with wine tasting at Cantina Brogioni is a perfect experience to spend a relaxing moment surrounded by the Chianti hills.

After a short walk during which you will be given a description of the winery and the process of extracting extra virgin olive oil, you will visit the winery, where you will learn more about the winemaking process.

Following this, you will be served a three-course lunch paired with 4 local wines:

•    1 first course of pasta al pesto (pine nuts, fresh basil, EVO oil and parmesan cheese), paired with an IGT white wine and a vintage Chianti classico
•    1 second course consisting of bruschetta with local EVO oil, selection of typical Tuscan salumi, 36 month Parmigiano Reggiano and Tuscan pecorino cheese, paired with a Chianti classico riserva and a Supertuscan
•    2 samples of Tuscan pecorino, one with local EVO oil with San Miniato white truffle and the other with cooked must
•    1 dessert consisting of a Greek yogurt mousse sprinkled with a dark cocoa cream with 12% EVO oil

In case of food allergies and intolerances it is possible to contact the facility after booking.

Wine tasting in Gaiole allows you to enjoy a unique experience in the heart of Chianti Classico.

You will be welcomed by an ancient medieval fortress where you can discover historic wineries and taste wines produced on site.

You can choose from 2 options.

Tasting of 3 wines

If you choose this tasting route, you can take a guided tour of the wineries followed by the tasting of:

•    Extra Virgin d’olive oil DOP Chianti Classico
•    "Molino delle Balze" IGT Toscana Bianco (Chardonnay)
•    "Chianti Classico" DOCG (Sangiovese)
•    “Poggio a' Frati” - Chianti Classico Riserva DOCG (Sangiovese)

Tasting of 4 wines

This option includes a guided tour of the wineries and tasting of the following products:

•    Extra Virgin d’olive oil DOP Chianti Classico
•    “Poggio ai Frati” - Chianti Classico Riserva DOCG (Sangiovese)
•    “Stielle” Chianti Classico Gran Selezione DOCG (Sangiovese)
•    "Buriano” IGT Toscana (Cabernet Sauvignon)
•    “Pratola” IGT Toscana (Colorino)

Enjoy a horseback ride through the typical Tuscan countryside, along the scenic trails that connect Volterra and San Gimignano.

This experience is suitable for everyone, even those who are approaching the world of horseback riding for the first time. As far as horseback riding is concerned, children, from 14 years of age, can also participate.

You will be accompanied by experienced instructors and docile, trained horses. Suitable sportswear with long pants and closed shoes is required.

When booking, you can choose from several options.

1-hour ride in the hills (from 14 years of age)

This horseback ride in the hills between Volterra and San Gimignano allows you to admire unique views. It is suitable for all levels of experience in the saddle, for experts and novices.

1½-hour ride in the hills (from 14 years of age)

The 1½-hour walk will take you discovering the hills between Volterra and San Gimignano. This activity is suitable for all levels of experience in the saddle, for the more experienced and for novices.

Sunset ride with aperitif (from 14 years of age)

From May to October, there è the possibility of a horseback ride at sunset: a unique way to admire the Tuscan countryside in one of the most fascinating moments of the day.

As the sun sets, the hills are tinged with a warm golden light, creating an evocative and unforgettable atmosphere.

At the end of the hike, you can enjoy a refreshing drink surrounded by nature.

For children

An activity tailored for little ones, offering a gentle and guided first approach to the world of horseback riding.

Accompanied by a qualified instructor, children will participate in a small, hand-led ride that will help them become familiar with the horse in a safe and welcoming environment.

The experience also includes a grooming session, during which young participants will learn the basics of horse care, developing trust, respect and an authentic bond with the animal.

Fly in a hot air balloon over the hills and vineyards of Chianti and the beautiful village of San Gimignano.

The adventure will begin as soon as you arrive at the launch field near San Casciano in Val di Pesa, where you can watch as the balloons are inflated and prepared. Once the pilots have completed their final checks, they will give you a safety briefing and you can then take off.

You will fly for about 1 hour flying over valleys, hills, vineyards, olive groves and all that Tuscany has to offer, enjoying breathtaking panoramic views. Each flight will offer you a unique experience as the hot air balloons are guided by the breeze.

At landing, you can toast with a glass of sparkling champagne accompanied by a light breakfast. You will then be shuttled back to your starting point.

You will not è be allowed to board a hot air balloon in heels, bare feet, with duffel bags or suitcases.

The take-off field will be confirmed the day before the flight, as it may vary depending on wind direction or unfavorable weather conditions. Therefore è you need to contact the facility the day before your flight to get all the updated details. Otherwise, you may go to the wrong field and risk missing your flight.

Tasting wines and local products at the Brogioni Winery in Chianti provides you with a relaxing experience on a Tuscan estate.

This experience will begin with a short walk where you will be given a description of the winery and the process of extracting extra virgin olive oil will be explained.

Following that, you will visit the winery, where the winemaking process will be described.

Finally, you will taste 4 wines accompanied by typical products:

•    1 White IGT or Rosé IGT, paired with samples of bread and typical cold cuts
•    1 Chianti classico d’vintage, paired with bruschetta with local extra virgin olive oil
•    1 Chianti classico riserva, paired with a 36 month parmigiano reggiano
•    1 Supertuscan, paired with Tuscan pecorino cheese

In addition to the wines, it will be possible to taste Tuscan pecorino cheese with EVO oil with white truffle from San Miniato and with cooked must, dark cocoa cream containing 12% of EVO oil, and face, hand and body creams produced on site.

In case of food allergies and intolerances it is possible to contact the facility after booking.

Picnic based on typical Tuscan products with a view of the hills of Volterra.

The experience will take place at the fragrant lemon house where your picnic will be served.

The picnic includes

•    menù complete from’appetizer to dessert based on Italian and Tuscan specialties that vary according to the season
•    one bottle of wine for every 4 people
•    water

The experience è subject to favorable weather conditions. In case of bad weather, the picnic can be eaten indoors at the restaurant.

Guided tour of the ancient 11th century abbey with wine tasting and light lunch, an experience that combines history, culture, food and wine tradition.

After arrival, you will begin with a guided tour of the thousand-year-old abbey, discovering the history, architecture and secrets of this sacred place.

You will then continue with a tour of the estate's historic cellars, where you will learn the techniques of traditional winemaking.

The experience concludes with a tasting of 5 selected wines, accompanied by a light lunch, for a sensory journey that blends history, culture and authentic flavors.

Participate in a horseback ride through the hills of Pisa, accompanied by an experienced equestrian guide. You will have the opportunity to enjoy a lunch or dinner or picnic depending on the tour selected.

After an initial briefing and assignment of your horse and equipment, you will ride through Tuscan woods and countryside with views of Monte Serra, Lower Valdarno, and a characteristic natural lake.

The walk takes place at the pace and è also suitable for those who è first experience in the saddle.

To make the experience even more special, you can choose from several options that include lunch or dinner in a restaurant with appetizer, main course, dessert, water and coffee, or a picnic in nature with sandwich or flatbread stuffed with local products and alcoholic or non-alcoholic beverages.

After the break you will resume your horseback riding excursion before returning to the starting point.

Comfortable clothing with long pants and closed shoes is recommended.

Enjoy a horseback ride in the heart of Tuscany among the hills of the province of Pisa with a final aperitif. Available 1h or 2h ride. 

You will be accompanied by an experienced equestrian guide among trails in the countryside and woods, admiring panoramic views of the Lower Valdarno, Monte Serra and a charming pond along the way.

Before departure, you will be assigned your horse and equipment and have a brief initial briefing to learn or brush up on the basics of horseback riding, making the activity perfect even for first-timers. The walk takes place mainly at the pass, in total safety and in a relaxed atmosphere.

At the return, a rich aperitif with alcoholic or non-alcoholic beverage accompanied by delicacies and typical products will be waiting for you, ideal to end this experience in the best way.

The recommended clothing includes closed shoes and long pants.

Discover the charm of the Tuscan countryside with a relaxing horse-drawn carriage ride, accompanied by a tasting of typical Tuscan products.


Departing from Santa Maria a Monte, this 1-hour tour will allow youà to cross evocative landscapes surrounded by greenery while experiencing an authentic and timeless moment.

During the route è scheduled a pleasant stop to taste directly on board the carriage some typical products of the area, perfect for savoring local flavors in a unique and convivial atmosphere.

For the Wine Tasting in Colle Val d'Elsa you will have a choice of different packages, which include a visit to the winery:

VISIT TO THE FARM tasting the products of the estate: a walk through the village during which we will tell you about the history of the estate and the agricultural productions. You will visit the winery and the oil mill and then taste the estate's products.

LIGHT LUNCH in the FARM tasting the wines of the Estate: walk in the village during which we will tell you about the agricultural productions, and then have lunch on the veranda with the Sommelier who will guide you in the food/wine pairing.

TAGLIERE AND TASTING with the wines of the Estate: walk in the village during which we will tell you about the agricultural productions. Followed by the tasting of the products such as wine and oil together with the sommelier, accompanied by a nice board of cold cuts, cheeses and crostini, to finish cantucci and vinsanto.

Wine and oil tasting with a visit to the winery offers you the opportunity to enjoy an authentic experience in the heart of Chianti.

You will be welcomed by a winery nestled among rolling hills, cypress trees, vineyards and olive groves.

The experience includes a guided tour of the winery, during which you will discover firsthand the winemaking techniques adopted by the estate.

Afterwards, you will have the opportunity to taste 2 or 3 wines together with locally produced Extra Virgin Olive Oil, accompanied by olives in oil, freshly baked Tuscan bread, salami and Tuscan pecorino cheese.

For any food allergies or intolerances you can contact the property after booking.

Horseback riding in San Gimignano is a pleasant experience among the beautiful views of San Gimignano, in the hills just outside the town.

The walk starts in the morning or afternoon. During the trek you will have the opportunity to love getting to know the horse thanks to the guides who will accompany you during the tour.

The horseback ride lasts 1h. You will take a pleasant horseback ride among the beautiful views of San Gimignano, where you will have the opportunity to love getting to know the horse thanks to the guides who will accompany you during the tour.

You will be provided with all horse riding equipment, including helmet (mandatory). Recommended clothing includes long pants and closed shoes.

Wine tasting in San Gimignano at a family-run estate surrounded by Tuscan nature.

You can choose from 4 types of tastings:

As you want them

This tasting begins with a short walk through one of the vineyards where the guide will give you information about the estate along with several trivia about the vine. Once back you can then choose 4 wines to taste from the 7 types produced.

4 wines for a few

This tasting will allow you to taste 4 "special" wines since less than 1,000 bottles of each are produced per year. The wines are: "Ximon” Toscana Bianco IGT, “Donna Lucia” Vernaccia di San Gimignano DOCG, “Centodue” Toscana Rosso IGT, Chianti Riserva DOCG.

4 DOCG wines

In this tasting you will taste the most classic wines of the Tuscan tradition, including Vernaccia di San Gimignano DOCG, “Donna Lucia” Vernaccia di San Gimignano DOCG, Chianti Colli Senesi DOCG, Chianti Riserva DOCG.

The Fantastic 7

During this tasting you will taste all 7 wines that are produced by the estate, specifically: Vernaccia di San Gimignano DOCG, “Donna Lucia” Vernaccia di San Gimignano DOCG, “Ximon” Toscana Bianco IGT, “Il Rosato della via vecchia”, Chianti Colli Senesi DOCG, Chianti Riserva DOCG, “Centodue” Toscana Rosso IGT.