Things to do in San Gimignano: the 10 best activities

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 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.

A self-guided e-bike tour, through the use of an app, between Montepulciano and Vaql d'Orcia.

Easy loop of about 31 km among unpaved roads in good condition, vineyards and hills of Val d'Orcia. Among the main stops: Church of San Biagio, vantage point with views of Monte Amiata and descent through cypress trees to Monticchiello.

The tour is modular: it can last a few hours or the whole day, with stops in the village, lunch and tastings (Podere Il Casale, Cantine Capitoni and Fabbrica) and return via Poggiano.

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.

The vineyard picnic in Val d'Orcia in Montepulciano is a unique experience that will allow you to enjoy the beauty of the Tuscan countryside while enjoying local delicacies with a view of Montepulciano.

The Picnic in the Vineyard includes a basket for two with stuffed sandwiches, a bottle of red wine selection "Triacca Santavenere Nobile di Montepulciano DOCG" (alternatively the white "San Bartolomeo Toscana IGT").

Water is included in the basket. Upon arrival at the estate you will be given glass goblets and corkscrews.

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.

Unforgettable stay in the heart of Tuscany with overnight stay in a standard room for two, with picnic or wine tasting included.

You will stay at a farmhouse surrounded by nature in San Gimigano, the package includes:

•    One night in a standard room for two people
•    Breakfast

Choice of:

•    Tasting of locally produced wines
•    Picnic

A perfect experience for those who wish to immerse themselves in the food and wine culture of one of Tuscany's most fascinating medieval towns.

Horseback riding in the Sienese Hills in Tuscany can last one or two hours, and has the riding stables as its starting point. Nearby there are many woods through which you will be led.

Favorite destinations to reach are several hermitages, such as churches and monasteries, including Eremo di Lecceto or San Leonardo al Lago (2h). The latter is located on the Via Francigena, a beautiful scenic road with views of the Sienese hills.

Little curiosity: the Via Francigena is a pilgrimage route that in the Middle Ages joined Canterbury to Rome, site of St. Peter's tomb, and this to the ports of Puglia, where it was possible to embark to the Holy Land.

Explore the Sienese countryside on horseback and experience the authentic beauty of Tuscany through this relaxing ride.

You will ride through hillsides embellished with vineyards, olive groves and cypress trees following scenic trails and immersing yourself in the vibrant colors and scents of unspoiled nature.

Accompanied by an experienced guide, you will learn about the local flora and fauna, discovering fascinating details about the plants and animals that inhabit this extraordinary land. Your guide will also share some stories about the region's history and traditions, transporting you back in time among medieval villages and historic rural estates.

These horseback rides are suitable for everyone from beginners to experienced riders. The well-trained and docile horses ensure a safe and enjoyable experience for all participants.

Comfortable and sporty clothing with closed shoes and long pants is required to participate in this experience.

To make your adventure even more special, you can choose to stop for lunch or indulge in a wine tour with tasting at a local winery, savoring the exquisite flavors of the best Tuscan wines and traditional delicacies (not included in the price).

The picnic in the vineyard in San Gimignano offers you the opportunity to enjoy a unique and relaxing experience, surrounded by the rows of Vernaccia grapes.

You can taste typical Tuscan products, accompanied by a bottle of local wine, your choice of Vernaccia, Chianti and Rosato.

This experience is ideal for couples and will allow you to indulge in a relaxing break with a splendid view of the Towers of San Gimignano.

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.

A wine tasting with a visit to the Tenuta degli Dei in Chianti is the perfect opportunity to spend a relaxing time surrounded by the picturesque Tuscan vineyards.

The meeting begins in front of the Church of San Leolino, a three-nave basilica that preserves valuable works of art from the Tuscan artistic tradition.

The tour continues with a visit to the vat cellar, where the vats in which the fermentation of the wines takes place, and the barrique cellar, which houses the fine French oak barrels in which the wine rests until it reaches perfect maturity.

Next, you will reach the Estate, where the tasting will take place. In the dedicated room, you will have the opportunity to taste five wines: a white wine, a rosé, a Chianti Classico and two IGTs, accompanied by a small sampling of local cured meats and cheeses.

You can choose between the tour in Italian and in English.

Minors and those not participating in the tasting do not pay and will receive a tasting of local products.

In case of food allergies or intolerances, you can contact the estate after booking.

Finally, the estate is pet friendly, welcoming your four-legged friends as well.

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.

Unforgettable stay in the heart of Tuscany with overnight stay in a standard room for two, with picnic or wine tasting included.

You will stay at a farmhouse surrounded by nature in San Gimigano, the package includes:

•    One night in a standard room for two people
•    Breakfast

Choice of:

•    Tasting of locally produced wines
•    Picnic

A perfect experience for those who wish to immerse themselves in the food and wine culture of one of Tuscany's most fascinating medieval towns.

The picnic in the vineyard in San Gimignano offers you the opportunity to enjoy a unique and relaxing experience, surrounded by the rows of Vernaccia grapes.

You can taste typical Tuscan products, accompanied by a bottle of local wine, your choice of Vernaccia, Chianti and Rosato.

This experience is ideal for couples and will allow you to indulge in a relaxing break with a splendid view of the Towers of San Gimignano.

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.

A wine tasting with a visit to the Tenuta degli Dei in Chianti is the perfect opportunity to spend a relaxing time surrounded by the picturesque Tuscan vineyards.

The meeting begins in front of the Church of San Leolino, a three-nave basilica that preserves valuable works of art from the Tuscan artistic tradition.

The tour continues with a visit to the vat cellar, where the vats in which the fermentation of the wines takes place, and the barrique cellar, which houses the fine French oak barrels in which the wine rests until it reaches perfect maturity.

Next, you will reach the Estate, where the tasting will take place. In the dedicated room, you will have the opportunity to taste five wines: a white wine, a rosé, a Chianti Classico and two IGTs, accompanied by a small sampling of local cured meats and cheeses.

You can choose between the tour in Italian and in English.

Minors and those not participating in the tasting do not pay and will receive a tasting of local products.

In case of food allergies or intolerances, you can contact the estate after booking.

Finally, the estate is pet friendly, welcoming your four-legged friends as well.

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.

During the horseback ride in the Pisan Hills. You will have a choice of one-hour or two-hour hike.

The views are very beautiful and open to the Pisan Hills.

A minimum of experience is recommended for the horseback riding trip. Helmet is provided at the facility and jeans and sneakers are recommended as clothing.

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.

Horseback experience for beginners, designed to introduce you to horseback riding in a safe and engaging way, with a final appetizer and photo shoot.

The activity begins with a short briefing and a lesson in the field to learn or brush up on basic commands and build an initial relationship with the horse, followed by a trial ride to gain more confidence. Afterwards, you will set off directly for a walk of about an hour through forests, fords and historic trails, passing under the Upezzinghi tower, to the abandoned convent of Nicosia and the Certosa di Calci, along a loop trail.

At the end of the hike, an aperitif awaits you in the stables with typical products, bread and wine, with options also available for special dietary needs. The experience is about 2 hours long, easy level and suitable for ages 8 and up, with ground accompaniment for younger riders. Also included is a photo shoot to remember the day.

Horseback riding outside Volterra gives you a relaxing experience along a route of white roads through the rolling Tuscan hills.

Once you arrive at the stables, you will be greeted by an instructor who will provide you with a safety helmet and basic information about saddling the horse and the type of riding.

During the evaluation lesson (lasting about 30 minutes), you will learn how to hold the reins and understand the horse's behavior outside the arena.

Afterwards, you will set off on a 1-hour horseback ride through the rolling hills surrounding Volterra. You will be accompanied by an equestrian guide.

It is possible to go out on the walk in groups of up to 4 people at a time. This experience is suitable for everyone, even those new to horseback riding. To participate, you must be 14 years of age or older and weigh less than 90kg.

You are required to wear long pants, long socks and closed sneakers.

This experience is subject to favorable weather conditions and terrain suitability.

Truffle hunting with tasting or lunch around Volterra.

Accompanied by an experienced truffle hunter and his trained dogs, you will walk in search of truffles in the hills outside Volterra. During the outing the guide will answer all your curiosities about this practice and the history of the area.

To enrich your day, you can also choose 2 more comprehensive options:

Truffle hunting with small tastings

By selecting this option, you will be able to extract the truffle yourself and enjoy it through small tastings, accompanied by the’excellent locally produced wine.

Truffle hunt with lunch or dinner

By selecting this option, you will be able to extract the truffle yourself, and enjoy it later at the Farmhouse restaurant, where a full lunch or dinner will be served with the harvested truffle, accompanied by’excellent locally produced wine.

The experience can also be conducted in English.

To carry out the experience it is recommended to have appropriate sportswear with closed sneakers. In case of uncertain weather a waterproof jacket and rain boots are recommended.

We would like to remind you that the activity is subject to favorable weather conditions.

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 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.

The horseback riding tour among the vineyards and tasting in San Gimignano will take place among the unforgettable panoramic views among rustic farmhouses and vineyards in the area.

It is a horseback tour of the estate, nearby vineyards and the forest around San Gimignano (1 hour).

Afterwards there will be a short lecture on wine and vineyards, after which there will be a full wine tasting and then, if selected, lunch outdoors in the garden.

Lunch among the vineyards and wine tasting in San Gimignano is a very romantic experience in Tuscany. It is also available for dinner and includes a walk through the vineyards, during which you will be shown the technique of harvesting grapes. Afterwards you will be given a lesson on wine, from winemaking techniques to how to preserve a vineyard.

This will be followed by a tasting of wines and typical Tuscan products among the rows of the estate vineyard, with lunch or dinner served. The experience consists of a vertical tasting of 15 Tuscan products.

Lunch or dinner will be accompanied by the tasting and the following courses:

•    Aperitivo with typical Tuscan cold cuts and cheeses and bruschetta.
•    Tuscan Ribollita or Lasagna with truffles
•    Roasted meat with side dish
•    Cantuccini with Dessert Wine or Vanilla Ice Cream with Balsamic.

Available upon request are vegetarian, vegan and gluten-free menu.

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 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.