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.

For the classic Val d'Orcia bicycle tour, you will start from Pienza, and discover the typical and most characteristic landscapes of the Val d'Orcia near Siena. The bicycles that can be rented for this bike tour have pedal assist.

The tour starts from Pienza and continues to San Quirico and Bagno Vignoni, through the typical Tuscan hills. You will go to visit the heart of the Val d'Orcia natural park, a UNESCO heritage site.

It will be done in fully self-guided mode, without a guide, given the ease of following the route via a GPS track.

The route is customizable in its entirety, you will be the one to decide which tour to take according to your characteristics and desires. The facility will help you define the route before your departure.

There will also be a regular or vegetarian lunch box included in the price, which you can choose and which is delivered before departure.

You will receive everything you need to have the best possible experience on your own with your group of friends or family.

During the tour, you will pass through the beautiful yellow and green hills typical of Tuscany, flanked by vineyards, and pass through beautiful dirt roads near medieval villages in the midst of the magnificent colors of the Val d'Orcia.

Enjoy a horseback ride through the hills of the Crete Senesi, in the heart of Tuscany, accompanied by expert guides. You will have the opportunity to choose whether to enrich the experience with a swim in the pool and/or dinner.

When you arrive, you can enjoy a refreshing break at the reception bar before heading to the riding stables, just a few minutes' walk away, where guides Clara and Marco will introduce you to the horse that will accompany you on the excursion. After a brief introduction to the basics of riding and proper interaction with the horse, you will receive your helmet and be ready to go.

The horseback ride takes about two hours and will take you through authentic landscapes on the Val d’Arbia, Val d’Orcia, Montalcino and Monte Amiata. You will ride along scenic ridges from which you can admire unique views and enjoy a relaxing experience in close contact with nature.

The experience è perfect even for beginners thanks to the docile horses and the presence of experienced guides, while dedicated rides for more experienced riders can be arranged upon request.

You will have the option of renting your e-bike for the entire day or choose to take one of two suggested guided tours. The tours last on average 4/5 hours but the customer can keep the e-bike the whole day (10:30am-6:30pm).

Helmet, backpack and rain cover k-way will also be included for you with the e-bike rental.

There are two tours offered instead, the first one the Val d' Orcia tour, during which you will visit locations used for important TV series and movies. A snack of typical Tuscan products is also included. The second is the Wine tour, during which you will discover the best Rosso and Nobile di Montepulciano wineries.

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.

Experience the magic of Chianti aboard a vintage Fiat 500 that allows you to experience a relaxing day in the Tuscan hills.

This unique experience will introduce you to vineyards, scenic roads, and historic villages.

You will drive an Italian icon, breathe in the Tuscan air and experience local wine tastings (not included in the price).

In order to drive the car you must be at least 21 years old and have a valid category B driver's license.

The car will be delivered to you with a full tank of gasoline. Because the price of gasoline consumed is not included, you will need to return the car with a full tank at the end of the experience.

Participants must provide a credit card (no debit or rechargeable) to leave as collateral for any fines or damage to the vehicle.

The Chianti e-bike tour departing from Castellina allows you to experience a full day of fun cycling in the Tuscan hills.

This experience allows you to rent an e-bike for the whole day (9 hours) and admire hills, vineyards and historic villages in the company of friends or family.

Be enchanted by the Tuscan landscapes and panoramas while discovering evocative views.

This experience is suitable for everyone and e-bike rental does not require special physical training. Remember, however, that Chianti is an area with no flat roads.

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.

Tuscan winery lunch in San Gimignano, with guided tasting of 5 wines and local dishes.

During the experience you will meet in the winery for a brief introduction to the history of the family and the winery. Following this, you will participate in a tasting of five wines, paired with a lunch of Tuscan specialties including typical salumi, mixed bruschetta, selection of pecorino cheese, a traditional first course and, for dessert, chocolate and Sottobosco.

The experience will take place in San Gimignano and is designed for those who wish to discover local flavors in an authentic setting. The tasting will be guided and the menù is fixed.

Enjoy a horseback ride through the hills of the Crete Senesi, in the heart of Tuscany, accompanied by expert guides. You will have the opportunity to choose whether to enrich the experience with a swim in the pool and/or dinner.

When you arrive, you can enjoy a refreshing break at the reception bar before heading to the riding stables, just a few minutes' walk away, where guides Clara and Marco will introduce you to the horse that will accompany you on the excursion. After a brief introduction to the basics of riding and proper interaction with the horse, you will receive your helmet and be ready to go.

The horseback ride takes about two hours and will take you through authentic landscapes on the Val d’Arbia, Val d’Orcia, Montalcino and Monte Amiata. You will ride along scenic ridges from which you can admire unique views and enjoy a relaxing experience in close contact with nature.

The experience è perfect even for beginners thanks to the docile horses and the presence of experienced guides, while dedicated rides for more experienced riders can be arranged upon request.

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.

Experience the magic of Chianti aboard a vintage Fiat 500 that allows you to experience a relaxing day in the Tuscan hills.

This unique experience will introduce you to vineyards, scenic roads, and historic villages.

You will drive an Italian icon, breathe in the Tuscan air and experience local wine tastings (not included in the price).

In order to drive the car you must be at least 21 years old and have a valid category B driver's license.

The car will be delivered to you with a full tank of gasoline. Because the price of gasoline consumed is not included, you will need to return the car with a full tank at the end of the experience.

Participants must provide a credit card (no debit or rechargeable) to leave as collateral for any fines or damage to the vehicle.

The Chianti e-bike tour departing from Castellina allows you to experience a full day of fun cycling in the Tuscan hills.

This experience allows you to rent an e-bike for the whole day (9 hours) and admire hills, vineyards and historic villages in the company of friends or family.

Be enchanted by the Tuscan landscapes and panoramas while discovering evocative views.

This experience is suitable for everyone and e-bike rental does not require special physical training. Remember, however, that Chianti is an area with no flat roads.

A sunrise hot air balloon flight in the heart of Tuscany to fly over Chianti and its beautiful landscapes.

The experience begins at the meeting point where you will be given a short initial briefing to explain the safety rules to be followed during the flight.

Once the briefing is over, you can take off to visit some of the most beautiful areas of Chianti. From above you will be able to see its beautiful vineyards and some of the most charming villages in the area. The flight lasts about 1 hour.

After landing you will be treated to a breakfast that includes prosecco, pastries, savory foods and fruit juice. At the end of breakfast, a shuttle will take you back to your starting point

Open shoes such as flip-flops or heels are prohibited for flying. We recommend appropriate clothing according to the season.

The flight takes place at sunrise and the time varies according to the season, we always recommend contacting the facility after booking to verify the exact time.

Tuscan winery lunch in San Gimignano, with guided tasting of 5 wines and local dishes.

During the experience you will meet in the winery for a brief introduction to the history of the family and the winery. Following this, you will participate in a tasting of five wines, paired with a lunch of Tuscan specialties including typical salumi, mixed bruschetta, selection of pecorino cheese, a traditional first course and, for dessert, chocolate and Sottobosco.

The experience will take place in San Gimignano and is designed for those who wish to discover local flavors in an authentic setting. The tasting will be guided and the menù is fixed.

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.

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.

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.

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.

Horseback riding with the possibility of a picnic on the Cerbaie Hills starting from Castelfranco di Sotto.

The experience is designed specifically for couples on a private basis and consists of a horseback ride surrounded by nature and, if selected, a picnic with typical Tuscan products set up directly in the park during the outing.

The outing takes place in the Cerbaie Natural Park on the Via Francigena, the historic pilgrimage route from Canterbury in England to Santa Maria di Leuca in Puglia.

During the horseback ride, you will be accompanied by an experienced guide who will lead you along the entire trail. The hike is suitable for everyone.

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.

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.

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.

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.

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.