Things to do in Pienza, Tuscany: The 10 best experiences

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).

Horseback riding in the Tuscan hills outside Florence.

This horseback ride will offer you the opportunity to explore the beautiful Pelago countryside on horseback, enjoying an experience in contact with nature.

The rides are led by experienced instructors to whom you can ask questions to learn about the area and discover curiosities about horses and their lives. The horses that will accompany you are docile and well-trained making the experience suitable even for beginners and children from 10 years old.

You will explore scenic trails, cross green hills and admire typical landscapes of the area, immersed in the beauty of Tuscan nature. 

You can choose from several tours:

•    1-hour walk
•    1-hour walk and aperitif on the way back
•    1-hour and 30-minute walk
•    2-hour walk
•    4-hour walk with lunch at a farmhouse

The equipment for horseback riding will be provided to you by the facility, but the appropriate sportswear (long pants and closed shoes) should be your own.

Horseback riding in the hills of the Sienese Chianti is a unique experience that allows you to admire the striking views of Tuscany.

On arrival at the stables you will be greeted by experienced equestrian guides who will hand you the’equipment and safety devices to be able to ride a horse.

Before leaving for the ride you will go to the sand rectangle where the guides will explain the basics of horseback riding.

At this point you will be ready to set off and reach the hills of the Sienese Chianti region, where you can admire unique landscapes and discover more about local products: wine and oil.

There will be no lack of little pearls of history and anecdotes that will make the walk even more enjoyable.

Comfortable clothing with long pants and closed shoes is recommended.

The walk with alpacas in the Florentine Hills è a pleasant experience in the midst of woods and fields on the outskirts of Florence, accompanied by the sweetest alpacas. During the loop trail, which is about 3 km long, you will learn about all the alpacas you will be walking.

After the walk you can stop on the meadow and enjoy the spectacle of the alpacas in freedom.

We recommend that you wear comfortable clothes and sports or hiking shoes.

Horseback riding and wine tasting in the surroundings of Florence.

You will leave from the stables in Pelago together with an equestrian guide and, after about an hour of riding through the hills, you will reach a historic winery nestled in the countryside.

Here you will visit the estate and learn about the winemaking processes, and then taste 4 glasses of local wine. You can also choose the "with chopping board" tour to taste local cured meats and cheeses.

When the tasting is over, you will get back on horseback to return to the stables accompanied by your guide.

The equipment for horseback riding will be provided to you by the facility, but appropriate sportswear (long pants and closed shoes) should be your own. We also recommend the'use of a sweatshirt for the winery visit.

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.

The Argentario e-bike tour from Porto Santo Stefano, in the province of Grosseto, begins at 10:00 am. There you will meet the guide, who will hand over the mountain bikes and help you get ready for departure (rental is included in the price!).

Once you leave the center of town, you will start climbing the promontory of Monte Argentario, facing hairpin bend after hairpin bend until you reach a paved alley road that will lead you to the Capo d'Uomo tower, located 350 m above sea level.

The last part of the climb will require considerable effort, but the spectacular views of the coast below will repay the effort.

The route will continue through hairpin bends and dirt roads in the direction of Porto Ercole, a town that has been part of Italy's most beautiful villages since 2014. During the lunch break you will stop near Forte Stella, a 16th-century defensive fortification characterized by its distinctive shape.

In the afternoon you will cross the Orbetello Lagoon, which is a WWF oasis and an important habitat for many species of waterfowl, including the wonderful pink flamingos. You will return to Porto Santo Stefano at 3 p.m., having completed a 41-km route that includes quite challenging uphill and downhill sections.

A vintage gozzo excursion along the coast of the Argentario promontory departing from Porto Santo Stefano.

During the navigation, you will skirt the coast and visit some of the Argentario's most beautiful coves, where you can stop for a swim and snorkel in the crystal clear waters.

The boat is made entirely of wood, and is equipped with a large sundeck and awning. A small snack will be offered on board.

The activity can be booked for a morning or afternoon ride. It is also possible to book the boat in private mode.

Maximum capacity: 7 people.

The Argentario catamaran and snorkeling day will begin at 9 a.m. in Porto Santo Stefano, in the province of Grosseto, where you will meet the crew who will accompany you on the catamaran excursion.

The boat ride will take you along the coast of the Monte Argentario promontory, past sandy bays, inlets, cliffs and coves of great natural beauty.

During the trip you will make several stops to snorkel in the most beautiful places, including Cala del Gesso, Cala dell'Olio and Cala Mar Morto. The crew will provide you with all the necessary equipment. You can also relax in the sun and enjoy the open bar with water, soft drinks, red and white wine.

During the first stop you will be offered a selection of local mixed flatbreads prepared with Tuscan olive oil, Taggiasca olives, and the local super with anchovies.

At lunch, the delicious Captain's mixed bruschetta will be offered, which may vary from day to day following the freshness of the products. At the end of the meal, a basket of fresh fruit and coffee will be offered, and in the afternoon there will be a Nutella party for everyone to recharge their energy and keep diving and swimming.

The day will end with the return to Porto Santo Stefano scheduled for 6 p.m. The excursion is confirmed with a minimum of 15 participants.

Don't miss a unique opportunity to sail Argentario, Giannutri Island or Giglio Island aboard a boat, enjoying lunch on board and snorkeling in excellent company.

Departing from Porto Santo Stefano, the destination will be chosen according to weather and sea conditions, and during the trip, you will be accompanied by the crew who will guide you through corals, volcanic rocks and gorgonians, telling the story of these picturesque places.

You will enjoy the sunshine and an onboard lunch of pasta, fruit, wine, soft drinks and coffee.

The itinerary will be determined by marine weather conditions, with at least 4 stops for swimming and snorkeling activities. Return is scheduled in the afternoon between 4:30 and 5:30 p.m., with a total excursion duration of about 8 hours.

Two boats are available. The Negis boat carries up to 18 people, while the Gigliola boat carries up to 28 people.

Horseback riding in the Tuscan hills outside Florence.

This horseback ride will offer you the opportunity to explore the beautiful Pelago countryside on horseback, enjoying an experience in contact with nature.

The rides are led by experienced instructors to whom you can ask questions to learn about the area and discover curiosities about horses and their lives. The horses that will accompany you are docile and well-trained making the experience suitable even for beginners and children from 10 years old.

You will explore scenic trails, cross green hills and admire typical landscapes of the area, immersed in the beauty of Tuscan nature. 

You can choose from several tours:

•    1-hour walk
•    1-hour walk and aperitif on the way back
•    1-hour and 30-minute walk
•    2-hour walk
•    4-hour walk with lunch at a farmhouse

The equipment for horseback riding will be provided to you by the facility, but the appropriate sportswear (long pants and closed shoes) should be your own.

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.

Horseback riding in the hills of the Sienese Chianti is a unique experience that allows you to admire the striking views of Tuscany.

On arrival at the stables you will be greeted by experienced equestrian guides who will hand you the’equipment and safety devices to be able to ride a horse.

Before leaving for the ride you will go to the sand rectangle where the guides will explain the basics of horseback riding.

At this point you will be ready to set off and reach the hills of the Sienese Chianti region, where you can admire unique landscapes and discover more about local products: wine and oil.

There will be no lack of little pearls of history and anecdotes that will make the walk even more enjoyable.

Comfortable clothing with long pants and closed shoes is 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.

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 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.

The private boat excursion to Cala Violina is an experience suitable for both those who want to relax and the more adventurous.

As the first destination of the tour you can choose the beach of Cala Violina or the one you prefer from Scarlino to the Sparviero islet. In any case, the skipper will be ready to advise you on the best destination also depending on the day.

Once you have chosen your destination, you will depart from the port and move along the coast, taking a short tour of the rocky beaches and coves, including Cala Terre Rosse, Cala Martina, and Cala Civette.

When you arrive at your destination, you will drop anchor as close to shore as possible, so you can see the seabed and give the more athletic people a chance to swim to the beach. A ring life jacket will be provided to make the crossing safely (or a pink flamingo!).

On board you will have masks to do some snorkeling, beautiful experience especially at the Sparrowhawk and the rocky little beaches. You can choose from 2 tours:

Tour with lunch

With the morning tour, an onboard lunch of rice or cold pasta, Tuscan crush, fruit, water, beer and wine is included.

Tour with aperitif

With the afternoon tour an aperitif of white wine, beer or prosecco accompanied with some pizza, schiaccia Toscana and fruit is included. If you prefer something more sophisticated, however, you will have the option of choosing wine and champagne from a menu provided by a renowned local winery, which you can even accompany with oysters.

Bark in a comfortable motorboat and visit Giglio Island, Giannutri and the most hidden coves and islets of the Tyrrhenian Sea.

Leaving from Castiglione della Pescaia, the tour will last about 8 hours and 30 minutes and will be structured as it follows:

Giglio and Giannutri

•    Embarkation starting at 8 a.m.; at 8:30 a.m. we set sail! (check in by 8.10 am)
•    Sailing along the coast of Maremma and Parco dell’Uccellina to Talamone and afterwards along the north coast dell’Argentario.
•    Just before 11 a.m. disembarking at Giglio. You will be able to visit at liberty or with Toscana Trekking guides, booking visits with them during navigation
•    At approximately 2 p.m. we set sail for Giannutri.
•    At about 2.45 pm arrival in Giannutri, where it will be possible to take more guided tours or engage in bathing.
•    At 4 p.m. we set sail from Giannutri to return to Castiglione (7:30 p.m.), after a brief technical stop at Giglio.

The tour stops may vary depending on weather conditions and skipper's decisions.

It is required to pay in cash, before departure, the Municipal Disembarkation Fee for Giglio Island of 3.00€ per person and the Giannutri Island Access Fee of 2.50€ per person.

The alpaca walk in the Tuscan Maremma, Val d'Orcia, is designed to give an unforgettable experience of contact with nature and animals.

The walk with alpacas is about 2.5 km long and takes place between a very short stretch of country road and then enters paths through fields, vineyards, grove until you reach the bank of the Ombrone River.

The route of the alpaca walk may vary depending on weather conditions (so as to avoid excessive mud), hunting season or excessive heat preferring shadier stretches.

The approximate duration of the walk is about 1.5 hours but obviously depends on how the animals are prepared on that day, the ability of the participants to "lead" them, and other variables such as the state of the trails.

During the alpaca walk there are stops for a total of about 10 minutes during which you can interact with the alpacas, feed them, take photos and videos.

Romantic horseback ride for couples in Suvereto, an exclusive experience immersed in the Tuscan hills.

After a brief introductory briefing, you will set off side by side for a ride at the pass through vineyards and hilly landscapes. Along the way a stop at a particularly scenic location is planned, where a snack will await you to enjoy in total tranquility.

At the end of the break, the guide will return to accompany you on your return to the ranch.

Horseback ride with wine tasting and lunch in Suvereto, an immersive experience in the Tuscan countryside that combines nature, horseback riding and local food and wine.

Accompanied by an experienced guide, you will depart from the ranch for a horseback ride through vineyards and olive groves, traversing the typical landscape of the Tuscan hills. Along the way you will reach a renowned winery in the area, where you will have a stop dedicated to the tasting of several high quality local wines, accompanied by a light lunch at the winery.

After the tasting is complete, you will climb back into the saddle to return to the ranch.

During this horseback ride from Suvereto you can explore the territory of the Tuscan Maremma in two types of excursions.

Adults only (ages 14 and up)

The horseback ride through vineyards and olive groves will take you through the famous "wine and oil road".

This 2-hour hike is available only for adults and teens (ages 14 and up).

With children (ages 9 to 13)

The horseback ride in the nature of the Tuscan countryside will take place within a private estate of about 80 hectares. Part of the ride will pass through olive groves and vineyards and skirt a lake with a pine forest.

This 1-hour hike is available only if at least one child between the ages of 9 and 13 is present.

Both trails are easy to ride, but very scenic. The horses are very docile and well-trained, so they allow even beginners to enjoy the ride.