The 10 best experiences to have in the Tuscan Maremma on vacation in 2026

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.

Picnic in Radda, in classic Chianti, allows you to spend a relaxing moment surrounded by the Tuscan hills.

You can enjoy unique moments in the company of your loved ones while enjoying locally produced wine accompanied by local schiacciate (flat bread).

The picnic takes place in the garden a you will be provided with towel, pillows and a basket that includes:

•    2 traditional gourmet schiacciate per person (one with Tuscan prosciutto, sun-dried tomato cream and arugula; one with fresh pecorino, acacia honey and Tuscan salami)
•    Cantuccini
•    1 bottle of IGT Toscana red organic wine Granbruno
•    Water
•    Dishware, recyclable cutlery and napkins

At the end of the experience you can also taste the local Vermouth Rosato.

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

Rafting from Colle Val d'Elsa in Tuscany, perfect for an adventure within nature suitable for adults and children.

Two tours can be distinguished within the experience:

Rafting

The duration of the route è of 1 hour where the river offers gentle and accessible navigation away from adrenaline rapids. This experience è designed for those approaching this type of activity for the first time. The minimum age for children is 6 years old. At the meeting point, the necessary equipment will be handed over and a briefing will be given to explain safety rules. The arrival è point is different from the departure point, about 15 minutes walk.

Packrafting

The duration of the trail è is 1 hour and 30 minutes and è perfect for those who wish to explore the river on their own, but in complete safety. The minimum age for children è is 12 years old. At the meeting point, the necessary equipment will be handed over and a briefing will be given to explain safety rules. The arrival è point is different from the departure point, about 15 minutes walk.

Tours are subject to weather conditions, so the activity may be subject to change.

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!

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.

Picnic in Radda, in classic Chianti, allows you to spend a relaxing moment surrounded by the Tuscan hills.

You can enjoy unique moments in the company of your loved ones while enjoying locally produced wine accompanied by local schiacciate (flat bread).

The picnic takes place in the garden a you will be provided with towel, pillows and a basket that includes:

•    2 traditional gourmet schiacciate per person (one with Tuscan prosciutto, sun-dried tomato cream and arugula; one with fresh pecorino, acacia honey and Tuscan salami)
•    Cantuccini
•    1 bottle of IGT Toscana red organic wine Granbruno
•    Water
•    Dishware, recyclable cutlery and napkins

At the end of the experience you can also taste the local Vermouth Rosato.

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

Rafting from Colle Val d'Elsa in Tuscany, perfect for an adventure within nature suitable for adults and children.

Two tours can be distinguished within the experience:

Rafting

The duration of the route è of 1 hour where the river offers gentle and accessible navigation away from adrenaline rapids. This experience è designed for those approaching this type of activity for the first time. The minimum age for children is 6 years old. At the meeting point, the necessary equipment will be handed over and a briefing will be given to explain safety rules. The arrival è point is different from the departure point, about 15 minutes walk.

Packrafting

The duration of the trail è is 1 hour and 30 minutes and è perfect for those who wish to explore the river on their own, but in complete safety. The minimum age for children è is 12 years old. At the meeting point, the necessary equipment will be handed over and a briefing will be given to explain safety rules. The arrival è point is different from the departure point, about 15 minutes walk.

Tours are subject to weather conditions, so the activity may be subject to change.

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.

Rafting from Colle Val d'Elsa in Tuscany, perfect for an adventure within nature suitable for adults and children.

Two tours can be distinguished within the experience:

Rafting

The duration of the route è of 1 hour where the river offers gentle and accessible navigation away from adrenaline rapids. This experience è designed for those approaching this type of activity for the first time. The minimum age for children is 6 years old. At the meeting point, the necessary equipment will be handed over and a briefing will be given to explain safety rules. The arrival è point is different from the departure point, about 15 minutes walk.

Packrafting

The duration of the trail è is 1 hour and 30 minutes and è perfect for those who wish to explore the river on their own, but in complete safety. The minimum age for children è is 12 years old. At the meeting point, the necessary equipment will be handed over and a briefing will be given to explain safety rules. The arrival è point is different from the departure point, about 15 minutes walk.

Tours are subject to weather conditions, so the activity may be subject to change.

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.

Tasting of four locally produced wines accompanied by a board with typical Tuscan products in San Gimignano.

Program

The experience will begin with a meeting at the winery, where dedicated staff will welcome you.

After a brief introduction about the family history and presentation of the winery, you will begin the tasting of 5 wines accompanied by a rich platter of typical Tuscan cold cuts, mixed bruschetta and selection of Tuscan pecorino cheeses.

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.

Cooking course in the heart of Tuscany, with wine tasting and full lunch.

Under the guidance of the chef you will learn how to make bruschetta with seasonal ingredients, a type of fresh handmade pasta with typical Tuscan sauces and a traditional dessert.

At the end you will enjoy the lunch you cooked in a typical setting, accompanied by locally produced wines.

The course è hands-on and engaging, designed to let you participate firsthand in the preparation of the dishes.

Embark on a comfortable motorboat and visit Giglio Island, Giannutri, and the most secluded coves and islets of the Tyrrhenian Sea.

Departing from Castiglione della Pescaia, the tour will last approximately 8 hours and 30 minutes and will be structured as follows:

Giglio and Giannutri

•    Boarding begins at 8:00 a.m.; at 8:30 a.m. we set sail! (Check-in by 8:10 a.m.)
•    Cruise along the Maremma coast and the Uccellina Nature Reserve to Talamone, then along the northern coast of the Argentario.
•    Shortly before 11:00 a.m., disembarkation at Giglio. You can explore on your own or with Toscana Trekking guides; book tours with them during the cruise
•    At approximately 2:00 p.m., we set sail for Giannutri.
•    Around 2:45 p.m., we arrive at Giannutri, where you can take part in additional guided tours or enjoy swimming.
•    At 4:00 p.m., we set sail from Giannutri to return to Castiglione (7:30 p.m.), after a brief technical stop at Giglio.

The tour itinerary may vary depending on weather conditions and the skipper’s decisions.

Cash payment is required for the municipal landing fee for theIsland of Giglio of 3.00€ per person and the entry ticket to the island of Giannutri of 2.50€ per person before departure.

The quad bike excursion in the Tuscan Maremma and aperitif will allow you to visit picturesque landscapes, admire breathtaking views, learn about local scents and guster Maremma snacks.

For this quad bike tour you have the possibility to choose the route of 1 hour or 2 1/2 hours.

The 2-hour one also includes a barbecue in the woods with grilled sausages, cheese and local wine.

Alternatively è you can choose a visit to the "La Pierotta" winery, where participants can taste some of the fine wines produced by the winery, accompanied by an aperitif of local products.

Remember to bring with you:

.

•    Trekking shoes
•    Bandana or scarf in summer (can be purchased locally)
•    Gloves in winter
•    K-way in winter and mid-season (can be purchased locally)

The ATV rental è is suitable for people of all skill levels and guarantees a fun and adventurous experience. It takes place in the Bandite di Scarlino area, where participants will have the opportunity to admire beautiful landscapes and discover unusual places.

During the hike, there will be some technical parts, fords and fun climbs, but nothing too challenging. In addition, participants will have the opportunity to enjoy the local scents.

This experience è an excellent opportunity to discover the culture and traditions of Maremma and to taste some of the best wines and products of the area.

For all Fridays in the fall and winter months, è a minimum of two quads is required for reservations.

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.

The half-day boat trip to Cala Violina departing from Scarlino is a perfect tour to explore the famous Maremma cove.

You can choose from 3 different tours.

Morning

The morning tour starts at the port of Scarlino at 9:30 am. The first stop will be Cala Violina. Here it will be possible to have a breakfast consisting of typical Tuscan products. It will then continue to Cala Martina and Cala Civetta. This tour is suitable for people of all ages, especially children, thanks to the always calm waters that offer maximum serenity and safety.

Afternoon

The afternoon tour starts at the port of Scarlino at 4 pm. The first stop will be Cala Violina, where you will anchor for a swim stop. Next, you will visit the other coves along the park's stretch of coastline, including Cala Martina and Cala Civetta. You will be offered an aperitif composed exclusively of Tuscan products: a quality white wine, excellent cold cuts, focaccia and fresh fruit. Especially in the afternoon, the itinerary may change depending on sea weather conditions.

Sunset

The sunset tour starts at the port of Scarlino at 6 pm. The first stop will be Cala Violina, where you will anchor around 18:00 for a swim stop. You will then proceed to the other coves, including Cala Martina and Cala Civetta. Finally, you will be offered an aperitif consisting of typical Tuscan products to enjoy during the sunset.

The sunset tour lasts three hours, while the morning tour and the afternoon tour last four hours.

Explore the magnificent Maremma Natural Park on horseback, accompanied by an experienced environmental equestrian guide. Ride through unspoiled wilderness landscapes, immersing yourself in the historic lands of the Maremma cowboys.

The 2-hour ride is suitable for both beginner and experienced riders, offering an authentic experience in contact with nature and the equestrian tradition of the Maremma.

Horseback riding in the countryside of the Maremma Grossetana will allow you to discover the nature of the Tuscan hills.

The activity begins at the riding stables in Castiglione della Pescantia where the instructor will teach you the basics of riding and then you will go out for the horseback ride.

Two-hour rides are available in which you will discover the picturesque views of the Maremma.

At the end of the hikes, you can also enjoy an aperitif while enjoying the surrounding picturesque landscapes.

To participate in the excursions è required sportswear with long pants and closed shoes.

2 walks per day, from 09:00 to 11:00 or 17:00 to 19:00 between June 15 and September 15. Outside these dates, subject to availability.