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

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.

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).

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.

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.

Florence seen from the Arno: a relaxing experience in the heart of the city.

Discover the historic center of Florence from an unusual perspective, directly from the river. You can choose between two modes: Rafting or Packrafting, departing from San Niccolò and arriving at Santa Rosa.

The excursion scenic and relaxing, suitable for all, and lasts about 2 hours including welcome, briefing and descent to the Arno.

During the route you will pass under the Pontevecchio, next to the Vasari Corridor, the Uffizi Gallery and the Ponte Santa Trinità, with the opportunity to take unique photos. The guide will accompany you with stories and trivia about the history of the river and the city.

Rafting Pontevecchio

Aboard an inflatable boat led by a guide, for those seeking relaxation and sharing.

Packrafting Pontevecchio

With a small one-person inflatable boat to be driven independently, easy and fun. Children will only be allowed on it accompanied by an adult. 

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.

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.

Truffle hunting with wine tasting in San Gimignano offers you the opportunity to discover the secrets of searching techniques for this precious ingredient.

You will be accompanied by a professional guide and his faithful dog. Walking through the surrounding woods, you will search for truffles together.

At the end of the hunt, you can relax with a tasting of truffle products and typical local wines, inside an atmospheric barrique cellar.

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.

Horseback riding by the sea in Maremma departing from Marina di Grosseto, perfect for an alternative day out as a couple or with friends.

The experience begins at the stables where you will be assigned horses and provided with the equipment to ride a horse.

Once you leave, the hike lasts about 2 hours through the Tombolo Pine Forest, San Leopoldo Canal, backdune area, dunes and beach. 

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 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.