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

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!

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 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 property after booking.

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

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.

Wine tasting in Radda, Chianti, allows you to enjoy a unique experience in the heart of Tuscany, in one of the most important wine production areas in the world.

You will be welcomed by a winery entirely surrounded by Sangiovese vineyards and overlooking the medieval village of Radda in Chianti.

You can choose from 2 tasting routes.

Wine tasting with winery tour

This tour will allow you to learn all the secrets of the winemaking process: from the fermentation cellar to the aging cellar in wood and bottle.

Following the guided tour of the winery (fermentation area, barrique cellar and aging area), you will taste 3 wines and a Vermouth:

•    Tuscan I.G.T. Granbruno
•    Chianti Classico D.O.C.G.
•    Chianti Classico D.O.C.G. Riserva
•    Vermouth Rosé

Wine tasting with cutting board

This food and wine tour combines local wines with a tasting of typical Tuscan cold cuts and cheeses. You can enjoy it in the Florentine porch or in the turret, surrounded by the Tuscan countryside.

This experience includes a tasting of 3 different types of Tuscan cheeses and 3 types of cured meats. In combination you will be able to taste:

•    Tuscan I.G.T. Rosato
•    Tuscan I.G.T. Granbruno
•    Chianti Classico D.O.C.G.
•    Chianti Classico D.O.C.G. Riserva
•    Chianti Classico D.O.C.G. Gran Selezione Vigna Il Corno
•    SuperTuscan Guss IGT
•    Vermouth Rosé

If you choose this option, the winery tour is not included.

In case of food allergies and intolerances you can contact the facility after booking.

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.

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.

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 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 property after booking.

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

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.

Wine tasting in Radda, Chianti, allows you to enjoy a unique experience in the heart of Tuscany, in one of the most important wine production areas in the world.

You will be welcomed by a winery entirely surrounded by Sangiovese vineyards and overlooking the medieval village of Radda in Chianti.

You can choose from 2 tasting routes.

Wine tasting with winery tour

This tour will allow you to learn all the secrets of the winemaking process: from the fermentation cellar to the aging cellar in wood and bottle.

Following the guided tour of the winery (fermentation area, barrique cellar and aging area), you will taste 3 wines and a Vermouth:

•    Tuscan I.G.T. Granbruno
•    Chianti Classico D.O.C.G.
•    Chianti Classico D.O.C.G. Riserva
•    Vermouth Rosé

Wine tasting with cutting board

This food and wine tour combines local wines with a tasting of typical Tuscan cold cuts and cheeses. You can enjoy it in the Florentine porch or in the turret, surrounded by the Tuscan countryside.

This experience includes a tasting of 3 different types of Tuscan cheeses and 3 types of cured meats. In combination you will be able to taste:

•    Tuscan I.G.T. Rosato
•    Tuscan I.G.T. Granbruno
•    Chianti Classico D.O.C.G.
•    Chianti Classico D.O.C.G. Riserva
•    Chianti Classico D.O.C.G. Gran Selezione Vigna Il Corno
•    SuperTuscan Guss IGT
•    Vermouth Rosé

If you choose this option, the winery tour is not included.

In case of food allergies and intolerances you can contact the facility after booking.

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.

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.

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.

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 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. 

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.

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.

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 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.