The 10 best experiences to have in the Tuscan Maremma on vacation in 2025

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.

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.

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.

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 guided 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

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.

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

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

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

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.

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!

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 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.

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.

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.

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.

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.

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 Maremma Seashore Horseback Ride is an adventurous and exciting experience in the pine forest and on the beach departing from Marina di Grosseto.  

There are two modes for the walk:

•    1-HOUR WALK IN THE PINETA - Excursion where you explore the Tombolo Pine Forest, San Leopoldo Canal, the backdunal area, the dunes. The horseback excursion will be carried out at the pace, and it is therefore also suitable for beginners. Each walk will always be attended by one guide for every 2 people. This walk is not available in summer.  
•    Private 2-hour Walk BY THE SEA (available year-round) – Souvenir Walk tailored for couples or friends. Excursion to 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:

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•    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.

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.