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

Recent reviews


4,9 379 reviews

- Nicolas Floro
Verified
domenica 19 apr 2026, 11:008 hours - Vintage Vespa
- Pia Emanuela Ciavarella
Verified
domenica 19 apr 2026, 10:301 hour 30 min - Tour in Italian
Beautiful experience! It was a gift and we enjoyed it very much. We did the winery tour and tasting. Mirco really very good at telling us the history of the winery and the characteristics of the wines they prod...more
- Maria Cosulich
Verified
sabato 18 apr 2026, 10:301 hour 30 min - Tour in Italian
- Denny Bellinaso
Verified
sabato 4 apr 2026, 11:002 hours - Pienza Tours
Beautiful experience that I would recommend to anyone. We were 2 adults and a 10-year-old girl. We had a great time. The guide was very kind and helpful.
- Giulia barboncini
Verified
sabato 11 apr 2026, 10:301 hour 30 min - Tour in Italian
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- Errico Pisani
Verified
venerdì 10 apr 2026, 17:001 hour 30 min - Tour in Italian
Beautiful experience in a historic winery in Montepulciano, we tasted excellent wines and listened to beautiful explanations about the history of this winery.
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Destinations in Tuscany near Pienza


where to do Experiences in Tuscany


Experiences near Chianti

Wine tasting and visit to Tenuta degli Dei in Chianti
Horseback riding outside Siena
Lunch with wine tasting at Brogioni Winery in Chianti
Picnic in the vineyard in Chianti Classico in Radda
Wine tastings in the heart of Chianti classico in Radda

Radda in Chianti (SI), Tuscany

4.6 (56)

Wine tastings in the heart of Chianti classico in Radda

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.

Da 10€a persona

Experiences near Argentario

E-bike ride to the Argentario from Porto Santo Stefano
Boat tour with lunch on board and snorkeling from Porto Santo Stefano
Catamaran day in Argentario with snorkeling and lunch

Experiences near Florence

Quad & ATV excursion between Volterra and San Gimignano
Wine tasting and visit to Tenuta degli Dei in Chianti

Experiences near Tuscan Maremma

Quad & ATV excursion in the Tuscan Maremma with lunch

Scarlino (GR), Tuscany

5 (2)

Quad & ATV excursion in the Tuscan Maremma with lunch

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.

Da 62.5€a persona
Wine tasting at Sequerciani winery in the Maremma outside Grosseto

Gavorrano (GR), Tuscany

5 (54)

Wine tasting at Sequerciani winery in the Maremma outside Grosseto

Wine tasting in Maremma, outside Grosseto, allows you to taste local wines in a Tuscan winery.

You will be welcomed by an estate that produces natural wines from native Tuscan grape varieties and aged in terracotta jars and barriques used to enhance the flavors of biodynamic grapes.

The winery, which you will have the opportunity to visit, is mainly underground so as not to distort the gentle curves of the land and it is the result of geological architecture, which is based on the characteristics of the landscape.

You can choose between two options.

The Colors of Sequerciani

This experience begins with a visit to the winery. You'll descend into the depths of the hillside to discover where the wines are born, and then look out again over the panorama, where your gaze sweeps from the countryside to the sea.

The visit will continue with a tasting of three wines that embody the spirit of the estate, three fresh and versatile labels. All of this will be accompanied by a board of your choice of local specialties.

Anfora Experience

During a visit to the winery, you will descend into the depths of the hillside to discover where the wines are born, and then take in the view again, where your gaze sweeps from the countryside to the sea.

The visit will continue with a tasting of three wines aged in amphora, accompanied by a board of your choice.

The cutting board can be classic, vegetarian or vegan. You can communicate your preference (and any food allergies and intolerances) to the facility following the reservation.

Da 30€a persona
Minicruise to the island of Giglio and Giannutri with lunch on board from Castiglione della Pescaia
Walk with alpacas outside Grosseto in the Tuscan Maremma
Exclusive boat tour of Cala Violina and Punta Ala

Scarlino (GR), Tuscany

5 (2)

Exclusive boat tour of Cala Violina and Punta Ala

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.

Da 110€a persona

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Tuscany and nearby


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