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Things to do in Siena

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Visit and taste at an Organic Tuscan Winery

Descend into a historic cellar and sip organic wines at Montechiaro Organic Winery. Enter our winery See our wine cellar, barrel room, and ancient olive mill. Raise a glass Sample four of our wines paired with a light Tuscan dinner. Enjoy an antipasto, pasta and dessert paired with our organic wines outside our country farmhouse (weather permitting). Ask a sommelier Sit down with our sommelier and ask any questions you may have about the winery. End with photos Snap a photo or two at the estate and shop for wine to take home.

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Create a Tuscan meal with truffles at a winery

Encounter the flavors of Italy in a hands-on cooking class celebrating wine and truffles. Welcome with wine Enter the Montechiaro Estate and enjoy an organic wine. Learn about truffles Find out how we hunt and collect truffles and their uses. Cook Tuscan dishes Prepare antipasto, pasta, and a dessert with truffles. Enjoy your meal Relax and relish the food you prepared in our garden.

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Taste deluxe vintages in a 1,000-year-old fortress

Discover Bindi Sergardi’s 700 years of wine heritage, with Chianti Classico tastings. Tour the estate Survey the vineyard from the villa's garden. Drop into the cellar Marvel at tools and processes adapted to Tuscany's terroir. Sample iconic wines Share a curated flight paired with cheese selections. Understand the craft Ask anything about wine production or the estate's history.

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Ride and groom horses in the Tuscan countryside

The grace of horses meets the beauty of Tuscany over two unforgettable hours at the Paradiso del Cavallo estate. Form a meaningful connection with the animals, explore breathtaking landscapes on horseback, and indulge in the region’s finest flavors in a blend of learning, adventure, and relaxation—no riding experience necessary! • Begin your journey at the picturesque Tenuta della Bagnaia, where you’ll meet the horses and learn about their behavior. Discover how working with these gentle creatures fosters trust, patience, and emotional connection. • Get hands-on and groom your horse, using brushes and combs to establish a sense of trust. Learn how horses communicate through body language, and how grooming strengthens the human-equine bond. • Saddle up for a leisurely guided ride through rolling Tuscan hills, serene forests, and historic trails. • Conclude with a tasting of local wines, extravirgin olive oil, and Tuscan cheeses and cured meats, all while learning about the region’s rich agricultural traditions. You’ll leave with a keepsake group photo, ensuring the memories of this special day stay with you.

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Craft fresh pasta in the Tuscan countryside

Shape and enjoy pasta in a scenic kitchen with food writer Giulia Scarpaleggia. Welcome and intro Enjoy coffee or tea in my Tuscan family kitchen to start. Mix and knead dough Transform simple ingredients into smooth pasta dough. Roll and shape pasta Shape various types of pasta using traditional techniques. Make a fresh sauce Prepare a seasonal sauce with fresh, local ingredients. Plate your pasta Assemble and garnish your handmade meal. Enjoy a Tuscan feast Savor your pasta with charcuterie, wine, and dessert.

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Make fresh goat cheese on a Chianti farm

On my small family farm, L’'Apicorno, I’ll demonstrate organic and agroecological farming practices. You’ll meet our goats, learn how their milk is transformed into a variety of delicious cheeses, and even make your own. • I’ll welcome you and tell you the story of our farm, from its origins to what we’re doing today. We’ll visit our goats—you can even feed them!—and stroll through the family vineyard. • Next, I’ll show you how we make our fresh goat cheese. After observing the process, you’ll get to make your own, seasoned with herbs. • Enjoy a sampling of the various types of cheeses we produce, combined with our honey and wine. I’ll explain how very different flavors and aromas can be created from the same milk. You’ll leave with an enhanced understanding of life on an organic farm.

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Sip and learn at a Tuscan eco-winery

Get an education on sustainable winemaking and olive oil production at Le Cantinacce. Meet at the estate Learn about sustainable growing and farming practices. Stroll amid vines Discover how Tuscan climate influences terroir. Visit the cellar See how wines are fermented and aged. Explore olive oils Hear how olives are hand-harvested and cold-pressed. Savor and sip Sample wines and olive oils, paired with Tuscan small bites.

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Vinyasa yoga in a church in the Chianti countryside

Tune into your mind and body with a grounding yoga session at the enchanting Villa Rignana, nestled in the rolling Chianti hills. This session is suitable for all levels. • I’ll guide you through a vinyasa flow in a deconsecrated 15th-century church, focusing on mindful movement, guided breathing exercises, meditation, and connection to your serene surroundings. • After the yoga session, we’ll sip on refreshing drinks infused with freshly picked herbs from the garden while taking in breathtaking views of the rolling vineyards and olive groves. • Enjoy a farm tour to meet our friendly alpacas, Macchu and Picchu. You’ll leave feeling renewed and deeply connected to this beautiful region.

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Chianti Wine Tasting at a Historic Tuscan Estate

Savor the essence of Tuscany at the historic Pasolini dall’Onda Borghese estate, where over 500 years of winemaking tradition meet organic innovation. Led by our master winemaker, you’ll explore the estate’s 15th-century underground cellar, panoramic vineyards, and historic town of Barberino Val d’Elsa while discovering the secrets behind our sustainable winemaking process and the noble families that shaped this land. This exclusive experience includes: • A guided walk through Barberino Val d’Elsa – Begin your journey in the medieval village, uncovering its Etruscan and Roman origins, noble history, and the 16th-century fortified Palazzetto Pandolfini. • Panoramic vineyard tour – From a scenic viewpoint, learn about our organic farming practices, the grape varieties, and the estate’s dedication to sustainable viticulture. • Exclusive visit to our 15th-century underground cellar – Step into history as you explore our centuries-old wine cellar, where Chianti Classico, Riserva, and Supertuscan wines age in a natural environment, preserving the essence of this land. • Guided wine tasting paired with Tuscan delicacies – Savor a selection of our signature wines, complemented by our rare Laudemio extra virgin olive oil. More than just a tasting, this is a journey through time, culture, and the art of winemaking

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4.87 out of 5 average rating, 884 reviews

Wine Tasting in a Medieval Aqueduct

Guests reach Piazza San Giovanni, the magnificent Square of Baptistery, where historic buildings (such as the Palazzo del Magnifico and the Archiepiscopal Curia) are erected and the back of the Cathedral, sparkling with white and black marble and the majestic staircase. At the entrance of the first builidng, at the reception the guests can admire the original drawing of the Baptistery of Siena, unfinished due to the plague and two drawings made by famous architects, Louis Khan and Le Corbusier whose originals are no longer in Italy. Once here, guests have to go down, reaching an unique and inaccessible place, where the water once flowed. The "bottini" are buildings of medieval origin that brought water to the city of Siena. You will see a medieval well, an Etruscan hut dating back over 2500 years and a sandstone sediment dating back over 1 million years ago when Siena was below sea level. There you can see historical fossils. You will see another "bottino" as well used also as jail by The Noble Pandolfo Petrucci. After you can enjoy the real and unique experience of the wine tasting in our wineshop. Once the experience is over, guests can buy some bottles as a souvenir.

4.98 out of 5 average rating, 406 reviews

Wine Tour&Lunch

Discover the authentic beauty of Tuscany with our tour of vineyards, art, and flavors. We start with a walk through the vineyards, immersed in the heart of Chianti, to reach the evocative little church of San Giorgio in Lapi, dating back to 1100. Here you can admire three beautiful frescoes of the Nasini, a real hidden jewel. After the visit, we will enter our wineries to discover the wine-making and aging process. And to conclude in beauty, a tasting awaits you on our panoramic terrace, overlooking the Crete Senesi, accompanied by a lunch with the best typical Tuscan products, all in the shade of an ancient white mulberry. Live an unforgettable experience between nature, history and good wine!

5 out of 5 average rating, 819 reviews

Cook with Cristiana and Mamma Nora

During my cooking class, you will be able to immediately immerse yourself in a familiar and informal atmosphere, also thanks to the warm and welcoming ways of Mamma Nora. Before you know it, you will find yourself with an apron around your neck and ready to be part of her kitchen! You will discover and learn the secrets of homemade pasta, how to prepare a good savory sauce to accompany it and make one of the most famous Italian desserts: Tiramisù. Of course the menu can change according to guests's requests and to the season. We will cook together using mainly our all organic products, starting from the eggs of my hens. we will use flours of ancient Tuscan grains and above all we will cook with seasonal vegetables as they did in the past. We will cook inside the old celler of the Farm, as it is the coolest place we could find in summer! We will visit the garden to pick up some herbs, and for the brave ones, there will be a visit to our chicken coop! Once finished working, we will set the table and we will finally enjoy our wonderfully prepared meals. Other things to note Please, bring a lot of joy! We will spend the day together so It is forbidden to be sad! In summer, as we are in the country side, please wear long trousers and closed shoes... or bring mosquitos repellent cream. Please, advise me in advance, if you have special requests or in case of intollerances

5 out of 5 average rating, 110 reviews

Private Tour in Siena with a licensed tour guide

I will accompany you to the most beautiful and significant places in the city: Piazza del Campo, Basilica of San Domenico... We will walk along with the city of the famous medieval street of Francigena, which still overlooks ancient castles and medieval palaces. I will tell you about the extraordinary life of Santa Caterina, patron saint of Italy and Europe, who was born in this city. We will see the places of the Palio, meeting evocative views and viewpoints until we reach Piazza Duomo with the Cathedral (only outside), one of the most important specimens of Gothic architecture in Italy. Seats included in the price

4.92 out of 5 average rating, 111 reviews

Enjoy a live Italian Opera concert and meet the artists

You will attend an extraordinary Opera concert in a beautiful and charming concert hall, in the heart of the historical centre of Siena. You will have the pleasure of hearing the finest arias and duets drawn from the best-known Italian Operas such as La Bohème, La Traviata, Madame Butterfly and many more, performed by great artists from major Opera Houses both Italian and international. On your arrival you will be welcomed by Roberto, your host for this experience, who will show you to your seats in the first rows of the Auditorium. The concert will start at 9.15 p.m. At the end of the show your host will accompany you backstage to let you meet the artists and take photos with them. Guests may also like to chat with the artists and ask about their musical careers and their experiences in concerts in Italy and around the world.

5 out of 5 average rating, 39 reviews

Organic Winery Tour & Wine Tasting - Siena

Winery Tour and Wine Tasting with Afternoon Meal. Immersed in the magical atmosphere of rural Tuscany, just a stone's throw from the old town of medieval Siena, the experience is a journey into the history, culture, tradition, and science that give life to every bottle of our organic wine. During the winery tour we will analyse together the characteristics of the vineyard agro-ecosystem and the techniques used to preserve and regenerate rural resources. In our old wine cellar, we will take you through the fascinating world of winemaking and the secrets behind crafting quality wine. The tour will end in our tasting room, where you will grasp all the organoleptic nuances of 5 of our organic wines. Each glass will be paired with the best seasonal Tuscan products, to delight your palate and nourish your soul.

5 out of 5 average rating, 5 reviews

Siena City & Cathedral Walking Tour

A 2h Walking Tour of Siena City and its Cathedral to visit the main sites like the Campo square and the world's oldest Bank and to marvel at the medieval and historic sights. Learn about the traditions and culture of this magnificent city and see the artistic masterpieces within its main monument, the Duomo. Meet in front of the Basilica of San Domenico a be toured inside to learn more about Italy and Europe's Patron, Saint Catherine, who was born in Siena. Walk the cobblestone streets and imagine what life was like during the Middle Ages, with merchants and bankers along the via Francigena, the pilgrim's route to Rome. See Piazza Salmibeni and Tolomei with their imposing Palazzi and arrive in the Campo with its Mangia Tower. Siena's famous horserace, il Palio, takes place twice a year here and the local passion for this age-old tradition has not diminished. Finally, visit the Cathedral with skip the line tickets and marvel at the centuries of work and masterpieces inside, Sienese gothic works, the inlay marble floors and chapels with artworks by Donatello, Michelangelo and Bernini. • Italy • SI-200259 • Papilio SRL • Via Stalloreggi 26, 53100 Siena SI, Italy • www. tuscanescapes. com • info@tuscanescapes. com

4.99 out of 5 average rating, 87 reviews

Postcard-life’s day with Nina

Immagina di incontrare un’amica del posto, pronta a svelarti la sua città con occhi curiosi e il cuore aperto. Ci incontreremo in Piazza del Mercato, proprio lì dove Siena respira il suo ritmo più autentico. Cammineremo insieme tra vicoli poco battuti, cortili nascosti e scorci medievali che custodiscono storie affascinanti. Ti parlerò di luoghi da vedere, sapori da provare e piccole meraviglie da scoprire dentro e fuori le mura – che renderanno il tuo soggiorno ancora più speciale. Questo non è un tour guidato, ma un incontro: una condivisione tra viaggiatori, per aiutarti a disegnare la tua esperienza senese su misura. Scrivimi in qualsiasi momento: sarò felice di aiutarti a trovare il meglio che Siena e i suoi dintorni possono offrire, anche dopo il nostro incontro.

4.98 out of 5 average rating, 82 reviews

Tour wineries and taste Brunello wines

Personal and laid back Wine Tour from Siena in a small group. Travel south to the famous wine hill of Brunello. Tour 3 different wineries and visit the hilltop town of Montalcino. Be welcomed into family-run wineries, visit vineyards and tour cellars and sit down to enjoy ample wine tastings of the local wines and a traditional Tuscan meal at a winery. Free time to explore Montalcino town, spend time seeing the squares and streets and enjoying the incredible views. Visit the mystical Abbey of Sant'Antimo set in a postcard-perfect landscape.

4.96 out of 5 average rating, 336 reviews

Educational Winery Tour & Wine Tasting - Siena

Educational Winery Tour and Wine Tasting with light-lunch During the visit to our organic vineyards we will go through all the main steps of the agronomic, phenolic and organic cycle in order to understand the complexity of the “vineyard” ecosystem and of an agriculture with low environmental impact. We will then move to our historical cellar where we will discover the chemical-physical and microbiological processes that make a quality production. We will continue our journey moving to the sensorial tasting room to grasp the organoleptic complexity of our wines and have a better understanding of them. The visit will end up with a light-lunch to experience the emotions that the right combination food/wine can offer to our palate and to our spirit!

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