Wine tasting in Montalcino and Montepulciano
Spend a day discovering the delights of Tuscan wine as you explore the charming towns of Montalcino and Montepulciano, both renowned worldwide for their wine production.
Area
Tuscany
Type
Community & Culture
Food & Drink
Who
Adults
Journey through the rolling hills of Val d’Orcia, beginning with a private tour of Podere Cocchi, a family-run organic estate crafting acclaimed Brunello di Montalcino. Taste their signature wines before continuing to Montepulciano, where the historic De Ricci cellars await. Enjoy appetisers paired with local vintages, then savor time to wander the town’s winding streets at your own pace. A day of rich flavors, timeless landscapes and Tuscan elegance.
Recommended Hotels Nearby
A selection of luxury hotel options in the area, handpicked and recommended by our travel specialists.
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View AccommodationMonteverdi Tuscany
An exclusive boutique retreat in a restored medieval village above the Val d’Orcia. Monteverdi blends 31 personalized rooms, three private villas, a world-class spa, fine-dining, culinary academy, art, music and immersive Tuscan experiences.
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View AccommodationHotel Brunelleschi
Set in the heart of Florence, Hotel Brunelleschi is located just moments from the famous Cathedral, or Duomo. Many of the luxurious suites on the upper floor offer fantastic views of the city, and the major sights and shopping streets are just steps away.
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View AccommodationLA ROQQA - Porto Ercole
A design-forward boutique hotel perched above Porto Ercole, La Roqqa offers intimate luxury, sustainable ethos, rooftop dining, and exclusive access to a beach club — all framed by Tuscan coastline serenity.
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View AccommodationBorgo Santo Pietro
This stunning boutique hotel located in the heart of the Tuscan countryside exudes charm and history. The lovingly converted 13th century villa, the center of Borgo Santo Pietro, offers guests a luxurious haven in which to relax and unwind.
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View AccommodationRosewood Castiglion del Bosco
Rosewood Castiglion del Bosco in Tuscany is an exclusive country estate offering luxurious suites and villas with private heated pools, exceptional cuisine and great outdoor activities, set against the magnificent backdrop of the Val d'Orcia.
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View AccommodationCastel Monastero
Castel Monastero is a beautiful and unique hotel housed entirely in a perfectly restored medieval hilltop village. With a fantastic spa and stunning menus overseen by Gordon Ramsay, Castel Monastero is a must for any Tuscan adventure.
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View AccommodationBorgo San Felice
Sink into an oasis of rural luxury in the heart of Tuscany, immersed in vineyards, with an abundance of facilities this is paradise found. This former hamlet has been transformed into a luxury hotel estate, nestled in the beautiful Chianti region.
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View AccommodationIl Salviatino
Set high on the hills of Fiesole in a converted 15th century villa with breathtaking views across Florence, Il Salviatino is the perfect place to escape the city bustle while still being close enough to dip into Florence's many diversions when you wish.
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View AccommodationCastello di Reschio
Located just within the Umbrian border, Castello di Reschio, a recently-renovated grand estate, offers guests a slice of timeless Italy. Find yourself in the Tuscan hills by Andalusian horseback, indulge in homemade produce, or simply unwind by the pool.
More Experiences in This Area
Discover more things to do in the area and chat to our specialists about crafting these experiences into your tailor-made holiday.
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View ExperienceWine tasting and lunch in Chianti
Journey through Chianti’s rolling hills to two renowned wineries. Enjoy guided tastings, a private cellar visit, and a relaxed wine-paired lunch—all set against the breathtaking backdrop of Tuscany’s vineyards and olive groves.
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View ExperienceMeet with local pecorino cheese maker in Val d'Orcia
Soak up the wonderful atmosphere of daily family life on a this wonderful cheese farm, meet the animals, observe the production and taste a gourmet display of local cheeses.
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View ExperienceTuscan cooking class
Discover the art of Tuscan cuisine with a private cooking class at a local farm. Under the guidance of a local cook, you'll learn how to prepare traditional recipes and then enjoy your dishes for lunch.
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View ExperienceTruffle hunting at Borgo Pignano
Explore the forests of Borgo Pignano's estate with your experienced truffle hunter and their dog, searching for renowned Tuscan truffles, and discover the unique skills required to find these famous treasures.
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View ExperienceCooking classes at La Canonica
Learn how to make some of Tuscany's classic dishes at La Canonica cooking school at Castiglion del Bosco, alongside expert chefs who will guide you in the art of creating authentic Tuscan cuisine.
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View ExperienceGolf & Wine Experience at Castiglion del Bosco
A refined golf and wine experience at Castiglion del Bosco, pairing Tom Weiskopf’s signature course with iconic wines, gourmet bites and sweeping Tuscan views.
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View ExperienceWine Tasting at Borgo Pignano
Enjoy a wine tasting session in Borgo Pignano's medieval wine cellar, where you'll have the opportunity to taste a selection of local organic wines, as well as those produced on the estate.
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View Experience
Wine Tours of Tuscany
Discover first hand the reason Italian wines have become some of the most well known and best loved wines in the world.
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View ExperienceExplore Pienza and the Val d'Orcia
Located in the Val d'Orcia, Pienza is a charming town boasting a wealth of beautiful Renaissance architecture. Explore the town with your private guide and enjoy incredible views across the Tuscan countryside.
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