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 AccommodationHotel Castelli
A beautifully restored Tuscan estate between Florence and Pisa, Castelfalfi combines a medieval borgo, 146 stylish rooms and suites, superb spa, golf and pools, plus outstanding Tuscan dining amid vineyards and olive groves.
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View AccommodationHotel Il Pellicano
Il Pellicano offers timeless Italian elegance on the Argentario coast with stunning sea views, Michelin-star dining, a private beach, wellness spa, and individually styled rooms and suites for a serene luxury escape.
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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 AccommodationCastiglion del Bosco, A Rosewood Hotel
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 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 Castello 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.
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View AccommodationBorgo Pignano
Cocooned in 750 acres of organic farmlands, landscaped gardens and rolling Tuscan countryside, Borgo Pignano is housed in an 18th century villa, cottages and farmhouses with exceptional views and one of the most picturesque pools imaginable.
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View AccommodationCastello di Casole
Belmond Castello di Casole commands a prominent hilltop position, offering magical views of the Tuscan countryside, combining Old World Tuscan charm with modern boutique luxury, elegance and sophistication.
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View AccommodationFour Seasons Hotel Firenze
Set in an expansive private walled garden in the center of Florence, the historical buildings of the Four Seasons Florence is where contemporary style meets classical architecture, offering a luxurious stay in the city.
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 ExperienceQuad bike across Tuscany
An adrenaline pumping adventure across rugged trails and rolling Tuscan hills. Navigate dirt paths through vineyards, olive groves, medieval villages. Stunning landscape from thrilling new perspective.
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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 ExperienceCooking class at Borgo Pignano
Learn the art of Tuscan cooking with a class at Borgo Pignano, where ingredients from the farm and vegetable garden are used to create the freshest dishes with a real farm-to-table ethos.
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View ExperienceTuscan cookery lesson at Borgo Santo Pietro
Spend a fun and informative day learning about the regional specialities of Tuscany. Test your cooking skills and choose from a variety of classic Italian dishes to attempt for yourself under the tutelage of a skilful chef.
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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 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 ExperienceCycling in the Val d'Orcia
Visit the charming town of Pienza and explore its picturesque streets before cycling through the spectacular Val d'Orcia on an e-bike with your private guide.
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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 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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View ExperienceForest bathing in Castelvecchio Reserve
A slow, mindful walk through Castelvecchio Reserve with forest-bathing expert. Immerse in nature's sights and sounds. Afterwards journal, sketch, reflect deeply to connect with experience.
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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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