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 savour time to wander the town’s winding streets at your own pace. A day of rich flavours, timeless landscapes and Tuscan elegance.
Tours Featuring This Experience
Be inspired by the itineraries below which include this experience and let our travel specialists craft a bespoke luxury holiday for you.
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View TourUltimate French & Italian Riviera Road Trip
Embark on the Ultimate French & Italian Riviera Road Trip, a bespoke self-drive itinerary that takes you on a journey through the most glamorous destinations of the Riviera. Over the course of 12 nights, you'll experience the iconic charm of Cannes, the elegance of Monaco, the beauty of Portofino, and the serenity of Lake Como.
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 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 AccommodationGrand Hotel Continental Siena
Set in the heart of Siena in a 16th-century palazzo, Grand Hotel Continental Siena offers a luxurious base from which to explore this historical city and the rolling hills of the Tuscan countryside beyond.
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View AccommodationMonteverdi Tuscany
An exclusive boutique retreat in a restored medieval village above the Val d’Orcia. Monteverdi blends 31 bespoke rooms, three private villas, a world-class spa, fine-dining, culinary academy, art, music and immersive Tuscan experiences.
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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 AccommodationBelmond Castello 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 AccommodationCOMO Castello del Nero
The beautifully converted 12th century COMO Castello del Nero is nestled in the undulating hills of the Chianti region of Tuscany. Siena, Florence and Pisa are just a stone's throw away and you can take your pick from superb local Chianti wineries.
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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 AccommodationFour Seasons Hotel Firenze
Set in an expansive private walled garden in the centre of Florence, the historical buildings of the Four Seasons Florence is where contemporary style meets classical architecture, offering a luxurious stay in the city.
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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.
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 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 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 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 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 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 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 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 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 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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