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Montalcino Tours and Tickets

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Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Sample Italy's flagship Brunello di Montalcino wine in the hills where it’s produced with this exclusive winery tour and tasting at a medieval castle. Join a sommelier for a stroll through the vineyards to learn about the history and production of Brunello at this family-run estate, then relax over a tasting that pairs three different wines with local specialties. Cap off your experience with a three-course Tuscan lunch.

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

1 hour 30 minutesFree Cancellation

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this trip from Siena to Montalcino. Travel first to a small winery to explore the vineyards and cellars and taste the famous Rosso and Brunello di Montalcino wine. Then, visit a family-run winery in Montalcino, where you tour the grounds and sit down for a classic Tuscan meal with more wine. Visit the Abbey of Sant'Antimo before tasting even more wine at your third and final winery of the day.

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

9 hoursFree Cancellation

Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

Delve into the fascinating world of olive oil with a guided tour at Frantoio di Montalcino, one of Tuscany’s most celebrated olive oil mills. Get your taste buds ready as you learn about traditional pressing methods, as well as modern ones, and the origins of olive oil in a countryside setting. After your tour, sit down for a delicious tasting session to sample the finest extra virgin olive oils served alongside warm Tuscan bread and local specialties.

Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

1 hour 30 minutesFree Cancellation

From Siena Best of Tuscany Wines and Lunch in Montepulciano

Experience the highlights of southern Tuscany on a full-day tour from Siena through the rolling landscapes of the Val d’Orcia. Travel in comfort and enjoy a perfect blend of food, wine, history, and scenery. Your first stop is Montepulciano, where you’ll enjoy an authentic Tuscan lunch featuring local cured meats and cheeses, followed by handmade Pici pasta with ragù, or tomato sauce for vegetarian guests. During lunch, take part in a guided tasting of Rosso di Montepulciano and the renowned Nobile di Montepulciano, perfectly paired with the regional cuisine. Continue to Pienza, the “ideal Renaissance city,” and enjoy free time to stroll its picturesque streets, admire panoramic countryside views, and browse artisan food shops. In the afternoon, reach Montalcino, home of the prestigious Brunello di Montalcino. Visit a local winery for a guided tasting and learn about the traditions and aging process behind one of Italy’s most celebrated wines.

From Siena Best of Tuscany Wines and Lunch in Montepulciano

9 hoursFree Cancellation

A Brunello Cooking Class with Vineyards View Winery

A Brunello Cooking Class with Vineyards View Winery

4 hoursFree Cancellation

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Embark on a delightful day trip through Tuscany's iconic Val d'Orcia, a UNESCO World Heritage Site. Visit Montalcino, home of Brunello wine, Pienza, famed for Pecorino cheese, and Montepulciano, celebrated for Nobile wine. Enjoy breathtaking views, rich culture, and mouthwatering food. Travel in comfort aboard a premium minivan with an English-speaking driver. Indulge in wine tastings, a superior lunch with a view (seasonal), and guided vineyard and cellar tours.

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

10 hours 30 minutesFree Cancellation

Price varies by group size

Montalcino: Brunello Wine Tasting Experience

Montalcino: Brunello Wine Tasting Experience

1 hour 30 minutesFree Cancellation

Signature Brunello di Montalcino Wine Tour from Siena

Take a break from the crowds in Siena, and spend an afternoon in the wine town of Montalcino on this group tour. Don't worry about hiring a car to get there, with transportation all sorted. Learn about Brunello di Montalcino wine and its production, along with wine tastings paired with local snacks. Admire views of the Tuscan countryside from this hill town as you discover the region’s generations-old winemaking traditions.

Signature Brunello di Montalcino Wine Tour from Siena

5 hours 30 minutesFree Cancellation

Special Offer

Siena: Val d’Orcia Wine Tour with Lunch & Brunello

Avoid the hassle of planning routes between scattered wine towns and booking separate tastings on your own with a guided day trip from Siena. This experience connects the flavors of Montepulciano and Pienza with the scenic landscapes of Val d'Orcia, letting you move easily between villages without logistics stress. Spend your time enjoying wine, local food, and countryside views at a relaxed pace.

Siena: Val d’Orcia Wine Tour with Lunch & Brunello

10 to 11 hoursFree Cancellation

Tuscany Wines & Lunch: Montepulciano & Montalcino Experience

Experience the highlights of southern Tuscany on a full-day small group tour from Florence through the rolling landscapes of the Val d’Orcia. Travel in comfort and enjoy a perfect blend of food, wine, history, and scenery. Your first stop is Montepulciano, where you’ll enjoy an authentic Tuscan lunch featuring local cured meats and cheeses, followed by handmade Pici pasta with ragù, or tomato sauce for vegetarian guests. During lunch, take part in a guided tasting of Rosso di Montepulciano and the renowned Nobile di Montepulciano, perfectly paired with the regional cuisine. Continue to Pienza, the “ideal Renaissance city,” and enjoy free time to stroll its picturesque streets, admire panoramic countryside views, and browse artisan food shops. In the afternoon, reach Montalcino, home of the prestigious Brunello di Montalcino. Visit a local winery for a guided tasting and learn about the traditions and aging process behind one of Italy’s most celebrated wines.

Tuscany Wines & Lunch: Montepulciano & Montalcino Experience

11 hoursFree Cancellation

Wine Tasting of Brunello with Tuscan Cold Cuts and Cheese

Enjoy an exclusive one-hour wine tasting experience featuring warm homemade bread and exquisite Tuscan olive oil. Take a leisurely stroll through the vineyard before indulging in a guided tasting of three local wines, beautifully paired with a platter of Tuscan cured meats and cheeses. Discover the traditional methods and techniques used to produce high-quality wines. During the tasting, you’ll savor three exceptional wines, including the world-renowned Brunello and Rosso di Montalcino. Plus, you’ll have the unique opportunity to taste wine straight from the wooden barrel! Capture your memorable moments and feel free to share your experience on social media!

Wine Tasting of Brunello with Tuscan Cold Cuts and Cheese

1 hour 30 minutesFree Cancellation

Likely to Sell Out

San Gimignano, Chianti, and Montalcino Day Trip from Siena

Explore Tuscany outside Siena on this small-group day trip, visiting San Gimignano and Montalcino. Don't worry about hiring a car, as all transportation is arranged. Take a break from the city as you discover medieval architecture and scenic views of Tuscany, with ample free time in each of the hill towns. The tour also includes a visit to a Montalcino winery, with the opportunity to sample Chianti and Brunello di Montalcino.

San Gimignano, Chianti, and Montalcino Day Trip from Siena

11 hoursFree Cancellation

Special Offer

From Florence: Val d'Orcia, Montepulciano & Montalcino

Escape Florence for a day and discover the beauty of Tuscany on a journey through the famous Val d’Orcia, one of Italy’s most iconic regions. Travel by air-conditioned GT coach with an expert multilingual tour leader and admire rolling hills, vineyards, olive groves, cypress-lined roads, and medieval villages. Visit Montepulciano and enjoy free time to explore its Renaissance center, picturesque streets, artisan shops, and panoramic views. Continue with a traditional Tuscan lunch and wine tasting in Val d’Orcia, featuring local wines including Rosso di Montepulciano and Vino Nobile di Montepulciano. Then discover Pienza, renowned for its Renaissance charm, before continuing to Montalcino, famous for its prestigious wines and medieval atmosphere. Experience the authentic flavors, landscapes, and traditions of Tuscany before returning to Florence in the evening.

From Florence: Val d'Orcia, Montepulciano & Montalcino

12 hoursFree Cancellation

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and Montepulciano, known for its prestigious Nobile wine. Travel through the UNESCO-listed Val d’Orcia aboard a premium air-conditioned minivan with an English-speaking driver and complimentary water. Small group experience, maximum 8 participants. Why choose us? • Guaranteed departures • Secure booking • 24-hour cancellation policy • Best rates guaranteed For operational reasons, the itinerary order may vary between Montepulciano and Montalcino.

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

10 to 11 hoursFree Cancellation

from Rome Montepulciano and Montalcino, the Wine Routes

from Rome Montepulciano and Montalcino, the Wine Routes

8 to 9 hoursFree Cancellation

From Rome: Tuscany, Montepulciano Tour with Wine Tasting & Lunch

Escape Rome's hustle and bustle—and go deep into Italy’s wine scene—on this full-day Tuscan wine tour. With hassle-free pickup in the city, you’ll head to the medieval streets of Montepulciano and Montalcino to visit a 12th-century winery for tastings, enjoy a sommelier-guided lunch, and discover Brunello’s wine-making wonder. You’ll visit a local museum, a historic convent, and more, getting a deep dive into this world-famous Italian region.

From Rome: Tuscany, Montepulciano Tour with Wine Tasting & Lunch

12 hoursFree Cancellation

Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines

Knowing where to visit in the Tuscan countryside can be daunting for first-timers, especially if you're starting off in Florence. Simplify your day out with this group tour. Once you've boarded your coach, sit back knowing the transportation and activities are covered, meaning you can fully immerse yourself in the experience. Enjoy visiting Pienza, Montalcino, and Montepulciano, the Orcia Valley, and taking part in a wine and cheese tasting.

Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines

11 hours 30 minutesFree Cancellation

PRIVATE TOUR: Savor Exquisite Wines: Brunello & Nobile Wine Tour

PRIVATE TOUR: Savor Exquisite Wines: Brunello & Nobile Wine Tour

9 hoursFree Cancellation

Price varies by group size

Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings

Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings

11 hours 30 minutesFree Cancellation

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Discover Tuscany's most iconic hilltop gems on this full-day excursion from Florence. Organizing a trip to the region’s scattered medieval villages can be challenging without local insight or a grasp of the Italian language. This group experience covers the logistics, so you can spend your time basking in the beauty of Val d'Orcia, sipping wine at a rural vineyard, and exploring medieval fortresses along the way.

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

11 hoursFree Cancellation

Special Offer

Val d’Orcia Wine Tour with Lunch & Brunello from Florence

Val d’Orcia Wine Tour with Lunch & Brunello from Florence

12 hoursFree Cancellation

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Pienza and Montalcino are top foodie destinations, but getting there by train and bus can eat hours out of your day. Experience the area's top cheese and wine with ease on this private tour from Siena. Admire the Val d’Orcia scenery, learn about cheese making during an organic dairy farm tour, visit the World Heritage–listed town of Pienza, and enjoy tastings of the region’s renowned Brunello wine at a Montalcino winery.

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

8 hoursFree Cancellation

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

Discover three of Tuscany’s most beautiful towns as you explore Pienza, Montalcino, and Montepulciano in one day on this walking tour. With a private guide, see the splendid 16th-century Renaissance palaces of Montepulciano and walk through the town of Pienza, built by Pope Pius II. In Montalcino, take a guided tour of a winery and taste the renowned Brunello de Montalcino wine. Note: transportation is not included.

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

8 hoursFree Cancellation

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

Journey to the origins some of Italy’s most celebrated ‘vino’ on a private, full-day tour designed for wine lovers and connoisseurs. Visit the medieval town of Montalcino at the famed of Brunello di Montalcino wine. Taste this prized elixir at a winery. Learn about the area’s history and winemaking heritage from a private guide and meet local producers. Price is per group, with a maximum of either 3 or 8 passengers, depending on season and vehicle type.

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

9 hoursFree Cancellation

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Montalcino

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Siena

Know before you go

Medieval Italian town of Montalcino in Tuscany.

Montalcino is accessible to wheelchairs, but some wineries might not be. Check in advance.

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