Montalcino Tours and Tickets

Q: How much does it cost to visit Montalcino in 2026?

Montalcino is free to visit, as it’s a Tuscan hill town known for its red wine and medieval architecture. You can also explore it with a guide for a fee; tours of individual vineyards usually start at US$40, while full-day wine-tasting and city tours from Florence or Siena begin around US$110.

Q: Do I need reservations to visit wineries in Montalcino?

Yes, it’s best to make reservations for winery visits in Montalcino. While some vineyards allow walk-ins for tours and tastings, these may fill up in peak tourist seasons. Booking wine-tasting tours in advance is the easiest way to ensure your meals, transportation, and sightseeing stops are planned.

Q: What kind of tours are available in Montalcino?

Wine-tasting tours are especially popular in Montalcino, and many include visits to multiple vineyards as well as time to explore Montalcino’s historic center. You can also whip up local specialties at a cooking class or admire medieval architecture on a Tuscany day trip to San Gimignano, Pienza, and other towns near Montalcino.

Q: Do any Montalcino tours visit the Abbey of Sant’Antimo?

Yes, several Montalcino tours stop by the Abbey of Sant’Antimo—a medieval monastery located in the nearby Tuscan countryside. Get there by e-bike on a scenic tour of the area’s Brunello wine producers, or stop by on a full-day wine-tasting tour with lunch, vineyard visits, and transportation by private vehicle included.

Q: Do any Montalcino tours include transportation from Florence or Siena?

Yes, lots of Montalcino tours include round-trip transportation from Florence or Siena, and you can either book a private driver or join a group tour by van or bus. Most full-day excursions focus on wine tasting, combining vineyard tours with lunch and visits to Montalcino, Montepulciano, Pienza, and other pretty Tuscan hill towns.

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Montalcino: Brunello Wine Tasting Experience

1 hour 30 minutesFree Cancellation

4.4

(61)

from $38

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.

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Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

1 hour 30 minutesFree Cancellation

5.0

(91)

from $82

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.

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Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

1 hour 30 minutesFree Cancellation

4.7

(116)

from $69

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.

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From Siena Best of Tuscany Wines and Lunch in Montepulciano

9 hoursFree Cancellation

4.4

(10)

from $115

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.

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Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

10 hours 30 minutesFree Cancellation

4.7

(391)

from $267

Price varies by group size

Likely to Sell Out

A Brunello Cooking Class with Vineyards View Winery

4 hoursFree Cancellation

5.0

(261)

from $302

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.

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

9 hoursFree Cancellation

4.9

(1,000)

from $222

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!

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Wine Tasting of Brunello with Tuscan Cold Cuts and Cheese

1 hour 30 minutesFree Cancellation

5.0

(6)

from $45

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.

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San Gimignano, Chianti, and Montalcino Day Trip from Siena

11 hoursFree Cancellation

4.3

(151)

from $163

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. Please note that from November to April, and in case of bad weather, lunch will take place indoors. For tours departing on Mondays, lunch is always served in an indoor restaurant. 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.

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Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

10 to 11 hoursFree Cancellation

4.6

(5)

from $267

Likely to Sell Out

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a wine tasting at a renowned Chianti winery. Optional lunch for an authentic gastronomic experience. Begin your full-day journey by seeing San Gimignano, well known as the City of Fine Towers. With your tour guide's insights, take advantage of your free time to explore the historical center and its artisan stores. Explore the birthplace of Vernaccia, the renowned white wine that is regarded as Italy's first DOCG wine, after that. Enjoy a sample of Chianti and you can choose to buy the optional lunch at a nearby winery. Discover the UNESCO World Heritage Site of Val d'Orcia before continuing on to Montalcino, which is famous for its panoramic vistas of Brunello grapes. Finish your tour by visiting a local wine cellar to experience the renowned Brunello di Montalcino.

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San Gimignano, Chianti and Montalcino Tour through Tuscan wine

11 hoursFree Cancellation

4.8

(8)

from $163

Private Tour: Montalcino Wine Tasting Experience

Brunello di Montalcino is one of Italy's most prestigious wines, but navigating to the rural wineries outside of Montalcino on your own can be stressful. On this private wine tour, let your driver take the wheel and focus on vineyard views as you make your way to the top wine estates and cellars for exclusive tasting experiences. Explore stunning vineyards, learn about traditional winemaking techniques, and savor the rich flavors of Tuscany with guided tastings and a traditional lunch.

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Private Tour: Montalcino Wine Tasting Experience

8 hoursFree Cancellation

5.0

(66)

from $408

Price varies by group size

Likely to Sell Out

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.

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Signature Brunello di Montalcino Wine Tour from Siena

5 hours 30 minutesFree Cancellation

4.0

(66)

from $139

from Rome Montepulciano and Montalcino, the Wine Routes

8 to 9 hoursFree Cancellation

4.3

(13)

from $122

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.

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

12 hoursFree Cancellation

4.9

(117)

from $94

Aperitif on the Terrace of Podere Montale at Sunset

1 hourFree Cancellation

4.8

(22)

from $47

Visit to the Cellar with Wine & Food Tasting over the Val d'Orcia

Try some of Italy’s best wines over some delicious Tuscan cuisine on this group tour, where all the details are taken care of for you. Learn all about the regional wines from your wine connoisseur, who knows all there is to know about local Sangiovese grapes. Enjoy a leisurely lunch overlooking Val d’Orcia with choices like artisanal Tuscan cured meat, cheese, and of course, Seggiano’s finest wine.

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Visit to the Cellar with Wine & Food Tasting over the Val d'Orcia

2 hoursFree Cancellation

4.9

(42)

from $70

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.

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Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

11 hoursFree Cancellation

4.9

(24)

from $181

Likely to Sell Out

VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

Cross the Tuscan hills in search of fine wine, local food, and unforgettable views. This small group tour from Florence takes in UNESCO heritage sites, charming medieval towns, and a landscape that captivated Renaissance painters. Stop in Montalcino for a lunch of local fare and a tasting of some of the best wines in the world. And head to Montepulciano to wander its picturesque palazzos and visit the historical wine cellars.

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VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

9 to 10 hoursFree Cancellation

5.0

(45)

from $251

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.

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

10 to 11 hoursFree Cancellation

Likely to Sell Out

Brunello and Montepulciano Wine Tour from Cortona

6 to 8 hoursFree Cancellation

4.6

(25)

from $582

Price varies by group size

Likely to Sell Out

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

With spotty public transportation and winding rural roads, the Brunello di Montalcino wine country can be tricky to explore on your own. Discover the history and flavor of one of Italy’s premier wines with ease on this full-day tour from Florence. Travel through the Tuscan countryside to the Brunello hills and the village of Montalcino. Visit a small, family-run winery to learn about traditional production methods and taste renowned varietals like Brunello DOCG and Rosso di Montalcino DOC. Savor a farm-fresh lunch of Tuscan specialties at the estate, and finish the day with more tastings at another local winery.

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Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

9 hoursFree Cancellation

5.0

(14)

from $302

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.

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Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

8 hoursFree Cancellation

5.0

(37)

from $816

Per group

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

11 hours 30 minutesFree Cancellation

4.7

(1,352)

from $107

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What are people saying about Montalcino

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Jillian_D, Jun 2026

A day of amazing food and wine

Wonderful full day experience in Val d’Orcia! The wine tasting with food pairing in Montepulciano is very well done, the lunch in Pienza is delicious and in a beautiful setting, and the winery visit in Montalcino is great! Our guide/driver Lucca was amazing and very friendly! Highly recommend this tour for anyone looking to venture out of the city to taste exceptional wine and food!

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

Stacy_N, Jun 2026

Wine country

Short viewing of Montalcino then two wonderful wineries. The first winery had great food made by Nonna. The second winery had organic sourced wine. Our driver Nunzio was wonderful. One of the best days of the trip.

Winery Tour & Gourmet Tasting in Montalcino

Henry_S, May 2026

Montalcino Winery Tour and Tastings

Wonderful experience with Montalcino Winery tour and Wine tasting with Gourmet bites. Highly recommend this tour as it was one of the very best tours and Wine food tastings we have experienced during our 2 week trip to Italy, including Rome, Cortona and Florence.

Private Montalcino and Montepulciano Tour from Siena

Sarah_R, Apr 2026

Great exploration!

Sam was a wonderful driver/host as he took us through Montelpuciano and Montalcino. Our stop included a wine tasting and lunch in Montalcino, which we loved every minute of. Sam stopped for picture opportunities and gave us great information on the area and other surrounding areas. Wonderful experience and the best of our Italy trip so far!

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Kevin_L, Feb 2026

The Perfect Tuscan experience!

Exactly what we were looking for! A unique experience-. Mattea was a colorful guide, fun and knowledgeable of the area and wines. A small self sustaining cheese farm with olive oil and wine. Pienza is a must see and finally a private wine tasting in montalcino.! Thanks Mattea for a great day!

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

Kelley_D, Jun 2026

Amazing wine tasting experience in Montalcino

Excellent wine tasting experience in Montalcino with an amazing lunch! Our guide Mattia was a former award winning winemaker and had a vast find of knowledge that he shared in a very entertaining and informative manner. Highly recommend!! We shipped a lot of wine back to the USA!

Private Tour to Siena and Montalcino from Florence

Hector_L, Jan 2026

Montalcino and Siena private tour

Travel to Montalcino and Siena via a private driver. In my case Marco (driver) was amazing, his Italy history was unbelievable. Great driver and took us as close as you can to these locations, stop by a winery for wine tasting. Marco was very patient and great advice for restaurants at these locations. I would highly recommend this tour.

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

Jennifer_H, Jun 2026

This tour was one of the...

This tour was one of the hilights of our time in Italy. We so enjoyed our day in Montalcino. We visited 3 beautiful wineries and enjoyed lunch while overlooking a beautiful vineyard. Giovanni taught us so much about the history of wine and the Tuscan region. We cannot say enough great things about him as our guide!

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

nora_m, Jun 2026

So much more than a wine-tasting!

More than a corporate wine tour, this felt like a home visit with friends. Alice was a warm and wonderful guide who explained the history of the castle, the origins of winemaking in the region, and daily life in her part of Tuscany. A wonderful, unexpected afternoon. And of course, the wine was top-notch.

Montalcino

5.0

(5,017)

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.

Montalcino Tours and Tickets

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