What’s the best way to experience Montalcino?

There are plenty of ways to experience Montalcino. Looking at ratings and reviews previously given by customers, these are the best tours available right now:<ul><li><a href="/tours/Siena/Small-Group-Brunello-di-Montalcino-Wine-Tasting-Trip-from-Siena/d944-5493MONTALCINO" class="markdown_inline_link" target="_blank" rel="nofollow">Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena</a></li><li><a href="/tours/Florence/Montalcino-Orcia-Valley-Pienza-and-Montepulciano-Wine-and-Cheese-Tasting-Guided-Tour-from-Florence/d519-6367P16" class="markdown_inline_link" target="_blank" rel="nofollow">Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines</a></li><li><a href="/tours/Florence/Val-dOrcia-tour-Montalcino-Pienza-and-Montepulciano/d519-29255P69" class="markdown_inline_link" target="_blank" rel="nofollow">Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano</a></li><li><a href="/tours/Siena/WINE-AND-COOKING-Brunello-Wine-Tour-and-Pienza-visit-with-cooking-class/d944-67309P7" class="markdown_inline_link" target="_blank" rel="nofollow">A Brunello Cooking Class with Vineyards View Winery</a></li><li><a href="/tours/Siena/Brunello-di-Montalcino-Wine-Tour/d944-67309P3" class="markdown_inline_link" target="_blank" rel="nofollow">Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch</a></li></ul>

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.

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.

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.

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.

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.

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.

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Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

1 hour 30 minutesFree Cancellation

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Montalcino: Brunello Wine Tasting Experience

1 hour 30 minutesFree Cancellation

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A Brunello Cooking Class with Vineyards View Winery

4 hoursFree Cancellation

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Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

10 hours 30 minutesFree Cancellation

Price varies by group size

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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

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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

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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

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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.

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From Florence: Val d'Orcia, Montepulciano & Montalcino

12 hoursFree Cancellation

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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

Special Offer

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.

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

11 hours 30 minutesFree Cancellation

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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

Special Offer

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

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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

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Discover how locals prepare Tuscan food in a small-group cooking class in Montalcino. Visit the market with your teacher to choose all of the necessary ingredients. Then, learn how to make fresh pasta, sauces, sweets, and more in a traditional Tuscan home. Enjoy your prepared dishes with a glass of Rosso Di Montalcino wine. Leave with a full stomach and special diploma to boast your new cooking skills.

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Montalcino Cooking Class and lunch with the local lady

Price varies by group size

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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.

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Tuscany Wines & Lunch: Montepulciano & Montalcino Experience

11 hoursFree Cancellation

Special Offer

Experience medieval Tuscany on a group day trip. Visit the fortified town of Monteriggioni with tickets to its Templar Museum and access to its medieval walls. Continue on to the UNESCO heritage area of Val d'Orcia and stop at the medieval village of Montalcino for an optional taste of local wine and nibbles. Finish your tour with a wander through Pienza before the scenic drive back to Florence.

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Medieval Tour in Monteriggioni and Val d'Orcia from Florence

11 hoursFree Cancellation

Special Offer

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

12 hoursFree Cancellation

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Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

8 hoursFree Cancellation

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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

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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

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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

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With ancient vineyards, Renaissance architecture, and colorful local culture, the UNESCO–listed Val d'Orcia is one of Tuscany’s must-see attractions, but exploring the area independently can be difficult. With this convenient day tour, start at your Florence hotel and travel into the Tuscan countryside by comfortable minivan, visiting the hillside towns of Montepulciano, Pienza, and Montalcino.

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Montepulciano, Montalcino, Pienza from Florence

9 hoursFree Cancellation

Price varies by group size

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Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

10 hoursFree Cancellation

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

11 hours 30 minutesFree Cancellation

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What are people saying about Montalcino

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

KathySchloss, Oct 2026

Great day out. Fabulous venues!

It was a great day! Fabulous wine tasting at Montepulciano in underground city, nice lunch with a beautiful view and good tasting in Montalcino. Got some sightseeing in too which was great! Driver was very knowledgeable and helpful. However I sat in the front of the van on the way back and am glad I made it back alive! The driver seemed to be at least 30km over the speed limit most of the way, all over the road - made me very anxious.

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

Christina_S, Sep 2026

Our guide was very...

Our guide was very competent and shared a lot of interesting information about Montalcino. Her personality was vibrant and energetic which made our time together fun.

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

David_C, Oct 2026

Fun experience well worth it

We were staying in Montalcino and drove the short distance to this winery. The tour was informative and fun. The host/guide was very knowledgeable and friendly. The grounds are beautiful with wonderful views. We had a fantastic weather day for this too. The wines were good. Brunello is one of my favorite wines ever since we visited Montalcino on a day trip 4 years ago. The food was good and we enjoyed talking with the other people on the tour. Highly recommend this experience.

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.

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!

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Anonymous, Oct 2026

A++++ Tour

Completely very satisfied with this tour and our guide, Placedo, was amazing. Very informative and went above and beyond to customize our tour with a wine with lunch pairing he set up at Poggio Rubino. Everything so awesome from the people we met, the food we ate and the wine, over the top. Highly recommend this tour as it’s in the quieter regions of Tuscany.

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

Kim_O, Oct 2026

Best day of our trip!

Andrea, with Pek Tuscany in Limo, was the best! He was knowledgable, professional, a safe driver (important here!) and a gentleman. He took my group of 4 women everywhere, helped us choose wines and cheeses and pay for purchases and got us from place to place on time (not easy, we are like herding cats). We loved our day with Andrea the most of our trip!

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

Denis_L, Oct 2026

Beautiful Tuscany

We had a very informative and entertaining guide in Paolo. We learned as much about the history and culture of Tuscany as we did about wine. Visiting smaller family-owned wineries for whom producing wine is a purpose, not just a job, was inspiring. And of course tasting the Brunello was a highlight!

Montalcino

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(5,799)

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

100+ results

What are people saying about Montalcino

Montalcino

People Also Ask

What’s the best way to experience Montalcino?

How much does it cost to visit Montalcino in 2026?

Do I need reservations to visit wineries in Montalcino?

What kind of tours are available in Montalcino?

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

Do any Montalcino tours include transportation from Florence or Siena?