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.

100+ results

Best Seller

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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4.6

(94)

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Free Cancellation
1 hour 30 minutes

from $69

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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4.7

(365)

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Free Cancellation
10 hours 30 minutes

from $269

Price varies by group size

Montalcino: Brunello Wine Tasting Experience

4.3

(57)

Montalcino: Brunello Wine Tasting Experience

Free Cancellation
1 hour 30 minutes

from $38

A Brunello Cooking Class with Vineyards View Winery

5.0

(223)

A Brunello Cooking Class with Vineyards View Winery

Free Cancellation
4 hours

from $304

Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

Delve into the fascinating world of olive oil with a guided tour at Frantoio di Montalcino in Chianti, 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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5.0

(85)

Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

Free Cancellation
1 hour 30 minutes

from $82

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

4.8

(50)

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

Free Cancellation
11 hours 30 minutes

from $108

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

4.7

(1,157)

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

Free Cancellation
11 hours 30 minutes

from $108

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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4.9

(956)

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

Free Cancellation
9 hours

from $223

MONTALCINO Private E-Bike & Brunello Winery Experience

Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in the UNESCO-listed Val d’Orcia, the journey unfolds at a relaxed, immersive pace. Premium e-bikes ensure effortless riding, and scenic routes along the Via Francigena offer photo spots, storytelling, and local legends far from crowds. Discover hidden corners and panoramic vineyards on a private, immersive tour for lasting memories.Led by a certified guide, you explore the history, culture, and atmosphere of this region beyond a standard tour.The experience culminates with an exclusive winery visit, followed by a refined Tuscan lunch and curated wine pairing. Savor Brunello and Rosso di Montalcino, both organic certified, in a private, intimate setting. Designed for couples, families, and discerning travelers, this is an elevated, immersive way to discover Montalcino — private, seamless, far from ordinary tours.

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5.0

(5)

MONTALCINO Private E-Bike & Brunello Winery Experience

Free Cancellation
3 to 5 hours

from $410

Likely to Sell Out

Montalcino Castle and Vineyards tour with tasting

Combine three of Italy’s most vital delights—wine, landscapes, and history—on this tour of the 15th-century Castello Tricerchi Montalcino wine estate. Exploring in a group no larger than 15, discover 600 years of history, including the chapel, the vineyards, and the cellars. Round off your visit with a tasting of three signature wines—Brunello di Montalcino, Rosso di Montalcino, and a Toscana IGP—paired with delicious local nibbles.

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3.9

(35)

Montalcino Castle and Vineyards tour with tasting

Free Cancellation
1 hour

from $46

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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4.3

(150)

San Gimignano, Chianti, and Montalcino Day Trip from Siena

Free Cancellation
11 hours

from $165

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

DEPARTURE GUARANTEED! Enjoy a perfect day trip visiting 3 of the most impressive places in Tuscany. Montalcino, house of "Brunello" wine; Pienza, well known for the "Pecorino" cheese and Montepulciano where the undisputed symbol is the "Nobile di Montepulciano" wine! Please note that from November to April I cannot guarantee the restaurant with view, as stated in the inclusions. The Valdorcia has been recognized as UNESCO world heritage site since 2004, as it was an inspiration for many Renaissance painters. There you will be surrounded by impressive views, art, culture, amazing wine and delicious food! Your semi private tour will be on board of a premium minivan with an English speaking driver, air conditioning and free water. WHY CHOOSE ME? Secure bookings, Guaranted Departures! 48 hours Cancellation policy, best rates guaranteed! Group of maximum 8 people.

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5.0

(1)

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Free Cancellation
10 to 11 hours

from $269

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.

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5.0

(90)

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

Free Cancellation
9 hours

from $912

Per group

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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5.0

(40)

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

Free Cancellation
9 to 10 hours

from $253

Likely to Sell Out

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

Tuscany's Val d'Orcia is famous for its postcard-perfect scenery and hill towns, but getting around by public transportation can be frustrating. With this private tour, enjoy hassle-free pickup in Florence and soak in the views while your professional driver takes on the tricky country roads. Spend time exploring the villages of Montalcino, Pienza, and Montepulciano plus stop to snap photos of the Madonna di Vitaleta Chapel.

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4.9

(31)

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

Free Cancellation
10 hours

from $640

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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4.0

(66)

Signature Brunello di Montalcino Wine Tour from Siena

Free Cancellation
5 hours 30 minutes

from $140

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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4.9

(20)

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Free Cancellation
11 hours

from $175

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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4.7

(12)

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

Free Cancellation
12 hours

from $127

Florence: Best of Tuscany Wines & Lunch in Montepulciano

4.1

(92)

Florence: Best of Tuscany Wines & Lunch in Montepulciano

Free Cancellation
12 hours 30 minutes

from $152

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Experience medieval Tuscany on a group day trip. Visit the fortified town of Monteriggioni with tickets to its Templar Museum and panoramic views from its walls (if selected). 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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4.8

(55)

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Free Cancellation
11 hours

from $51

Best of Tuscany: Full Day Private Tour to Val D'Orcia

4.8

(24)

Best of Tuscany: Full Day Private Tour to Val D'Orcia

Free Cancellation
8 hours

from $764

Price varies by group size

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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4.7

(7)

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

Free Cancellation
11 hours

from $165

Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

4.9

(103)

Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

Free Cancellation
8 hours

from $269

Montalcino Cooking Class and lunch with the local lady

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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4.6

(8)

Montalcino Cooking Class and lunch with the local lady

4 hours

from $223

Price varies by group size

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What are people saying about Montalcino

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!

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.

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

Kareem_G, Dec 2025

Top 3 Life Experience

This was a top 3 experience in my entire life. Seeing the country side of Tuscany during the fall with our amazing tour guide Christian took my breath away. Beautiful experience through and through. From our Brunello wine tasting to walking through the streets of Montalcino, Pienza and Montepulciano to Christian’s recommendations at each stop. Absolutely amazing experience. It’s a long day so be ready but it was worth every Euro spent!

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Panpan_G, Mar 2026

Excellent experience

Excellent, strongly recommend. The tour offers a variety of wine tasting experiences, with depth and width. Our guide is excellent.

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

jessica_b, Mar 2026

Wonderful experience

This was a very unique tour and it was also very informative! I learned a lot about Montepulciano wine and the history of the region from the Ercolani cellar, which was where our first tasting was hosted. We tried some fabulous wines and cheeses there before going on to another town and then another winery. This tour was a fantastic!

Montalcino: Brunello Wine Tasting Experience

Lesa_H, Mar 2026

Great time!!!

Alice was very personable and took good care of us. She led us through the beautiful property giving us the historical background of the fortress, family and area, as well teaching us about Brunello wine and the winery. The tasting room was filled with old world antiques and decor. I felt I was in a castle! The wine and cheese were delicious, the other couple who joined us were lovely. We had a great time. Thank you Alice!!

Private Plus Montalcino Wine Tasting in Paradise

Christy_C, Dec 2025

Great vineyard! Book transportation separately.

This vineyard was amazing with a wide selection of Brunello wines and good prices. Mario was a great host. The dinner was fabulous! Be aware, however, that when aviator advertises it as a Siena activity, it means the region, not the town. Transportation to and from the vineyard is your responsibility. It’s worth the trip though.

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

Michelle_T, Nov 2025

Definitely recommended!!

Giorgia was an excellent guide to the best wine we experienced in Italy! She was full of interesting facts and history of the region. It made the experience lively and educational. She made sure all in the tour were included in conversation and all of us had a great time! Our favorite winery was Fattoria del Pino with winemaker Jessica!!! All the wineries were excellent including our lunch by Gianni Bernazzi. Thank you for an amazing experience! Grazie!

Montalcino

5.0

(4,562)

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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What are people saying about Montalcino

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