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

Auto-translated

Sort by: Featured

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.

...More

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

1 hour 30 minutesFree Cancellation

4.7

(119)

from $69

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.

...More

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

9 hoursFree Cancellation

4.9

(1,012)

from $223

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.

...More

From Siena Best of Tuscany Wines and Lunch in Montepulciano

9 hoursFree Cancellation

4.0

(14)

from $116

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.

...More

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

10 hours 30 minutesFree Cancellation

4.7

(398)

from $269

Price varies by group size

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.

...More

Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

1 hour 30 minutesFree Cancellation

5.0

(91)

from $82

Montalcino: Brunello Wine Tasting Experience

1 hour 30 minutesFree Cancellation

4.4

(62)

from $38

Special Offer

A Brunello Cooking Class with Vineyards View Winery

4 hoursFree Cancellation

Special Offer

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.

...More

From Florence: Val d'Orcia, Montepulciano & Montalcino

12 hoursFree 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.

...More

San Gimignano, Chianti, and Montalcino Day Trip from Siena

11 hoursFree Cancellation

4.3

(151)

from $165

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.

...More

Tuscany Wines & Lunch: Montepulciano & Montalcino Experience

11 hoursFree Cancellation

5.0

(2)

from $116

Special Offer

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.

...More

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

11 hours 30 minutesFree Cancellation

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.

...More

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

11 hoursFree Cancellation

4.8

(8)

from $165

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.

...More

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

12 hoursFree Cancellation

4.9

(132)

from $127

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

11 hours 30 minutesFree Cancellation

4.7

(53)

from $108

from Rome Montepulciano and Montalcino, the Wine Routes

8 to 9 hoursFree Cancellation

4.3

(13)

from $123

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.

...More

Signature Brunello di Montalcino Wine Tour from Siena

5 hours 30 minutesFree Cancellation

4.0

(66)

from $140

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.

...More

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

8 hoursFree Cancellation

5.0

(38)

from $823

Per group

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.

...More

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

9 hoursFree Cancellation

5.0

(15)

from $304

Aperitif on the Terrace of Podere Montale at Sunset

1 hourFree Cancellation

4.8

(22)

from $47

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.

...More

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

11 hoursFree Cancellation

4.8

(30)

from $182

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.

...More

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

10 to 11 hoursFree Cancellation

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.

...More

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

9 to 10 hoursFree Cancellation

5.0

(45)

from $253

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.

...More

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

10 to 11 hoursFree Cancellation

4.6

(5)

from $269

Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

8 hoursFree Cancellation

4.9

(107)

from $269

1 2 3

...

What are people saying about Montalcino

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

Jennifer_R, Jul 2026

Keko is the best!

We had a wonderful day exploring the area of Montalcino with Keko. He is incredibly knowledgeable and personable. Each winery was a unique experience and really told the story of the area. The lunch was incredible, the owners were so warm and embracing. We highly recommend this experience! Keko is the best.

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!

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!

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!

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Melanie_B, Aug 2026

Fantastic tour! Great wine and wonderful guide who shared kindness and tremendous history with us!!

This is a wonderful tour! The underground, secret areas beneath the town were amazing, their wines were ALL delicious, our guide perfection, history fascinating and we loved every bit of it. We bought some of the wonderful vino nobile and chianti riserva!!!

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Linda_P, Jul 2026

A must do wine tour

If you love good wine then this tour is a must! Both wineries treated us so well, sharing their knowledge and experience with us. The drive through the countryside made the day great but Siki made it special! His driving skills were superb and his personality made for such an enjoyable day! Thank you Siki!

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

100+ results

What are people saying about Montalcino

Montalcino

People Also Ask