Montalcino Fortress (Fortezza di Montalcino) Tours and Activities
386 Reviews
The lovely Tuscan hilltop town of Montalcino is world-famous for its rich red Brunello wines, but it also has a spectacular centro storico, with winding streets that lead up to the imposing five-sided Montalcino Fortress (Fortezza di Montalcino). Built in 1361 on top of earlier medieval structures, the site today includes a cobbled courtyard enclosed by sturdy watchtowers and a medieval chapel as well as a top-quality enoteca (wine shop) for tasting and selling the local Brunellos. The ramparts are open to walk around, offering spectacular views of the vineyards and olive groves of the Val d’Orcia.
In the Middle Ages, Montalcino was a settlement of considerable importance thanks to its proximity to the Via Francigena pilgrimage route between France and Rome, but under control of the Republic of Siena it became consistently embroiled in territory warfare with Florence. It was the last Tuscan town to hold out against the might of the Medicis, and although Siena fell in 1555 and despite a four-year siege, Montalcino's fortress never fell to Florentine troops. Cosimo I added its imposing ramparts in 1571, but the fortress lost its military significance soon after; over the years it housed a community of Benedictine monks but gradually fell into disrepair before restorations took place in the 1940s.
Tue–Sun 9am–6pm
Piazzale della Fortezza, Montalcino , Tuscany, 53024
Tours and Activities to Experience Montalcino Fortress (Fortezza di Montalcino)
When are you traveling?
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.
You are viewing Virtual Experiences in Siena. See more Virtual Experiences around the globe. 🌎
Price
Duration
Time of Day
RatingClear
Specials
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
310
Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this day trip from Siena. Led by an expert guide, travel to the cellars to learn about the production process and meet the locals behind the delicious red wine. Then, pause at a family-run winery for an authentic Tuscan lunch before exploring the village of Montalcino and the abbey of Sant'Antimo. Stop for additional tastings along the way and conclude with transportation back to Siena. Group size is reserved to eight people for a more intimate experience.
…More
From
$185.38
From
$185.38
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Full-Day Winery Tour in Montepulciano with Tasting and Lunch
34
Explore Tuscany beyond Florence or Siena with a full-day wine tour. Get picked up at your hotel for a small-group tour to visit local wineries and relax over lunch in the town of Montepulciano. Learn about how wine is made and taste regional specialties including Brunello. Meet the people behind the wine without the hassle of a rental car or navigating between wineries.
…More
From
$245.94
Price varies by group size
From
$245.94
Price varies by group size
San Gimignano, Chianti, and Montalcino Day Trip from Siena
30
Visit San Gimignano, Monteriggioni, and Montalcino on a day trip from Siena, and discover medieval architecture, wine, and stunning views of Tuscany. With ample free time in each of the hill towns, the tour also includes lunch at a Monteriggioni winery plus samples of Chianti and Brunello di Montalcino wine.
…More
From
$123.59
From
$123.59
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More
BRUNELLO COOKING CLASS - Lunch and Cooking with a view in a Brunello Winery
4
Discover the fine food and wine of the Siena region with your own private guide on a full-day tour in Tuscany. Taste some of Tuscany’s great wine and cheese, visit the picturesque town of Pienza, take a cooking class, go to wine estates, and have a delicious lunch. Suitable for groups of up to eight people, this tour provides comfortable transportation in a Mercedes minivan with a professional driver.
…More
From
$206.39
Price varies by group size
From
$206.39
Price varies by group size
Half-Day Brunello di Montalcino Wine Tour from Siena
13
Spend an afternoon in the wine town of Montalcino, tasting the prestigious Brunello di Montalcino and learning about wine production. This tour from Siena that tasting of local wine paired with salami and cured meat. Admire views of the Tuscan countryside from the pretty hill town and discover the region’s generations-old winemaking traditions.
…More
From
$86.51
From
$86.51
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Tuscany Small-Group Day Trip from Florence with Chianti Wine Tastings and Lunch
19
Get a taste of Tuscan scenery, wine and food on a day trip departing from Florence. Led by a local guide, discover the regions of Chianti and Val d’Orcia, soaking up the local flavor with two wine tastings. After exploring the charming towns of Greve and Montepulciano, top off your trip with a traditional Tuscan lunch at a farmhouse in the Val d’Orcia hills. To keep the experience as intimate as possible, numbers are limited to eight on this small-group adventure.
…More
From
$257.06
From
$257.06
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Montalcino, Orcia Valley, Pienza, and Montepulciano: Wine- and Cheese-Tasting Guided Tour from Florence
132
Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino, and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d’Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It’s a great day out in the Italian countryside.
…More
From
$86.51
From
$86.51
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Tuscan Food and Wine Tour of Val d'Orcia from Florence
78
Experience the sights and flavors of Tuscany on a full-day tour from Florence that takes you through the Val d'Orcia region to the elegant Renaissance architecture of Montepulciano. Explore the history of Montalcino’s imposing fortress and the jewel-box village of Pienza, savoring the bounty of the Val d’Orcia region with tastings of local wines and specialty foods along the way.
…More
From
$86.51
From
$86.51
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More
From Siena: Pienza and Montepulciano Wine Tour
34
Taste your way through Tuscany with this full-day wine tour of Montalcino, Pienza, and Montepulciano from Siena. Visit the charming town of Pienza and stop for one wine tasting each in Montepulciano and Montalcino.
…More
From
$67.97
From
$67.97
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More
Tuscany Tour in English from Siena
Benefit from a private full-day tour of Tuscany with round-trip transportation from Siena. Have free time during your visits to Montalcino, Pienza, and Montepulciano, and have the option to stop for lunch, and wine or cheese tastings in the countryside. Travel in comfort in an air-conditioned private vehicle with hotel pickup and drop-off included.
…More
From
$1,103.75
per group
From
$1,103.75
per group
Face masks required for travelers in public areas
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Learn More
Unique Tuscany Experience in 1 week with the locals
• SMALL INTIMATE GROUP with a maximum of 8 people.
• Experience life as a local in a beautiful private apartment in a genuine Tuscan farmhouse.
• Commence your journey of discovery in the spellbinding medieval villages of Arezzo and Anghiari.
• Immerse yourself in the history of Tuscany when you experience San Gimignano and Volterra up close and personal.
• Learn about the fascinating customs and traditions of an ageless Tuscan village.
• Lose yourself in the rural allure of Val D’orcia
• Intrepidly explore the fascinating medieval city of Siena and the stunning surrounding landscape.
• Tour the world-famous vineyards and sample Italy’s finest tipples.
• Experience the real Tuscany with a BOUTIQUE FULLY ESCORTED TOUR
…More
From
$3,801.46
From
$3,801.46
Bike trip from Pienza to Montalcino through the Val d'Oricia
1
This trip is a must because you explore the best of the Val d'Orcia park, pedaling with an expert guide.
THE ROUTE IS NOT EASY BUT FOR THE LESS TRAINED, just book an e-bike.
If, on the other hand, you are cyclists and 2-wheel enthusiasts, we have excellent gravel or road carbon bikes available
The destination is Montalcino and we offer you a visit with tasting at Corte Pavone, one of our favorite wineries.
…More
From
$107.74
From
$107.74
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
Learn More
Private The Essence of Tuscany: Chianti Classico, Montalcino, Montepulciano
1
Following the scent of the Great Wines through the most stunning landscapes of Chianti, Val d’Orcia and Val di Chiana
…More
From
$556.14
Price varies by group size
From
$556.14
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Organic Tour in Tuscany - 6 days tour - Honeymoon
An amazing 6 days package to discover the beauties of Tuscany in a journey through its medieval villages and its amazing culinary tradition!
Art, History and great Food experiences, in a one-of-a-kind unique package!
…More
From
$14,212.44
per group
From
$14,212.44
per group
The Sharp Tuscany Tour – From Sunrise to Sunset – Photo Tour & Workshop
1
We know these locations and towns like anyone else. We know which ones are the best hotels for you to live the true Tuscany experience, we know which ones are the best restaurants in these little towns and of course we know all the famous photographic locations that make this place so special! With us, you’ll have the chance to photograph both the famous locations of this land and the hidden gems that the majority of the other photographers don’t even know about! While there are some periods of the year where Tuscany gives its best (like Spring or Autumn), these places are beautiful every day of every months, and we will give you the opportunity to see them whenever you want and you can. We want to make sure that you will have a visible growth in your photographic knowledge (and style) during your stay and we will do anything in our power to teach you everything you need to boost your photographic vision and your abilities, both on-the-field and in postproduction.
…More
From
$432.55
Price varies by group size
From
$432.55
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Brunello di Montalcino, small biodynamic wineries
7
Sip wine and go back to medieval times during this full-day, guided wine, walking, and food tour that includes a Tuscan lunch. Wander the streets of the ancient, hilltop town of Montalcino known for its wine before touring the Brunello di Montalcino winery. Learn how biodynamic wines are made and sample varieties straight from the barrel. After lunch, visit a second winery to sip samples and eat Tuscan fare.
…More
From
$258.30
Price varies by group size
From
$258.30
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Brunello Wine Tasting from San Gimignano
1
Tuscany is famous for its fine wines, UNESCO-listed landscapes, and historic cities, and this day tour from San Gimignano ticks off all three. Enjoy wine tasting in the Chianti wine region; explore historic Montalcino; and sample the famous Brunello di Montalcino wine. Tour includes hotel pickup and drop-off.
…More
From
$98.87
From
$98.87
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Brunello of Montalcino Private Wine Tour with lunch from Florence or Siena
1
Skip the hassle of driving as you discover the great wine and food of the Brunello region on this full-day tour from Florence. Your driver-guide shows you around the region’s important wineries, the town of Montalcino, and landmarks such as Sant’Antimo Abbey. Enjoy a gourmet lunch in a typical osteria, sample a variety of Brunello wines, and visit small wine and food shops that showcase local specialties.
…More
From
$519.06
Price varies by group size
From
$519.06
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
The Sharp Cinque Terre Tour – From Sunrise to Sunset – Photo Tour & Workshop
We are Locals! We know these locations and towns like anyone else. We know which ones are the best hotels for you to live the true Tuscany experience, we know which ones are the best restaurants in these little towns and of course we know all the famous photographic locations that make this place so special! Workshops with Award-Winning Photographers, We want to make sure that you will have a visible growth in your photographic knowledge (and style) during your stay and we will do anything in our power to teach you everything you need to boost your photographic vision and your abilities, both on-the-field and in post-production. Small Groups Only, We set the limit to 5/6 people per week and this gave us the ability to perfectly follow every member of the tour without any rush. We want to be sure that you will always have the right attention and we want to be there if you have any doubt, at any time!
…More
From
$316.90
From
$316.90
Val d'Orcia private tour: Montalcino, Pienza and Montepulciano
3
Experience the heart of Tuscany by visiting the enchanting Val D’Orcia led by your private driver.
Let your personal chauffeur do all the work and take you on a journey through the spellbinding Val D'Orcia countryside, a region known for its scenic beauty, picturesque villages, rolling hills and cypresses! Explore in total freedom the enchanting towns of Montalcino, Pienza and Montepulciano and savour the best wines in the world! The first stop will be Montalcino, land of the world-renowned Brunello wine, a labyrinth of cobbled streets, quaint wine shops and Romanesque-style churches. The following stop is Pienza, which stands high upon a hill and dominates all the Orcia valley with extraordinary views. The last stop reaches Montepulciano, home to the famous Vino Nobile vineyards and more recently famous for the filming of the vampire movie "New Moon". Enjoy your free time in the most elegant village of the entire Val D'Orcia.
…More
From
$425.42
Price varies by group size
From
$425.42
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Walking tour in Florence
Explore Florence together with a local guide and discover the history, art and unknown stories!
Take a slow stroll through the old Center of the city where you can see beautiful historical buildings, palaces, museums, churches and gardens. We will guide you to admire the Baptistery, the Duomo-Cathedral, Dante's home, Bargello Palace and Piazza della Signoria. You will also enjoy the sight of Palazzo Vecchio, a remarkable example of civil architecture. Here you will discover an open air museum with various masterpieces including the copy of Michelangelo's David, right in front of Palazzo Vecchio. Then we will pass through the wings of the Uffizi Gallery. Following the Arno River, we will walk towards Ponte Vecchio and its gold jewelry shops and we will see part of the other side of the river.
…More
From
$30.90
From
$30.90
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
Wine trekking in Tuscany
This hiking is a special tour for wine lovers. Along the way you will find many wineries and you can choose how many to stop for a visit and a wine tasting. You will walk along ancient paths through the iconic Montalcino vineyards. Other route options are available in the Montalcino or Chianti area.
Sneakers shoes are needed
…More
From
$202.82
per group
From
$202.82
per group
Gourmet wine tour from Montalcino
1
Enjoy an unforgettable day: let yourself be guided through the rolling hills and vineyards while admiring the beautiful Tuscan landscapes! Our tour will combine the perfect Brunello di Montalcino wine with our typical Tuscan cooking. Thanks to this tour you will be able to appreciate wines and food and to learn more about our history and traditions: in two words, our Tuscan life style!
You'll depart at 10 am from Montalcino with an english speaking driver and you will have the chance to visit 3 estates and cellars of different style. You will have 2 different tutored tasting and then a homemade lunch with 4 courses menu, paired with Brunello di Montalcino and Vin Santo
…More
From
$344.81
From
$344.81
Day trip in Chianti and Montalcino with local Gastronome
1
I believe that this tour is unique because I will take you to small and unique places that produce high quality and artisanal products, all in respect of nature. You will be able to have a good idea about the wine world of Tuscany but also take a deep dive into the gastronomic part of the culture. Since we are going to the 2 best areas for wine in Tuscany, and the whole world I would say, I think that this tour is a concentrate of beauty and pleasure that will let you meet a few of the best products that this land has to offer.
…More
From
$226.89
Price varies by group size
From
$226.89
Price varies by group size
- Things to do in Tuscany
- Things to do in San Gimignano
- Things to do in Chianti
- Things to do in Florence
- Things to do in Livorno
- Things to do in Pisa
- Things to do in Perugia
- Things to do in Lake Bolsena
- Things to do in Assisi
- Things to do in Bologna
- Things to do in Rome
- Things to do in Genoa
- Things to do in Venice
- Things to do in Umbria
- Things to do in Emilia-Romagna