Montalcino Fortress (Fortezza di Montalcino) Tours and Activities
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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)
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Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
326
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.
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From
$178.72
From
$178.72
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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Half-Day Brunello di Montalcino Wine Tour from Siena
15
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.
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From
$83.40
From
$83.40
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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San Gimignano, Chianti, and Montalcino Day Trip from Siena
32
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.
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From
$119.14
From
$119.14
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
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Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch
20
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.
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From
$247.82
From
$247.82
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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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.
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From
$249.01
Price varies by group size
From
$249.01
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
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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.
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From
$95.32
From
$95.32
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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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.
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From
$103.87
From
$103.87
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
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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.
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From
$417.01
Price varies by group size
From
$417.01
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 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.
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From
$476.58
Price varies by group size
From
$476.58
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
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
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From
$536.15
Price varies by group size
From
$536.15
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
Hiking tour around Montalcino with wine tasting and typical lunch!
The chance to see the unique landscape of the Val d'Orcia and make a visit to a historic winery that has been producing Brunello di Montalcino for 26 generations. Panorama and unmissable flavors
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From
$357.43
per group
From
$357.43
per group
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.
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From
$1,064.08
per group
From
$1,064.08
per group
Face masks required for travelers in public areas
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
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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
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From
$190.63
per group
From
$190.63
per group
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
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From
$3,665.92
Price varies by group size
From
$3,665.92
Price varies by group size
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!
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From
$13,701.65
per group
From
$13,701.65
per group
Ecorted Tour to Ancient Wine Cities: Montalcino, San Gimignano and Chianti
Get a personalized tour of Montalcino, San Gimignano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy different regional varieties, at your own discretion: Brunello, Supertuscan and Chianti Classico with a dedicated driver guide exploring the towns of Castellina in Chianti and the squares of Montalcino and San Gimignano, then pop into a local winery to learn about the local Sangiovese grapes and sip some Brunello and Chianti Classico. Visit San Gimignano, the City of the Vernaccia Wine and the Manhattan of the Middle Ages, entering the town is like going back in History and finally taste world champion Gelato. There will be a wine tasting and round-trip private air-conditioned minivan transportation from a meeting point near the Florence train station included. .
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From
$297.86
From
$297.86
Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting
Grand tour of the Val D'Orcia allows you to discover the most beautiful Tuscan countryside with a Professional Tour Guide-Sommelier
The small towns of Montalcino, Pienza and Montepulciano are the essence of this region, the dream of every curious traveler and lover of art, good food and great wines.
Discover the splendid Renaissance town of Montepulciano, its splendid square, surrounded by magnificent palaces from the 1500s, its extraordinary underground medieval cellars, the elegant streets with small shops and artisan shops and wine bars.
Be in love with Pienza, a UNESCO site, the charming village created by Pope Pius II, the extraordinary Renaissance cathedral, and the incredible view over the valley. Tasting of the delicious pecorino cheese.
Visit the famous wine town of Montalcino and taste the celebrated Brunello di Montalcino wine in a winery.
*** Trasportation is not included
*you need of your own car for this tour.
*I have my car I dont need to travel with you
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From
$357.43
per group
From
$357.43
per group
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!
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From
$305.51
From
$305.51
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