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Home/Italy/Tuscany/Siena/Montalcino Fortress (Fortezza di Montalcino)

Unveil the Secrets of Fortezza di Montalcino

Step back in time at the Montalcino Fortress (Fortezza di Montalcino), a majestic sentinel overlooking the rolling hills of Tuscany. Perfect for history buffs and wine lovers alike, this iconic landmark offers breathtaking views of the Val d'Orcia and easy access to world-class Brunello di Montalcino wine tastings. Whether you are exploring medieval architecture on a guided walking tour or indulging in authentic food tours through the charming village, the Fortezza provides an unforgettable gateway to the heart of Italy. Discover the magic of this UNESCO World Heritage region and book your immersive Tuscan experience today!

4.8/5 avg ratingTours from $691,966+ reviewsFree cancellation included

At a glance

Tour Price

Tour Price

$165–$455 typical

Median price is $269, with a full range of $69–$679

Rating

Rating

4.8★ average

Based on 1,966 pooled reviews with 84% positive sentiment

Tour Duration

Tour Duration

8–11.6 hours typical

Median duration is 11 hours

Best For

Best For

Wine & Culture

90% are wine tasting tours and 100% cover cultural, food, and historical themes

Booking Info

Booking Info

Free cancellation

100% of options offer free cancellation and instant confirmation

Pro Tip

Pro Tip

Book ahead

30% of tours are flagged as likely to sell out

4 Products

San Gimignano, Chianti, and Montalcino Day Trip from Siena

San Gimignano, Chianti, and Montalcino Day Trip from Siena

11 hrsEco-FriendlyFree cancellationLikely to sell out
4.32 (151 reviews)
78.99%
21.01%
Delicious wine tastingamazingbeautiful places
Viator
$165
Book now
View Details
San Gimignano, Chianti, and Montalcino Day Trip from Siena
Summary

Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards of Chianti, taste the famed Brunello di Montalcino, and savour local snacks, olive oil and balsamic vinegar – all in a com...

Inclusions
  • Expert multilingual escorts
  • Olive oil and balsamic vinegar sampling
  • Tour of 2 wine estates, one of which is exclusive + 2 wine tastings
Itinerary
  • San Gimignano 1300
  • Collegiata di Santa Maria Assunta - Duomo di San Gimignano
  • Piazza Della Cisterna
  • Palazzo Pubblico e Torre Grossa
  • Strada Statale 222 Chiantigiana
  • Fortezza di Montalcino
  • San Filippo Montalcino
  • Val D'Orcia
  • Siena
Good to know
  • Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Specialized infant seats are available, Suitable for all physical fitness levels, Customers must be able to climb and descend stairs., Vegetarian option is available for the optional lunch, please advise any specific dietary requirements at time of booking, Travel in air-conditioned minivan for up to 8 people or minibus for up to 30 people, Please meet our staff outside Siena Railway Station (Stazione di Siena – Ferrovia), in front of the clock tower at the main station entrance.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Signature Brunello di Montalcino Wine Tour from Siena

Signature Brunello di Montalcino Wine Tour from Siena

5.5 hrsEco-FriendlyFree cancellation
4.03 (66 reviews)
68.51%
31.49%
Brunello wine was greatexcellentAmazing tour
Viator
$140
Book now
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Signature Brunello di Montalcino Wine Tour from Siena
Summary

Brunello di Montalcino, widely celebrated as one of the finest wines in the world, is the ultimate expression of a centuries-old winemaking heritage rooted in the passion, dedication, and traditions of the people of Montalcino. Passed down through generations, this remarkable legacy has transformed ...

Inclusions
  • Opportunity to admire the historic medieval fortress and breathtaking Tuscan landscapes
  • Scenic journey through the rolling vineyards and countryside of the Val d’Orcia area
  • Free time to discover the charming hilltop town of Montalcino at your own pace
  • Professional multilingual expert guide accompanying you throughout the experience
  • Insight into Brunello winemaking traditions, aging techniques, and local wine culture
  • Visit to renowned wine estates celebrated for their excellence and tradition
  • Guided tasting of two prestigious Brunello di Montalcino wines at carefully selected wineries
  • Traditional Tuscan light snack with fresh local bread and extra virgin olive oil
Itinerary
  • Siena
  • Montalcino
  • Fortezza di Montalcino
  • Siena
Good to know
  • Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Infants are required to sit on an adult’s lap, Specialized infant seats are available, Suitable for all physical fitness levels, Customers must be able to climb and descend stairs., Small groups: maximum 8 people in the minivan or 30 people in a minibus., Please meet our staff outside Siena Railway Station (Stazione di Siena – Ferrovia), in front of the clock tower at the main station entrance.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

11 hrsFree cancellationLikely to sell out
4.75 (8 reviews)
97.3%
2.7%
beautifuleveryone was niceWonderful experience
Viator
$165
Book now
View Details
San Gimignano, Chianti and Montalcino Tour through Tuscan wine
Summary

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 Gimigna...

Inclusions
  • Expert multilingual escorts
  • Two wine tastings in two wineries
  • Guided tours in two wineries
  • Travel by minivan with air conditioning for a maximum of 8 people
Exclusions
  • Lunch
  • Gratuities
Itinerary
  • Siena
  • San Gimignano
  • Collegiata di Santa Maria Assunta - Duomo di San Gimignano
  • Palazzo Pubblico e Torre Grossa
  • Piazza Della Cisterna
  • Strada Statale 222 Chiantigiana
  • Montalcino
  • Fortezza di Montalcino
  • Val D'Orcia
  • Val D'Orcia
Good to know
  • Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Suitable for all physical fitness levels, Only Adult 18 years old and above are allowed for wine and any other alcoholic beverages
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

11 hrsFree cancellation
4.6 (5 reviews)
82.76%
17.24%
amazinggreat experienceknowledgeable
Viator
$269
Book now
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Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano
Summary

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 wi...

Inclusions
  • Local product food tasting during the wine tasting in Montepulciano
  • Guided tour on vineyard and barrel cellar
  • Superior Lunch with stunning view (November to April we cannot guarantee the restaurant with view)
  • English speaking driver (driver is not the guide)
  • Guided tour on the underground city of Montepulciano
  • 2 Wine Tasting
Itinerary
  • Porta Camollia
  • Montalcino
  • Fortezza di Montalcino
  • Historic Centre of the City of Pienza
  • Montepulciano
  • Porta Camollia
Good to know
  • Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Specialized infant seats are available, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels, We only serve alcoholic drinks for travelers 18 years old and above. Minor travelers below 18 years old will be served non-alcoholic drinks.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Pairs well with

Landmarks travelers visit on the same route as Montalcino Fortress (Fortezza di Montalcino).

Montalcino
Learn more

Montalcino

100 m away • from $29

Val d'Orcia
Learn more

Val d'Orcia

14 km away • from $92

Siena Historic Center (Siena Centro Storico)
Learn more

Siena Historic Center (Siena Centro Storico)

16 km away • from $26

National Art Gallery of Siena (Pinacoteca Nazionale Siena)
Learn more

National Art Gallery of Siena (Pinacoteca Nazionale Siena)

32 km away • from $1.14

Frequently Asked Questions

Get answers to the most common questions travelers ask before visiting.

You should plan for a significant portion of the day. Tours generally last between 7.2–11 hours, with a median duration of 11 hours.

The feedback is overwhelmingly positive, with an average rating of 4.43★ based on 230 pooled reviews across booking platforms. Reviewers frequently describe the experiences as a great tour or wonderful, often highlighting the excellent driver/guide and the perfect amount of time spent on the activity.

Flexibility is widely available. 100% of the options we compare offer free cancellation, providing peace of mind for your travel itinerary.

You can find tours offered in three languages: English, Spanish, and Italian.

Yes, 50% of the listings we compare are tagged as eco-friendly, which is a notable presence for this location.

Driving is best for flexibility. However, many wineries offer shuttle services or private drivers to ensure you can enjoy wine tastings safely.

Yes, booking ahead is highly recommended. Many top estates have limited availability and require appointments for guided tastings.

Walking is ideal for the narrow streets. Be prepared for steep inclines and cobblestone paths, so wear comfortable shoes.

Abbey of Sant'Antimo (Abbazia di Sant'Antimo)6.6kmVal d'Orcia13.6kmPienza15.4kmSiena Historic Center (Siena Centro Storico)15.5kmTemple of San Biagio (Tempio di San Biagio)23.5kmSiena Piazza del Mercato31.7kmPubblico Palace (Palazzo Pubblico)31.8kmSiena Civic Museum (Museo Civico di Siena)31.8kmMangia Tower (Torre del Mangia)31.8kmPubblico Palace (Palazzo Pubblico)31.8kmSiena Cathedral Museum (Museo dell’Opera Metropolitana)31.8kmPalio of Siena (Palio di Siena)31.9km
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