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Top Siena Historical Tours

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73 results | All Siena Tours

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Chianti Wine Tasting and San Gimignano Day Trip from Siena

Chianti Wine Tasting and San Gimignano Day Trip from Siena

star-4.5
203
Soak up the local vino and small-town charm of San Gimignano on this wine tasting trip from Siena. Explore San Gimignano first at your leisure, spotting landmarks such as the Collegiata and Pizza del Duomo while strolling the medieval streets. Afterward, travel deeper into the Tuscan hills, and enjoy an intimate winery tour. Sip and swirl Chianti blends with an inside look at the winemaking process.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$51.57
From
$51.57
Taking safety measures

Siena Vespa Tour Including Lunch at a Chianti Winery

Siena Vespa Tour Including Lunch at a Chianti Winery

star-5
52
See the hills of Tuscany in true Italian style with this action-packed day trip on a Vespa scooter from Siena. Set off on your scooter through the Tuscan countryside, your guide leading the way, as you and other scooter-riding participants make your way to a Chianti winery for lunch. Tour the vineyards and cellars, sample some wine and indulge in an antipasto lunch before heading back to Siena.
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  • 8 hours
  • Free Cancellation
From
$158.38
From
$158.38

Small-Group San Gimignano and Volterra Day Trip from Siena

Small-Group San Gimignano and Volterra Day Trip from Siena

star-5
48
Get medieval on this guided tour from Sienna to San Gimignano and Volterra. Head to the marvelously diminutive hilltop town of Monteriggioni and then stop for a while in UNESCO world Heritage-listed San Gimignano with its plethora of medieval towers and commanding views over the Tuscan countryside. Finally, spend some time in an alabaster workshop in Volterra before indulging in a rustic lunch at a Tuscan farm. This small-group tour is limited to just eight people, ensuring plenty of personalized attention from the guide. 
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$171.89
From
$171.89
Taking safety measures

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

star-4.5
78
Discover Tuscany's stunning landscape, culinary delights and UNESCO-listed sites on a day trip to Montepulciano and Pienza from Siena. Led by a local guide, admire the architectural gems of the Val d'Orcia region and stop at a dairy farm for lunch and samples of salty Pecorino cheese. Conclude your trip in the scenic hill town of Montepulciano, with an optional visit to a winery. Group size is limited to eight people, ensuring personalized attention from your guide.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$171.89
From
$171.89
Taking safety measures

From Siena: Pienza and Montepulciano Wine Tour

From Siena: Pienza and Montepulciano Wine Tour

star-4.5
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.
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  • 9 hours
  • Free Cancellation
  • Taking safety measures
From
$67.53
From
$67.53
Taking safety measures

Chianti and Castle Tour from Siena

Chianti and Castle Tour from Siena

star-4.5
43
Take the stress out of planning a day in Tuscany on this half-day small-group tour of the Chianti wine region from Siena, including transport. Enjoy an air-conditioned ride over to two popular wineries to taste wines and oils locals love. Plus spend some free time in Monteriggioni, and catch a glimpse of the town’s well-known medieval castle.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$85.94
From
$85.94
Taking safety measures

San Gimignano, Chianti, and Montalcino Day Trip from Siena

San Gimignano, Chianti, and Montalcino Day Trip from Siena

star-4.5
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.
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  • 11 hours
  • Free Cancellation
  • Taking safety measures
From
$122.78
From
$122.78
Taking safety measures

Siena Historic City Walking Tour with Cathedral Option

Siena Historic City Walking Tour with Cathedral Option

star-4.5
41
Discover the treasures of one of the most beautiful cities in the world with a monolingual local guide and immerse yourself in its art, culture and traditions as the horse race the Palio, which takes place twice a year. With a small group you will explore the best that Siena has to offer. Your guide will accompany you along the ancient streets of Siena through the most beautiful sites such as: Piazza del Campo, Palazzo Pubblico, Palazzo Tolomei, Palazzo Salimbeni, the ancient via Banchi di Sopra, the Basilica of San Domenico, the Sanctuary of St. Catherine of Siena, the Baptistery and the Cathedral. You will visit also the inside of the Cathedral (ticket not included), if you choose the Cathedral option, where you will admire the works of art of important Italian artists, such as Michelangelo, Donatello and Bernini.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$24.56
From
$24.56
Taking safety measures

Half-Day Brunello di Montalcino Wine Tour from Siena

Half-Day Brunello di Montalcino Wine Tour from Siena

star-4
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.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$85.94
From
$85.94
Taking safety measures

Siena Top 10 Pula Tour

Siena Top 10 Pula Tour

star-5
16
Our Polaguides will allow you to discover the most hidden places, but no less fascinating than Siena and instant photography will allow you to appreciate the beauty of the city from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be personalized, to browse whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends.
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  • 1 to 4 hours
  • Free Cancellation
From
$42.90
per group
From
$42.90
per group

Small-Group Chianti and San Gimignano Sunset Trip from Siena

Small-Group Chianti and San Gimignano Sunset Trip from Siena

star-4.5
23
Sip world-class wine and watch the sunset on this day trip to Chianti and San Gimignano from Siena. Led by an expert guide, explore the medieval town of Monteriggioni and visit Chianti wineries for tastings. Then, head to the UNESCO-listed San Gimignano to see the sunset as you savor a traditional Tuscan dinner in a farmhouse overlooking the hills. Group size is reserved for eight people to keep the experience as intimate as possible. 
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  • 8 to 9 hours
  • Free Cancellation
  • Taking safety measures
From
$184.16
From
$184.16
Taking safety measures

Best of Siena Guided Walking Tour

Best of Siena Guided Walking Tour

star-4
15
Maximize time in Siena with a guided walking tour through the medieval city streets. See local landmarks including Piazza del Campo and the Siena Cathedral while hearing stories about the city’s history and architecture from a local guide. Explore a local district, called a Contrada, and learn about Siena’s famous Palio horse races.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$23.33
From
$23.33
Taking safety measures

Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch

Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch

star-4.5
22
See Tuscany in classic Italian style by exploring the rustic region via a vintage Fiat 500, the classic, beloved and diminutive Italian automobile. Get picked up at your hotel in Siena and then ride to the stunning hilltop town of Monteriggioni, cruising through the rolling hills of Chianti along the way. Stop at a local vineyard and sample some delicious Italian wines with a hearty lunch of local fare. Follow the guide in a caravan. The number of participants on this small-group tour is limited to just ten, so you’re sure to get plenty of personalized attention from the guide.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$184.16
From
$184.16
Taking safety measures

Guided walking tour of Siena

Guided walking tour of Siena

star-4
13
Siena is a treasure trove of historical, artistic, religious and cultural riches all to be discovered. The best way to do it is on foot, admiring the changes to the town over the centuries and enjoying the spectacular scenery and curious particulars. With an authorized guide you will be able to appreciate the major tourist attractions like Piazza del Campo, the true heart of the town, the Palazzo Comunale (Town Hall), the Cathedral and the majestic Basilica of San Domenico. There will also be no lack of references to the great noble families, such as the Piccolomini, Tolomei and Salimbeni, and their palazzos, to the great tradition of the Siena Palio, but also to the stories of pilgrimage and saintliness that distinguish the town. The walk continues with a visit to the Cathedral that preserves the treasures of artists like Nicola Pisano, Duccio di Buoninsegna, Donatello and Gianlorenzo Bernini, besides its marvelous marble floor, which is a unique example in the history of art.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$24.56
From
$24.56
Taking safety measures

Siena: Guided tour of Siena INCLUDED Duomo

Siena: Guided tour of Siena INCLUDED Duomo

star-4
3
Wonderful Tour of Classic Siena every Saturday and Sunday guaranteed departure at 11.00 am from Piazza Duomo. Expert local guide will introduce you, in an interesting and pleasant way, to the history of Siena, the Duomo, Piazza del Campo and other monuments of the city. We will talk about the Palio, the districts and visit the lesser known and most peaceful corners of the city. Duomo skip the line included adult rate 25.00 euros per person children between 6 and 12 years 10.00 euro per person children under 6 years free
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$30.69
From
$30.69
Taking safety measures

Private Tour of Siena Cathedral

Private Tour of Siena Cathedral

star-5
1
Opt for a personalized experience of Siena’s top attraction on a private tour of Siena Cathedral (Il Duomo). With just your private guide and party, you’ll discover easy-to-miss details in the cathedral’s interior and benefit from commentary integral to understanding the statues of Michelangelo and the art inside the Chapel of St. John the Baptist. Plus, booking in advance means you’ll save hours of waiting in line with a skip-the-line admission ticket.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$119.84
Price varies by group size
From
$119.84
Price varies by group size
Taking safety measures

Siena Segway Tour

Siena Segway Tour

star-3
2
Mix medieval times with the 21st century on this small-group or private 3-hour tour of Siena via Segway. Gliding around town on two wheels, follow your guide while learning about the history of the town and each place you visit. See this Tuscan town’s main attractions from a Segway, including Piazza del Campo, Piazza del Duomo and Basilica of San Domenico. Get a killer view from the imposing Fortezza Medicea. Opt to take the tour in the morning, afternoon or in the evening to better suit your time in Siena. The number of participants on this small-group tour is limited to just eight, so you’re sure to get plenty of personalized attention from the guide.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$182.91
Price varies by group size
From
$182.91
Price varies by group size
Taking safety measures

E-Bike Tour in Val d'Orcia

E-Bike Tour in Val d'Orcia

star-5
9
Pedal through rolling hills and medieval villages in the scenic Val d’Orcia on an e-bike tour that includes lunch and an on-farm cheese tasting. With a guide to select the safest and most scenic bike routes through the UNESCO-listed agricultural region, you can focus on the experience. Provided e-bikes mean this tour can be as challenging—or as relaxed—as you want.
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  • 6 to 7 hours
  • Free Cancellation
  • Taking safety measures
From
$270.11
Price varies by group size
From
$270.11
Price varies by group size
Taking safety measures

PolaTour The 17 Fountains of the Contradas of Siena

PolaTour The 17 Fountains of the Contradas of Siena

star-5
6
Our Polaguides will allow you to discover the most hidden places, but no less fascinating than Siena and its districts and instant photography will allow you to appreciate the beauties of each district from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be personalized, to browse whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends.
More
  • 1 to 4 hours
  • Free Cancellation
From
$40.37
per group
From
$40.37
per group

Siena Cathedral: Private Tour

Siena Cathedral: Private Tour

star-5
4
Widely considered among Siena’s top attractions, Siena Cathedral dates back to the 13th century—but the cathedral’s medieval history is easy to miss. On this tour, explore Siena Cathedral with your private guide and see the best of this impressive Sienese landmark in one comprehensive visit. Hear the hidden history behind artworks by Bernini, Donatello, and Michelangelo, and admire key features such as the baroque chapels and marble façade.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$147.33
per group
From
$147.33
per group
Taking safety measures

Montalcino and Montepulciano Private Tour

Montalcino and Montepulciano Private Tour

star-5
1
Explore the beautiful Val d’Orcia just outside of Florence on this private full-day tour. Drive through the rolling countryside to visit the picturesque towns of Montepulciano, Pienza, and Montalcino. Sample wines from local vineyards and sit down to a delicious lunch made with fresh ingredients from the region. Discover the Tuscany that appears in movies and on postcards during this tour and admire the beautiful landscapes.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$466.55
Price varies by group size
From
$466.55
Price varies by group size
Taking safety measures

Half-day Private Walking Tour of Siena

Half-day Private Walking Tour of Siena

star-5
1
Siena is one of Tuscany’s most picturesque medieval towns and this private walking tour is ideal for first-time visitors or those short on time. Take in the highlights of the UNESCO-listed center, stroll around lively Piazza Del Campo, and admire landmarks such as San Domenico Basilica, Palazzo Tolomei, and Cathedral of Siena.
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  • 3 hours
  • Free Cancellation
From
$315.35
per group
From
$315.35
per group

Private Tour: Piazza del Campo and Siena’s Contrade, districts

Private Tour: Piazza del Campo and Siena’s Contrade, districts

star-5
1
Learn about the traditions of Siena, mainly the Palio di Siena, on this guided tour. You'll see churches, palaces, and other landmarks as you visit one of the city's 17 contrade (districts), which play a big part in the Palio, a horse race that takes place twice a year.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.94
Price varies by group size
From
$85.94
Price varies by group size
Taking safety measures

Piazza del Campo and Siena's Contrade, districts

Piazza del Campo and Siena's Contrade, districts

star-5
1
Learn all about Siena's famous horse race, the Palio, on this 1-hour, guided walking tour. Your guide shares all the details about the Palio's history and traditions of the race that takes place in the city square, the Piazza del Campo. Also visit one of Siena's 17 districts ("contrade"), whose representatives race in the Palio twice a year.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$24.56
From
$24.56
Taking safety measures

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