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Top Siena Private Sightseeing Tours

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106 results | All Siena Tours

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VESPA Tour in Tuscany

VESPA Tour in Tuscany

star-5
4
Experience the Tuscan countryside from a perspective rare to visitors on a private Vespa tour with round–trip transport from your Siena hotel. In addition to navigating for you, your guide ensures the best views and stops for photo opportunities along the way. The day includes a Tuscan–style lunch and complimentary wine tasting with vineyard views.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$282.83
Price varies by group size
From
$282.83
Price varies by group size
Taking safety measures

Private Tour: Siena Walking Tour

Private Tour: Siena Walking Tour

star-5
30
Stroll the charming Medieval streets of a Tuscan hill town with this 2-hour private tour of Siena. Learn about Siena's hidden gems from a knowledgeable guide in between visits to its most popular sights.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$176.88
per group
From
$176.88
per group
Taking safety measures

Bike Tour and Wine Tasting from San Gimignano

Bike Tour and Wine Tasting from San Gimignano

star-5
1
Discover the sights and flavors of Tuscany by bike on a private 6-hour tour. Set along gentle roads and trails, the countryside excursion is the perfect way to immerse yourself in the region’s world-famous landscape. Pedal your way to a traditional family farm and wine cellar. There you enjoy a filling meal paired with four different wines. Sample honey and homemade olive oil with bruschettas, cold cuts, and more.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$332.02
Price varies by group size
From
$332.02
Price varies by group size
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
$42.97
per group
From
$42.97
per group

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

star-5
5
Explore southern Tuscany with your own private guide on a full-day wine and food tour from Siena. Visit Pienza, Val d'Orcia, Montalcino, and more as you take in small towns, a 14th-century monastery, and sample Brunello di Montalcino, the famous wine of the region. Ride in comfort in a luxury Mercedes vehicle with a private guide who shares the best of the region.
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  • 8 hours
  • Free Cancellation
From
$277.95
Price varies by group size
From
$277.95
Price varies by group size

Private Tour: Secret Siena Walking Tour

Private Tour: Secret Siena Walking Tour

star-5
20
Discover the medieval streets of Siena with a personal guide at your side, and find hidden-away corners far from the tourist crowds. Create a personalized itinerary on this private 3-hour tour, departing from Piazza del Campo in the morning or afternoon. Walk past major monuments as you explore on foot.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$258.23
per group
From
$258.23
per group
Taking safety measures

Private Tour: Guided Hike in Tuscany with Transport from Siena

Private Tour: Guided Hike in Tuscany with Transport from Siena

star-5
5
Drench yourself in the fabled Tuscan countryside on this private, day-long hiking tour from Siena. Meet your expert guide in Siena and then drive in a comfortable minivan to the trail where you perambulate through verdant vineyards, rustic villages, and over the classic rolling hills of Tuscany. Stop halfway along the hike to indulge in a classic lunch of Tuscan treats and then travel via minivan to the town of San Gimignano, known as the ‘medieval Manhattan’ for its many gothic towers that form a medieval skyline in the 21st century. 
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  • 7 hours
  • Free Cancellation
From
$295.13
Price varies by group size
From
$295.13
Price varies by group size

Truffle Hunting in Siena

Truffle Hunting in Siena

star-5
3
Discover the art of truffle hunting firsthand on a private 2-hour tour in the morning or evening. Benefit from the expertise of your local guide and his dogs as you learn about the secrets of finding truffles, training the dogs, and culinary uses for the celebrated mushrooms. Finish the tour by tasting truffle products in central Sienna, or opt to stay for a meal (own expense) that features the fresh truffles.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$138.98
Price varies by group size
From
$138.98
Price varies by group size
Taking safety measures

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from Florence

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from Florence

star-5
3
This customized day trip pairs the otherworldly landscapes of southern Tuscany with the region’s frozen-in-time villages and prized flavors. Relax and take in the views from a luxury vehicle while a private guide and driver handles the country roads. Taste famed Brunello wine in Montalcino and Pecorino cheese in lovely Pienza, visit a medieval monastery, and get hand-picked recommendations for an authentic Tuscan lunch.
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  • 8 hours
  • Free Cancellation
From
$342.06
Price varies by group size
From
$342.06
Price varies by group size

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
$120.03
Price varies by group size
From
$120.03
Price varies by group size
Taking safety measures

Grape stomping in Tuscan farmhouse

Grape stomping in Tuscan farmhouse

star-4
1
Participate in the Tuscan tradition of grape stomping on a private four-hour tour in the Chianti hills.  Explore a local vinyard with your private guide and discover the wine making process. In addition to living out your Italian dreams of crushing grapes with your bare feet, you’ll also enjoy a wine tasting, along with a homemade lunch.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$264.38
Price varies by group size
From
$264.38
Price varies by group size
Taking safety measures

Grape stomping in Tuscan farmhouse from Siena

Grape stomping in Tuscan farmhouse from Siena

star-5
1
Take off your shoes and - literally - immerse yourself into ancient Tuscan culture on a grape stomping excursion to the Chianti hills.  In addition to grinding grapes into juice with your bare feet, you’ll also get an up close look at life at a Tuscan winery. A visit to the wine cellar and tasting is also included. After you’ve stomped to your heart’s content, replenish your strength with a homemade lunch.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$325.87
Price varies by group size
From
$325.87
Price varies by group size
Taking safety measures

The best of Siena - Private Walking Tour

The best of Siena - Private Walking Tour

star-5
3
Enjoy an interesting stroll around the Tuscan jewel of Siena with this 2-hour private walking tour. See the main attractions of the UNESCO-listed city while getting plenty of personal attention from your private guide.
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  • 2 hours
  • Taking safety measures
From
$172.16
per group
From
$172.16
per group
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
$40.43
per group
From
$40.43
per group

Bike tour in Tuscany with wine tasting

Bike tour in Tuscany with wine tasting

Bus tours of Tuscany can feel out of touch with the beautiful, rolling countryside that travelers love. This tour allows you to get out of the bus and into the landscapes of the Tuscan countryside on a bike, following routes designed for casual cyclists or professionals. It’s a small-group affair, includes hotel pickup and drop-off, and finishes with a lunch of Tuscan dishes and wine.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$270.53
Price varies by group size
From
$270.53
Price varies by group size
Taking safety measures

A Taste of Rome PRIVATE Food Tour in Trastevere District

A Taste of Rome PRIVATE Food Tour in Trastevere District

star-5
3
Discover the flavors of Rome on a 2-hour food tour that highlights the best snacks in the city. Learn about the culinary scene in Rome as your guide takes you to small local eateries for samples of savory and sweet dishes such as pizza, gelato, and cannoli. You’ll also hear live commentary about historical and cultural highlights along the way.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$80.73
Price varies by group size
From
$80.73
Price varies by group size
Taking safety measures

Truffle Hunting with Wine Tasting in Tuscan farmhouse

Truffle Hunting with Wine Tasting in Tuscan farmhouse

star-5
2
Experience the culinary delights of the Chianti region on a half-day tour from Florence to a Tuscan farmhouse. Go in search of truffles with an expert guide and his trained dog during a 1-hour forest walk, then enjoy a traditional lunch that features the fresh truffles accompanied by extra virgin olive oil and Chianti Classico wine. Includes tastings of wine, olive oil, and honey, and a 3-course lunch.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$307.42
Price varies by group size
From
$307.42
Price varies by group size
Taking safety measures

Chianti Classico E-Bike Tour

Chianti Classico E-Bike Tour

star-5
2
Get an extra boost from your electric bike on a half-day bike tour of the Chianti region. Follow your guide through a picturesque landscape of gentle hills with vineyards, olive groves, and small villages, stopping at a 12th-century castle and a winery. Your tour includes a wine tasting, bottled water, and use of all necessary equipment.
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  • 6 to 7 hours
  • Free Cancellation
From
$270.53
Price varies by group size
From
$270.53
Price varies by group size

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
$147.56
per group
From
$147.56
per group
Taking safety measures

Bike tour and wine tasting from Siena

Bike tour and wine tasting from Siena

Explore the landscape of Tuscany on a private, full-day cycling tour from Siena. With the full attention of your guide, follow a route along the Via Francigena, an ancient pilgrimage route that once linked Canterbury to Rome and a popular destination for photographers. Rest and refuel after a day of activity with a three-course lunch and wine pairings at a Tuscan vineyard. Hotel pickup and drop-off is included.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$319.72
Price varies by group size
From
$319.72
Price varies by group size
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
$467.28
Price varies by group size
From
$467.28
Price varies by group size
Taking safety measures

Siena, San Gimignano and La Via Francigena

Siena, San Gimignano and La Via Francigena

You go back in time enjoying the Tuscan countryside. Let's get to know Siena with the first hospital in the world. We walk the ancient via Francigena letting ourselves be carried by the E bike. We will certainly take breaks for the photos as Monteriggioni and San Gimignano itself will rise before our rapt eyes. The stop can take place in Monteriggioni at the small square of the characteristic village of Osterie, basically we are in full DOCG Chianti! In San Gimignano we will be very surprised to recognize the "Manhattan of the Middle Ages" with its tall towers. In Siena the tour takes place on foot. We will collect the E bikes with which we will make the tour of 49 km total for San Gimignano and back
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  • 6 to 8 hours
  • Free Cancellation
From
$147.44
From
$147.44

Saturnia and Città del Tufo in E Bike

Saturnia and Città del Tufo in E Bike

This is the most ancient but still intact tour of the Etruscan and Roman Maremma. The thermal and healing spring attracts users from all over the world. Here you can breathe authenticity, history and rurality. Breathtaking views. Spectacular wines. The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects.
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  • 6 to 8 hours
  • Free Cancellation
From
$252.25
From
$252.25

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
$315.85
per group
From
$315.85
per group

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The answers provided below are based on answers previously given by the tour provider to customers’ questions.
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