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Top Siena Private Sightseeing Tours

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135 Siena Private Sightseeing Tours | All Siena Tours

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Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

star-5
Leave the planning and driving to someone else on this daylong winery tour specializing in Brunello di Montalcino—a wine produced in the vineyards around the town of Montalcino. Visit historic wine cellars and vineyards, have lunch in a winery in the hill town of Montalcino itself, and visit a winery in the nearby Nobile di Montepulciano area for good measure.
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  • 1 to 8 hours
  • Free Cancellation
From
US$ 276.43
Price varies by group size
From
US$ 276.43
Price varies by group size

Private Tour: Siena Walking Tour

SPECIAL OFFER

Private Tour: Siena Walking Tour

star-5
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
US$ 138.90
per group
US$ 173.63
US$ 34.73 savings
From
US$ 138.90
per group
US$ 173.63
US$ 34.73 savings
Taking safety measures

Private Tour: Secret Siena Walking Tour

Private Tour: Secret Siena Walking Tour

star-5
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
US$ 253.49
per group
From
US$ 253.49
per group
Taking safety measures

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Bike Tour and Wine Tasting from San Gimignano

Bike Tour and Wine Tasting from San Gimignano

star-5
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
US$ 325.92
Price varies by group size
From
US$ 325.92
Price varies by group size
Taking safety measures

VESPA Tour in Tuscany

VESPA Tour in Tuscany

star-5
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
US$ 277.63
Price varies by group size
From
US$ 277.63
Price varies by group size
Taking safety measures

Siena Top 10 Pula Tour

Siena Top 10 Pula Tour

star-5
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
US$ 42.18
per group
From
US$ 42.18
per group

Private Tour: Guided Hike in Tuscany with Transport from Siena

Private Tour: Guided Hike in Tuscany with Transport from Siena

star-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
US$ 289.70
Price varies by group size
From
US$ 289.70
Price varies by group size

Grape stomping in Tuscan farmhouse from Siena

Grape stomping in Tuscan farmhouse from Siena

star-5
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
US$ 319.88
Price varies by group size
From
US$ 319.88
Price varies by group size
Taking safety measures

Grape stomping in Tuscan farmhouse

Grape stomping in Tuscan farmhouse

star-4
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
US$ 259.53
Price varies by group size
From
US$ 259.53
Price varies by group size
Taking safety measures

Truffle Hunting in Siena

Truffle Hunting in Siena

star-5
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
US$ 136.43
Price varies by group size
From
US$ 136.43
Price varies by group size
Taking safety measures

The best of Siena - Private Walking Tour

The best of Siena - Private Walking Tour

star-5
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
US$ 168.99
per group
From
US$ 168.99
per group
Taking safety measures

Private Photo Shoot in Siena

Private Photo Shoot in Siena

star-5
Capture your memories of Siena on camera during this private photo shoot in the heart of the city. Bookable for a group of up to five people, the experience is led by a professional photographer with knowledge of the best backdrops around the beautiful city of Siena. Bring any additional clothing, shoes, or accessories to make the most of your photo shoot. After the shoot, take home a collection of quality digital images to impress friends and family back home.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$ 297.65
per group
From
US$ 297.65
per group
Taking safety measures

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
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
US$ 272.84
Price varies by group size
From
US$ 272.84
Price varies by group size

Chianti Classico Organic Wine Tour

Chianti Classico Organic Wine Tour

star-5
Oenophiles will appreciate this tour through Tuscany, which is known for its outstanding Chianti wine. Visit a working vineyard to learn about and sample Chianti Classico, Chianti Riserva and Super Tuscan wines. Take a break to explore a nearby Medieval village, then visit a second farmhouse-style winery to sample more wines and local olive oils.
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  • 7 to 8 hours
  • Free Cancellation
From
US$ 529.14
Price varies by group size
From
US$ 529.14
Price varies by group size

Private Tour of Siena Cathedral

Private Tour of Siena Cathedral

star-5
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
US$ 96.57
Price varies by group size
From
US$ 96.57
Price varies by group size
Taking safety measures

Private Walking Tour: Siena and its Treasures

Private Walking Tour: Siena and its Treasures

star-5
Siena is one of Tuscany’s most celebrated and in-demand destinations. On this private tour, beat the crowds and enjoy an intimate way of discovering the city. In the company of your guide, you’ll see the shell-shaped Piazza del Campo, admire the distinctive, black-and-white façade of the Duomo, and take in panoramic views from the lofty Facciatone. As you go, learn more about the city’s wealth of history.
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  • 2 hours
  • Free Cancellation
From
US$ 206.70
per group
From
US$ 206.70
per group

E-Bike Tour in Val d'Orcia

E-Bike Tour in Val d'Orcia

star-5
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
From
US$ 265.56
Price varies by group size
From
US$ 265.56
Price varies by group size

PolaTour The 17 Fountains of the Contradas of Siena

PolaTour The 17 Fountains of the Contradas of Siena

star-5
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
US$ 39.69
per group
From
US$ 39.69
per group

Tuscany Tour in English from Florence

Tuscany Tour in English from Florence

star-5
Experience Tuscany during this full-day, private, guided tour that includes lunch and a wine tasting (select option at booking). Visit this storied region with up to eight people and enjoy free time to explore four separate stops including Pisa and Monteriggioni. Wander in Tuscan villages, explore history, see medieval architecture and share your photos using the vehicle’s free, onboard WiFi.
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  • 10 to 11 hours
  • Free Cancellation
From
US$ 1,091.35
per group
From
US$ 1,091.35
per group

Truffle Hunting with Wine Tasting in Tuscan farmhouse

Truffle Hunting with Wine Tasting in Tuscan farmhouse

star-5
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
US$ 301.77
Price varies by group size
From
US$ 301.77
Price varies by group size
Taking safety measures

Private Tour - San Galgano Abbey the Tuscan Legend of the Sword in the Rock

Private Tour - San Galgano Abbey the Tuscan Legend of the Sword in the Rock

star-4
A guided tour for all lovers of nature, art and ancient legends! Let yourself be carried away to discover a mystical and unique place in the world, visit the mysterious Abbey of San Galgano and discover the legend of the Templar who, as a sign of renouncing war, cried his sword in the rock.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$ 105.23
From
US$ 105.23
Taking safety measures

Siena Walking Tour: Medieval EXPLORATION GAME (Piazza del Campo, Duomo)

SPECIAL OFFER

Siena Walking Tour: Medieval EXPLORATION GAME (Piazza del Campo, Duomo)

star-4.5
Embark on a quest around Siena by solving clues to start a war between the famous Tolomei and Salimbeni families, all with the help of your smartphone. Unlock new stories as you discover on your own the Siena Dome, the historical center, Piazza del Campo, Palazzo Tolomei, and more. + Discover the second-oldest bank in the world + Uncover the secrets of the Palazzo Tolomei + Admire the beautiful fountain at Fonte Gaia + Take selfies in Piazza del Duomo Each riddle you solve will lead you from one place to another, giving you exact directions, so you won’t need a map, a GPS or a guide. When you solve it and guess the answer, the secret story of that place is unlocked. Start and stop whenever you want.
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  • 1 to 2 hours
  • Free Cancellation
From
US$ 3.61
US$ 6.02
US$ 2.41 savings
Price varies by group size
From
US$ 3.61
US$ 6.02
US$ 2.41 savings
Price varies by group size

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Siena

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Siena

star-5
Visit Monteriggioni, San Gimignano, and more on a customizable 8-hour private tour. After pickup from your Siena hotel, discover the Tuscan countryside in a luxury Mercedes vehicle, complete with complimentary WiFi and refreshments. Given that you’re in the heart of Chianti Classico, a tasting at a local winery is highly recommended. But you're free to pick and choose which locations you’d like to visit and your guide will happily oblige.
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  • 8 hours
  • Free Cancellation
From
US$ 272.84
Price varies by group size
From
US$ 272.84
Price varies by group size

Tuscany in a Day - Private Tour in English

Tuscany in a Day - Private Tour in English

star-5
• 10 to 11 hour Full Day Tour • Pick up at your accommodation • Private tour just for yourself • Private a/c small vehicle up to 8 passengers • English speaking driver-guide • Visit of Monteriggioni Fortress / free time • Visit of Siena / free time • Wine Tasting and lunch  • Visit of San Gimignano / free time • Visit of Pisa / free time • Free wifi on board our vehicle • Free water on board our vehicle  • Back to your accommodation
More
  • 10 to 11 hours
  • Free Cancellation
From
US$ 1,611.48
per group
From
US$ 1,611.48
per group

Frequently Asked Questions

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