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45 results | All Siena Tours

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Full-Day Winery Tour in Montepulciano with Tasting and Lunch
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Full-Day Winery Tour in Montepulciano with Tasting and Lunch

star-5
46
Explore Tuscany beyond Florence or Siena with a full-day wine tour. Get picked up at your hotel for a small-group tour to visit local wineries and relax over lunch in the town of Montepulciano. Learn about how wine is made and taste regional specialties including Brunello. Meet the people behind the wine without the hassle of a rental car or navigating between wineries.
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  • 8 hours
  • Free Cancellation
From
$245.17
Price varies by group size
From
$245.17
Price varies by group size

Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour

star-4.5
239
Indulge in one of Italy's most beautiful cities, Siena, during this sightseeing tour. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo, the superlative square that is home to the Palio, a wild horse race that takes place every July and August. Stroll the streets with your guide learning about the history of the place. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket. 
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  • 2 hours
  • Free Cancellation
From
$37.47
From
$37.47

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

star-5
41
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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  • 8 hours
  • Free Cancellation
From
$245.17
Price varies by group size
From
$245.17
Price varies by group size

Small-Group San Gimignano and Volterra Day Trip from Siena
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Small-Group San Gimignano and Volterra Day Trip from Siena

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52
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
From
$171.30
From
$171.30

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
11
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
$353.30
Price varies by group size
From
$353.30
Price varies by group size

Small-Group Chianti Wine-Tasting and Castles Trip from Siena
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Small-Group Chianti Wine-Tasting and Castles Trip from Siena

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38
Discover the fine wines and rich historical heritage of Chianti on a full-day trip from Siena. With a knowledgeable guide, travel through the sublime Tuscan countryside and visit castles cradled by rolling green hills and sprawling vineyards. Visit Castello di Brolio, the esteemed birthplace of Chianti wine, and delve into the opulent chambers of Castello di Ama. Pleasure your palate with fine samples of Chianti Classico wine during tasting sessions and feast on a traditional Italian lunch during your tour. Enjoy an intimate atmosphere on this small-group tour, limited to only eight people.
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  • 8 hours
  • Free Cancellation
From
$171.30
From
$171.30

Small-Group Chianti and San Gimignano Sunset Trip from Siena
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Small-Group Chianti and San Gimignano Sunset Trip from Siena

star-4.5
28
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
From
$171.30
From
$171.30

E-Bike tour in Tuscany with wine tasting

E-Bike tour in Tuscany with wine tasting

star-5
1
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
From
$342.60
Price varies by group size
From
$342.60
Price varies by group size

VESPA Tour in Tuscany

VESPA Tour in Tuscany

star-5
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
From
$289.07
Price varies by group size
From
$289.07
Price varies by group size

Siena: Legend of the Palio tour with exclusive Contrada Museum
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Siena: Legend of the Palio tour with exclusive Contrada Museum

Get a deeply immersive experience in the Contrada’s daily life by visiting exclusively one of 17 museums where the most meaningful antique trophies and memories are preserved. Learn the history behind the renowned Palio horse race from your expert guide. Walk with your knowledgeable local guide through hidden alleys and narrow streets and discover some of the 17 Contradas with their fascinating traditions. Choose to visit the Cathedral with pre-reserved tickets at the end of the tour
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  • 3 hours
  • Free Cancellation
From
$79.23
Price varies by group size
From
$79.23
Price varies by group size

Private Photo Shoot in Siena

Private Photo Shoot in Siena

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2
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
From
$299.77
per group
From
$299.77
per group

Siena: Medieval Legends Exploration Game

Siena: Medieval Legends Exploration Game

star-4.5
18
Discover the city’s historic city center by solving clues and unlocking stories on your phone. Play the engaging exploration game, reenacting the struggle of one of the most important families in Medieval Siena in their fight to gain power. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. And you can play offline. Ready for an adventure? Highlights include: • Admire the pretty fountain of Fonte Gaia, Piazza del Duomo, Palazzo Tolomei and many other local beauties. • Visit the second-oldest bank in the world. • Enjoy a uniquely crafted story brought to you by our talented writers. • Solve clues to find local stories and hidden gems as you explore. • Try a new type of experience, the perfect mix between a tour, outdoor escape game, and treasure hunt.
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  • 1 hour to 1 hour 30 minutes
  • Free Cancellation
From
$5.34
Price varies by group size
From
$5.34
Price varies by group size

Best of Siena Guided Walking Tour

Best of Siena Guided Walking Tour

star-4
16
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
From
$22.48
From
$22.48

E-Bike Tour and Wine Tasting from San Gimignano

E-Bike Tour and Wine Tasting from San Gimignano

star-5
3
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
From
$358.66
Price varies by group size
From
$358.66
Price varies by group size

Off-Road Tuscan Wine Tour from Castellina
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Off-Road Tuscan Wine Tour from Castellina

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12
Travel off-road through the Chianti valley on this day-long Tuscan wine tour. As your guide drives a vintage SUV, you'll gaze out at the gentle green hills and grapevine groves that typify the landscape. Stop at three wineries to sample several varietals of wine along with local products such as honey and olive oil, then relax over a traditional Tuscan picnic for lunch at your final stop. The tour starts and ends in the village of Castellina in Chianti.
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  • 4 hours
  • Free Cancellation
From
$273.01
Price varies by group size
From
$273.01
Price varies by group size

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
From
$256.95
Price varies by group size
From
$256.95
Price varies by group size

Montalcino and Montepulciano Wine Tour from Siena
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Montalcino and Montepulciano Wine Tour from Siena

Explore the Val d'Orcia Region of Tuscany on a private, full-day tour. Stop in Montepulciano to soak up the history of the medieval town and visit a winery where you taste the region’s wines. Sit down for a traditional Tuscan lunch before continuing on to Pienza, a fifteenth-century village filled with antique shops and known to be the birthplace of Pecorino cheese. Finally stop in Montalcino and tastethe sought after Brunello di Montalcino wines while you admire the vineyards and olive groves.
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  • 6 hours
  • Free Cancellation
From
$481.78
Price varies by group size
From
$481.78
Price varies by group size

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
From
$353.30
Price varies by group size
From
$353.30
Price varies by group size

Private wine tour of Chianti or Montalcino

Private wine tour of Chianti or Montalcino

star-4
4
Avoid the hassle of navigating the rural roads and trying to locate the small cellars in Tuscany’s wine country with this wine tour that includes round-trip transportation. Stop for a tour and tasting at one or two scenic wineries near Siena before a lunch break. In the afternoon, visit cellars in Montalcino or the Val d’Arno to sample some of Tuscany’s most historic labels.
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  • 6 to 8 hours
  • Free Cancellation
From
$208.77
Price varies by group size
From
$208.77
Price varies by group size

E-Bike tour and wine tasting from Siena

E-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
From
$364.01
Price varies by group size
From
$364.01
Price varies by group size

Truffle Hunting with Wine Tasting in Chianti

Truffle Hunting with Wine Tasting in Chianti

star-5
3
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
From
$299.77
Price varies by group size
From
$299.77
Price varies by group size

Off-Road Tuscan Wine Tour from Chianti
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Off-Road Tuscan Wine Tour from Chianti

Go off-road in a vintage SUV on this Chianti Valley tour from Greve. With a small group of just eight people or fewer, travel through the famous wine-producing region to learn the vintners' secrets. Stop at three cellars for 15 tastings of different varietals as well as local products (olive oil, honey) and a traditional Italian lunch.
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  • 4 hours
  • Free Cancellation
From
$321.18
Price varies by group size
From
$321.18
Price varies by group size

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
$274.99
per group
From
$274.99
per group

Private Van: Chianti Wine experience day trip from Siena

Private Van: Chianti Wine experience day trip from Siena

• During the 8-hour guided tour you'll have the opportunity to visit some of the most famous vineyards, see their wine cellars and taste excellent wines.  • Visit small villages such as Castellina and Radda in Chianti and ancient castles, hidden among green hills and surrounded by vineyards and olive groves. • This tour is a perfect combination of culinary delights, arts and culture. This private tour can be customized from locations you visit to the starting time of the tour.
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  • 8 hours
  • Free Cancellation
From
$557.79
per group
From
$557.79
per group

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