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66 results | All Siena Tours

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Chianti and Castle small group Tour from Siena with Wine Tasting
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Chianti and Castle small group Tour from Siena with Wine Tasting

star-4.5
76
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
From
$93.07
From
$93.07

San Gimignano, Chianti, and Montalcino Day Trip from Siena
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San Gimignano, Chianti, and Montalcino Day Trip from Siena

star-4.5
56
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
From
$120.45
From
$120.45

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

star-5
103
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
From
$175.20
From
$175.20

Half-Day Brunello di Montalcino Wine Tour from Siena

Half-Day Brunello di Montalcino Wine Tour from Siena

star-4.5
35
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 30 minutes
  • Free Cancellation
From
$98.55
From
$98.55

Vespa Tour with Lunch&Chianti Winery from Siena
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Vespa Tour with Lunch&Chianti Winery from Siena

star-4.5
86
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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  • 7 hours 30 minutes
  • Free Cancellation
From
$141.25
From
$141.25

Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour

star-5
294
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
$38.32
From
$38.32

Private Tour: Siena Walking Tour

Private Tour: Siena Walking Tour

star-5
45
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
From
$164.25
per group
From
$164.25
per group

Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket

Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket

star-4.5
216
The magnificent Duomo of Siena is one of the highlights of Siena’s UNESCO-listed historic center, but its popularity means that you could spend a long time queuing outside. This skip-the-line ticket ensures priority entrance and offers access to the Cathedral, the Piccolomini Library, the Baptistery of San Giovanni, the museum, and the Crypt.
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  • Free Cancellation
From
$21.13
From
$21.13

Best of Siena Guided Walking Tour

Best of Siena Guided Walking Tour

star-4
17
Maximize time in Siena with a guided walking tour through the medieval city streets. Starting from the Basilica of San Domenico, pass through Piazza del Campo and see the Palazzo Pubblico (Town Hall). Then, head to the Cathedral to admire its architecture and the beautiful polychrome marble. Upgrade your experience to include a guided tour of the cathedral's interior.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$22.99
From
$22.99

Guided Walking tour of Siena

Guided Walking tour of Siena

star-3.5
21
Siena has one of the most intact medieval cityscapes in Italy and with this walking tour, you can take in the hill town’s top sights in just two hours. Skip the hassle of following a map and instead head straight to the highlights with a guide. Stroll past Piazza del Campo, town hall, and Basilica of San Domenico, plus stop in the cathedral to marvel at works by Donatello and Bernini.
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  • 2 hours
  • Free Cancellation
From
$43.80
From
$43.80

Tuscan Cooking Class in Central Siena

Tuscan Cooking Class in Central Siena

star-5
116
Learn to cook traditional Italian dishes during this Tuscan cooking class in Siena. From homemade pastas to juicy cuts of meat, a professional chef leads you through a combination of family-favorite recipes and time-tested dishes, culminating with a shared meal and excellent wine. This class is held in a professional kitchen and limited to a small group of 15 people or fewer for a more intimate experience.
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  • 4 hours
  • Free Cancellation
From
$125.92
From
$125.92

Wine Tour with Wine Tasting in Siena

Wine Tour with Wine Tasting in Siena

star-5
103
Tuscany is world-renowned for its wine, so ensure you get an insider’s glimpse into the industry during a tasting tour of the vineyards surrounding Siena. Receive personalized attention in a small group limited to 12 as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier. Plus, a choice of morning or afternoon departure means you can slot this tour into even the busiest of sightseeing schedules.
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  • 3 hours
  • Free Cancellation
From
$82.12
From
$82.12

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

star-5
70
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
$175.20
From
$175.20

From Siena: Pienza and Montepulciano Wine Tour

From Siena: Pienza and Montepulciano Wine Tour

star-4.5
55
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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  • 10 hours
  • Free Cancellation
From
$93.07
From
$93.07

Afternoon Semi Private Chianti tour from Siena

Afternoon Semi Private Chianti tour from Siena

star-5
17
Discover the history of the Chianti region, visit Monteriggioni (a medieval castle and fortress), and stop by a boutique family-owned winery on this tour from Siena. Taste four different Chianti Classico wines paired with delicious Pecorino cheese, bruschetta, salame, and olive oil. Explore the historic cellar and learn about the wine production process.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$82.12
From
$82.12

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch Small Group

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch Small Group

star-5
49
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
$272.65
Price varies by group size
From
$272.65
Price varies by group size

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

star-5
55
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
$272.65
Price varies by group size
From
$272.65
Price varies by group size

Chianti and San Gimignano - 3 Wineries and Lunch

Chianti and San Gimignano - 3 Wineries and Lunch

star-5
23
When visiting Florence, spend a delicious day winery hopping in the renowned Chianti wine region. Visit three of the best estates for tastings of Chianti Classico and other top varietals, plus a gourmet lunch of Tuscan specialties. There's also time to soak up countryside culture and history with a stop in San Gimignano or Monteriggioni, two of Tuscany’s best-preserved medieval towns.
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  • 8 hours
  • Free Cancellation
From
$250.15
Price varies by group size
From
$250.15
Price varies by group size

Monteriggioni, San Gimignano and Chianti - Day Tour from Siena

Monteriggioni, San Gimignano and Chianti - Day Tour from Siena

star-4.5
2
See more of Tuscany with a private guide, and book a day trip to Monteriggioni, San Gimignano, and Chianti for your personal group of family or friends. After a pickup direct from your Siena hotel, you’ll travel by private vehicle into Tuscany to spend free time in the hill towns of Monteriggioni and San Gimignano. Hear tales of Tuscany’s history as you travel, and then return to Siena via Chianti, where a stop can be made for lunch or even a wine tasting (both own expense).
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  • 6 hours
  • Free Cancellation
From
$514.65
per group
From
$514.65
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
39
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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  • 3 hours 30 minutes
  • Free Cancellation
From
$175.20
From
$175.20

PRIVATE TOUR: Full-Day Volterra & San Gimignano with Wine Tasting Experience

PRIVATE TOUR: Full-Day Volterra & San Gimignano with Wine Tasting Experience

star-5
2
Spend a day visiting Volterra with its splendid Roman Theater and the "Beautiful Towers" of San Gimignano. A trip from the Etruscan period to the Renaissance. A wonderful experience among wine, local food, vineyards, olive trees and rows of cypresses in the most genuine Tuscany. Itinerary: • Meet your driver at your location • 1st stop in Volterra, one of the most beautiful viewpoints in Tuscany, visit of the Historic City and the Roman Theatre. • For lunch we will move to a Tuscan farm, to understand the secrets of wine production and enjoy a tuscan lunch with 5 wine tastings • After lunch we will drive through the rolling hills of Chianti, among olive groves, cypresses and vineyards to the medieval town of San Gimignano • We will visit the magnificent Towers of the city and discover the legend of the Black Rooster. In the main square you will taste the best ice cream in the world (Gelateria Dondoli) • The return is expected around 17:00 Take a look: "What to Expect"...
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  • 8 hours
  • Free Cancellation
From
$251.85
Price varies by group size
From
$251.85
Price varies by group size

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

star-5
5
Experience the best of Tuscany—cheese and wine, of course!—on this private tour from Siena. You’ll admire fabulous scenery in the Val d’Orcia, learn about cheese making during a tour at an organic dairy farm, visit the World Heritage–listed town of Pienza, and enjoy tastings of the region’s renowned Brunello wine during a cellar tour at a winery in the hilltop town of Montalcino. With a privately guided tour, enjoy a more personalized experience.
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  • 8 hours
  • Free Cancellation
From
$766.49
per group
From
$766.49
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
26
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
From
$481.80
Price varies by group size
From
$481.80
Price varies by group size

500 Vintage Tour: Chianti Roads Experience with Lunch from Florence
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500 Vintage Tour: Chianti Roads Experience with Lunch from Florence

star-4.5
20
For a classic Italian experience, cruise through Tuscany’s famous Chianti wine region in a restored vintage Fiat 500! Take the wheel on this self-drive, tag-along adventure from Florence, and feel the freedom of the open road as you wind through a landscape of medieval villas, olive groves and rolling vineyards. Midday, stop at a local winery for an authentic Tuscan lunch and a chance to taste the region’s famous bounty.
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  • 6 hours
  • Free Cancellation
From
$164.25
From
$164.25

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