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130 results | All Siena Tours

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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
$22.70
From
$22.70
Taking safety measures

Private Tour: Siena Walking Tour

Private Tour: Siena Walking Tour

star-5
33
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
$155.31
per group
From
$155.31
per group
Taking safety measures

Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour

star-4.5
230
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
  • Taking safety measures
From
$35.84
From
$35.84
Taking safety measures

San Gimignano, Chianti, and Montalcino Day Trip from Siena
Likely to Sell OutLikely to Sell Out

San Gimignano, Chianti, and Montalcino Day Trip from Siena

star-4.5
32
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
$119.47
From
$119.47
Taking safety measures

Chianti and Castle Tour from Siena

Chianti and Castle Tour from Siena

star-4.5
49
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
$83.63
From
$83.63
Taking safety measures

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

star-5
326
Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this day trip from Siena. Led by an expert guide, travel to the cellars to learn about the production process and meet the locals behind the delicious red wine. Then, pause at a family-run winery for an authentic Tuscan lunch before exploring the village of Montalcino and the abbey of Sant'Antimo. Stop for additional tastings along the way and conclude with transportation back to Siena. Group size is reserved to eight people for a more intimate experience.
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  • 9 hours
  • Free Cancellation
  • Taking safety measures
From
$179.20
From
$179.20
Taking safety measures

Small-Group Chianti Wine-Tasting and Castles Trip from Siena
Likely to Sell OutLikely to Sell Out

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

star-5
37
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
  • Taking safety measures
From
$179.20
From
$179.20
Taking safety measures

Wine Tour with Wine Tasting in Siena

Wine Tour with Wine Tasting in Siena

star-5
38
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
$85.92
From
$85.92

Half-Day Brunello di Montalcino Wine Tour from Siena

Half-Day Brunello di Montalcino Wine Tour from Siena

star-4
15
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
$83.63
From
$83.63
Taking safety measures

Tuscan Cooking Class in Central Siena

Tuscan Cooking Class in Central Siena

star-5
56
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
  • Taking safety measures
From
$121.58
From
$121.58
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
25
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
$179.20
From
$179.20
Taking safety measures

Siena Historic City Walking Tour with Cathedral Option

Siena Historic City Walking Tour with Cathedral Option

star-5
57
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
$23.89
From
$23.89
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
$23.89
From
$23.89
Taking safety measures

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
$50.18
From
$50.18
Taking safety measures

Small-Group San Gimignano and Volterra Day Trip from Siena

Small-Group San Gimignano and Volterra Day Trip from Siena

star-5
49
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
$167.25
From
$167.25
Taking safety measures

Wine Class - Tuscan Classics

Wine Class - Tuscan Classics

star-5
239
Are you a curious and thirsty traveler looking to uncork some of Tuscany's wine secrets? Come to the Tuscan Wine School for an informative and fun class to learn about Tuscany's most important, traditional wines led by an English-speaking local expert. Discover the history and legends behind Tuscany's most significant wines and learn to swirl, smell and sip your way through the different types and styles of wine. The tasting of wines is enhanced by a series of different sample foods, and food pairing tips will be discussed, leaving you able to make better choices when choosing from local names in the city's restaurants.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$47.79
From
$47.79
Taking safety measures

Small-Group Montepulciano and Pienza Day Trip from Siena
Likely to Sell OutLikely to Sell Out

Small-Group Montepulciano and Pienza Day Trip from Siena

star-4.5
80
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
$167.25
From
$167.25
Taking safety measures

Tuscany Hiking Tour from Siena Including Wine Tasting

Tuscany Hiking Tour from Siena Including Wine Tasting

star-5
24
Become a pilgrim of sorts and take a scenic hike on the historic Via Francigena, an old pilgrimage route that stretched from Canterbury in England to Rome. The rural route takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the medieval village of Monteriggioni you're rewarded with a wine tasting. At the end, head back to Siena via train.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$53.76
From
$53.76
Taking safety measures

Dining experience at a local's home in Siena with show cooking

Dining experience at a local's home in Siena with show cooking

star-5
2
Take a private cooking class with a local chef-instructor at their home during this half-day culinary experience in Siena. Learn to prepare a 4-course Italian meal, then enjoy the lunch or dinner that you helped to make with your host. You’ll also sample a selection of red and white wines from Tuscany.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$101.55
From
$101.55
Taking safety measures

Siena Vespa Tour Including Lunch at a Chianti Winery

Siena Vespa Tour Including Lunch at a Chianti Winery

star-5
58
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
  • Taking safety measures
From
$154.11
From
$154.11
Taking safety measures

Dinner in the Vineyards from Siena

Dinner in the Vineyards from Siena

star-5
4
Spend an enchanted evening at a winery estate in Chianti on this half-day tour from Siena. Travel through the scenic landscape of Tuscany to reach the winery estate, then take a tour of the winery, capped off by wine tasting. Afterward, find your seat at a festively decorated table situated in the vineyards for a barbecue dinner accompanied by wine and music.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$89.60
From
$89.60
Taking safety measures

Cooking Class in Tuscan farmhouse from Siena

Cooking Class in Tuscan farmhouse from Siena

star-5
3
Experience a side of Italy rarely available to visitors when you take a cooking class in the Chianti wine region. During your private session, discover the secrets of Tuscan cuisine, from sauces to tiramisu. After dining on the food you just learned to make, continue on to a vineyard for a complimentary wine tasting and pairing lesson. Round-trip transport from Siena is included for your convenience.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$275.58
Price varies by group size
From
$275.58
Price varies by group size
Taking safety measures

Chianti Classico Organic Wine Tour

Chianti Classico Organic Wine Tour

star-5
68
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.
More
  • 7 to 8 hours
  • Free Cancellation
From
$523.70
Price varies by group size
From
$523.70
Price varies by group size

Private Tour: Secret Siena Walking Tour

Private Tour: Secret Siena Walking Tour

star-5
23
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
$250.88
per group
From
$250.88
per group
Taking safety measures

Filters

What people are saying about Sightseeing Tours in Siena

star-5
Best of Siena Guided Walking Tour
"Italian guide sharing a lot of her knowledge with obvious pleasure. Detailed information on the town, its history and customs. Definitely worth the price!"..."
star-5
Private Tour: Siena Walking Tour
"The guide Silvia has broad knowledge of different subjects like architecture, history, local food, people of the city ... and uses it to customize the tour individually to the audience. We have learned a lot about Siena and had a lot of fun. It was a great experience."..."
star-5
Skip the Line: Siena Duomo and City Walking Tour
"Eleanor was excellent - warm, friendly and most welcoming. The tour was brilliant - a great mix of history and local culture. Everything was well explained- we learned loads about the city and were blown away by the stories of the Palio and then the inside of the Duomo . A great overall tour - cdo it tomorrow!"..."
star-5
San Gimignano, Chianti, and Montalcino Day Trip from Siena
"Our all day tour was cancelled but we were offered a half day wine tasting as an alternative. Duccia was a knowledgeable and enthusiastic guide! We laughed and learned a lot. We visited two very memorable wineries that helped us understand the Brunello wine culture."..."
star-5
Chianti and Castle Tour from Siena
"we enjoyed our trip, Francesco guided us very well throught the beautiful landscape of Toscany and the wine was delicious."..."
star-5
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
"It was an amazing day in the Siena countryside. The scenery was fantastic and the three wineries we visited were very good. I had looked forward to this excursion for a long time and it was worth the wait."..."
star-5
Small-Group Chianti Wine-Tasting and Castles Trip from Siena
"Fabulous tour with Daniel, his knowledge and humor were unbelievable. He made our tour so special. Highly recommend Tuscan Escapes for your tours."..."
star-5
Wine Tour with Wine Tasting in Siena
"What a lovely stay! Our guide Luisa is an expert in wine making. She answered even specific questions. She told us everything about the wine yard and especially about how to taste wine. The wines are delicious and even better the food. We really can recommend that experience. Thanks a lot."..."
star-5
Half-Day Brunello di Montalcino Wine Tour from Siena
"We had a GREAT time, learned a lot, ate plenty, and drank PLENTY! Our guide was very knowledgeable about the area and shared that with us. Toured 2 wineries with tastings. Fun afternoon. Highly recommend."..."
star-5
Tuscan Cooking Class in Central Siena
"Absolutly gorgeous ! This is the best way to learn about toscan cooking. The teaching is very clear and we learned a lot about the history of each dish. The respect of sanitory conditions was absolutly perfect. I can't wait to cook what I've learned at home ! I deeply recommand this class for all cooking lovers."..."
star-5
Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch
"Alex was a pro. The best guide ever. He explained everything. It wouldn’t be the same without him. The winery owner Andrea showed us nothing but hospitality and kindness. Good food and excellent wine. Worth every euro. Thanks guys."..."
star-5
Siena Historic City Walking Tour with Cathedral Option
"Excellent and informative tour by Anna, we thoroughly enjoyed our time learning the history, politics, religion and culture of Siena. Anna totally went above and beyond to ensure we saw the best of Siena. I can’t recommend her enough, probably my favorite tour guide in years!!"..."
star-5
Chianti Wine Tasting and San Gimignano Day Trip from Siena
"Worth experiencing. They covered three main touristic spots near to siena. Wine tasting experience was nice."..."
star-5
Small-Group San Gimignano and Volterra Day Trip from Siena
"Fabulous guide Amber, and small group made this a wonderful tour. Amber was amazing!!!! Highly recommend Tuscan Escapes for all tours in Tuscany."..."
star-5
Wine Class - Tuscan Classics
"Amazing experince. Every wine lover needs to do that when in Siena. Giorgia, our wine guide, was very friendly and an expert in wine tasting. She taught us how to taste wine properly and told us more about the regional wines from the Tuscany. The wine and the food was amazing. Highly reccomended!"..."
star-5
Small-Group Montepulciano and Pienza Day Trip from Siena
"Incredible day trip! We couldn’t have had a better guide, the views were phenomenal and the lunch was even better than expected."..."
star-5
Tuscany Hiking Tour from Siena Including Wine Tasting
"The whole experience was fantastic. The hike was incredible and our tour guide, Francesco, was a joy to hike with. The wine tasting was the perfect end to the journey. 10/10 recommend"..."
star-5
Siena Vespa Tour Including Lunch at a Chianti Winery
"It was a wonderful experience riding down the country side. Our guide was very knowledgeable which made the whole tour even better."..."
star-5
Dinner in the Vineyards from Siena
"What a wonderful way to experience a boutique winery! The dinner courses were delicious as was the wine (and olive oil and balsamic offerings) We ordered a variety of wines as the price was great and so were the shipping costs, and it arrived home shortly after we did. Our driver/host was so fun and gracious and we loved visiting the walled castle town of Monteriggioni prior to our arrival to the winery. Our tour from Siena joined up with their other tour from Florence so it was a lively evening with fun people."..."
star-5
Cooking Class in Tuscan farmhouse from Siena
"We had such a good time, lots of laughter and fun with our host Paolo who was very knowledgeable on food and wine and made the day one to remember. Would recommend this tour to anyone who loves food and wine."..."
star-5
Private Tour: Secret Siena Walking Tour
"Walked where there were few people. Learned about unique aspects of Sienese life including the Contrade and the Palio."..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Sightseeing Tours in Siena?
Q:
What Sightseeing Tours in Siena are taking additional safety precautions?
Q:
What Sightseeing Tours in Siena are good for avoiding crowds?