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Top Siena Unique Experiences

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You can reserve your spot today and pay when you're ready.Learn more

Chianti and Castle Tour from SienaWine Tasting & Winery Tours

Chianti and Castle Tour from Siena

star-4.5
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
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  • Free Cancellation
From  
US$80
From  
US$80
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  • 5 hours
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  • Free Cancellation

Tuscan Cooking Class in Central SienaCooking Classes

Tuscan Cooking Class in Central Siena

star-5
Learn to cook five to six traditional Italian dishes with this Tuscan cooking class in Sienna. From homemade pastas to juicy cuts of meat, a professional chef will lead 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
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  • Free Cancellation
From  
US$113
From  
US$113
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  • 4 hours
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  • Free Cancellation

Truffle Hunting in Siena4WD, ATV & Off-Road Tours

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
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  • Free Cancellation
From  
US$113
From  
US$113
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  • 2 hours
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  • Free Cancellation

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Wine tour with a SommelierWine Tasting & Winery Tours

Wine tour with a Sommelier

Take an in-depth tour of the Tuscan wine regions with a certified expert. Your private guide on this journey is a sommelier who is very familiar with the wines and wineries of the area. Spend the day touring two or three wineries, with samplings at each. A delicious Italian lunch at an organic farm is also included. No need to worry about a designated driver, as pickup and drop-off can be included.
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  • 5 hours
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  • Free Cancellation
From  
US$266
From  
US$266
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  • 5 hours
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  • Free Cancellation

Local market visit and private cooking class at a Cesarina's home in SienaCooking Classes

SPECIAL OFFER

Local market visit and private cooking class at a Cesarina's home in Siena

Immerse yourself in the culinary culture of Siena with a private cooking class at the home of a "Cesarina," an Italian cook and host. You'll visit a local market and food shops first, and then start the lesson to learn how to make three Sienese dishes. Finally, you'll be rewarded by enjoying your creations accompanied by a glass of wine.
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  • 6 hours
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  • Free Cancellation
From  
US$195
US$243
US$48 savings
From  
US$195
US$243
US$48 savings
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  • 6 hours
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  • Free Cancellation

Grape stomping in Tuscan farmhouse from SienaCultural Tours

Grape stomping in Tuscan farmhouse from Siena

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
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  • Free Cancellation
From  
US$288
From  
US$288
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  • 4 hours
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  • Free Cancellation

Off-Road Tuscan Wine Tour from CastellinaWine Tasting & Winery Tours

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Off-Road Tuscan Wine Tour from Castellina

star-5
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
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  • Free Cancellation
From  
US$258
US$271
US$13 savings
From  
US$258
US$271
US$13 savings
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  • 4 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Cooking Class in Tuscan farmhouse from SienaCooking Classes

Cooking Class in Tuscan farmhouse from Siena

star-5
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
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  • Free Cancellation
From  
US$260
From  
US$260
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  • 4 hours
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  • Free Cancellation

Grape stomping in Tuscan farmhouseCultural Tours

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
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  • Free Cancellation
From  
US$243
From  
US$243
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  • 4 hours
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  • Free Cancellation

Cooking Class in Tuscan farmhouse from FlorenceCooking Classes

Cooking Class in Tuscan farmhouse from Florence

Immerse yourself in Italian culture with a 5-hour cooking class in Florence’s Chianti region. Get a hands-on experience creating high-quality Italian food on a charming farm in the Chianti countryside. Learn to make the famous Tagliatelle with meat sauce, tomato bruschetta, and a delicious tiramisu. Visit a local winery nearby and enjoy samples of the region’s wines that can accompany your delicious meal.
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  • 5 hours
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  • Free Cancellation
From  
US$260
From  
US$260
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  • 5 hours
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  • Free Cancellation

Bike tour and wine tasting from SienaCity Tours

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
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  • Free Cancellation
From  
US$238
From  
US$238
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  • 6 hours
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  • Free Cancellation

Bike tour with wine tastingBike & Mountain Bike Tours

Bike tour 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
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  • Free Cancellation
From  
US$226
From  
US$226
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  • 6 hours
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  • Free Cancellation

Dining experience at a Cesarina's home in Siena with show cookingDining Experiences

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

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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  • 3 hours
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  • Free Cancellation
From  
US$96
From  
US$96
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  • 3 hours
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  • Free Cancellation

Truffle Hunting with Wine Tasting in Tuscan farmhouse4WD, ATV & Off-Road Tours

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
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  • Free Cancellation
From  
US$260
From  
US$260
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  • 4 hours
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  • Free Cancellation

Wine Tour and Tasting in Siena. Winemaker for a dayWine Tasting & Winery Tours

Wine Tour and Tasting in Siena. Winemaker for a day

star-5
Partake in an in-depth wine experience in Siena where you'll learn about winemaking in Tuscany and visit an estate vineyard just outside of town. You'll tour the organic vineyards and wine cellars and then enjoy a tasting of three varietals, learning how to use your senses to better understand the wines.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$43
From  
US$43
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  • 1 hour 30 minutes
  • Free Cancellation

Bike tour and wine tasting from San GimignanoDay Trips

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
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  • Free Cancellation
From  
US$305
From  
US$305
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  • 6 hours
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  • Free Cancellation

Cooking Class in a typical Tuscan FarmhouseCooking Classes

Cooking Class in a typical Tuscan Farmhouse

Discover the secrets of traditional Tuscan cuisine with a private cooking course held at a charming farm in the heart of Tuscany. During this course, you’ll learn how to prepare authentic Tuscan dishes and then kick back and enjoy the fruits of your labor paired with local wine. You’ll take home recipes and new skills to dazzle friends and family when you recreate these dishes back home.
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  • 3 hours
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  • Free Cancellation
From  
US$249
From  
US$249
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  • 3 hours
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  • Free Cancellation

Off-Road Tuscan Wine Tour from ChiantiWine Tasting & Winery Tours

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
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  • Free Cancellation
From  
US$317
From  
US$317
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  • 4 hours
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  • Free Cancellation

Private cooking class at a Cesarina's home with tasting in SienaCooking Classes

Private cooking class at a Cesarina's home with tasting in Siena

Savor the fresh flavors of Sienese cuisine on this private morning or afternoon cookery class in Siena. Visit the home of Cesarina, your host, and roll up your sleeves for an immersive cooking experience—Sienese style. With all utensils and ingredients included, follow three traditional local recipes with helpful hints and tips from your host. Then, enjoy your food with a glass of wine among your fellow chefs.
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  • 3 hours
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  • Free Cancellation
From  
US$164
From  
US$164
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  • 3 hours
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  • Free Cancellation

Truffle Hunting in Siena countrysideFood Tours

Truffle Hunting in Siena countryside

Experience Italian cuisine from earth to table on a truffle-hunting tour through the woods of Tuscany. Joined by a trained dog, your guide shows you the detailed and mysterious process of finding one of the most precious raw foods in the world. The day concludes with a 4-course, truffle-based meal and 2 complimentary wine pairings.
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  • 4 hours
  • Free Cancellation
From  
US$206
From  
US$206
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  • 4 hours
  • Free Cancellation

Private pasta-making class at a Cesarina's home with tasting in SienaCooking Classes

Private pasta-making class at a Cesarina's home with tasting in Siena

The best way to learn about and appreciate Tuscany’s beloved cuisine is in the home of a local. With this experience, take a deep dive into authentic dishes from Siena with a private hands-on lesson with a home cook, or “Cesarina”. Learn to prepare three traditional Sienese pasta recipes and enjoy your creations paired with local wines to end your class.
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  • 4 hours
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  • Free Cancellation
From  
US$164
From  
US$164
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  • 4 hours
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  • Free Cancellation

Local market visit and dining experience at a Cesarina's home in SienaDining Experiences

Local market visit and dining experience at a Cesarina's home in Siena

Feel like a local, as you accompany your own private cesarina (chef) through a traditional, bustling marketplace in Siena, picking up fresh ingredients as you go. Afterwards, enjoy an exclusive cooking demonstration in your chef’s own home—Italian hospitality at its finest—before tucking into the four-course meal they prepare.
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  • 4 hours
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  • Free Cancellation
From  
US$164
From  
US$164
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  • 4 hours
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  • Free Cancellation

Private Photo Shoot in SienaPhotography Tours

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
From  
US$271
From  
US$271
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  • 1 hour 30 minutes
  • Free Cancellation

Private Cooking Class in Tuscan FarmhouseCooking Classes

Private Cooking Class in Tuscan Farmhouse

Discover the joys of Italian cooking during a private culinary class. Set at a family-run farm near Chianti, you enjoy a truly authentic Tuscan experience. With undivided attention and expert instruction from your host, learn how to prepare fresh pasta, bruschetta, and tiramisu. Your epicurean excursion also includes a tour of the farm, plus a tasting of four wines and house olive oil with lunch.
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  • 4 hours
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  • Free Cancellation
From  
US$226
From  
US$226
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  • 4 hours
  • Reserve Now & Pay Later
  • Free Cancellation


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