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

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$265
From  
US$265
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  • 5 hours
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  • Free Cancellation

Private Tour: Siena Walking TourPrivate Sightseeing Tours

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
From  
US$158
From  
US$158
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  • 2 hours
  • Free Cancellation

Skip the Line: Siena Duomo and City Walking TourWalking Tours

Skip the Line: Siena Duomo and City Walking Tour

star-4.5
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
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  • Free Cancellation
From  
US$34
From  
US$34
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  • 2 hours
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  • Free Cancellation

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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

Siena: City walking tour with Duomo- Skip the lineCultural Tours

Siena: City walking tour with Duomo- Skip the line

star-4.5
The UNESCO–listed city of Siena ranks among Italy’s must-see destinations, with medieval history, beautiful architecture, and colorful culture. On this walking tour, choose from a range of start times and take in top city attractions including the Piazza del Campo and Chigi Palace. Enjoy a concise introduction to the best of Siena, and navigate easily as your guide brings the city’s history to life. Upgrade your tour to include a visit to Siena Cathedral—the city’s top attraction.
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  • 90 to 120 minutes
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  • Free Cancellation
From  
US$23
From  
US$23
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  • 90 to 120 minutes
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  • Free Cancellation

Private Walking Tour: Siena and its TreasuresPrivate Sightseeing Tours

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
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  • Free Cancellation
From  
US$188
From  
US$188
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  • 2 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

Siena: Guided Walking Tour with Duomo (Skip the Line)Cultural Tours

Siena: Guided Walking Tour with Duomo (Skip the Line)

star-4
Splendid Classic Siena Tour with guaranteed departure daily at 11 am from the tourist office in Piazza Duomo.Expert local guide will introduce you, in an interesting and pleasant way, the history of Siena and its monumentsCathedral ticket included in the priceadult rate 20.00 euros per personchildren between 6 and 12 years 10.00 euros per personchildren under 6 years free
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  • 2 hours
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  • Free Cancellation
From  
US$23
From  
US$23
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  • 2 hours
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  • Free Cancellation

Educational Wine Tour & Tasting in SienaWine Tasting & Winery Tours

Educational Wine Tour & Tasting in Siena

star-5
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
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  • Free Cancellation
From  
US$74
From  
US$74
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  • 3 hours
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  • Free Cancellation

Siena City Game: Family Wars in Medieval SienaWalking Tours

Siena City Game: Family Wars in Medieval Siena

Discover the top attractions & landmarks in Siena in a unique way: by playing a city exploration game on your smartphone. You play a historical role in an ancient political fight. Salimbeni and Tolomei are the two families fighting to gain the power of Siena. But what they don’t know is that another family is out to get them. That family is Terazzini. They choose to stay out of the spotlight and poke the two families to start a war against each other. You are a Terazzini fighting for your family’s cause. Find out secrets about the two families that you can use to harm them. Can you do it?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.P.S.: After you buy the tour, you will receive an access code that you can to unlock this quest inside the Questo app.
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  • 1 to 2 hours
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  • Free Cancellation
From  
US$12
From  
US$12
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  • 1 to 2 hours
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  • Free Cancellation

Wonders of SienaCultural Tours

Wonders of Siena

In the Sienese churches are preserved priceless masterpieces of painting and sculpture. A journey for art, beauty and history lovers.The tour will start in front of the church of San Domenico where you will visit the splendid basilica and the chapel that houses the remains of Santa Caterina da Siena.We will then enter the cathedral, which contains works of art by some of the greatest Italian artists: Michelangelo, Donatello and Bernini.Finally we will follow the roads of the Contrada della Selva, where we will see the fontanina used for the characteristic baptism of Contrada, and the sacred area of the Fosso di S. Ansano, where the patron saint of Siena was martyred at the time of the Romans.
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  • 2 hours 30 minutes
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  • Free Cancellation
From  
US$136
From  
US$136
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  • 2 hours 30 minutes
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  • Free Cancellation

Best of Siena Guided Walking TourCultural Tours

Best of Siena Guided Walking Tour

star-4.5
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
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  • Free Cancellation
From  
US$22
From  
US$22
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  • 1 hour 30 minutes
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  • Free Cancellation

Private Tour: Secret Siena Walking TourPrivate Sightseeing Tours

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
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  • Free Cancellation
From  
US$237
From  
US$237
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  • 3 hours
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  • Free Cancellation

Small Group E-Bike Tour from Siena with Wine Tasting and LunchBike & Mountain Bike Tours

Small Group E-Bike Tour from Siena with Wine Tasting and Lunch

star-5
Get up close and personal with Tuscany’s ineffable scenery, and explore with ease, on a full-day tour by electric bike. Meet your guide in Siena and travel by van into the Chianti hills, where you’ll receive your bike and helmet and will get familiar with the gear. With just a small group for company, set off on a tour of the countryside, visit a restored monastery, and head to a local winery, where you can enjoy a traditional meal and generous wine tasting.
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  • 8 hours
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  • Free Cancellation
From  
US$170
From  
US$170
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  • 8 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

Montalcino and Montepulciano Wine Tour from SienaCultural Tours

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
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  • Free Cancellation
From  
US$463
From  
US$463
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  • 6 hours
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  • Free Cancellation

Montalcino and Montepulciano Private TourPrivate Sightseeing Tours

Montalcino and Montepulciano Private Tour

star-5
Explore the beautiful Val d’Orcia just outside of Florence on this private full-day tour. Drive through the rolling countryside to visit the picturesque towns of Montepulciano, Pienza, and Montalcino. Sample wines from local vineyards and sit down to a delicious lunch made with fresh ingredients from the region. Discover the Tuscany that appears in movies and on postcards during this tour and admire the beautiful landscapes.
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  • 6 hours
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  • Free Cancellation
From  
US$429
From  
US$429
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  • 6 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$237
From  
US$237
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  • 6 hours
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  • Free Cancellation

Half-day Private Walking Tour of SienaPrivate Sightseeing Tours

Half-day Private Walking Tour of Siena

star-5
Siena is one of Tuscany’s most picturesque medieval towns and this private 3-hour 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
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  • Free Cancellation
From  
US$282
From  
US$282
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  • 3 hours
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  • Free Cancellation

Private Montalcino and Montepulciano Tour from SienaCultural Tours

Private Montalcino and Montepulciano Tour from Siena

Travelling in Val d'Orcia is an unforgettable experience. Your eyes become dazzled by the beauty of the colours of this land, unsurprisingly a UNESCO World Heritage Site. This tour has been created for you to discover the most painted corner of Tuscany, made of enchanted landscapes, tree-lined avenues. Sunrises and sunsets of extraordinary, unique colours in the world are one great addition when wandering the road from Montepulciano to Montalcino through Pienza, considered one of the most amazing routes of Italy.
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  • 6 hours
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  • Free Cancellation
From  
US$429
From  
US$429
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  • 6 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

Private Siena Traditions TourCultural Tours

Private Siena Traditions Tour

Delve into Siena’s wealth of history—and learn all about the storied Palio horse race, which takes place in the city twice a year—on this private walking tour. Meet your guide in the morning at your local accommodation or in the city center, and explore Siena’s UNESCO-listed sights. See the Piazza del Campo, where the race is held, and visit one of the 17 contrade (districts) that compete. As you go, your guide will share stories and lore about this centuries-old event.
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  • 3 hours
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  • Free Cancellation
From  
US$125
From  
US$125
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  • 3 hours
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  • Free Cancellation

A Taste of Rome Private Food Tour: 5 TastingsCultural Tours

A Taste of Rome Private Food Tour: 5 Tastings

star-5
Discover the flavors of Rome on a 2-hour food tour that highlights the best snacks in the city. Learn about the culinary scene in Rome as your guide takes you to small local eateries for samples of savory and sweet dishes such as pizza, gelato, and cannoli. You’ll also hear live commentary about historical and cultural highlights along the way.
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  • 2 hours
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  • Free Cancellation
From  
US$73
From  
US$73
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation


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