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

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

star-5
327
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
$178.92
From
$178.92
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
$83.50
From
$83.50
Taking safety measures

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

star-5
34
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
$242.54
Price varies by group size
From
$242.54
Price varies by group size

Hot Air Balloon Flight Over Tuscany from Siena

Hot Air Balloon Flight Over Tuscany from Siena

star-4.5
37
There’s only one way to see Tuscany: from above. And the best way to do that is via hot air balloon. This 1-hour hot air balloon flight from Siena takes you above Tuscany to get a breathtaking view of the low-rolling hills, some clad in grape vines, others crowned by a rustic ancient villa. Ascend as high as 2,000 feet (609 meters) as you get a commanding view of the countryside and surrounding ancient villages and towns. Upon landing, enjoy a nice glass of sparkling wine to celebrate the amazing trip through the Tuscan heavens.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$345.91
Price varies by group size
From
$345.91
Price varies by group size
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
$89.46
From
$89.46
Taking safety measures

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

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5
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
  • Taking safety measures
From
$269.61
Price varies by group size
From
$269.61
Price varies by group size
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
$121.39
From
$121.39
Taking safety measures

Chianti and San Gimignano - 3 Wineries and Lunch

Chianti and San Gimignano - 3 Wineries and Lunch

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22
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
  • Taking safety measures
From
$237.37
Price varies by group size
From
$237.37
Price varies by group size
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
$85.79
From
$85.79

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
$178.92
From
$178.92
Taking safety measures

Tuscan Cooking Class in Siena

Tuscan Cooking Class in Siena

star-4.5
42
Get an authentic taste of northern Italy on this 4-hour cooking class in Siena. Led by a local chef, learn how to craft a delicious spread of Tuscan favorites, including bruschetta, crostini and pici, thick, hand-rolled pasta originating in Siena. Afterward, enjoy the fruits of your labor as you savor your creations with your group and a glass of vino. Group size is reserved to 15 to keep this experience as intimate as possible.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$106.16
From
$106.16
Taking safety measures

Walking Tour of Siena with food & Chianti wine

Walking Tour of Siena with food & Chianti wine

star-5
7
Take a tour of Siena with a local, and get the lowdown on the city that the guidebooks can’t give. In a small group that’s limited to just ten people, you’ll explore Siena by foot to discover the history behind the UNESCO-listed Piazza del Campo and its nearby monuments, and sample classic food from Tuscany with Chianti wine.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$53.68
From
$53.68
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
$153.87
From
$153.87
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
$35.78
From
$35.78
Taking safety measures

Tuscan Hills Horseback Riding Tour from Siena

Tuscan Hills Horseback Riding Tour from Siena

star-4
30
Giddy up! Traverse the hills of Tuscany via a unique mode of transportation with this guided horseback tour from Siena. Roam the rolling hills, some clad in grapevines, others blanketed with olive groves, as you and your horse calmly explore the region. Pass through rustic villages, all while learning about the history of the place from your guide. See stunning scenery that you would not have had the chance to encounter.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.88
From
$85.88
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
$101.39
From
$101.39
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
$23.86
From
$23.86
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
$119.28
From
$119.28
Taking safety measures

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
$83.50
From
$83.50
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
$47.71
From
$47.71
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
$155.06
per group
From
$155.06
per group
Taking safety measures

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

star-5
38
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
$237.37
Price varies by group size
From
$237.37
Price varies by group size

Truffle Hunting Private Experience in Siena Tartufi

Truffle Hunting Private Experience in Siena Tartufi

star-5
8
Ciao, I’m Alessandro, the owner of Siena Tartufi. I’m a truffle hunter from 20 years. I have 3 dogs, Moka and Freddie a Lagotto Romagnolo and Pepita, a black Labrador. I really love going outside with my dogs looking for truffles . In every season there are different types of truffle that will be collected and you can do it with us... My hobby is my job and my passion!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$131.21
From
$131.21
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
$166.99
From
$166.99
Taking safety measures

Filters

What people are saying about Siena

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
Chianti and Castle Tour from Siena
"Our tour guide, Carto was informative. We both learned a lot about wine and wine making. The wine managers explained things well. It was fun!!!"..."
star-5
Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch
"Amazing! We loved all the wineries and the stop in Pienza!! We were the only two on the tour and it was very engaging!"..."
star-5
Hot Air Balloon Flight Over Tuscany from Siena
"The balloon flight over the valleys of Tuscany was an exquisite experience of special beauty. The flight was perfectly organised by very professional and friendly guides and provided a quite enchanting overview of Tuscany, sunrise included. Definitely recommended !!!"..."
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
Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
"Our driver, Darrio, was excellent. He made time to show us a few extra local places. The lunch at the farm was incredible and possibly the best part."..."
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
Chianti and San Gimignano - 3 Wineries and Lunch
"This was a GREAT tour! Niccolo is an excellent guide and really cares about his guests and wants them to have the best experience. He talked to us about the region, history and scenery the entire ride. The van was comfortable and the wineries he chose were edited in a great way: female owned, historic with tombs from 6 Century BC and agritourismo. Could not have been better!"..."
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
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
Tuscan Cooking Class in Siena
"Absolutely amazing Simone was fantastic.. bruschetta, ravioli(stuffed with spinach and ricotta, and mmmmm. Tiramisu..amazing experience in the countryside so friendly and welcoming thank you"..."
star-5
Walking Tour of Siena with food & Chianti wine
"Morad was a fount of knowledge and, since we had been to Siena before, curated our private tour to our interests. We enjoyed it very much!"..."
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
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
Tuscan Hills Horseback Riding Tour from Siena
"We had a great afternoon with our guild riding up and down the hills of Seina. She was fabulous, fun and a great guild. We saw wild life which included sheep. Went through wine and olive fields, walked and ran when we wanted to - Just and great time"..."
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
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
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
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
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
Full-Day Winery Tour in Montepulciano with Tasting and Lunch
"We loved this tour! Great wine and great history. City of Montepulcciano was the highlight! We recommend this anyone who likes wine tours and seeing areas outside normal tourist areas!"..."
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."..."

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