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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
323
  • 9 hours
  • Free Cancellation
  • Taking safety measures
From
$178.99
From
$178.99
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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* A traveler said: "We've had a fantastic tourguide; Daniele. He had a great story about everything you want to know, was very social and had great humor. He made sure everybody felt comfortable all the time and you could sense that he loves the job. He talked very passionate about it. We've had a delicious lunch at a small vineyard, also with the best wines."


Chianti and Castle Tour from Siena

Chianti and Castle Tour from Siena

star-4.5
48
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$83.53
From
$83.53
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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* A traveler said: "we enjoyed our trip, Francesco guided us very well throught the beautiful landscape of Toscany and the wine was delicious."


Hot Air Balloon Flight Over Tuscany from Siena

Hot Air Balloon Flight Over Tuscany from Siena

star-4.5
37
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$346.04
Price varies by group size
From
$346.04
Price varies by group size
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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* A traveler said: "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 !!!"


Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

star-5
32
  • 8 hours
  • Free Cancellation
From
$242.64
Price varies by group size
From
$242.64
Price varies by group size
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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* A traveler said: "Amazing! We loved all the wineries and the stop in Pienza!! We were the only two on the tour and it was very engaging!"


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
5
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$269.71
Price varies by group size
From
$269.71
Price varies by group size
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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* A traveler said: "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."


Tuscan Cooking Class in Central Siena

Tuscan Cooking Class in Central Siena

star-5
54
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$121.44
From
$121.44
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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* A traveler said: "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."


Dinner in the Vineyards from Siena

Dinner in the Vineyards from Siena

star-5
4
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$89.49
From
$89.49
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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* A traveler said: "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."


Wine Tour with Wine Tasting in Siena

Wine Tour with Wine Tasting in Siena

star-5
37
  • 3 hours
  • Free Cancellation
From
$85.82
From
$85.82
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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* A traveler said: "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."


Walking Tour of Siena with food & Chianti wine

Walking Tour of Siena with food & Chianti wine

star-5
7
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$53.70
From
$53.70
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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* A traveler said: "Perfekt tour to experience Siena. Thanks our guide Elli. Interesting stories about history and life in Siena."


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
31
  • 11 hours
  • Free Cancellation
  • Taking safety measures
From
$119.32
From
$119.32
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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* A traveler said: "A really exciting excursion with two wine tastings. Including snack & wonderful insights into the landscape & villages of Tuscany! Really to be recommended! We met exciting people from all over the world at the tastings. Duration (11 hours) was perfect. We were even picked up at the hotel. :)"


Half-Day Brunello di Montalcino Wine Tour from Siena

Half-Day Brunello di Montalcino Wine Tour from Siena

star-4
15
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$83.53
From
$83.53
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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* A traveler said: "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."


Tuscan Hills Horseback Riding Tour from Siena

Tuscan Hills Horseback Riding Tour from Siena

star-4
30
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.91
From
$85.91
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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* A traveler said: "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"


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
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$101.43
From
$101.43
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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Siena Vespa Tour Including Lunch at a Chianti Winery

Siena Vespa Tour Including Lunch at a Chianti Winery

star-5
58
  • 8 hours
  • Free Cancellation
From
$153.93
From
$153.93
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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* A traveler said: "It was a wonderful experience riding down the country side. Our guide was very knowledgeable which made the whole tour even better."


Chianti and San Gimignano - 3 Wineries and Lunch

Chianti and San Gimignano - 3 Wineries and Lunch

star-5
21
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$237.46
Price varies by group size
From
$237.46
Price varies by group size
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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* A traveler said: "We went with my girlfriend to visit the 3 wineries with Niccolò, he was on time to pick us up at our hotel and drived perfectly. On the way he told us numerous stories about Tuscany. The 3 wineries were different from each other, from the small family winery to the third which is more like a deluxe one, where we had a fantastic lunch. We highly recommend the experience!"


Full-Day Winery Tour in Montepulciano with Tasting and Lunch

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

star-5
38
  • 8 hours
  • Free Cancellation
From
$237.46
Price varies by group size
From
$237.46
Price varies by group size
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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* A traveler said: "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!"


Siena Historic City Walking Tour with Cathedral Option

Siena Historic City Walking Tour with Cathedral Option

star-5
54
  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$23.86
From
$23.86
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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* A traveler said: "giulia was an amazing guide. she did a fabulous job of explaining the layers of siena art, culture, and history in an engaging, approachable manor. we especially enjoyed her explanation of the Palio and it’s influence on everyday life in siena. it is SO much more than a horse race!"


Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour

star-4.5
229
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$35.80
From
$35.80
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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* A traveler said: "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!"


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
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$178.99
From
$178.99
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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* A traveler said: "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."


Romantic Vespa Tour and Wine Tasting

Romantic Vespa Tour and Wine Tasting

  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$225.52
From
$225.52
Following our experienced English-speaking guide, you will live “la Dolce Vita” driving an authentic Vespa 125cc. We propose you two itineraries to choose: a) We will take you to a small medieval village situated in the heart of the area, driving along the enchant of Orcia Valley (Val d’Orcia) which is UNESCOs Heritage. or b) Trasimeno Lake will offer you its wonderful landscape with the history of the old town and the peace of its waters. The tour will end up in our winery. Here you’ll discover all steps of wine making and you’ll enjoy a fantastic tasting of our wines accompanied by a delicious Tuscan menu with a first choice, a platter of cheeses and cured meats, plus dessert. Driving experience on a scooter is requested. Those who do not feel confident enough about riding on their own, can opt for riding with one of our expert escorts. We provide: Original Vespa scooter (automatic transmission) and Helmet A valid driving license is required
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Truffle Hunting Private Experience in Siena Tartufi

Truffle Hunting Private Experience in Siena Tartufi

star-5
8
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$131.26
From
$131.26
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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Tuscan Cooking Class in Siena

Tuscan Cooking Class in Siena

star-4.5
42
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$106.20
From
$106.20
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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* A traveler said: "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"


Discover Siena with its Cathedral

Discover Siena with its Cathedral

star-5
1
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$112.17
Price varies by group size
From
$112.17
Price varies by group size
Enjoy a small group tour to discover Siena with its famous monuments and hidden treasures on a walking tour. Benefit from our pre-reserved skip-the-line tickets for the Cathedral and never wait in a line again. Catch quiet moments in tucked-away squares and gardens as you troll through the winding and well-preserved medieval neighborhoods Learn the history behind the renowned Palio horse race from your expert guide.
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* A traveler said: "We had a wonderful tour in Siena. Just the perfect mix of history, culture and local storys about the Palio. We walked trough the ancient city, skipped the line and visited the beautiful Catherdral. We had a wonderful time with Bettina, our guide."


Private Tour: Siena Walking Tour

Private Tour: Siena Walking Tour

star-5
33
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$155.12
per group
From
$155.12
per group
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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* A traveler said: "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."


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