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20 results
Best Seller
If you've only got limited time in Siena, make sure you maximize your experience of the Tuscan hot spot on a sightseeing tour that includes skip-the-line entry. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo and stroll the streets with your guide, learning about the history of the place and leaving the navigating to someone else. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket.
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Skip the Line: Siena Duomo and City Walking Tour
Free Cancellation
2 hours
from
$48
Discover UNESCO-listed Siena through the eyes of a local on this custom-made Lokafy walking tour. Skip the typical guided tour and instead connect with a Siena local who will show you around their city like a friend and introduce you to the neighborhoods that they know and love. As you explore the city, gain an insight into Tuscan culture, cuisine, and everyday life; and receive recommendations on where to eat, drink, and shop.
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Siena Private Walking Tour with a Local
Free Cancellation
2 to 6 hours
from
$57
Price varies by group size
Siena, a medieval city rich in history and spirituality, is one of the most fascinating destinations for those who wish to have a unique religious and cultural experience. On this tour, accompanied by an experienced Catholic guide, you will discover the heart of the Sienese faith through a visit to Siena Cathedral, one of the most beautiful churches in Italy, and the House of St. Catherine, the place that holds the memories of the city's patron saint.
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Siena Cathedral St. Catherine's House and City Tour for Catholics
3 hours
from
$274
Price varies by group size
See the top sights in Siena without the hassle of a guidebook or map with this small-group walking tour through the medieval old town. Join your local guide for a stroll along picturesque historic lanes to take in landmarks like the Piazza del Campo, Basilica of San Domenico, and Sanctuary of St. Catherine of Siena. Opt to add on a visit to the city’s magnificent Cathedral, rich in artworks by Renaissance masters.
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Discover the Medieval Charm of Siena on a Private Walking Tour
Free Cancellation
2 to 3 hours
from
$184
Price varies by group size
Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this trip from Siena to Montalcino. Travel first to a small winery to explore the vineyards and cellars and taste the famous Rosso and Brunello di Montalcino wine. Then, visit a family-run winery in Montalcino, where you tour the grounds and sit down for a classic Tuscan meal with more wine. Visit the Abbey of Sant'Antimo before tasting even more wine at your third and final winery of the day.
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Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Free Cancellation
9 hours
from
$226
Tour with a passionate Toscana lover, sommelier guide expert on Brunello. Discover Tuscany with local expert out of beaten path.
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Private Taste of Tuscany Tour
Free Cancellation
9 hours
from
$392
Optimize your travel time with this private transfer that breaks up the trip from Siena to Rome with stops in Orvieto and Civita di Bagnoregio to sightsee, shop, and dine. Enjoy hassle-free pickup at your hotel or other accommodation in Siena and enjoy views of the Tuscan countryside as you head south. Stop for free time to explore Orvieto and Civita before drop-off at your final destination in Rome.
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Siena to Rome: Orvieto and Montepulciano Transfer Tour
Free Cancellation
7 hours
from
$1,177
Per group
Likely to Sell Out
Visit two of Tuscany's beautiful hilltop towns, plus enjoy tours and tastings at wineries in the Chianti hills and Montalcino on this small-group tour from Siena. All of your transport is included for a hassle-free experience, and there's even free time to explore Pienza on your own. Sample top Chianti and Brunello wine at two boutique wineries, and relax over a Tuscan lunch.
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VIP Chianti, Brunello wine & Pienza with lunch From Siena
Free Cancellation
8 to 9 hours
from
$279
Likely to Sell Out
Discover the history of the Chianti region, visit Montalcino's medieval fortress, and enjoy a scenic drive through Val d'Orcia on this small-group tour from Siena. Taste Chianti Classico and Brunello wines paired with Pecorino cheese, bruschetta, salame, and olive oil. Explore the historic cellar and learn about the wine production process in a boutique family-owned winery.
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Small group Chianti Classico & Brunello wine region from Siena
Free Cancellation
5 hours 30 minutes
from
$214
This is the tour of the oldest Etruscan and Roman Maremma but remained intact over time. The thermal and healing spring attracts users from all over the world. Here you can breathe authenticity, history and rurality. Breathtaking views. Spectacular wines. The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects. The Biodynamic, Biological company where we will have a picnic is truly an example of obsessive attention to traditions in respect of Nature! From the above you can enjoy a 360 degree view. Your basket includes: 2 basic wines, typical breads, 2 types of cheese, award-winning oil!
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Operator reviews
Saturnia and Picnic at sunset in the middle of the vineyards
Free Cancellation
1 day 8 hours
from
$416
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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Private Grape stomping in Chianti from Siena
Free Cancellation
5 hours
from
$460
Price varies by group size
Likely to Sell Out
Avoid the hassle of navigating the rural roads and trying to locate the small cellars in Tuscany’s wine country with this wine tour that includes round-trip transportation. Stop for a tour and tasting at one or two scenic wineries near Siena before a lunch break. In the afternoon, visit cellars in Montalcino or the Val d’Arno to sample some of Tuscany’s most historic labels.
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Private wine tour of Chianti
Free Cancellation
6 to 8 hours
from
$476
Price varies by group size
Your Professional English-speaking Driver will pick you up from your accommodation in Siena. All you have to do is get in and relax. Enjoy a 3-hour one-way Private Transfer in a comfortable, fully air-conditioned comfortable vehicle to Fiumicino Fco International Airport. Pit stop half-way to relax. Viceversa trip available according selected option. Upgradable option to visit the old town of Orvieto for an extra 3 hours. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles
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Transfer Siena to/from Fiumicino FCO Airport optional Orvieto Stop
Free Cancellation
3 to 6 hours
from
$583
Price varies by group size
Unlock the mysterious world of Tuscany's tasty truffles on this half-day private tour from Florence. Look for these black and white treasures using man and pup power as you learn all about these delicious delicacies from an expert hunter. Afterwards, enjoy a lunch featuring truffles and wine tasting (own expense) and experience nature with every bite while exploring this exquisite part of Italy.
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Private Truffle Hunt in Tuscany
Free Cancellation
4 hours
from
$309
Price varies by group size
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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Private Truffle Hunting in Chianti
Free Cancellation
5 hours
from
$403
Price varies by group size
Avoid the hassle of planning routes between scattered wine towns and booking separate tastings on your own with a guided day trip from Siena. This experience connects the flavors of Montepulciano and Pienza with the scenic landscapes of Val d'Orcia, letting you move easily between villages without logistics stress. Spend your time enjoying wine, local food, and countryside views at a relaxed pace.
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Siena: Best of Tuscany Wines & Lunch in Montepulciano small group
Free Cancellation
9 hours 30 minutes
from
$153
This is the tour of the most ancient Etruscan and Roman Maremma which has remained intact over time. The Middle Ages are well represented both in Pitigliano and in Sovana. We explore Pitigliano, a city "excavated" in the tuff that stands on a natural platform. The city is called "Little Jerusalem" because it hosted an important Jewish community twice. Possibility to visit the Synagogue. Admission not included. Guided walk in Sovana, an enchanted city and an authentic medieval village. We will see very ancient early medieval churches. Entrances not included. The thermal and healing spring attracts users from all over the world. Here you can breathe authenticity, history and rurality. Breathtaking views. Spectacular wines. The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects. Possibility to visit an excellent cellar. Cost not included. Possibility to have lunch on the farm. Cost not included.
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Saturnia and Città del Tufo in E Bike
Free Cancellation
6 to 8 hours
from
$244
Embark on this Full-Day Private Montalcino and Montepulciano Wine Tour and indulge your senses in the heart of Italy's renowned wine country! Your day begins with a personalized, chauffeur-driven journey through the stunning Tuscan countryside, setting the scene for an unforgettable adventure. As you traverse the picturesque landscape, you will visit two prestigious wineries - in Montalcino and Montepulciano - each with its own unique charm and distinctive wines. Expert sommeliers and winemakers will guide you through tastings of exceptional Tuscan varietals, sharing their deep knowledge and passion for winemaking. Enjoy a delightful Tuscan lunch at a selected vineyard, paired with local specialties, perfectly complementing the wines you've tasted throughout the day. Don't miss this opportunity to create lasting memories on this Private Montalcino and Montepulciano Wine Tour, escaping the hustle of Siena for a day of indulgence and appreciation of Italy's vinicultural heritage.
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Full-Day Private Montalcino & Montepulciano Wine Tour from Siena
Free Cancellation
7 hours
from
$1,011
Price varies by group size
Surround yourself with the unrivaled scenery of Valle de Orcia while trying some of its epicurean delights on a private tour from Siena. Begin in the hill town of Montalcino, where you'll sip on locally produced wine at a popular winery. Later, head to the historic center of UNESCO-listed Pienza, where you'll enjoy free time to explore independently. A typical Tuscan lunch, cheese tasting, and hotel pickup are included.
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Private Montalcino and Pienza Tour from Siena
Free Cancellation
6 hours
from
$555
Price varies by group size
In the heart of Tuscany and Chianti. Hills, vineyards, unspoiled nature. Intact medieval cities. Unforgettable atmospheres.
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Operator reviews
San Gimignano and Abbey of San Galgano
Free Cancellation
6 to 7 hours
from
$654
Per group
Top Attractions in Siena
1 / 2
Attractions
Montalcino
From $34
Attractions
Siena Historic Center (Siena Centro Storico)
From $34
Attractions
Mangia Tower (Torre del Mangia)
From $34
Attractions
Basilica of San Domenico (Basilica di San Domenico)
From $48
Attractions
Siena Cathedral (Duomo)
From $23
Attractions
Piazza del Campo
From $34
Attractions
Montalcino
From $34
Attractions
Siena Historic Center (Siena Centro Storico)
From $34
Attractions
Mangia Tower (Torre del Mangia)
From $34
Attractions
Basilica of San Domenico (Basilica di San Domenico)
From $48
Attractions
Siena Cathedral (Duomo)
From $23
Attractions
Piazza del Campo
From $34
Attractions
Montalcino
From $34
Attractions
Siena Historic Center (Siena Centro Storico)
From $34
Attractions
Mangia Tower (Torre del Mangia)
From $34
Attractions
Basilica of San Domenico (Basilica di San Domenico)
From $48
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