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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
2 hours
Free Cancellation
4.8
(764)
from
$46
Avoid the hassle of organizing transport and winery visits in Tuscany on your own. This small-group experience simplifies a day in Chianti, combining scenic travel with curated tastings at local wineries and time to explore Monteriggioni’s medieval charm. Enjoy a relaxed, well-paced outing that lets you focus on the region’s flavors and landscapes rather than the logistics.
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Hidden Castles & Chianti Wine Experience– Small Group
5 hours
Free Cancellation
4.5
(179)
from
$57
Siena is one of Tuscany's most fascinating hill towns, but most visitors check off a handful of famous sights and move on. Get a more in-depth, personalized introduction to this medieval city on this private walking tour, fully customized to your pace and interests. Focus on the historic architecture, traditional Palio festival, or local food scene, or combine culture and cuisine to create a unique itinerary. Choose an express tour of just a few hours or a full-day deep dive that takes you to little-known gems most tourists miss.
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Siena Private Highlights and Hidden Gems Walking Tour
2 to 6 hours
Free Cancellation
5.0
(8)
from
$89
Price varies by group size
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 as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier.
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Siena: A Wine Tour and Tasting Experience
3 hours
Free Cancellation
5.0
(390)
from
$99
Shake up your sightseeing routine and skip the bland group tour with this app-based quest that leads you through Siena’s medieval center via engaging puzzles and challenges. Solve clues as you stroll through the old town at your own pace, learning about the city’s history and taking in landmark sights along the way. Delve into the power struggles between Siena’s ruling families in the Middle Ages and admire the squares, churches, and palaces they built.
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Siena Medieval Power Quest: Self-Guided Family Feud Game
1 hour
to
1 hour 30 minutes
Free Cancellation
4.2
(39)
from
$9
Price varies by group size
Discover the rich history and artistry of Siena with the OPA SI Pass, granting you access to the iconic Siena Cathedral Complex. This ticket includes entrance to remarkable sites like the Baptistery, Crypt, and Museo dell'Opera, showcasing masterpieces by renowned artists such as Michelangelo and Donatello. Enjoy the panoramic views from the Duomo Nuovo and delve beneath the Cathedral with the immersive 'Paths of Light' tour. Valid for three consecutive days, the OPA SI Pass saves you 50% on individual admissions while allowing you to explore at your own pace. Perfect for art enthusiasts and history lovers alike. IMPORTANT: If the time slot indicated by the customer is no longer available, the museum will confirm the first available time slot closest to the indicated time
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OPA SI Pass Siena Cathedral Complex Ticket
1 hour
5.0
(1)
from
$31
Splendid Classic Siena Tour with guaranteed departure from Via di Città at 11am in English and at 12.15pm in Italian. An expert local Guide will introduce you, in an interesting and pleasant way, to the history of Siena, the Duomo, Piazza del Campo and other monuments of the city. We will talk about the Palio, the districts and visit the lesser known and quieter corners of the city. Including entrance ticket to the Duomo. In case of religious celebrations or extraordinary closures (such as Sunday morning for Mass), the visit will be moved to the Antico Ospedale di Santa Maria della Scala, still guaranteeing a complete experience.
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Siena : Siena Guided Tour with Duomo or Museum
1 hour
Free Cancellation
4.3
(44)
from
$41
Cover both the culture and cuisine of one of Tuscany’s most intact medieval hilltowns with this Siena walking tour that includes food tastings along the way. Choose a private or small-group tour and meet your guide in the heart of the city to take in highlights like Piazza del Campo and the cathedral, pausing to sample savory and sweet local specialties.
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Siena Sightseeing Walking Tour with Food Tastings for Small Groups or Private
2 hours 30 minutes
Free Cancellation
5.0
(16)
from
$139
Price varies by group size
If you're looking for a fun and curious way to visit Siena, you've come to the right place! With this digital guide created with the support of a local, you will be able to visit all the most important monuments at your own pace: Piazza del Campo, the Duomo, Basilica di San Domenico and much more! You'll get to know the stories and curiosities of Siena! But also you will discover everything about local foods, Italian aperitivo in authentic local restaurants, and much more! What are you waiting for?
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Siena Walking Tour with Audio and Written Guide by a local
4 to 5 hours
Free Cancellation
4.4
(41)
from
$7
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
2 to 3 hours
Free Cancellation
4.8
(260)
from
$180
Price varies by group size
Experience the highlights of southern Tuscany on a full-day tour from Siena through the rolling landscapes of the Val d’Orcia. Travel in comfort and enjoy a perfect blend of food, wine, history, and scenery. Your first stop is Montepulciano, where you’ll enjoy an authentic Tuscan lunch featuring local cured meats and cheeses, followed by handmade Pici pasta with ragù, or tomato sauce for vegetarian guests. During lunch, take part in a guided tasting of Rosso di Montepulciano and the renowned Nobile di Montepulciano, perfectly paired with the regional cuisine. Continue to Pienza, the “ideal Renaissance city,” and enjoy free time to stroll its picturesque streets, admire panoramic countryside views, and browse artisan food shops. In the afternoon, reach Montalcino, home of the prestigious Brunello di Montalcino. Visit a local winery for a guided tasting and learn about the traditions and aging process behind one of Italy’s most celebrated wines.
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From Siena Best of Tuscany Wines and Lunch in Montepulciano
9 hours
Free Cancellation
4.5
(11)
from
$115
Explore Siena at your own pace with a self-guided walking tour on your phone. You get a clear map of all 12 stops, simple directions through Google Maps, and short audio stories you can play when you reach each location. The route covers Siena's historic center, from Piazza del Campo to Monte dei Paschi di Siena, passing sites like the Palazzo Pubblico, Torre del Mangia, and Fonte Gaia. Start anytime, pause whenever you like, and explore freely. No groups, no schedules. Audio and text available in 7 languages.
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Self Guided Walking Tour of Siena
2 hours
Free Cancellation
from
$6
Likely to Sell Out
To fully discover a city one may participate in a lot of tours and go eat at many venues published on travel guides and recommended by online travellers but the true local knows where to take you and you'll be paired with a Local Expert who will tell you stories, curiosities and will take you to spots outside of the tourist lens. We'll visit the most important and the least acknowledged hitspots of the Medieval Centre of Siena. Also, with us, you'll be able to eat some of the most typical snacks available in the city and taste the local Tuscan Wines, which mean a lot to the gastronomic history of the locals. The activity is suitable to people of all ages, from the kid discovering the curiosities behing the walls of the centre to the adults learning about Siena's culture.
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Siena Bites & Stories: A Tasty City Adventure with a Local
2 hours 30 minutes
Free Cancellation
4.8
(19)
from
$69
Discover the island of Siena at your own pace with this guided tour. With a tour of more than 2 hours, you can explore Siena discovering monuments such as Piazza Tolomei, Via Citta or the Duomo of the city. This option without schedules or groups allows you to enjoy the city flexibly, including recommendations on gastronomy and family activities. Available in six languages, this experience is ideal for those looking for hassle-free personalized tourism. - 2h self-guided tour with + 15 points of interest - Access to information in 6 languages: Spanish, English, Portuguese, French, Italian and German Explore iconic attractions and receive food recommendations. - No groups or schedules, ideal for traveling at your own pace.
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TOP Siena : Private Guided Tour with your mobile
2 to 3 hours
Free Cancellation
5.0
(1)
from
$6
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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Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner
4 hours
Free Cancellation
4.8
(351)
from
$151
Commence your journey at the iconic Piazza del Campo, immersing yourself in the vibrant atmosphere of Siena's renowned square. Delve into the city's history at Palazzo Pubblico, an architectural marvel serving as the seat of governance. Meander through historic streets, passing Palazzo Tolomei and Palazzo Salimbeni, both UNESCO-listed treasures. Continue to the Basilica of San Domenico, housing the relics of Saint Catherine, before a visit to the Sanctuary of St. Catherine of Siena. Admire the Baptistery and opt for a guided tour of the awe-inspiring Siena Cathedral, adorned with masterpieces of Italian artistry.
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Siena Highlights Private Walking Tour With A Guide (Private Tour)
3 hours
Free Cancellation
4.5
(33)
from
$105
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
9 hours
Free Cancellation
4.9
(1,009)
from
$221
Experience the enchantment of Siena with an enthusiastic local guide on this private tour. Discover famous sites such as Duomo di Siena, Piccolomini Library, and Piazza del Campo, while revealing secret treasures on your journey. This personalized, adjustable tour allows you to explore Siena in your style, featuring expert suggestions and captivating narratives that animate the city’s history.
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Highlights & Hidden Gems of Siena Private Tour - Duomo Included
3 hours
Free Cancellation
5.0
(20)
from
$225
Price varies by group size
Likely to Sell Out
Become a pilgrim of sorts and take a scenic hike on the historic Via Francigena, an old pilgrimage route that stretched from Canterbury in England to Rome. The rural route takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the medieval village of Monteriggioni you're rewarded with a wine tasting. At the end, head back to Siena via train.
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Tuscany Hiking Tour from Siena Including Wine Tasting
4 hours
Free Cancellation
4.9
(122)
from
$70
If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no less fascinating places in Siena, you cannot miss our Treasure Hunt! Furthermore, instant photography will allow you to appreciate the beauties of the city from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be customized, to be browsed whenever you want. Find out all the details, solve the puzzles and answer the quizzes to transform your visit to Siena into a unique memory to share with the whole family, young and old, and with friends. N.B. In the days of the Palio (29 June-2 July and 13-16 August) the treasure hunt route is not feasible and is replaced with that of the Top 10 dedicated to the places of the Palio, of which we will provide a dedicated guide and map.
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Hunt for the 10 Treasures of Siena
1 to 4 hours
Free Cancellation
4.9
(40)
from
$72
Per group
Experience the charm and history of Siena on a private walking tour led by a passionate local guide! Wander through its winding streets, lively squares, and hidden corners as you uncover the stories, culture, and traditions that make this Tuscan city so enchanting. Whether you choose a short 2-hour stroll or a full 6-hour exploration, your guide will tailor the tour to your interests, sharing local insights, secret spots, and authentic experiences along the way. Discover Siena like a true local and enjoy an unforgettable journey at your own pace.
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Siena Private Walking Tour with a Local
1 to 6 hours
Free Cancellation
from
$57
Price varies by group size
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 a few 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.
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Private Off Road Wine Tour in Chianti
6 hours
Free Cancellation
5.0
(23)
from
$387
Price varies by group size
Explore some of the most popular Tuscan hill towns on this day trip to Siena, San Gimignano, and Monteriggioni from Florence. Enjoy visiting each town independently while also having the round-trip transportation organized in advance. Learn about the famous region from the tour leader on board the bus, listening to informative commentary as you travel.
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San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting
11 hours
Free Cancellation
4.5
(180)
from
$92
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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Private Tour: Siena Walking Tour
2 hours
Free Cancellation
5.0
(49)
from
$209
Per group
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Top Attractions in Siena
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Attractions
Montalcino
From $35
Attractions
Siena Historic Center (Siena Centro Storico)
From $26
Attractions
Mangia Tower (Torre del Mangia)
From $23
Attractions
Monteriggioni
From $173
Attractions
Siena Cathedral (Duomo di Siena)
From $41
Attractions
Piazza del Campo
From $41
Attractions
Montalcino
From $35
Attractions
Siena Historic Center (Siena Centro Storico)
From $26
Attractions
Mangia Tower (Torre del Mangia)
From $23
Attractions
Monteriggioni
From $173
Attractions
Siena Cathedral (Duomo di Siena)
From $41
Attractions
Piazza del Campo
From $41
Attractions
Montalcino
From $35
Attractions
Siena Historic Center (Siena Centro Storico)
From $26
Attractions
Mangia Tower (Torre del Mangia)
From $23
Attractions
Monteriggioni
From $173
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