
The most-booked Siena tours and tickets right now

Experience the best of Siena with a cost saving combo that gives you access to the Cathedral and all the Civic Museums with a 2-day San Gimignano Museum Pass.
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Buy your Opa Si Pass to the Siena Cathedral complex: visit the Crypt, the Baptistery and the Museum saving 50% on the total of single admissions!
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Enter one of Italy's most important Roman-Gothic style buildings - the magical Cathedral of Siena - and marvel at the frescoes by Donatello, Michelangelo, and Pinturicchio.
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Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover the cellars where these incredible wines age, meet the local producers, and learn about the passion that goes into making this wine. Enjoy a traditional Tuscan lunch at a winery and spend time relaxing at your leisure in the village of Montalcino before exploring the mystical abbey of Sant'Antimo. Visit a total of three wineries in the region, tasting unique creations at each one. Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.
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Discover the artistic heart of Siena with access to its most iconic treasures.
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Secure your skip-the-line tickets to Siena Cathedral and Piccolomini Library. On selected dates, admire the wonderful floor of the cathedral.
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Explore faith through culture and art in the magnificent complex of the Cathedral of Siena. With a pass you can choose what you'd like to see most, from the crypt to the Opera Museum.
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Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and visit the stunning Siena Duomo (Siena Cathedral) with your fast-track, skip-the-line entrance ticket. As you walk through this incredibly beautiful Tuscan city with your expert guide, you'll feel as though you’ve journeyed back in time.
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Major attractions with reserved entry - skip the queue, walk straight in
Buy your Opa Si Pass to the Siena Cathedral complex: visit the Crypt, the Baptistery and the Museum saving 50% on the total of single admissions!
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Discover the artistic heart of Siena with access to its most iconic treasures.
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Explore faith through culture and art in the magnificent complex of the Cathedral of Siena. With a pass you can choose what you'd like to see most, from the crypt to the Opera Museum.
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Siena is one of Tuscany's best-loved cities, a fixed stop for those in the Chianti region. A destination for many visitors, Siena is internationally known not only for its picturesque, medieval historical centre, the famous Palio di Siena in Piazza del Campo and the colourful countryside that surrounds it, but also for the delicious cuisine it offers. It is impossible not to think of the excellent dishes and exquisite wines that can be found in the city. Thanks to our gastronomic tour of Siena, we will discover together the secret dishes and recipes of the Sienese tradition.
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Explore Chianti's rolling hills on a half-day tour from Siena. Visit charming Castellina, enjoy guided wine tastings and sample local olive oil.
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The Siena Icons Pass offers you a convenient way to explore the city's most stunning attractions over three days.
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Visit the Civic Museum of the Palazzo Pubblico in Siena, home to over 100 years of history. See richly frescoed halls and prestigious collections that span Sienese history and art from the early 14th century to today.
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Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore the UNESCO historic center of San Gimignano at your own pace; step inside Monteriggioni’s perfectly preserved fortress. Follow the scenic Chiantigiana road to a cozy winery for a guided tasting of 3 Chianti wines and a zero-mile, 3-course lunch, finishing with cantucci & vin santo. Enjoy free time in Siena to wander Gothic lanes, browse artisan shops, and relax in lively enotecas. Quick stops at the striped Duomo and shell-shaped Piazza del Campo, home of the Palio. Ideal for travelers seeking art, wine, and views in one effortless day—round-trip transport and tour leader included. (*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
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Small-group + private walking tours with a local guide

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover the cellars where these incredible wines age, meet the local producers, and learn about the passion that goes into making this wine. Enjoy a traditional Tuscan lunch at a winery and spend time relaxing at your leisure in the village of Montalcino before exploring the mystical abbey of Sant'Antimo. Visit a total of three wineries in the region, tasting unique creations at each one. Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.
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Experience Siena through the eyes of a local, as a professional guide takes you on an exciting walking tour. See the magnificent Siena Cathedral, Palazzo Pubblico, and Piazza del Campo in the flesh!
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See one of Italy’s most unique treasures with a tour of the Siena Cathedral. Enjoy skip-the-line entry and a guided tour of the marble floor.
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Get your tickets for the Santa Maria della Scala Complex and discover over a thousand years of history in a cultural experience that goes beyond a classic museum visit!
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Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and visit the stunning Siena Duomo (Siena Cathedral) with your fast-track, skip-the-line entrance ticket. As you walk through this incredibly beautiful Tuscan city with your expert guide, you'll feel as though you’ve journeyed back in time.
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Step inside Siena Cathedral and experience one of Italy’s rarest artistic treasures: its spectacular marble floor, revealed to visitors only during a limited period each year.
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Take a walking riddle hunt through Siena’s historic center. Follow clues and solve puzzles to find hidden corners.
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Enjoy a Vespa tour in Chianti and live the real Dolce Vita. Experience Chianti in a unique way and stop for a wine tasting and light lunch along the way.
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Food tours, market walks, wine tastings, cocktail experiences

In the hills of the gorgeous Tuscan countryside, just 2kms away from the medieval center of Siena, this Educational Wine Tour and Tasting 'Vine, Wine and Life' is a 3-hour tour held in an organic winery. Learn about the different stages of wine making through the seasons and enjoy tastings and a light lunch.
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Visit the medieval San Gimignano, explore the Chianti region and taste the renowned Brunello of Montalcino.
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Step right into the heart of Siena and embark on a delightful food tour that will tantalize your taste buds.
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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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Enjoy this Chianti tour from Siena with wine tasting. Visit two wineries and small villages, and sample typical Tuscan products.
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Visit a family-run vineyard located near San Gimignano, which invites you to taste the authentic flavors of Tuscany, including fine wines and regional crostini.
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Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards of Chianti, taste the famed Brunello di Montalcino, and savour local snacks, olive oil and balsamic vinegar – all in a comfortable small-group vehicle.Travel in an air-conditioned minivan for up to 8 people or a minibus for up to 30 people. Note:Wine tastings take place in English, with your tour leader providing translation support when needed. A moderate amount of stairs and walking is involved During special events, opening times can change The tour itinerary may change, but all tour stops will be visited
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Leave Siena behind and hike part of Via Francigena, an ancient pilgrimage route through rural Tuscany, followed by a wine tasting in the village of Monteriggioni. Embark on a 5-mile (8-km) trek that passes through the heart of the Tuscan countryside, past picturesque castles, villages, vineyards and ruins. Once you reach the medieval walled village of Monteriggioni, reward yourself during a wine tasting session, where you will sip on 3-4 different local, organic wines. Return to Siena at your own leisure by bus (bus tickets provided).
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Hands-on classes - pasta, pizza, gelato, regional dishes - from local chefs

Tuscan Cooking Class. Cooking Class of a traditional Tuscan meal from starter to dessert including a fresh local handmade pasta. At the end of the lesson dinner is served with what we have prepared during the class, accompanied with local Tuscan red Wine. The maximum number of customers per lesson is 15 people. The minimum number of participants required for the lesson is 4. Customers actively participate in the preparation of recipes. Use of seasonal and local ingredients. Vegetarian and gluten-free menus available. Customers will learn all the secrets of Italian and Tuscan cuisine and will receive handouts with the prepared recipes. Private lessons on request in the morning at 10 AM.
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Master Tuscan pasta and tiramisu from scratch in a small-group cooking class led by a local chef in Siena.
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Discover the rich flavours and traditions of Tuscan wines in a guided tasting session. Savour six distinct wines paired with local treats.
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Join a fun culinary adventure in Siena! Visit local markets and traditional food shops with an expert home cook. Then, take an exclusive cooking class at a local's home and learn how to make Siena's famous dishes.
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Brunello Cooking Class with Chef Alexandra - Cooking class with a view in the morning, followed by Lunch pairing with Brunello wines! With the guidance of our chef Alexandra, you will learn to make classic Tuscan dishes using the finest local delicacies, after which you will enjoy a private tour of the vineyards and the XV century castle that’s been in the family for 17 generations. Enjoy the lunch you prepared yourself on our panoramic terrace overlooking the rolling hills of Montalcino wine country. Each dish will be expertly paired with our own wine production. Tour Length: 4 hours ( Class + Lunch ) - Every day Departure Point: Possible add-on we can organize for you PICK-UP DROP OFF IN THE PROVINCE OF SIENA Meeting time: 10.00 am Popularity: (best seller wine and food tour in Tuscany) INCLUDED: All Included ( Cooking lesson, Tours, Tasting Lunch, Extra optional Transportation from and to the cooking venue )
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Join an engaging hands-on cooking class in Italy and learn to make pizza and gelato from a professional chef.
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Join a cooking class and wine tasting at a Chianti farm in Tuscany. Learn to prepare traditional Italian dishes and taste Chianti Classic wines.
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Master Tuscan recipes with a seasoned chef and learn wine tasting from a connoisseur. Book your culinary adventure now.
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Museums, ruins, art collections, religious sites with expert guides

Enter one of Italy's most important Roman-Gothic style buildings - the magical Cathedral of Siena - and marvel at the frescoes by Donatello, Michelangelo, and Pinturicchio.
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Secure your skip-the-line tickets to Siena Cathedral and Piccolomini Library. On selected dates, admire the wonderful floor of the cathedral.
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Enjoy three-day access to Siena’s Cathedral complex, including the Duomo, Baptistery, Crypt, and more, with a digital audio guide.
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Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta, salami, cheese, and extra virgin olive oil. Between tastings, stop at the medieval village of Monteriggioni for free time to explore or relax before returning comfortably to Siena. travel in an air-conditioned minivan for up to 8 people or a minibus for up to 30 people. Note :Wine tastings take place in English, with your tour leader providing translation support when needed. A moderate amount of stairs and walking is involved During special events, opening times can change The tour itinerary may change, but all tour stops will be visited
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The Synagogue of Siena, located only a few steps from the Piazza del Campo, stands in the heart of the ancient Jewish Ghetto of Siena, where Sienese Jews remained confined until 1859.
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Enjoy 1.5-hour wine tasting experience in an elegant medieval Castle in the heart of Montalcino. Together with an expert sommelier, you will discover and taste some of the best Tuscan wines in an exclusive location.
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Discover the enchanting beauty of Tuscany's Chianti hillside on a guided horseback ride, exploring picturesque vineyards, olive groves, and hidden gems.
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Join in a captivating 4-hour small group cooking class, led by a talented multi-lingual chef. Uncover the secrets behind beloved Tuscan dishes in a professional kitchen setting. Learn Tuscan cooking techniques, ingredient essentials, and the magic of local culinary artistry. From homemade pasta like pici to various bruschetta or crostini, bring a taste of Tuscany to your home table. Participants will take these recipes home, ready to recreate the flavors of Tuscany in their own kitchens. Get ready to fall in love with Tuscany through its food!
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Bike tours, e-bikes, kayaking, rafting, anything outside

Visit Tuscany’s Chianti region on this tour. Begin with a drive through the area, then proceed with a horseback ride near vineyards and olive groves.
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Explore Tuscany's famous wine region, Chianti, on an electric bike tour. Learn about local history and viticulture while enjoying a traditional Tuscan lunch at a family-owned winery.
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Get ready to explore the untamed beauty of Tuscany on an exciting UTV adventure through Chianti and the Crete Senesi. Drive along the legendary Strada dell’Eroica, surrounded by rolling hills, vineyards, and iconic cypress-lined roads. Enjoy a scenic stop near the stunning Villa Arceno, where you can admire breathtaking views and snap unforgettable photos. The route also takes you past the historic Castello di Badia a Berardenga, a medieval gem nestled in the Tuscan countryside. Then venture into the surreal landscape of the Crete Senesi, with its dramatic clay formations and open horizons. This tour is perfect for nature lovers, thrill seekers, and anyone who wants to experience Tuscany in a truly unique way—off-road, in touch with nature, and far from the crowds.
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Embark on a historic trek from Siena to Monteriggioni. Explore the fortress and savor local wines. Book now for an unforgettable adventure.
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Follow your experienced guide on a ride through the Chianti hills on comfortable and easy to use Electric Bikes: you must have cycling experience to enjoy the itinerary of hills and Tuscany's picturesque countryside. Between rides, visit a beautiful, 13th century Castle to marvel at the medieval architecture and local crafts and products. Enjoy a farm lunch accompanied by local Chianti wines and traditional and seasonal products before the final ride back to Siena. No support vehicle is provided so you must be fit to complete the itinerary.
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Embark on a scenic vineyard tour in the Tuscan countryside. Learn about winemaking, and taste top-notch wines, oils, and vinegars.
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One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines and beauty of the landscapes. Chianti offers a unique landscapes: gentle hills covered by vineyards and olive groves, small stone villages and farm houses. We'll start biking in the hearth of Chianti Classico, only 20 minutes from Siena, during the bike tour we will reach the Castle of Brolio, owned by the Ricasoli family since 1141, and the small villages of Villa a Sesta. We will stop then in a local winery for a Chianti wine tour and tasting. The tour includes also the lunch in local restaurant located at Castelnuovo Berardenga.
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Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and contemplative way, an area rich in food and wine traditions, cradle of the famous Chianti Classico wine (tasting included) and proud of its tradition and culture linked to the long rivalry between Siena and Florence. In addition, the experience includes a guided tour of one of Chianti's most characteristic castles, the castle of Brolio, from which you can take in magnificent panoramic views to the vineyards and the city of Siena. To experience the most out of the territory, we'll book lunch at a local family owned restaurant where you, in addition to enjoying its tranquility and warm welcome, can savour the dishes of the Tuscan tradition. The way back is mainly descending and the guide will stop in magnificent sightseeing spots before getting back to the starting point.
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Vespa, golf cart, hot-air balloon, vintage car - unique ways to see the city
Buy your Pienza and Montepulciano tour from Siena. Live a fancy day among the art, culture, wine and food of Tuscany.
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Play a city game and go on a fun Siena walking tour where you will follow clues to discover amazing places and local stories.
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Half-day to full-day trips out of the city - Pompeii, Tivoli, Tuscany, you name it

Buy your guided walking tour of Siena now. See the main monuments and landmarks of this famous medieval city in Tuscany.
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Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns, enjoy the landscapes and have lunch on a local farm! Numbers are limited to a maximum of 8 persons on this small-group tour, ensuring you'll receive personalized attention from your guide.
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Brunello, currently considered the best wine in the world, has its ancestral roots in the passion of the inhabitants of Montalcino.
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Visit the underground of a cellar from the XVI century in Montalcino, taste local wine and snacks and enjoy a typical Tuscan lunch.
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Embrace the medieval charms of Tuscany's towns on a full-day trip to San Gimignano and Volterra from Siena. With an attentive local guide, walk round the Fortress of Monteriggioni, explore the UNESCO World Heritage-listed town of San Gimignano, and visit an alabaster workshop in Volterra. Enjoy a delicious lunch on a small Tuscan farm and spend time at your leisure exploring these rustic hill towns that are steeped in rich Italian history. Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.
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Take a half-day trip from Siena through the Chianti region. You'll pass vineyards, hills, and medieval villages. Visit historic churches and castles, then stop at a winery in the Chianti Classico area.
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Taste the masterful craftsmanship hidden within each bottle of Brunello, the world's most adored wine, and the esteemed "Italian ambassador" in the realm of winemaking.
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Admire the beauty of the Italian countryside with this memorable tour. Stroll through ancient churches, medieval castles, and towns where life's rhythm remains untouched by time.
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Tours and activities chosen for kids, teens, and multi-generational groups

Known for its signature red hue, Siena has a whole lot more in store for guests on this guided tour of the city, including a tour of the Siena Cathedral.
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Airport pickups, point-to-point transfers, and city transport

This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you the advantages to truly enjoy the experience and not have to be in a crowded bus and follow a strict schedule . We will visit 2 beautiful boutique family owned wineries in a relaxed atmosphere and meeting the locals. You will taste top rated wines like Chianti Classico & Brunello di Montalcino while enjoying beautiful views and learning all the secrets of the best wine regions in the world.
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Private guides, VIP access, after-hours tours, premium small-group

Decide with your guide if you want to have a 2 or 3 hours tour! Discover the treasures of one of the most beautiful cities in the world through the eyes of a local and immerse yourself in its art, culture and traditions as the horse race the Palio, which takes place twice a year. Stroll in the ancient streets and admire the Basilica of San Domenico, the St. Catherine of Siena Church, Piazza del Campo, Palazzo Pubblico, ancient palaces, the important pilgrims road, the Baptistery and the Cathedral. If you wish, visit also the inside of the Cathedral, where you will admire the artworks of important Italian artists, such as Michelangelo, Donatello and Bernini. If you are more interested in the Palio tradition, we suggest to visit a Contrada Museum. You will find out why this horse race is so important for the Sienese and admire the prizes won over the centuries. Customize your tour with your guide!
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Discover the older parts of Siena’s medieval centre and see hidden corners away from the crowded tourist areas, an exceptional itinerary to discover the quieter side of Siena.
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Explore Siena on a private walking tour with an expert local guide and discover the city beyond the main tourist routes. Walk through the historic center, step into the city’s unique contrada neighborhoods, and learn about their traditions, identity, and centuries-old rivalries. Enjoy a guided visit inside Siena Cathedral (Duomo) with skip-the-line entry, and experience the city’s everyday life, artisan corners, hidden streets, and local food culture along the way. - Private walking tour of Siena with an expert local guide. - Historic center and Siena’s iconic contrada neighborhoods. - Skip-the-line entry and guided visit inside Siena Cathedral (Duomo) - Local food traditions, artisan culture, and hidden streets. - Choose a 2-hour intro tour or upgrade to the 3-hour extended tour. -Available in English, German, and French language options.
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Siena, 'the pearl of the Gothic style,' is a charming medieval town in the center of Tuscany. Come and discover the hidden treasures of this medieval town and the surroundings with a professional tour guide.
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A two hours enchanting walk, discovering Siena most beloved places. Start in front of the Basilica San Domenico, where the relics of St. Catherine are kept, then continues towards her ancient house. Stroll in the characteristic streets and reach the Cathedral. Decide with your guide if you want to enter shortly to see the unique marble floor and artworks by Donatello, Bernini and Michelangelo. Arrive at the famous Piazza del Campo, the main square, where the Palio (horse race), takes place twice a year. Discover this medieval tradtion and understand why it is so important for the Sienese. The Town Hall is an example of Italian architecture, which houses the important city museum. Admire also the Joyfull Fountain and listen to funny anecdotes about the mysterious river called "Diana". At the end of the tour visit our location in an historic palace, Palazzo Scotti, where you can take amazing pictures from our exclusive windows overlooking Piazza del Campo. Relax and enjoy your time!
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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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Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure through time. Guided by your phone, you’ll follow in the footsteps of Siena’s powerful families as you solve 9 clever puzzles tied to the city’s most iconic landmarks and lesser-known corners. You’ll explore places like Fonte Gaia, Piazza del Duomo, Palazzo Tolomei, and even the world’s second-oldest bank - all while uncovering the dramatic story of a family’s rise to power during the Middle Ages. Every solved clue reveals another piece of the city’s rich history. What makes this tour unique? It blends real-world exploration with a historical escape game, letting you experience Siena not just as a tourist, but as part of its medieval drama. Perfect for families, couples, or solo travelers who love history, mystery, and a bit of strategy. Play at your own pace, offline or online—no schedule, no pressure.
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Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive a tour of an organic dairy farm followed by a cheese tasting. Visit the beautiful Renaissance gem that is the hilltown of Pienza and enjoy lunch at your own leisure. Explore the hill town of Montalcino, and taste the rich flavours of the famous Brunello wine directly from a producer. Visit the farm, tour the cellars and learn more about this memorable nectar.
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Common questions about booking Siena experiences through SimilarTours
The city center itself is small enough to wander freely, but you'll miss the real magic if you don't venture into the surrounding Tuscan countryside. That's where people book guides - for wine tastings, hot air balloons, and visits to hill towns that require reliable transport. If you're staying a few days, at least one organized tour (especially to Chianti or Montalcino) pays for itself in avoided wrong turns and insider access to lesser-known wineries.
Popular experiences like sunrise balloon rides over Pienza and Val d'Orcia book weeks ahead, especially in spring and fall. Book your top choice as soon as you have firm travel dates. Less time-sensitive activities like San Gimignano day trips can often be arranged with 5-7 days notice, but check before you go since demand varies by season.
April through June and September through October offer perfect weather and fewer crowds than July-August, when the city gets packed with tourists. These shoulder seasons are also ideal for wine tours and hot air balloons, which run year-round but are most comfortable when it's not scorching hot. Winter is quieter but some rural experiences close or run limited schedules.
Yes - there are family-focused city tours designed specifically for children, plus pizza-making classes and multi-day food experiences that work well with older kids. Balloon flights usually have age restrictions (typically 6+), so check before you go. Wine tours and tastings are adult-oriented, though some operators offer kid-friendly alternatives or childcare arrangements.
Not necessarily. Most wine tours, Chianti tastings, and countryside visits include private transport or driver services - you book a full experience rather than renting a car. The city center is pedestrian-only anyway. If you're doing multiple independent visits to different towns (Montepulciano, Montalcino, San Gimignano), either hire a driver through a tour or rent for flexibility.
Eight-day Tuscan packages usually cover accommodation, meals, cooking lessons or tastings at wineries, and guided visits to food markets or vineyards. Always check the specific itinerary and what's covered - some include all meals, others just certain dinners or tastings. Transport between locations is typically included, but entry fees to some attractions may be separate.
Absolutely - point-to-point private transfers are readily available, whether you're heading to Rome via Orvieto and Montepulciano, or down to Sorrento. These are often booked as full-day driving tours with stops included, or as straight transfers if you just want to get there. Compare options on SimilarTours to see what's available for your route and dates.
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Siena is a medieval hill town with an impossibly beautiful piazza and tight cobblestone streets that feel frozen in time. Most visitors arrive to experience the countryside around it - booking hot air balloon flights over Val d'Orcia's rolling vineyards, wine tastings in Chianti, day trips to San Gimignano and Monteriggioni, or private Brunello tours through Montalcino. Families book city walks tailored for kids, while food enthusiasts sign up for multi-day Tuscan cooking experiences or pizza-making classes with private chefs. Getting around typically means hiring a driver for the wine region visits, since many wineries sit on winding country roads.