Top Siena Walking Tours

Skip the Line: Siena Duomo and City Walking Tour

4.8

(711)

2 hoursFree Cancellation

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.

Siena Private Walking Tour with a Local

4.6

(8)

2 to 6 hoursFree Cancellation

from $57

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.

Siena Highlights Private Walking Tour With A Guide (Private Tour)

4.6

(27)

from $107

This walking tour offers a truly local take on Siena, far beyond the postcard views. With your host, you’ll explore hidden chapels, medieval backstreets, peaceful gardens, and the living traditions of the Palio and contrade. Whether you're tracing the path of a district rivalry, admiring Gothic architecture, or sipping wine in a tucked-away enoteca, this is your chance to explore like a local, not a tourist. After booking, you’ll receive a short questionnaire to share your interests and travel style. Based on your responses, you’ll be matched with a like-minded host who will contact you directly to suggest a personalized itinerary. You’ll agree on a meeting point and time, and your route can adapt throughout the day based on what captures your interest.

Likely to Sell Out

Siena Private Highlights and Hidden Gems Walking Tour

(3)

2 to 6 hoursFree Cancellation

from $91

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.

Discover the Medieval Charm of Siena on a Private Walking Tour

4.8

(252)

2 to 3 hoursFree Cancellation

from $185

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?

Siena Walking Tour with Audio and Written Guide by a local

4.2

(33)

4 to 5 hoursFree Cancellation

from $7

Discover the best of Siena’s traditional cuisine and food scene with the insights of a local insider guide on this small-group food tour. Set off with your foodie guide and group of just 12 fellow gourmands to visit the top artisan food shops, market stands, and other landmark eateries to sample a range of savory and sweet delicacies. Feast on charcuterie boards, pici pasta, ricciarelli cookies, and more as you explore the old town.

Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

4.9

(211)

from $87

Private Tour: Siena Walking Tour

(49)

2 hoursFree Cancellation

from $215

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.

Siena : Siena Guided Tour with Duomo or Museum

4.2

(42)

1 hourFree Cancellation

from $42

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.

Siena Bites & Stories: A Tasty City Adventure with a Local

4.8

(17)

2 hours 30 minutesFree Cancellation

from $70

Indulge in Siena's culinary treasures on a private tour designed to delight your palate, led by an expert local guide. Stroll through charming cobblestone streets, where the enticing aromas from bustling food stalls beckon. Begin your epicurean journey with the crispy perfection of coccoli, drizzled with aromatic olive oil, and savor the multi-layered flavors of savory panini, each bite a testament to Siena's rich gastronomic heritage. As you meander through the city, your guide will share enthralling tales of Siena's history, blending tradition with modern culinary innovations. Discover how the city's vibrant food scene reflects its cultural tapestry, making this tour an ideal exploration for devoted foodies and curious travelers alike. Each stop unveils a new chapter in Siena's epicurean story, promising a memorable adventure that intertwines taste and tradition in the heart of this historic city.

Siena Street Food Tour With A Local Guide

(4)

from $101

Discover Siena: Guided Walking Tour and Cathedral Visit

3.7

(36)

1 hourFree Cancellation

from $26

If you are looking for an activity that combines a visit to a special city of art like Siena with fun for the whole family, with particular attention to the little ones, you just have to try this PolaTour! By reading the guide you will enter directly into a fairytale world that will allow adults to discover the city with new eyes and children to explore Siena through the places in the heart of the 17 Contrade. Discover the places where the indissoluble bond that binds every Sienese to their district is created: the fountains! Will you be able to find all the fantastic animals? Immortalize them with an instant photo and keep them in the PolaGuide! N.B. In the days of the Palio (29 June-2 July and 13-16 August) the path of the 17 Fantastic Animals 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.

The 17 Fantastic Animals of Siena

4.9

(16)

from $74

Siena, the jewel of Tuscany, invites you to explore its rich medieval heritage on foot. This tour takes you through cobblestone alleys to iconic places such as the majestic cathedral, the famous Piazza del Campo, and the Basilica of San Domenico. Admire the unique architecture and immerse yourself in the fascinating history of this rival city of Florence. Enjoy captivating stories about the Palio, the contrades, and the artistic treasures of Siena. A perfect exploration for history and culture lovers looking for authenticity. - Discover 20 must-see sites in Siena in one day - Explore the Cathedral, Palazzo Pubblico and more - Enjoy a 3 km circuit, ideal for culture lovers - Easy access to the historic heart of Siena, perfectly pedestrianized

GPS Audioguide app: From Campo to Duomo (Offline).

Siena Audio guided walking tour 1h15 and 20 audio comments

1.0

(1)

1 hour 15 minutesFree Cancellation

from $7

Discover the island of Iceland 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 + 12 points of interest - Access to information in 6 languages: Spanish, English, Portuguese, French, Italian and German Explore iconic attractions and receive food recommendations. - You can purchase tickets and tickets for the different spaces without leaving the app. - No groups or schedules, ideal for traveling at your own pace.

TOP Siena : Private Guided Tour with your mobile

(1)

2 to 3 hoursFree Cancellation

from $6

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in Chianti and enjoy exclusive wine tastings at renowned estates. This tour is tailored for wine lovers and nature enthusiasts, offering a rich cultural experience through Tuscany's famous landscapes. With expert multilingual guides, savor the essence of Chianti’s rich heritage and take in the stunning scenery that has inspired countless artists and wine aficionados.

Chianti Half Day Wine Tasting Tour from Siena

4.9

(7)

5 hoursFree Cancellation

from $58

Private Tour: Secret Siena Walking Tour

(109)

from $334

Discover Siena's perfectly preserved medieval splendor with our self-guided audio tour app, allowing you to explore this Tuscan jewel at your own pace. Begin at the magnificent Piazza del Campo, the shell-shaped square that hosts the legendary Palio horse race and remains the heart of Sienese civic life after seven centuries. Marvel at the soaring Torre del Mangia and the Gothic grandeur of the Palazzo Pubblico, then ascend to the heavenly Duomo where Pisano's pulpit and the Piccolomini Library showcase Renaissance mastery. Wander through the contrade neighborhoods where medieval rivalries still define local identity, their fountains, flags, and parish churches marking territories unchanged for centuries. Discover the Pinacoteca's golden altarpieces and the Basilica of San Domenico where St. Catherine's head is reverently preserved, then lose yourself in the winding vicoli that reveal unexpected piazzas and artisan workshops.

At Your Own Pace: Discovering Siena & Tuscany

9 hours 30 minutesFree Cancellation

from $8

Siena: A Wine Tour and Tasting Experience

(359)

from $101

Private Guided Tour of Siena with a Licensed Local Tour Guide

(13)

2 hoursFree Cancellation

from $135

When you’re in the Tuscan city of Siena, don’t miss the chance to discover its famous wines and enjoy some local food, too. This small-group wine tour visits a winery near Siena’s historical center, and gives the lowdown on the winery’s organic production methods. After visiting the vineyard, you’ll savor a meal made with local produce along with samples of five organic wine varietals. Numbers are limited to 12 per group.

Guided Winery Tour and Wine Tasting in Siena

(59)

2 hours 30 minutesFree Cancellation

from $90

Private Tour: Guided Hike in Tuscany with Transport from Siena

The Tuscan countryside is a premier hiking destination, but navigating unfamiliar trails and country roads on your own can be daunting. On this private hiking tour, explore the rolling hills and vineyards stress-free with a guide leading the way. Meet in Siena and transfer to the trailhead by minivan, setting off through the verdant countryside and past rustic villages. Take a break to relax over a classic lunch of Tuscan treats and then travel via minivan to San Gimignano for a stroll through town and along a stretch of the Via Francigena before the return ride to Siena.

Private Tour: Guided Hike in Tuscany with Transport from Siena

(6)

7 hoursFree Cancellation

from $382

Taste your way through the most delicious private food tour of Siena as you immerse yourself in Tuscan culinary culture with a knowledgeable local host. Indulge in six or 10 iconic treats, including pastries, espresso, and savory bites, while exploring favorite local spots and must-see landmarks like Piazza del Campo and Torre del Mangia. Along the way, discover the rich flavors and history that make Siena unforgettable.

Likely to Sell Out

Enjoy this private food tour of Siena with a local foodie host

The Most Delicious Private Food Tour of Siena: 10 Tastings

(9)

from $258

Italian Opera in Siena Experience

4.7

(69)

1 hour 20 minutesFree Cancellation

from $38

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Top Attractions in Siena

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Attractions

What are people saying about Siena

Tuscany Hiking Tour from Siena Including Wine Tasting

Jean_B, Apr 2026

Beautiful, educational and delicious.

This is a leisurely stroll through the Tuscany countryside. During the hike, the guide teaches participants about the history of castles, the history of the pilgrimage you experience (you are walking 5 miles of the Via Francigena; which begins in Rome and ends in Canterbury) and the importance of many of the trees, plants and herbs along the trail. The guide departs at this point; giving bus tickets to return to Siena. Participants then do get a small Chianti wine tasting. There is a lunch table prepared outside and participants can choose small plates to eat while choosing a wine to drink. The food and wine is not included; this is an additional cost. Giovanni was a wonderful guide; friendly, knowledgeable and very passionate about his culture and the natural environment.

Discover the Medieval Charm of Siena on a Private Walking Tour

Jeffrey_G, Apr 2026

Siena tour - Not to be Missed!

Highly recommend this tour! Barbara was a wonderful tour guide! Very knowledgeable about Siena, having grown up in the area. It’s a fabulous city not to be missed! And the surprise at the end made us all fall in love with Siena that much more! Spectacular view! Thank you, Barbara!!

Siena: A Wine Tour and Tasting Experience

Lauren_D, Apr 2026

A Must Do Experience at La Lastra in Siena

An absolutely amazing experience at La Lastra. The winery is charming and full of character. The tour was very informative and engaging covering information on the vineyards, wine making process and wine cellar. The wine tasting was delicious and the homemade lunch was a perfect pairing with the wine selections. Shipping wine home to the US rather than carrying through Italy and the airport was trouble free. Thank you Lorenzo and the entire staff at La Lastra!

Private Tour: Secret Siena Walking Tour

Susan_Y, Apr 2026

The absolute best! Must do!

This was probably one of the best tours we've been on. Georgia, our guide, was so much a great guide. She was very in tune with us too, knowing when she had to slow down her talking for my older mother who was not understanding and when to speed it up. She customized our tour with us and gave us so much history and lore, we fell instantly with Siena because of her. 10/10 best thing to do in Siena. Highly recommended!

Skip the Line: Siena Duomo and City Walking Tour

Ruthann_C, Apr 2026

Highly recommend!

I so wish I could remember our guide’s name. He was fantastic! He did a thorough job telling us all about Siena. He was very knowledgeable and had a great sense of humor. His English was great and easy to understand. At the end of the tour, he gave us great recommendations for dinner and gelato. Two thumbs up!! Siena is a very hilly little town, so be prepared to walk alot of hills on this tour.

Siena Highlights Private Walking Tour With A Guide (Private Tour)

Marie_M, Mar 2026

Anita was fantastic. She...

Anita was fantastic. She kept us thoroughly entertained as she walked us through the history of Siena then gave us a feel for local life in Siena today. She provided wonderful restaurant recommendations as well as suggestions for additional things to do and tours to consider. This was one of our favorite activities while in Siena

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

Michelle_T, Nov 2025

Definitely recommended!!

Giorgia was an excellent guide to the best wine we experienced in Italy! She was full of interesting facts and history of the region. It made the experience lively and educational. She made sure all in the tour were included in conversation and all of us had a great time! Our favorite winery was Fattoria del Pino with winemaker Jessica!!! All the wineries were excellent including our lunch by Gianni Bernazzi. Thank you for an amazing experience! Grazie!

Tuscan Cooking Class in Central Siena

Paul_R, Oct 2025

A Tuscan Gem!!

Scuola di Cucina di Lella is a gem!!! From the moment we walked in the door we felt right at home. We were welcomed into this beautiful kitchen by Giulia and chef Francesco with open arms. They explained all that we will be making that evening and we eagerly got right into it. We made Pici (pasta), La Pappa col Pomodoro (soup), Chicken Escalopes, roasted potatoes, and Panna Cotta which all were mouthwatering .... even right now just thinking about them. The step-by-step process was so much fun because they made it fun. Asking for voluntaries I was able to get my mind, body and soul into knowing that we can create anything if you give yourself the space to do so. I was able to share the kitchen with chef Francesco and had so much fun because he made it fun and inviting for all to partake in. Once we got back home to the states my husband and I recreated this meal only 4 days after this class (which was recommended by Giulia after our meal) and had a blast doing so. The Pici is a work in process and will not give up in trying to create this very yummy pasta. The rest of the dishes came out perfectly!! This was our first cooking class ever and now that the bar has been set extremely high it will be difficult to compare others to it because of how perfect everything was. Thank you for making the end of our Italy Tuscany journey a special one to remember!! Ciao!!

Hot Air Balloon Flight Over Tuscany from Siena

Marita_L, Oct 2025

Absolutely an experience not to miss

They do a great job in making sure that the flight will be safe, gauging the weather and letting you know if it has to be canceled or moved to a new location. While a new location can be inconvenient it is for your safety. I appreciate the care they take. The experience was extraordinary. The staff was very helpful and they treat you with kindness and respect.

Siena walking tour with lunch & Chianti wine

Chris_C, Oct 2025

Our tour guide Mohad was...

Our tour guide Mohad was incredibly knowledgeable, not only about Siena’s history but also about all the food, wine and gelato places. Some of them truly hidden gems! Perfect mix of walking tour and tasting of local specialties, all within 3 hours and away from the big tourist areas. I would highly recommend this tour!

Hidden Castles & Chianti Wine Experience– Small Group

Donna_W, Jun 2025

Great Tour for sightseeing and wine tasting

Great tour. The castles and the wineries were great. A lot of different wines to taste, but also gained knowledge of the region and the winemaking process. Just one warning. If you get car sick easily, make sure you bring your remedy. The roads are curvy and bumpy.

San Gimignano, Chianti, and Montalcino Day Trip from Siena

David_C, May 2025

Lovely day and easy...

Lovely day and easy itinerary - starts early but it's for the best - starting in san Gimignano before crowds arrive, then moving on to a great winery - lunch is an option there, unless you're bringing food or buy something to go in san Gimignano, this is really the only lunch option so I recommend it. The tour itself is a nice mixture of walking and wine interspersed so you never feel overly tired. Vincenzo was an excellent guide and really added a lot of history to what we saw. Great day overall highly recommend