Let our local experts guide you through a handpicked selection of things to do on a private tour. Your personalized escapade in Siena tomorrow is just a click away - don't miss out!
Top 3 things to do tomorrow in Siena
Make your stay in Siena complete with these things to do
1
Choose your favorite local
Withlocals Your Way! - Siena City Tour
37 reviews
3 hours | city highlight tours | Siena
Did you know that the Siena tour of your dreams exists? Yes, and it’s 100% personalized and created by your local host around your interests. Customize and see only the places that spark your interest. From classic landmarks to neighborhood walks - your wishes are our command!
You’ve probably heard that Siena is well-known for its the Palio of Siena, but do you know the stories and origin behind it? Or how much influence it has on the locals daily life? On this private city tour, you are in for a cultural treat!
Prepare for an enchanting journey to a truly authentic, family-owned winery nestled amidst the Chianti vineyards. This experience is one-of-a-kind and unlike any other.
"Stella was an extremely knowledgeable, passionate and fun guide! We had a short time to spend with her but she took us to all the highlights, explained more than the sights, but the culture and the history as well. Her enthusiasm and love for her native city was palpable and contagious. Highly recommend Stella! We will definitely return to Siena!"
"What a treat to have this special insight into Siena and the Palio on the day of the last trial! Stella brought the excitement and the drama of this event alive with her personal insights and historical storytelling. This really was a highlight to our time in Tuscany, and we loved having this enriched understanding as it buzzed all around us!"
"We had a wonderful morning with Gaia. She kindly collected us from our Siena hotel & drove us (very skilfully) to Il Pino, a beautiful organic farm & vineyard near Poggibonsi in the Tuscan countryside. We enjoyed a short walking tour of the farm seeing olive trees, vineyards, sheep & cattle. An incredible panoramic view towards San Gimignano was a highlight. An early lunch of delicious farm produced & homemade olives, bread, delicious olive oil, cheeses & cured meats plus pasta & Pappa al Pomodoro was served to us by Mannino family members in there fabulous kitchen / dining loft. We tasted the wineries two wines & particularly enjoyed the Chianti. After coffee & a fond farewell Gaia drove us back through the stunning & picturesque countryside to Siena. Gaia was great company & very easy to talk to. The conversation flowed effortlessly. A fabulous trip. "
"Idania was a fantastic guide, who introduced us to Siena and its traditions in a passionate and knowledgeable way. We had our three children with us, and she found ways to keep them engaged throughout! We highly recommend!"
"Gaia brought us to a small family winery. We toured fields, cellar demonstrating production, and had tasting with homemade treats. Loved the wine and olive oil. Shipped wine and oil to USA. "
"We arrived in Siena by train from Florence, a group of six who had never visited the city before. We took the tour based around Il Palio, the famous horse race which takes place in the piazza twice a year. Although we had heard about the event none of us had any idea about its impact on Siena and its society. Stella was so engaging and knowledgeable, and spoke brilliant English, and we really came away feeling that we had gained a proper understanding of the race's history and importance. She also weaved in the story of Siena, and gave us lots of recommendations of books and films she thought we would enjoy. Altogether a great afternoon, and I would definitely recommend Stella to others! Thank you!"
"We loved our tour with Stella! She is a true local with deep knowledge of Siena and the region. Walking around with her feels like walking around with the town mayor - she knows everyone! We learned a lot and felt like she gave us a great introduction to the city, and made us want to learn even more. Highly recommend!"
Your tour is just for you. No strangers, no groups.
You’ll experience the city one-on-one (or with your own travel group) in a relaxed, personal way. No rushing, no scripted group tours.
Tailored to your wishes
From highlights to hidden gems, your host adjusts everything to fit you.
Want to skip a museum, add a food stop, or focus on street art? Just ask. Every experience is shaped around your pace, preferences and interests.
Chat before you book
Message your host directly to customize your experience.
Ask questions, get local tips, or make special requests. Our hosts are real people, ready to make your day unforgettable.
Travel that supports locals
Every booking supports independent locals and their communities.
We believe tourism should benefit the people who live there. Your host earns directly and often invests it right back into their neighborhood.
Feel good about where your money goes
You’re choosing meaningful travel, not mass tourism.
Withlocals is built on fair pay, human connections and travel that leaves a positive mark for both you and the places you visit.
Trusted by millions
Loved by over 1,000,000 travelers all around the world.
Withlocals hosts consistently earn 5-star reviews for their kindness, knowledge and the personal stories they share.
Secure & flexible booking
Book with peace of mind: safe payments and easy changes.
Your plans can shift and that’s okay. We offer flexible cancellation and real support when you need it.
Private & Personal
Your tour is just for you. No strangers, no groups.
You’ll experience the city one-on-one (or with your own travel group) in a relaxed, personal way. No rushing, no scripted group tours.
Tailored to your wishes
From highlights to hidden gems, your host adjusts everything to fit you.
Want to skip a museum, add a food stop, or focus on street art? Just ask. Every experience is shaped around your pace, preferences and interests.
Chat before you book
Message your host directly to customize your experience.
Ask questions, get local tips, or make special requests. Our hosts are real people, ready to make your day unforgettable.
Travel that supports locals
Every booking supports independent locals and their communities.
We believe tourism should benefit the people who live there. Your host earns directly and often invests it right back into their neighborhood.
Feel good about where your money goes
You’re choosing meaningful travel, not mass tourism.
Withlocals is built on fair pay, human connections and travel that leaves a positive mark for both you and the places you visit.
Trusted by millions
Loved by over 1,000,000 travelers all around the world.
Withlocals hosts consistently earn 5-star reviews for their kindness, knowledge and the personal stories they share.
Secure & flexible booking
Book with peace of mind: safe payments and easy changes.
Your plans can shift and that’s okay. We offer flexible cancellation and real support when you need it.
Enjoy the Best of the Siena Like a Local
Discover Siena Tomorrow with a Local
As the promise of a new day dawns upon us, the question arises - how best to uncover the treasures of Siena? Look no further than the expertise of local guides. Amidst the myriad things to do, a guided tour led by those who call Siena home offers an unrivaled experience.
While guidebooks provide insights, a local's perspective unveils hidden gems and tales that breathe life into the streets. From historical anecdotes to culinary delights, local guides curate authentic experiences tailored to your interests. Beyond mainstream attractions, they lead you to charming cafes, serene alleys, and the pulse of the city.
With a private tour, your adventure unfolds at your pace. No bustling crowds, no missed opportunities. Solo explorers, couples, or families - all can relish Siena through the eyes of a local. As the sun sets on today, let a local-led tour illuminate your tomorrow, revealing the heart and soul of Siena unlike ever before.