Tours/Siena/Siena Private Highlights and Hidden Gems Walking Tour
Siena Private Highlights and Hidden Gems Walking Tour
4.9(15)Siena2–6 hours
VIATOR4.9(11)TRIPADVISOR4.8(4)
+2 photos
At a glance
Duration
2–6 hours
Price from
$89 / person
Location
Siena, Italy
Rating
4.9 / 5 · 15 reviews
Languages
EN, IT
Group
Private
Cancellation
Free cancellation up to 24 hours before
Confirmation
Instant
Ticket
Mobile or paper ticket accepted
Operator
City Unscripted
Meeting point
This is a private walking tour. Your host will meet you at your chosen hotel, or you can select the central meeting point instead, which we recommend for the best overall experience. If your hotel isn’t listed, please choose the central landmark option. No private vehicle is included.
Description
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 online Personalization Form to share your interests, preferences, and must-sees. Your City Unscripted guide will personally reach out to craft a fully customized itinerary that suits your style—whether you love history, food, hidden gems, or cultural experiences.
Schedule & prices
Runs
Every day
Start times
10 times a day, 8:00 AM–5:00 PM
Next available
Mon, Oct 12
Adult
$89
Prices change with the date; the lowest is shown.
Prices are per person when two book together; a solo traveller pays $125.
Larger groups pay less per person.
Out at sunset: the 5:00 PM departure is under way when the sun sets, around 6:19 PM in the coming weeks.
From the operator’s live schedule on Viator, checked Oct 10.
Tour Options
3-hour Siena Walking Tour 3 hours
Duration: 3 hours
Pickup included
2-hour Siena Walking Tour 2 hours
Duration: 2 hours
Pickup included
4-hour Siena Walking Tour 4 hours
Duration: 4 hours
Pickup included
6-hour Siena Walking Tour 6 hours
Duration: 6 hours
Pickup included
Itinerary
Siena
Pass by
See Siena through the eyes of someone who lives and loves it—wandering quiet lanes, historic squares, neighborhood fountains, and hidden altars. This isn’t a scripted tour; it’s a flexible, personalized experience shaped around you. Before your walk, your host will reach out with a short online Personalization Form to understand your interests—whether you're drawn to sacred art, medieval architecture, local food, or peaceful viewpoints. Here are some places you might explore:
Piazza del Campo
Pass by
Begin in Siena’s dramatic, shell-shaped square—home to the Palio horse race and centuries of civic life. Your host will share how this iconic space captures the spirit, rivalry, and unity of Siena’s historic districts.
Fonte Gaia
Pass by
Pause at this ornate Renaissance fountain, where sculpted panels once celebrated abundance and innovation. In a hilltop city, Fonte Gaia is more than a monument—it’s a symbol of survival, pride, and ingenuity.
Fontebranda
Pass by
One of Siena’s oldest and most atmospheric fountains. Surrounded by medieval stone and arches, it tells a story of water, survival, and the wool guild that once ruled the area.
Via di Citta
Pass by
Stroll this refined historic street where artisan boutiques and daily life flow side by side. As locals linger over coffee, your host will share how the street links the city’s political and cultural heart.
Pass by
Step into this solemn 13th-century church, where relics of Saint Catherine offer a powerful glimpse into devotion, mysticism, and Siena’s spiritual identity.
Pass by
Leave the cobblestones behind for this tranquil medieval garden just beyond the city walls. Chickens roam, herbs flourish, and Siena’s bustle fades into birdsong—offering a perfect place to pause and reflect.
What's included
Included
Online Personalization Form sent after booking to tailor your experience
Flexible durations and start times - Pick your preferred duration when you book
Get picked up (on foot) at your accommodation if it's central
Private and personalized walking experience with insider tips from a passionate local
Direct communication with your host for itinerary planning and local recommendations
Not included
Food, drinks and tickets to any attractions
Transportation (primarily a walking experience, public transport may be used at an additional cost)
Gratuities (optional)
Hotel drop off
Pickup Locations & Times
This is a private walking tour. Your host will meet you at your chosen hotel, or you can select the central meeting point instead, which we recommend for the best overall experience. If your hotel isn’t listed, please choose the central landmark option. No private vehicle is included.
Traveller Ratings
Reviews collected by Viator and Tripadvisor
4.9
15 reviews
5
13
4
2
3
0
2
0
1
0
How it compares in Siena
Starting price $89 is close to the typical $90 for tours of similar length in Siena
Excurgo comparison of 340 Viator tours, recalculated daily.
Important Information
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
This is a private City Unscripted experience: real people, real connections
After booking, you'll receive a short online Personalization Form to share your interests, preferences, and must-sees. Your City Unscripted guide will personally reach out to craft a fully customized itinerary that suits your style—whether you love history, food, hidden gems, or cultural experiences.
This private tour is a walking experience. A private vehicle is not included.
Public transportation or local taxis may be used to transfer between sites. Exact transportation costs can be discussed with your host after your reservation is finalized.
Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
1+ days before100% refund
0–1 days before0% refund
Frequently asked questions
How long does Siena Private Highlights and Hidden Gems Walking Tour take?
Siena Private Highlights and Hidden Gems Walking Tour lasts about 2–6 hours. The itinerary has 7 stops.
How much does Siena Private Highlights and Hidden Gems Walking Tour cost?
Prices start at $89 per person for this Siena experience, booked through Viator with the price shown before checkout. That is the per-person price when two book together; a solo traveller pays $125. There are 4 booking options, so the final price depends on the option you choose.
What days does Siena Private Highlights and Hidden Gems Walking Tour run?
According to the operator’s current schedule, it runs every day, with 10 departures a day between 8:00 AM and 5:00 PM.
Can I cancel Siena Private Highlights and Hidden Gems Walking Tour for free?
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Is hotel pickup included?
Yes, pickup is offered. This is a private walking tour. Your host will meet you at your chosen hotel, or you can select the central meeting point instead, which we recommend for the best overall experience. If your hotel isn’t listed, please choose the central landmark option. No private vehicle is included. Pickup points include Villa Elda Boutique Hotel.
What languages is Siena Private Highlights and Hidden Gems Walking Tour offered in?
The experience is available in EN, IT.
Is this a private or a group tour?
It is a private experience: only your party takes part. Up to 8 travellers can book together.
Is the tour suitable for children?
Infants and small children can ride in a pram or stroller
Is the tour wheelchair accessible?
Wheelchair accessible
Will my booking be confirmed immediately?
Yes, bookings are confirmed instantly.
Is Siena Private Highlights and Hidden Gems Walking Tour worth it?
Travellers rate it 4.9 out of 5 across 15 reviews on Viator and Tripadvisor; it is run by City Unscripted.
Reviews(15)
Reviews collected by Viator and Tripadvisor
S
Sequi
October 8, 2026 · via Viator
Leticia was fun and...
Leticia was fun and enthusiastic. She was also thoughtful about the seniors in our group. It was clear that she loved Siena and her love for the city was infectious.
Operator response
We’re so pleased to hear that her enthusiasm and love for Siena came through during your time together. It’s especially nice to hear that she was thoughtful and considerate of the seniors in your group and made sure everyone could enjoy the experience.
We’ll definitely share your kind words with Leticia — we’re sure she’ll be delighted to hear them.
Thank you again for choosing City Unscripted, and we hope to welcome you again in the future!
T
tiffanymeh
October 7, 2026 · via Tripadvisor
Best Private Tour
Lillo was fantastic!!! Entire tour was stress free, thorough, and flexible to whatever we wanted to see, with great picture spots and restaurant recommendations. We can’t wait to be back! Thank you Lillo!
Operator response
Thank you so much for your wonderful feedback! It’s fantastic to know that you enjoyed the picture spots and restaurant recommendations from our host. We can’t wait to welcome you back for another memorable experience.
S
S1709YRchucks
October 2, 2026 · via Tripadvisor
Siena walking tour
Filippo was very knowledgeable. He demonstrated great interest in answering our questions and he focused on the historical context of the city, along with explaining the current trends and happenings of the 17 districts within the city of Siena. We would highly recommend Filippo as a guide.
Operator response
Thank you so much for your wonderful feedback! We’re delighted that Filippo was able to share his knowledge of Siena’s history while also giving you insight into the city’s current trends and happenings. Thank you again for recommending Filippo, and we hope to welcome you on another experience in the future!
M
michaelv234
September 30, 2026 · via Tripadvisor
Great walking tour with Fillipo!
I rarely leave a review, but I wanted to for this tour. Filippo was our guide and my wife and I really liked him, he was calm and very knowledgeable. What a nice young man. We walked for 3 hours in a gentle pace, not taxing us at all. Fillipo took us to so many interesting places, maybe not the ones that tours often do. We learned so much about Siena and the people, the 17 districts, the churches, university, etc. He gave us great recommendations for gelato and a nice restaurant. We can certainly highly recommend him for any tour in the area. Everything we asked him about, he was able to explain in perfect English to us.
Operator response
Thank you so much for taking the time to leave such a thoughtful review! It means a lot to us, especially knowing that you rarely leave reviews. It’s wonderful to know that Filippo's calm and knowledgeable approach allowed you to explore Siena at a comfortable pace while discovering places and stories beyond the usual tourist highlights. We’re also glad that his recommendations for gelato and a restaurant helped make your visit even more enjoyable. Thank you again for your kind recommendation and for choosing us. We hope to welcome you and your wife again on another experience in the future!
S
Sequi
September 21, 2026 · via Viator
Letizia was very sweet...
Letizia was very sweet and she tried her best to find streets that were easy for us to walk thru since a couple in our party had knee issues. She gave us a very interesting tour. Thank you!
Operator response
We’re glad you enjoyed such an interesting experience and appreciated the thoughtful adjustments to make the walking more comfortable for your group. Thank you for sharing your feedback!
E
Eve_B
September 2, 2026 · via Viator
Siena tours
Our guide was prompt, courteous, knowledgeable and interesting. The experience was well worth the time.
Operator response
Thank you so much for your wonderful feedback! We’re delighted that you enjoyed the experience and that your guide was prompt, courteous, knowledgeable, and interesting. We really appreciate you taking the time to share your experience with us.
M
michael_M
September 1, 2026 · via Viator
The guide was able to...
The guide was able to bring us to the back areas of the city that would be missed normally. She was very knowledgeable impatient with us.
Operator response
We’re so glad you enjoyed discovering parts of the city you might otherwise have missed! It’s wonderful that the local knowledge and thoughtful guidance made the experience so worthwhile.
Thank you for sharing your lovely feedback!
R
Royal_J
July 9, 2026 · via Viator
Informative and pleasant.
The information was amazing. We learned a lot about things that were of interest to us. Stella was very pleasant. Take lots of pictures of the landmarks she points out if you are staying in town to walk around more on your own. The pacing was perfect.
Operator response
We're so glad you enjoyed such a well-paced and informative experience. It’s wonderful to hear it focused on the things that interested you most and gave you plenty of inspiration for exploring even more on your own.
Thank you for sharing your kind feedback — we're delighted this was such a memorable part of your trip.
J
Joshua_N
June 26, 2026 · via Viator
Amazing experience....
Amazing experience. Letizia was very knowledgeable and helpful in Sienna. Would highly recommend. Great tour and would most definitely do it again.
Operator response
We're thrilled to hear you had such an amazing experience in Siena. It’s wonderful to know you left with a deeper appreciation of the city and memories worth repeating.
Thank you for your recommendation — we'd love to welcome you back for another experience in the future.
M
Margaret_S
June 15, 2026 · via Viator
Great way to see Siena
Letizia was a wonderful guide - it was like having a friend show us all the secrets of Siena. Perfectly paced, not strenuous - 3 hours went quickly, then at the end we could go into the Duomo by ourselves - wow!
Operator response
We're delighted to hear that Letizia made you feel as though you were exploring the city with a friend and that she was able to share the hidden stories and secrets of Siena in such an engaging way. It's also great to know that the pace of the experience was comfortable and enjoyable, and that the three hours flew by.
