Travinora
Top picksExperiencesGuidesDestinationsBlog
See Siena experiences
People walk down a narrow european street
  1. Home
  2. /
  3. Explore cities
  4. /
  5. Siena
  6. /
  7. Best Walking Tours

Siena guide

Best Walking Tours in Siena

Here's our pick of the best Walking Tours in Siena, ranked by traveler rating. No sponsored spots, just what's actually worth booking.

Browse Siena experiencesSee everything in Siena

Honest prices and ratings, never a sponsored spot

Options27
Rated★ 5.0
From$6

Checked against live availability and pricing, last updated September 28, 2026.

How we build this

This guide includes real bookable activities from our booking partners. Travinora may earn a commission if you book through a link here, at no extra cost to you.

Our top pick for a walking tour in Siena is Guided Winery Tour and Wine Tasting in Siena. Travelers rate it 5.0★, and it's the highest-rated option right now. Watching your budget? TOP Siena : Private Guided Tour with your mobile is a lovely, well-rated option from just $6. Want it just for your group? Private Tour: Siena Walking Tour is a private tour, so you can go at your own pace.

Our picks

Guided Winery Tour and Wine Tasting in SienaBest overall

Guided Winery Tour and Wine Tasting in Siena

★ 5.077 reviews
$87View ↗
TOP Siena : Private Guided Tour with your mobileBest value

TOP Siena : Private Guided Tour with your mobile

★ 5.01 reviews
$6View ↗
Private Tour: Siena Walking TourBest private

Private Tour: Siena Walking Tour

★ 5.051 reviews
$209View ↗
Three Hours Siena Private Walking Tour with Personal PhotographerBest premium

Three Hours Siena Private Walking Tour with Personal Photographer

★ 5.01 reviews
$842View ↗

What to check before you book

Shared or private
Private tours cost more but move at your own pace.
Duration
Check the real time commitment against the rest of your day.
Group size
Smaller groups generally mean more personal attention.
What's included
Confirm entry fees, transport, and food are covered where relevant.
Cancellation policy
Free cancellation gives you flexibility if plans change.

Compare every option

TourRatingDurationFormatPrice from
Guided Winery Tour and Wine Tasting in SienaBest overall
★ 5.02.5 hrShared$87
Truffle Hunting Experience Siena Tartufi
★ 5.02 hrShared$163
Chianti Sunset Tour with Dinner & Wine Tasting
★ 5.03 hrShared$110
Private Tour: Siena Walking TourBest private
★ 5.02 hrPrivate$209
Highlights & Hidden Gems of Siena Private Tour - Duomo Included
★ 5.03 hrPrivate$225
Exclusive Wine Tour and Tasting Experience in Siena
★ 5.03.5 hrShared$174
Chianti Wine Tour with Wine Tasting and Lunch
★ 5.03 hrShared$87
Private Guided Tour of Siena with a Licensed Local Tour Guide
★ 5.02 hrPrivate$131
The Most Delicious Private Food Tour of Siena: 10 Tastings
★ 5.03 hrPrivate$251
Siena private guided tour for families
★ 5.02 hrPrivate$267

What you'll pay

Budget

$26

average · 2 options

Mid-range

$99

average · 6 options

Premium

$316

average · 16 options

Practical advice

  • Some of these offer free cancellation, which is worth checking before you commit to one that doesn't.
  • Plan for anywhere from 1 hr to 5 hr, depending which one you pick, and factor that into the rest of your day.

See every real, bookable experience in Siena in one place.

Browse Siena experiences

Frequently asked questions

What's the best walking tour in Siena?⌄

Guided Winery Tour and Wine Tasting in Siena is our top pick. Travelers love it, rating it 5.0★.

How much does a walking tour cost in Siena?⌄

Prices here range from $6 to $842 per person, depending on the operator and what's included. You'll see the exact total when you book.

Are there more Walking Tours in Siena than just these?⌄

Yep, we found 27 in Siena in total. We're showing you our top 24, ranked by traveler rating.

Travinora

Unique, highly-rated experiences — real prices, real reviews, anywhere in the world.

Travinora may earn a commission when you book through links on this site.

DestinationsExplore all destinations →
  • Kyoto
  • Osaka
  • Marrakech
  • Paris
  • London
  • Rome
  • Istanbul
  • New York City
  • Dubai
  • Prague
  • Singapore
  • Seoul
  • Barcelona
  • Bangkok
  • Amsterdam
  • Sydney
  • Lisbon
  • Cape Town
  • Reykjavik
Company
  • About
  • Blog
  • Editorial methodology
  • Privacy Policy
  • Terms
  • Contact

Travinora is a unit of CalmGetaways Travel and Tourism L.L.C-FZ, a limited liability company registered under Meydan Free Zone (License No. 2203591.01).

Registered Address: Meydan Grandstand, 6th Floor, Meydan Road, Nad Al Sheba, Dubai, United Arab Emirates

Contact: hello@travinora.com

© 2026 CalmGetaways Travel and Tourism L.L.C-FZ. All rights reserved.