cool shore excursions®
Top activities
Top landmarks
Trip ideas
Nearby places
  • Tours by category
  • Tours by accessibility
  • Tours by feature
  • Tours by time
  • Tours by the numbers
  • Top attractions
  • Siena travel guides
  • Siena travel calendar
  • Tours in nearby places
  • Explore Tuscany tours
Language $Currency
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Cool Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
Start your search
Change your search
Place or activity
Select Dates

Top Siena Historical & Heritage Tours

33 Results
Sort by:
Traveler Rating
Filter
Languages Clear
Time of Day Clear
31
23
12
Duration Clear
2
22
13
0
0
Price Clear
$0 $500+
Rating Clear
23
33
33
Specials Clear
33
2
1
23
0
Features Clear
4
9
25
0
29
0
Accessibility Clear
8
18
32
Families Clear
16
30
12

Siena Tours

Attractions

Guides

Calendar

Skip the Line: Siena Duomo and City Walking Tour

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 …More

4.8 (780)

Skip the Line: Siena Duomo and City Walking Tour

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...

2 hours Free Cancellation
4.8 (780)
from
$46
Small-Group Montepulciano and Pienza Day Trip from Siena

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 …More

4.9 (338)

Small-Group Montepulciano and Pienza Day Trip from Siena

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...

8 hours Free Cancellation
4.9 (338)
from
$217
Small-Group San Gimignano and Volterra Day Trip from Siena

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 …More

4.9 (198)

Small-Group San Gimignano and Volterra Day Trip from Siena

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...

8 hours Free Cancellation
4.9 (198)
from
$217
Discover the Medieval Charm of Siena on a Private Walking Tour

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 …More

4.8 (178)

Discover the Medieval Charm of Siena on a Private Walking Tour

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...

2 to 3 hours Free Cancellation
4.8 (178)
from
$35
Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian …More

5.0 (83)

Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian...

8 hours Free Cancellation
5.0 (83)
from
$217
Hunt for the 10 Treasures of Siena

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 …More

5.0 (23)

Hunt for the 10 Treasures of Siena

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...

1 to 4 hours Free Cancellation
5.0 (23)
from
$71
Private Tour of Siena Cathedral

In Piazza Duomo stands the imposing Cathedral of Siena and right here you will begin the visit. After an introduction about the extraordinary façade decorated …More

4.9 (21)

Private Tour of Siena Cathedral

In Piazza Duomo stands the imposing Cathedral of Siena and right here you will begin the visit. After an introduction about the extraordinary façade decorated...

2 hours Free Cancellation
4.9 (21)
from
$31
Highlights & Hidden Gems of Siena Private Tour - Duomo Included

Siena is a magical place! And with the local host, you are going to experience it all. So get ready; culture, history, and local lifestyle …More

5.0 (21)

Highlights & Hidden Gems of Siena Private Tour - Duomo Included

Siena is a magical place! And with the local host, you are going to experience it all. So get ready; culture, history, and local lifestyle...

3 hours Free Cancellation
5.0 (21)
from
$70
Siena Private Highlights and Hidden Gems Walking Tour

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 …More

4.9 (16)

Siena Private Highlights and Hidden Gems Walking Tour

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...

2 to 6 hours Hotel pickup offered Free Cancellation
4.9 (16)
from
$69
Siena and San Gimignano, The Glory Of Medieval Age In Tuscany

If you choose to see the Medieval Tuscany with us, after meeting you in front of your residence, we will take you with a short …More

5.0 (14)

Siena and San Gimignano, The Glory Of Medieval Age In Tuscany

If you choose to see the Medieval Tuscany with us, after meeting you in front of your residence, we will take you with a short...

8 to 9 hours Free Cancellation
5.0 (14)
from
$122
Siena Tour and exclusive window on Piazza del Campo

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 …More

5.0 (13)

Siena Tour and exclusive window on Piazza del Campo

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...

2 hours Free Cancellation
5.0 (13)
from
$40
Siena Family Tour

Two magic hours to discover the city with Your children! Children and adults will learn the city's history having fun and being enriched by anecdotes …More

4.8 (10)

Siena Family Tour

Two magic hours to discover the city with Your children! Children and adults will learn the city's history having fun and being enriched by anecdotes...

2 hours Free Cancellation
4.8 (10)
from
$33
Siena walking tour with Gelato & Prosecco

This is a city walking tour that will give you the occasion the see this city from the eyes of a local. Your Guide is …More

4.9 (9)

Siena walking tour with Gelato & Prosecco

This is a city walking tour that will give you the occasion the see this city from the eyes of a local. Your Guide is...

1 hour 30 minutes Free Cancellation
4.9 (9)
from
$63
Secret Siena Walking Tour

Discover with me the unknown and most fascinating Siena with this unique and unusual tour. SECRET SIENA WALKING TOUR, is my favorite to discover history, …More

4.8 (9)

Secret Siena Walking Tour

Discover with me the unknown and most fascinating Siena with this unique and unusual tour. SECRET SIENA WALKING TOUR, is my favorite to discover history,...

2 hours Free Cancellation
4.8 (9)
from
$258
Siena private guided tour for families

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets, …More

5.0 (7)

Siena private guided tour for families

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets,...

2 hours Free Cancellation
5.0 (7)
from
$264
Private Siena walking tour

Take a chance to discover Siena, a jewel of the Middle Ages set in the Tuscan hills, full of history and culture. Accompanied by a …More

5.0 (6)

Private Siena walking tour

Take a chance to discover Siena, a jewel of the Middle Ages set in the Tuscan hills, full of history and culture. Accompanied by a...

3 hours Hotel pickup offered Free Cancellation
5.0 (6)
from
$57
Siena to Florence Private Transfer: Monteriggioni & San Gimignano

Turn your transfer from Siena to Florence into a visit to two of the most famous medieval towns of Tuscany, crossing the Chianti area, in …More

5.0 (3)

Siena to Florence Private Transfer: Monteriggioni & San Gimignano

Turn your transfer from Siena to Florence into a visit to two of the most famous medieval towns of Tuscany, crossing the Chianti area, in...

5 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$136
Siena Cathedral: Private Tour

The Cathedral of Siena is an overwhelming monument that houses works of art from the Middle Ages to the contemporary period. Inside the church you …More

Likely to Sell Out
Likely to Sell Out
5.0 (2)

Siena Cathedral: Private Tour

The Cathedral of Siena is an overwhelming monument that houses works of art from the Middle Ages to the contemporary period. Inside the church you...

1 hour Free Cancellation
5.0 (2)
from
$137
Half-day Private Walking Tour of Siena

Enjoy Siena with a professional guide who will let you discover the beauties of this UNESCO world heritage listed city. The itinerary will include the …More

5.0 (2)

Half-day Private Walking Tour of Siena

Enjoy Siena with a professional guide who will let you discover the beauties of this UNESCO world heritage listed city. The itinerary will include the...

3 hours Free Cancellation
5.0 (2)
from
$425
2 hour Siena Private Guided Walking Tour

Get your Walking Tour in Siena and discover its culture, incredible sites, stories & legends with entertaining and passionate professional guides. See the artistic, religious, and cultural treasures …More

5.0 (2)

2 hour Siena Private Guided Walking Tour

Get your Walking Tour in Siena and discover its culture, incredible sites, stories & legends with entertaining and passionate professional guides. See the artistic, religious, and cultural treasures...

2 hours Free Cancellation
5.0 (2)
from
$377

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

Recent tour reviews
View traveler photos & reviews
Activity name

Siena Tours
Attractions
Guides
Calendar
View more