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The Best Siena Activities for Seniors and Over 50s – 10% Promo Code (November 2026)

Siena, Italy

Use promo code: WISDOM (must book on this website) and save 10% on the best tours, tickets, and things to do for seniors in Siena. Pick your tour below and use code WISDOM (savings are shown at checkout). The WISDOM Promo Code discount cannot be used with other promotions, is only redeemable on Cool Shore Excursions, and is a limited-time offer, so reserve your spot today while it lasts!

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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

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 (779)
from
$46
Siena Medieval Power Quest: Self-Guided Family Feud Game

Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure …More

Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure...

60 to 90 minutes Free Cancellation
4.2 (26)
from
$9
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

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
Siena: A Wine Tour and Tasting Experience

In the hills of the gorgeous Tuscan countryside,  just 2kms away from the medieval center of Siena, this Educational Wine Tour and Tasting 'Vine, Wine …More

In the hills of the gorgeous Tuscan countryside,  just 2kms away from the medieval center of Siena, this Educational Wine Tour and Tasting 'Vine, Wine...

3 hours Free Cancellation
5.0 (377)
from
$97
Siena walking tour with lunch & Chianti wine

I will take you for a wonderful walk and show you historical Cafes, local deli, mediaeval alleys, secret medieval caves and the "the oldest bank …More

I will take you for a wonderful walk and show you historical Cafes, local deli, mediaeval alleys, secret medieval caves and the "the oldest bank...

2 hours 30 minutes Free Cancellation
4.8 (99)
from
$98
Private Tour: Siena Walking Tour

Siena, 'the pearl of the Gothic style,' is a charming medieval town in the center of Tuscany. Come and discover the hidden treasures of this medieval …More

Likely to Sell Out
Likely to Sell Out

Siena, 'the pearl of the Gothic style,' is a charming medieval town in the center of Tuscany. Come and discover the hidden treasures of this medieval...

2 hours Free Cancellation
5.0 (43)
from
$205
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

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
Guided Winery Tour and Wine Tasting in Siena

Winery Tour and Wine Tasting in Siena with Afternoon Meal. Immersed in the magical atmosphere of rural Tuscany, just a stone's throw from the old …More

Winery Tour and Wine Tasting in Siena with Afternoon Meal. Immersed in the magical atmosphere of rural Tuscany, just a stone's throw from the old...

2 hours 30 minutes Free Cancellation
5.0 (75)
from
$86
Siena Private Walking Tour: Traditions, Streets & Cathedral

Explore Siena on a private walking tour with an expert local guide and discover the city beyond the main tourist routes. Walk through the historic …More

Explore Siena on a private walking tour with an expert local guide and discover the city beyond the main tourist routes. Walk through the historic...

2 to 3 hours Free Cancellation
4.6 (78)
from
$113
VIP Chianti, Brunello wine & Pienza with lunch From Siena

This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you …More

This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you...

8 to 9 hours Free Cancellation
5.0 (27)
from
$270
Siena Underground Wine tasting in a Medieval Cave

For real wine lovers, This is a wine tasting experience hosted by a Sommelier. This tour offers you an exclusive wine tasting in a Medieval …More

For real wine lovers, This is a wine tasting experience hosted by a Sommelier. This tour offers you an exclusive wine tasting in a Medieval...

1 hour Free Cancellation
5.0 (59)
from
$86
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

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
$71
Siena Walking Tour with Audio and Written Guide by a local

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 …More

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...

4 to 5 hours Free Cancellation
4.4 (42)
from
$6
Siena: Chianti Wine Tour with Wine Tasting and Lunch

Just a few minutes from Siena, San Giorgio a Lapi offers an authentic experience in the heart of Tuscany, in a unique location between Chianti …More

Just a few minutes from Siena, San Giorgio a Lapi offers an authentic experience in the heart of Tuscany, in a unique location between Chianti...

3 hours Free Cancellation
5.0 (20)
from
$86
Truffle Hunting Experience Siena Tartufi

Ciao, I’m Alessandro, the owner of Siena Tartufi. I’m a truffle hunter from 25 years. I have 3 dogs, Moka and Freddie a Lagotto Romagnolo …More

Ciao, I’m Alessandro, the owner of Siena Tartufi. I’m a truffle hunter from 25 years. I have 3 dogs, Moka and Freddie a Lagotto Romagnolo...

2 hours Free Cancellation
5.0 (59)
from
$161
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

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
Exclusive Wine Tour and Tasting Experience in Siena

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and …More

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and...

3 hours 30 minutes Free Cancellation
5.0 (19)
from
$171
The Most Delicious Private Food Tour of Siena: 10 Tastings

Fall in love with the flavorful Tuscan cuisine on this private food tour in Siena! Enjoy a selection of 10 food and drink tastings hand-picked …More

Fall in love with the flavorful Tuscan cuisine on this private food tour in Siena! Enjoy a selection of 10 food and drink tastings hand-picked...

3 hours Free Cancellation
5.0 (11)
from
$111
Private Grape stomping at Chianti Farmhouse

Harvest has always been seen as a time of celebration in the countryside: after months of hard work and sacrifices, all those efforts are finally …More

Harvest has always been seen as a time of celebration in the countryside: after months of hard work and sacrifices, all those efforts are finally...

4 hours Free Cancellation
4.9 (11)
from
$251
Siena Cathedral: shrine of treasures.

The guided visit of the Cathedral and its floor is a journey full of excitement. Come with Tuscany Art Trek and enjoy nearly a thousand …More

The guided visit of the Cathedral and its floor is a journey full of excitement. Come with Tuscany Art Trek and enjoy nearly a thousand...

1 hour 30 minutes Free Cancellation
4.8 (10)
from
$149
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