The best family-friendly activities in Siena for parents and kids (Updated November 2026)

Siena, Italy
Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small …More

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small...

8 hours Hotel pickup offered
5.0 (35)
from
$192
Private wine tour of Chianti

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will …More

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will...

6 to 8 hours Hotel pickup offered Free Cancellation
4.6 (10)
from
$322
Discover Siena: Guided Walking Tour and Cathedral Visit

Siena is a treasure trove of historical, artistic, religious and cultural riches all to be discovered. The best way to do it is on foot, …More

Siena is a treasure trove of historical, artistic, religious and cultural riches all to be discovered. The best way to do it is on foot,...

1 hour Free Cancellation
4.0 (28)
from
$25
Siena Small group Cooking Class in a Chianti Farm

Your cooking class is based on a traditional Tuscan Chianti Farmhouse with an expert Italian chef which has ma y years of experience. It is …More

Your cooking class is based on a traditional Tuscan Chianti Farmhouse with an expert Italian chef which has ma y years of experience. It is...

3 hours 30 minutes Free Cancellation
5.0 (22)
from
$90
Private Cooking Class in Chianti from Siena

Culinary tradition is a protagonist of Tuscan culture, and a major part of the experience visiting the region. We will be hosted in an organic …More

Culinary tradition is a protagonist of Tuscan culture, and a major part of the experience visiting the region. We will be hosted in an organic...

5 hours Hotel pickup offered Free Cancellation
5.0 (10)
from
$266
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

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
$32
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
$247
Exciting ATV tour in the Tuscan countryside

Get ready to explore the untamed beauty of Tuscany on an exciting UTV adventure through Chianti and the Crete Senesi. Drive along the legendary Strada …More

Get ready to explore the untamed beauty of Tuscany on an exciting UTV adventure through Chianti and the Crete Senesi. Drive along the legendary Strada...

2 hours Free Cancellation
4.9 (16)
from
$218
Horsebackriding - explore Tuscan nature

A trail ride on horseback may be the most beautiful and touching way to immerse yourself deeply into Tuscan nature. Your perspective changes and gives …More

A trail ride on horseback may be the most beautiful and touching way to immerse yourself deeply into Tuscan nature. Your perspective changes and gives...

3 hours Free Cancellation
4.7 (31)
from
$96
E-Bike rental in Tuscany

We were born here in Tuscany, we rent our e-bikes at discounted prices. We will provide you with all the information about our places and …More

We were born here in Tuscany, we rent our e-bikes at discounted prices. We will provide you with all the information about our places and...

1 day Free Cancellation
4.8 (10)
from
$51
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

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 (15)
from
$120
Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting

Depart from Siena and enjoy a full-day tour to Pisa, San Gimignano, and Chianti. Savor a traditional lunch at a Chianti winery with antipasto, fresh …More

Depart from Siena and enjoy a full-day tour to Pisa, San Gimignano, and Chianti. Savor a traditional lunch at a Chianti winery with antipasto, fresh...

11 hours Free Cancellation
4.5 (6)
from
$89
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

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
Lunch in a Tuscan vineyard with wine tasting

Enjoy a unique lunch experience in the picturesque setting of the Poggio ai Laghi vineyard, paired with Wine Tasting and a great Wine Expert who …More

Enjoy a unique lunch experience in the picturesque setting of the Poggio ai Laghi vineyard, paired with Wine Tasting and a great Wine Expert who...

2 hours Free Cancellation
5.0 (6)
from
$63
Chianti Half Day Wine Tasting Tour from Siena

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in …More

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in...

5 hours Free Cancellation
4.8 (10)
from
$55
Dinner with wine tasting at Poggio ai Laghi winery

A wine expert who will guide you through the tasting journey. Wine tasting that includes 2 Spumante and 3 Red Wines. Olive Oil tasting that …More

A wine expert who will guide you through the tasting journey. Wine tasting that includes 2 Spumante and 3 Red Wines. Olive Oil tasting that...

2 hours Free Cancellation
5.0 (7)
from
$63
Chianti Classico wine Tour and Tasting

Nestled in the Chianti hills, visit the estate, whose villa is the historical testimony of a history dating back to the year 1000, and taste …More

Nestled in the Chianti hills, visit the estate, whose villa is the historical testimony of a history dating back to the year 1000, and taste...

1 hour 30 minutes Free Cancellation
3.8 (25)
from
$67
Private Ebike Tour in Chianti

Unsurprisingly, Tuscany is one of the favorite destinations for cycling enthusiasts: the views, the scent of the trees along the avenues, and the typical colors …More

Unsurprisingly, Tuscany is one of the favorite destinations for cycling enthusiasts: the views, the scent of the trees along the avenues, and the typical colors...

6 hours Free Cancellation
5.0 (4)
from
$270
San Gimignano, Chianti and Montalcino Tour through Tuscan wine

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a …More

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a...

11 hours Free Cancellation
4.8 (9)
from
$158
Private Truffle Hunting in Chianti

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their …More

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their...

5 hours Free Cancellation
5.0 (5)
from
$255
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

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
$56
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