Halloween in Siena (Updated 2026)

Siena, Italy
Truffle Hunting in Tuscany

Explore the mysterious, magical world of truffles, wander through the woods in the company of a local expert truffle hunter and his dogs and enjoy …More

Explore the mysterious, magical world of truffles, wander through the woods in the company of a local expert truffle hunter and his dogs and enjoy...

2 hours Free Cancellation
4.8 (46)
from
$119
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

Likely to Sell Out
Likely to Sell Out

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
$137
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
$136
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
$56
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
$91
Small-group Street food tour in Siena

Dive into Siena like a local foodie. Explore your Cesarina's most trusted artisanal food shops, tasting as you go. Visit a selection of small local …More

Likely to Sell Out
Likely to Sell Out

Dive into Siena like a local foodie. Explore your Cesarina's most trusted artisanal food shops, tasting as you go. Visit a selection of small local...

3 hours Free Cancellation
5.0 (2)
from
$101
Cities, Cheese and Wine Tour in Pienza & Montepulciano

Pienza and  Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including …More

Pienza and  Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including...

6 to 8 hours Hotel pickup offered Free Cancellation
4.9 (25)
from
$330
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

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
$62
Cesarine: Pasta & Tiramisu Class at a Local's Home in Siena

Immerse yourself in a private pasta and tiramisu-making class in a welcoming home, learn the secrets of the region's most famous pasta dishes and tiramisu and taste …More

Immerse yourself in a private pasta and tiramisu-making class in a welcoming home, learn the secrets of the region's most famous pasta dishes and tiramisu and taste...

3 hours Free Cancellation
4.8 (18)
from
$215
Cesarine: Typical Dining & Cooking Demo at Local's Home in Siena

Immerse yourself in a dining experience at a local's home, enjoy an exclusive show cooking and taste authentic Siena recipes treasured in family cookbooks passed down by real …More

Immerse yourself in a dining experience at a local's home, enjoy an exclusive show cooking and taste authentic Siena recipes treasured in family cookbooks passed down by real...

2 hours 30 minutes Free Cancellation
5.0 (22)
from
$147
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
$257
From Siena: Private Brunello & Nobile Wine Tour with Lunch

A private wine day from Siena to the Val d'Orcia, home of two of the greatest Italian red wines: Vino Nobile di Montepulciano and Brunello …More

A private wine day from Siena to the Val d'Orcia, home of two of the greatest Italian red wines: Vino Nobile di Montepulciano and Brunello...

9 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$262
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
$194
1h30m Wine Tasting and Visit to Val D'Orcia

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del …More

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del...

1 hour 30 minutes Free Cancellation
5.0 (26)
from
$57
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
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
$326
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

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 Photo Shoot in Siena

Capture your memories of Siena on camera with this private photo shoot in the heart of the city. The experience is led by a professional …More

Capture your memories of Siena on camera with this private photo shoot in the heart of the city. The experience is led by a professional...

1 hour 30 minutes Free Cancellation
5.0 (4)
from
$358
Wine & Cheese Experience

The Experience includes: ️ Historic Estate Tour Explore our 1810 wine cellar and the ancient olive mill, while learning about the rich history of Chianti. …More

The Experience includes: ️ Historic Estate Tour Explore our 1810 wine cellar and the ancient olive mill, while learning about the rich history of Chianti....

1 hour 30 minutes Free Cancellation
5.0 (3)
from
$68
Tuscan Chianti Hills Horseback Riding Tour

Prepare to immerse yourself in a memorable horseback riding experience through the Tuscan countryside, guided by a knowledgeable local equestrian expert. Designed for riders of …More

Prepare to immerse yourself in a memorable horseback riding experience through the Tuscan countryside, guided by a knowledgeable local equestrian expert. Designed for riders of...

1 hour 30 minutes Free Cancellation
4.2 (56)
from
$85
Discover Brunello Wines

A licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best of …More

A licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best of...

8 hours
5.0 (28)
from
$281
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