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Celebrate Valentine's Day in Siena (Updated 2026)

Siena, Italy
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: Val d’Orcia Wine Tour with Lunch & Brunello

Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion …More

Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion...

10 to 11 hours Free Cancellation
4.1 (94)
from
$147
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover …More

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover...

9 hours Free Cancellation
4.9 (1,035)
from
$217
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
A Brunello Cooking Class with Vineyards View Winery

Brunello Cooking Class with Chef Alexandra - Cooking class with a view in the morning, followed by Lunch pairing with Brunello wines! With the guidance …More

Likely to Sell Out
Likely to Sell Out

Brunello Cooking Class with Chef Alexandra - Cooking class with a view in the morning, followed by Lunch pairing with Brunello wines! With the guidance...

4 hours Free Cancellation
5.0 (351)
from
$296
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
Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner

Tuscan Cooking Class. Cooking Class of a traditional Tuscan meal from starter to dessert including a fresh local handmade pasta. At the end of the …More

Tuscan Cooking Class. Cooking Class of a traditional Tuscan meal from starter to dessert including a fresh local handmade pasta. At the end of the...

4 hours Free Cancellation
4.9 (350)
from
$149
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
Tuscany Hiking Tour from Siena Including Wine Tasting

Leave Siena behind and hike part of Via Francigena, an ancient pilgrimage route through rural Tuscany, followed by a wine tasting in the village of …More

Leave Siena behind and hike part of Via Francigena, an ancient pilgrimage route through rural Tuscany, followed by a wine tasting in the village of...

4 hours Free Cancellation
4.9 (125)
from
$68
Small-Group Tuscan Cooking Class with Wine & Lunch from Siena

Join in a captivating 4-hour small group cooking class, led by a talented multi-lingual chef. Uncover the secrets behind beloved Tuscan dishes in a professional …More

Join in a captivating 4-hour small group cooking class, led by a talented multi-lingual chef. Uncover the secrets behind beloved Tuscan dishes in a professional...

4 hours Free Cancellation
4.8 (179)
from
$131
Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

Siena is one of Tuscany's best-loved cities, a fixed stop for those in the Chianti region. A destination for many visitors, Siena is internationally known …More

Siena is one of Tuscany's best-loved cities, a fixed stop for those in the Chianti region. A destination for many visitors, Siena is internationally known...

3 hours Free Cancellation
4.9 (245)
from
$83
Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino. …More

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino....

1 hour 30 minutes Free Cancellation
4.8 (121)
from
$67
Classic Wine Tasting with Traditional Tuscan Products

There are places you visit and others you live. A few minutes from Siena, between the Chianti hills and the Crete Senesi, the experience slowly …More

Likely to Sell Out
Likely to Sell Out

There are places you visit and others you live. A few minutes from Siena, between the Chianti hills and the Crete Senesi, the experience slowly...

1 hour 30 minutes Free Cancellation
4.9 (68)
from
$32
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

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
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

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 (337)
from
$217
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
Exclusive Wine Tasting in the Historic Center of Siena

Explore the fascinating world of Tuscan sparkling wines with us! Book our unique experience now and discover what makes our business so special. During the …More

Likely to Sell Out
Likely to Sell Out

Explore the fascinating world of Tuscan sparkling wines with us! Book our unique experience now and discover what makes our business so special. During the...

1 hour Free Cancellation
5.0 (41)
from
$40
Hidden Castles & Chianti Wine Experience– Small Group

Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta, …More

Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta,...

5 hours Free Cancellation
4.6 (159)
from
$56
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
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