Top Siena Tours & Sightseeing

Q: Which Siena Tours & Sightseeing have Instant Confirmation?

Siena Tours & Sightseeing with Instant Confirmation include: Siena: A Wine Tour and Tasting Experience Hot Air Balloon Flight Over Tuscany from Siena Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch Italian Opera in Siena Experience View all Tours with Instant Confirmation →

Q: Got any more Siena trip ideas?

We sure do. Check out our curated lists of hand-picked Siena Tours. Top 10 Siena 2026 Senior-friendly tours Siena The best tours and activities for culture lovers in Siena Top Day Trips from Siena Things to do in Siena this summer View all Siena Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Siena?

Based on our sales data over the past year, the most popular styles of tours and activities in Siena are: Siena Cultural & Theme Tours Siena Historical & Heritage Tours Siena Luxury & Special Occasions Siena Luxury Tours Siena Walking & Biking Tours View all tour styles in Siena →

Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia

The hot air balloon tour is a magical experience, a true adventure carried out in total safety by flight professionals. Our pilots, all with great …More

5.0 (20)

Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia

The hot air balloon tour is a magical experience, a true adventure carried out in total safety by flight professionals. Our pilots, all with great...

3 hours Free Cancellation

5.0 (20)

from
$399

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

5.0 (20)

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...

3 hours Free Cancellation

5.0 (20)

from
$85

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

5.0 (19)

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...

3 hours 30 minutes Free Cancellation

5.0 (19)

from
$171

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines …More

5.0 (19)

Chianti Classico E-Bike Tour

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines...

5 to 6 hours Free Cancellation

5.0 (19)

from
$240

Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or …More

4.8 (18)

Tarot Garden and Maremma Park

Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or...

6 to 7 hours Free Cancellation

4.8 (18)

from
$505

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

Chianti Wines and San Gimignano Tour from Florence (1 Winery)

This is a great opportunity to spend HALF DAY (5 hours) in Tuscany enjoying a great lunch and wine tastings. We will pick you up …More

5.0 (13)

Chianti Wines and San Gimignano Tour from Florence (1 Winery)

This is a great opportunity to spend HALF DAY (5 hours) in Tuscany enjoying a great lunch and wine tastings. We will pick you up...

5 hours Free Cancellation

5.0 (13)

from
$999

Siena Street Food Tour With 4 or more Tastings

Indulge in Siena's culinary treasures on a private tour designed to delight your palate, led by an expert local guide. Stroll through charming cobblestone streets, …More

4.8 (12)

Siena Street Food Tour With 4 or more Tastings

Indulge in Siena's culinary treasures on a private tour designed to delight your palate, led by an expert local guide. Stroll through charming cobblestone streets,...

3 hours Free Cancellation

4.8 (12)

from
$98

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

5.0 (11)

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...

3 hours Free Cancellation

5.0 (11)

from
$110

Discover the Chianti Classico wines from an eTuk, from which you can enjoy the a drive through the vineyard covered hills around Siena to a …More

5.0 (11)

Wine Tuk Tour Siena

Discover the Chianti Classico wines from an eTuk, from which you can enjoy the a drive through the vineyard covered hills around Siena to a...

3 hours

5.0 (11)

from
$149

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

4.9 (11)

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...

4 hours Free Cancellation

4.9 (11)

from
$251

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

4.8 (10)

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...

5 hours Free Cancellation

4.8 (10)

from
$56

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan …More

5.0 (10)

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan...

8 hours Hotel pickup offered

5.0 (10)

from
$230

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

4.8 (10)

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...

1 day Free Cancellation

4.8 (10)

from
$52

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

4.8 (9)

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...

11 hours Free Cancellation

4.8 (9)

from
$159

Wine Tasting ATV tour in Tuscan countryside

ATV Excursion in the hearth of Tuscany, in province of Siena, in Crete Senesi UNESCO heritage, between Chianti and Val d'Orcia …More

5.0 (9)

Wine Tasting ATV tour in Tuscan countryside

ATV Excursion in the hearth of Tuscany, in province of Siena, in Crete Senesi UNESCO heritage, between Chianti and Val d'Orcia...

4 hours Free Cancellation

5.0 (9)

from
$365

Private Guided Tour of Siena with a Licensed Local Tour Guide

Together we will embark on a journey going back in time to discover the fascinating history of one of the greatest Medieval cities in Italy. …More

5.0 (9)

Private Guided Tour of Siena with a Licensed Local Tour Guide

Together we will embark on a journey going back in time to discover the fascinating history of one of the greatest Medieval cities in Italy....

2 hours Free Cancellation

5.0 (9)

from
$31

Private Siena to Florence Chianti and San Gimignano Transfer Tour

Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of …More

5.0 (9)

Private Siena to Florence Chianti and San Gimignano Transfer Tour

Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$902

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and …More

4.8 (8)

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and...

10 to 11 hours Free Cancellation

4.8 (8)

from
$261