Top Siena Luxury Tours

Q: Which Siena Luxury Tours have Instant Confirmation?

Siena Luxury Tours with Instant Confirmation include: Siena Walking Tour with Audio and Written Guide by a local Siena Medieval Power Quest: Self-Guided Family Feud Game Discover Siena: Guided Walking Tour and Cathedral Visit Siena Highlights Private Walking Tour With A Guide (Private Tour) Private Tour of Siena Cathedral View all Tours with Instant Confirmation →

Q: I need a ride! Which Siena Luxury Tours have Hotel Pickup?

No problem. These Siena Luxury Tours include Hotel Pickup: Private Siena walking tour Siena Private Highlights and Hidden Gems Walking Tour Siena to Florence Private Transfer: Monteriggioni & San Gimignano San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA View all Tours with Hotel Pickup →

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 →

PolaTour The 17 Fountains of the Contradas of Siena

Our Polaguides will allow you to discover the most hidden, but no less fascinating places than Siena and its districts and instant photography will allow …More

5.0 (1)

PolaTour The 17 Fountains of the Contradas of Siena

Our Polaguides will allow you to discover the most hidden, but no less fascinating places than Siena and its districts and instant photography will allow...

1 to 4 hours Free Cancellation

5.0 (1)

from
$70

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

5.0 (23)

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...

1 to 4 hours Free Cancellation

5.0 (23)

from
$71

Horseback Riding in the Tuscan Vineyards

Open the doors of the Sienese countryside on horseback and immerse yourself in the breathtaking landscapes of the Tuscan countryside. Cross vineyards, rivers, olive groves …More

4.8 (10)

Horseback Riding in the Tuscan Vineyards

Open the doors of the Sienese countryside on horseback and immerse yourself in the breathtaking landscapes of the Tuscan countryside. Cross vineyards, rivers, olive groves...

1 hour Free Cancellation

4.8 (10)

from
$74

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

5.0 (59)

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...

1 hour Free Cancellation

5.0 (59)

from
$85

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

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

5.0 (75)

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...

2 hours 30 minutes Free Cancellation

5.0 (75)

from
$86

San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore …More

4.6 (181)

San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore...

11 hours Free Cancellation

4.6 (181)

from
$90

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

4.5 (6)

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...

11 hours Free Cancellation

4.5 (6)

from
$90

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

5.0 (377)

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...

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

4.8 (99)

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...

2 hours 30 minutes Free Cancellation

4.8 (99)

from
$98

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

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

4.6 (78)

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...

2 to 3 hours Free Cancellation

4.6 (78)

from
$112

On this private walking tour you will explore a city declared a UNESCO World Heritage Site. You will visit its most important places, such as …More

5.0 (2)

Siena Private Walking Tour

On this private walking tour you will explore a city declared a UNESCO World Heritage Site. You will visit its most important places, such as...

2 to 3 hours Free Cancellation

5.0 (2)

from
$115

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

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

4.1 (94)

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...

10 to 11 hours Free Cancellation

4.1 (94)

from
$124

Signature Brunello di Montalcino Wine Tour from Siena

Brunello di Montalcino, widely celebrated as one of the finest wines in the world, is the ultimate expression of a centuries-old winemaking heritage rooted in …More

4.3 (57)

Signature Brunello di Montalcino Wine Tour from Siena

Brunello di Montalcino, widely celebrated as one of the finest wines in the world, is the ultimate expression of a centuries-old winemaking heritage rooted in...

5 hours 30 minutes Free Cancellation

4.3 (57)

from
$135

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

5.0 (3)

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$136

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

5.0 (2)