Top Siena Private & Custom Tours

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Siena Adventures

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Siena Medieval Power Quest: Self-Guided Family Feud Game
Special Offer
Special Offer
4.2 (25)

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...

60 to 90 minutes • Free Cancellation
60 to 90 minutes • Free Cancellation
60 to 90 minutes • Free Cancellation
4.2 (25)
$7.69
$6.69
Private Tour of Siena Cathedral
Special Offer
Special Offer
5.0 (19)

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (19)
$160.31
$159.31
Discover the Medieval Charm of Siena on a Private Walking Tour
Special Offer
Special Offer
4.8 (170)

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...

2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
4.8 (170)
$180.71
$179.71
Private Off Road Wine Tour in Chianti
Likely to Sell Out
Likely to Sell Out
5.0 (20)

Private Off Road Wine Tour in Chianti

Discover the highlights of Chianti Classico while riding through Tuscany’s backroads in a Land Rover Defender. There is a special kind of magic in driving...

6 hours • Free Cancellation
6 hours • Free Cancellation
6 hours • Free Cancellation
5.0 (20)
$386.17
$385.17
Siena Private Walking Tour: Traditions, Streets & Cathedral
Special Offer
Special Offer
4.6 (77)

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
2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
4.6 (77)
$179.49
$178.49
Highlights & Hidden Gems of Siena Private Tour - Duomo Included
Likely to Sell Out
Likely to Sell Out
5.0 (19)

Highlights & Hidden Gems of Siena Private Tour - Duomo Included

Siena is a magical place! And with the local host, you are going to experience it all. So get ready; culture, history, and local lifestyle...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (19)
$226.28
$225.28
Private Tour: Secret Siena Walking Tour
Special Offer
Special Offer
4.9 (105)

Private Tour: Secret Siena Walking Tour

Discover the older parts of Siena’s medieval centre and see hidden corners away from the crowded tourist areas, an exceptional itinerary to discover the quieter...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (105)
$326.44
$325.44
Private Grape stomping at Chianti Farmhouse
Likely to Sell Out
Likely to Sell Out
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 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (11)
$369.94
$368.94
Private Tour: Siena Walking Tour
Special Offer
Special Offer
5.0 (41)

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (41)
$209.80
$208.80
Private Truffle Hunting in Chianti
Likely to Sell Out
Likely to Sell Out
5.0 (5)

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...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (5)
$393.13
$392.13
Private Tour: Montalcino Wine Tasting Experience
Special Offer
Special Offer
5.0 (68)

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (68)
$408.05
$407.05
Private Ebike Tour in Chianti
Likely to Sell Out
Likely to Sell Out
5.0 (4)

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...

6 hours • Free Cancellation
6 hours • Free Cancellation
6 hours • Free Cancellation
5.0 (4)
$362.98
$361.98
PRIVATE TOUR: Florence & Chianti in one day with Lunch and Tasting in Winery
Likely to Sell Out
Likely to Sell Out
5.0 (2)

PRIVATE TOUR: Florence & Chianti in one day with Lunch and Tasting in Winery

Begin your day in the magical city of Florence, the Renaissance jewel. Marvel at the panoramic masterpiece from Piazzale Michelangelo, capturing the essence of this...

9 hours • Hotel pickup offered • Free Cancellation
9 hours • Hotel pickup offered • Free Cancellation
9 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
$289.92
$288.92
PRIVATE TOUR: Savor Exquisite Wines: Brunello & Nobile Wine Tour
Likely to Sell Out
Likely to Sell Out
5.0 (3)

PRIVATE TOUR: Savor Exquisite Wines: Brunello & Nobile Wine Tour

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location...

9 hours • Hotel pickup offered • Free Cancellation
9 hours • Hotel pickup offered • Free Cancellation
9 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
$289.92
$288.92
PRIVATE TOUR: Full-Day Volterra & San Gimignano with Wine Tasting Experience
Likely to Sell Out
Likely to Sell Out
5.0 (4)

PRIVATE TOUR: Full-Day Volterra & San Gimignano with Wine Tasting Experience

Spend a day visiting Volterra with its splendid Roman Theater and the "Beautiful Towers" of San Gimignano. A trip from the Etruscan period to the...

7 hours • Hotel pickup offered • Free Cancellation
7 hours • Hotel pickup offered • Free Cancellation
7 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
$289.92
$288.92
Private Vintage Fiat 500 tour in Chianti
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Private Vintage Fiat 500 tour in Chianti

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s...

6 hours • Free Cancellation
6 hours • Free Cancellation
6 hours • Free Cancellation
5.0 (2)
$393.13
$392.13
Siena Cathedral: shrine of treasures.
Likely to Sell Out
Likely to Sell Out
4.9 (7)

Siena Cathedral: shrine of treasures.

The guided visit of the Cathedral and its floor is a journey full of excitement. Come with Tuscany Art Trek and enjoy nearly a thousand...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (7)
$150.76
$149.76
PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni
Likely to Sell Out
Likely to Sell Out
5.0 (3)

PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni

Explore the enchanting Chianti region during your trip from Siena to Florence with our expert local driver, aboard a comfortable Minivan with a large trunk....

4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
$174.96
$173.96
Private Off Road Wine Tour in Chianti from Siena
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Private Off Road Wine Tour in Chianti from Siena

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads,...

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
$465.03
$464.03
Private Grape stomping in Chianti from Siena
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Private Grape stomping in Chianti from Siena

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of...

5 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
$448.79
$447.79

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