Find deals on 36 top-rated, price matched, things to do around Montalcino and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

Brunello di Montalcino Wine Tasting Tour from Siena
Small-group Brunello Di Montalcino Wine-tasting Trip From Siena
Siena, Tuscany, Italy
New
from $204
Montalcino, Orcia Valley, Pienza Wine and Cheese from Florence
Full Day Tour To Val D'orcia And Gladiator's Fields With Wines
Florence, Tuscany, Italy
New
from $105
Montalcino Small-Group Cooking Class with Castle Tour
A Brunello Cooking Class With Vineyards View Winery
Siena, Tuscany, Italy
New
from $271
Florence to Montalcino and Montepulciano Wine Tour
Brunello And Nobile, Wine Lover Tour Montalcino And Montepulciano
Florence, Tuscany, Italy
New
from $878
Val d'Orcia Tour Including Montalcino, Pienza, and Montepulciano
Val D'orcia Private Tour: Montalcino, Pienza And Montepulciano
Florence, Tuscany, Italy
New
from $619
San Gimignano, Chianti, and Montalcino Day Trip from Siena
San Gimignano, Chianti, And Montalcino Day Trip From Siena
Siena, Tuscany, Italy
New
from $159
Florence, Tuscan Wine Region Private Wine Tasting Tour, Pickup
Private Tour: Orcia Valley To Montalcino And Montepulciano With Brunello Wine Tasting
Florence, Tuscany, Italy
New
from $1,119
Siena to Pienza and Montalcino: Private Wine and Cheese Tour
Private Tour: Pienza And Montalcino Organic Cheese And Wine Tour
Siena, Tuscany, Italy
New
from $792
Montalcino to Montepulciano Wine Tour from Florence with Lunch
Vip Brunello Montalcino, Montepulciano & Val D'orcia With Lunch
Florence, Tuscany, Italy
New
from $214
Montalcino Winery Tour and Tasting Lunch in a Tuscan Castle
Montalcino: Brunello Wine Tasting & Lunch In A Tuscan Castle
Siena, Tuscany, Italy
New
from $67
Tuscany Val d’Orcia Private Day Trip from Rome
Private: Tuscany Day Tour From Rome With Optional Wine Tasting
Rome, Italy
New
from $679
Florence Brunello di Montalcino Wineries Tour Including Lunch
Rosso And Brunello Di Montalcino Wine Tour Including Lunch And Visit To 2 Local Wineries
Florence, Tuscany, Italy
New
from $293
Rome to Tuscan Wineries Private Day Trip with Tasting Options
Day Trip From Rome To Tuscany Countryside (12hrs)
Rome, Italy
New
from $622
Siena and Montalcino Private Day Trip from Florence
Private Tour To Siena And Montalcino From Florence
Florence, Tuscany, Italy
New
from $905
Brunello Wine Tasting in a Montalcino Castle
Montalcino: Brunello Wine Tasting Experience
Siena, Tuscany, Italy
New
from $37
from Rome Montepulciano and Montalcino, the Wine Routes
From Rome Montepulciano And Montalcino, The Wine Routes
Rome, Italy
New
from $127
Medieval Val d'Orcia Private Minivan Tour from Florence
Private Tour: Medieval Val D'orcia By Minivan From Florence
Florence, Tuscany, Italy
New
from $474
From Rome: Tuscany, Montepulciano Tour with Wine Tasting & Lunch
From Rome: Tuscany, Montepulciano Tour With Wine Tasting & Lunch
Rome, Italy
New
from $138
Small group Brunello di Montalcino Wine Tour from Siena
Small Group Brunello Di Montalcino Wine Tour From Siena
Siena, Tuscany, Italy
New
from $135
Lands of Brunello wine Pienza and Montalcino with Gourmet Lunch
Lands Of Brunello Wine Pienza And Montalcino With Gourmet Lunch
Florence, Tuscany, Italy
New
from $119
Montalcino Pienza Montepulciano Tour from Florence or Siena
Montalcino Pienza Montepulciano Tour From Florence Or Siena
Florence, Tuscany, Italy
New
from $781
Siena Brunella di Montalcino Wineries Tour with Pairing Lunch
Brunello Di Montalcino Wine Tour Of 2 Wineries With Pairing Lunch
Siena, Tuscany, Italy
New
from $305
Montalcino Private Day Trip From Florence With Wineries, Lunch
Exclusive Brunello Di Montalcino Tour From Florence
Florence, Tuscany, Italy
New
from $678
Florence to Montalcino and Montepulciano Private Full-Day Trip
Private Day Trip To Montalcino And Montepulciano From Florence
Florence, Tuscany, Italy
New
from $1,301
Siena to Pienza, Val d'Orcia, Montalcino Private Full-Day Tour
Pienza, Val D'orcia, Montalcino Wine And Pecorino Cheese Private Tour From Siena
Siena, Tuscany, Italy
New
from $622
Small Group Tuscany Tour Montepulciano, Montalcino and Cortona
Small Group Tuscany Tour Montepulciano, Montalcino And Cortona
Florence, Tuscany, Italy
New
from $169
Montalcino Castle and Vineyards tour with tasting
Montalcino Castle And Vineyards Tour With Tasting
Siena, Tuscany, Italy
New
from $45
San Gimignano, Chianti and Montalcino Tour through Tuscan wine
San Gimignano, Chianti And Montalcino Tour Through Tuscan Wine
Siena, Tuscany, Italy
New
from $159
Brunello Wine Tasting from San Gimignano
Brunello Wine Tasting From San Gimignano
San Gimignano, Tuscany, Italy
New
from $135
Monteriggioni, Val d'Orcia and Pienza Tour from Florence
Medieval Tour In Monteriggioni And Val D'orcia From Florence
Florence, Tuscany, Italy
New
from $63
Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE
Pienza, Montalcino, Brunello Wine And Pecorino Cheese Private Tour From Florence
Siena, Tuscany, Italy
New
from $656
Florence: Pienza Visit and Chianti Wine Tasting With Lunch
Vip Chianti, Brunello Wine & Pienza With Lunch From Siena
Siena, Tuscany, Italy
New
from $237
Chianti Small-Group Olive Oil And Tasting Tour
Olive Oil Tours And Tasting At Frantoio Di Montalcino
Chianti, Tuscany, Italy
New
from $57
Aperitif on the Terrace of Podere Montale at Sunset
Aperitif On The Terrace Of Podere Montale At Sunset
Tuscany, Italy
New
from $33
Siena Private Montepulciano, Pienza, Montalcino Tour
Montepulciano Pienza Montalcino Tour From Siena
Tuscany, Italy
New
from $1,118
Tuscany Val D’Orcia Full-day Private Tour from Florence
Best Of Tuscany: Full Day Private Tour To Val D'orcia
Florence, Tuscany, Italy
New
from $736