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

Tuscany Treasures: Brunello Wine, Pecorino Cheese Day Tour
Val D'orcia Brunello Wine Tour With Montalcino And Montepulciano
Florence, Tuscany, Italy
New
from $259
Siena Small-Group Montepulciano and Pienza with Lunch, Winery
Small-group Montepulciano And Pienza Day Trip From Siena
Siena, Tuscany, Italy
New
from $204
Florence to Montalcino and Montepulciano Wine Tour
Brunello And Nobile, Wine Lover Tour Montalcino And Montepulciano
Florence, Tuscany, Italy
New
from $878
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
Montepulciano Wine and Pienza Private Day Tour from Rome
Montepulciano Wine & Pienza Flavours Day Tour From Rome
Rome, Italy
New
from $408
Tuscany Val d’Orcia Private Day Trip from Rome
Private: Tuscany Day Tour From Rome With Optional Wine Tasting
Rome, Italy
New
from $679
Rome to Tuscan Wineries Private Day Trip with Tasting Options
Day Trip From Rome To Tuscany Countryside (12hrs)
Rome, Italy
New
from $622
Montepulciano and Pienza Tuscany Full Day Tour from Rome
Montepulciano And Pienza Tuscany Full Day Tour From Rome
Rome, Italy
New
from $1,301
Val D'Orcia Dreaming!!
Val D'orcia Dreaming!!
Arezzo, Tuscany, Italy
New
from $223
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
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
Private Guided Tour of Pienza on Foot
Private Guided Tour Of Pienza On Foot
Arezzo, Tuscany, Italy
New
from $238
Siena Scavenger Hunt and Highlights Self-Guided Tour
Siena Scavenger Hunt And Highlights Self-guided Tour
Siena, Tuscany, Italy
New
from $8
Aperitif on the Terrace of Podere Montale at Sunset
Aperitif On The Terrace Of Podere Montale At Sunset
Tuscany, Italy
New
from $33
Tuscany Wine Country Private Tour with Tasting from Rome
Private Tuscany Wine Country Day Trip From Rome With Lunch
Rome, Italy
New
from $789
Wine tasting in Montepulciano and visit to Pienza, in Tuscany from Rome
Wine Tasting In Montepulciano And Visit To Pienza, In Tuscany From Rome
Rome, Italy
New
from $506
Tuscany Private Wine and Cheese Tasting Day Trip from Florence
Tuscany Private Tour With Wine And Cheese Tasting From Florence
Florence, Tuscany, Italy
New
from $731
Siena to Montalcino and Pienza Private Day Tour with Lunch
Private Montalcino And Pienza Tour From Siena
Siena, Tuscany, Italy
New
from $529
Rome to Tuscany Day Tour with Wine Tasting and Lunch
Tuscany From Rome , Montepulciano & Pienza With Wine Tasting And Lunch Included
Rome, Italy
New
from $736
Two-Day Tuscany & Siena: Wine, History & Scenic Beauty
Two Days Of Tuscany Discovering The Nobile, Brunello, Chianti Area
Florence, Tuscany, Italy
New
from $1,039
Tasting of the noble wine of Montepulciano, visiting Pienza, from Rome
Tasting Of The Noble Wine Of Montepulciano, Visiting Pienza, From Rome
Rome, Italy
New
from $483
Discover the Hidden Gems of Val d'Orcia by Vespa!
Discover The Hidden Gems Of Val D'orcia By Vespa!
Montepulciano, Tuscany, Italy
New
from $215
Rome: Tuscany Wine, Cheese, Olive Oil Full-Day Tasting Tour
Wine Cheese And Evo Oil Tastings In Tuscany Full-day From Rome
Rome, Italy
New
from $668
10 Days Private Tour, the Wonders of Italy from Rome to Venice
10 Days Private Tour, The Wonders Of Italy From Rome To Venice
Rome, Italy
New
from $9,723
Tuscany Tour: Montepulciano, Pienza & Montalcino
Tuscany Tour: Montepulciano, Pienza & Montalcino
Montepulciano, Tuscany, Italy
New
from $560
Wine and Cheese Tastings Southern Tuscany ShoreExcursion from Civitavecchia Port
Wine And Cheese Tastings Southern Tuscany Shoreexcursion From Civitavecchia Port
Lake Bracciano, Lazio, Italy
New
from $555
Montalcino Private Val D’Orcia Grand Tour with Tasting
Grand Tour Of Pienza, Montalcino, Montepulciano + Wine And Cheese Tasting
Chianti, Tuscany, Italy
New
from $396
Pienza and Montepulciano Wine, Cheese, and Olive Oil Tour
Wine Cheese And Evo Oil Tastings Full-day Tour From Florence
Florence, Tuscany, Italy
New
from $736
Private tour Wine and cheese a perfect combinations val 'Orcia
Private Tour Wine And Cheese A Perfect Combinations Val 'orcia
Arezzo, Tuscany, Italy
New
from $487
Montepulciano & Pienza Wine and Cheese Tasting Tour
Wine And Cheese Tastings Southern Tuscany Shoreexcursion From Civitavecchia Port
Lake Bracciano, Lazio, Italy
New
from $555
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Florence
Montepulciano And Pienza Tuscany Wine&cheese Fullday From Florence
Florence, Tuscany, Italy
New
from $905
Montepulciano and Pienza Private Full-Day Tour from Florence
8 Hour Private Tour From Florence: Montepulciano And Pienza
Florence, Tuscany, Italy
New
from $841
Montepulciano and Pienza Tuscany Wine&Cheese Fullday from Florence
Montepulciano And Pienza Tuscany Wine&cheese Fullday From Florence
Florence, Tuscany, Italy
New
from $905
Val D'Orcia Private Full-Day Wine Tour from Florence
Full Day Private Guided Tour In Val D'orcia Region
Florence, Tuscany, Italy
New
from $408
Val d'Orcia Private Tour from Rome to Pienza and Montepulciano
A Day To Val D'orcia From Rome
Rome, Italy
New
from $181