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Home/Destinations/Montepulciano/Val d'Orcia Day Trips

Val d'Orcia, Pienza & Montalcino Day Trips

West of Montepulciano the land opens into the Val d'Orcia — the cypress-lined ridges, isolated farmhouses and clay crete that became the UNESCO-listed image of Tuscany. Pienza, Pius II's ideal Renaissance town, is thirteen kilometres away; Montalcino and its Brunello another twenty-five; Bagno Vignoni's thermal square sits in between.

152 tours · prices per person, book with partner

Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines
−15%
Florence
Full Day Tour to Val d'Orcia and Gladiator's Fields with Wines
4.7(1,558)·11h 30min
from$90$106/ person
via Viator
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Siena
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
4.9(1,034)·9 hours
from$218/ person
via Viator
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Florence
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
4.6(413)·10h 30min
from$263/ person
via Viator
Small-Group Montepulciano and Pienza Day Trip from Siena
Siena
Small-Group Montepulciano and Pienza Day Trip from Siena
4.9(335)·8 hours
from$218/ person
via Viator
San Gimignano, Chianti, and Montalcino Day Trip from Siena
Siena
San Gimignano, Chianti, and Montalcino Day Trip from Siena
4.3(153)·11 hours
from$178/ person
via Viator
Siena: Val d’Orcia Wine Tour with Lunch & Brunello
−14%
Siena
Siena: Val d’Orcia Wine Tour with Lunch & Brunello
4.1(121)·10–11 hours
from$126$148/ person
via Viator
Brunello Wine Tour and Val D'Orcia Landscape
Arezzo
Brunello Wine Tour and Val D'Orcia Landscape
5.0(98)·4 hours
from$253/ person
via Viator
Val d’Orcia Wine Tour with Lunch & Brunello from Florence
−7%
Florence
Val d’Orcia Wine Tour with Lunch & Brunello from Florence
4.1(96)·12 hours
from$126$136/ person
via Viator
Private Brunello Wine Safari and Val d'Orcia Tour from Florence
Florence
Private Brunello Wine Safari and Val d'Orcia Tour from Florence
5.0(82)·11 hours
from$665/ person
via Viator
Medieval Tour in Monteriggioni and Val d'Orcia from Florence
−9%
Florence
Medieval Tour in Monteriggioni and Val d'Orcia from Florence
4.8(76)·11 hours
from$44$49/ person
via Viator
Signature Brunello di Montalcino Wine Tour from Siena
Siena
Signature Brunello di Montalcino Wine Tour from Siena
4.0(66)·5h 30min
from$136/ person
via Viator
2 Hours Visit and Wine Tasting with tastings in Val D'Orcia
Chianciano Terme
2 Hours Visit and Wine Tasting with tastings in Val D'Orcia
5.0(57)·2 hours
from$80/ person
via Viator
Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings
Florence
Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings
4.6(55)·11h 30min
from$106/ person
via Viator
VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch
Florence
VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch
5.0(45)·9–10 hours
from$247/ person
via Viator
Winery tour & wine tasting in Montalcino
Chianti
Winery tour & wine tasting in Montalcino
4.4(45)·1h 45min
from$46/ person
via Viator
Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour
Siena
Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour
5.0(42)·8 hours
from$803/ person
via Viator
Val d'Orcia private tour: Montalcino, Pienza and Montepulciano
Florence
Val d'Orcia private tour: Montalcino, Pienza and Montepulciano
4.9(38)·10 hours
from$625/ person
via Viator
Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
Siena
Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
5.0(37)·8 hours
from$631/ person
via Viator
Small Group Tuscany Tour Montepulciano, Montalcino and Cortona
Florence
Small Group Tuscany Tour Montepulciano, Montalcino and Cortona
4.8(34)·11 hours
from$178/ person
via Viator
Best of Tuscany: Full Day Private Tour to Val D'Orcia
Florence
Best of Tuscany: Full Day Private Tour to Val D'Orcia
4.8(26)·8 hours
from$745/ person
via Viator
Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana
Montepulciano
Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana
4.8(23)·2h–2h 30min
from$214/ person
via Viator
Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia
Siena
Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia
4.8(22)·3 hours
from$401/ person
via Viator
Pecorino di Pienza cheese tour
Arezzo
Pecorino di Pienza cheese tour
4.2(21)·2 hours
from$97/ person
via Viator
Montepulciano, Montalcino, Pienza from Florence
Florence
Montepulciano, Montalcino, Pienza from Florence
4.8(18)·9 hours
from$459/ person
via Viator
From Siena Best of Tuscany Wines and Lunch in Montepulciano
Siena
From Siena Best of Tuscany Wines and Lunch in Montepulciano
4.1(18)·9 hours
from$126/ person
via Viator
Private Montepulciano & Pienza Day Trip from Florence
Florence
Private Montepulciano & Pienza Day Trip from Florence
5.0(11)·8 hours
from$875/ person
via Viator
Private Tour: Medieval Val d'Orcia by Minivan from Florence
Florence
Private Tour: Medieval Val d'Orcia by Minivan from Florence
4.9(11)·9 hours
from$481/ person
via Viator
Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE
Siena
Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE
5.0(11)·8 hours
from$665/ person
via Viator
San Gimignano, Chianti and Montalcino Tour through Tuscan wine
Siena
San Gimignano, Chianti and Montalcino Tour through Tuscan wine
4.8(8)·11 hours
from$161/ person
via Viator
Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany
Florence
Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany
4.5(8)·9 hours
from$499/ person
via Viator
Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano
Siena
Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano
4.7(7)·10–11 hours
from$263/ person
via Viator
From Florence: Val d'Orcia, Montepulciano & Montalcino
Florence
From Florence: Val d'Orcia, Montepulciano & Montalcino
4.6(7)·12 hours
from$136/ person
via Viator
Montepulciano, Pienza, and the Essence of Val d'Orcia
Florence
Montepulciano, Pienza, and the Essence of Val d'Orcia
5.0(7)·10–11 hours
from$647/ person
via Viator
Photography Guided Tour in the Heart of Val D'Orcia and Tuscany
Montepulciano
Photography Guided Tour in the Heart of Val D'Orcia and Tuscany
5.0(6)·2–3 hours
from$229/ person
via Viator
Private Quad Tour of Val d'Orcia and Montepulciano and Lunch
Montepulciano
Private Quad Tour of Val d'Orcia and Montepulciano and Lunch
5.0(4)·5–6 hours
from$241/ person
via Viator
From Florence Tuscany Experience to Montepulciano and Montalcino
Florence
From Florence Tuscany Experience to Montepulciano and Montalcino
3.7(3)·11 hours
from$166/ person
via Viator
Tuscany Wines & Lunch: Montepulciano & Montalcino Experience
Florence
Tuscany Wines & Lunch: Montepulciano & Montalcino Experience
4.0(3)·11 hours
from$126/ person
via Viator
Val D'Orcia Wine and Heritage Tour
Siena
Val D'Orcia Wine and Heritage Tour
5.0(2)·9 hours
from$235/ person
via Viator
Pienza E Bike Discovery the Heart of Val d Orcia
Arezzo
Pienza E Bike Discovery the Heart of Val d Orcia
5.0(1)·3–4 hours
from$138/ person
via Viator
Pienza & Val d'Orcia
Siena
Pienza & Val d'Orcia
5.0(1)·6 hours
from$258/ person
via Viator
Private Hot Air Balloon to Pienza, Montalcino and Val D'orcia
Siena
Private Hot Air Balloon to Pienza, Montalcino and Val D'orcia
5.0(1)·3 hours
from$2,982/ person
via Viator
Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting
Chianti
Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting
5.0(1)·8 hours
from$401/ person
via Viator
Montepulciano Val d'Orcia E-Bike Tour to Pienza and Monticchiello
Montepulciano
Montepulciano Val d'Orcia E-Bike Tour to Pienza and Monticchiello
4–5 hours
from$89/ person
via Viator
Rome to Tuscany, Brunello and Val d’Orcia Wine Tour (train+van)
Florence
Rome to Tuscany, Brunello and Val d’Orcia Wine Tour (train+van)
13h 30min
from$382/ person
via Viator
Full-day Val d'Orcia Tour with Wine and Cheese Tastings
Florence
Full-day Val d'Orcia Tour with Wine and Cheese Tastings
8h 30min
from$343/ person
via Viator

Val d'Orcia Day Trips in Montepulciano — FAQ

What is the Val d'Orcia?
A valley south of Siena, UNESCO-listed since 2004, whose landscape of rolling clay hills, cypress avenues and hill towns was shaped by Sienese landowners in the 14th and 15th centuries and painted into the background of Renaissance art ever since.
How far is Pienza from Montepulciano?
About 13 km — twenty minutes by road. Pienza was rebuilt from scratch in the 1460s as Pope Pius II’s ideal Renaissance town and is famous for its pecorino, sold in every shop on the main street.
Should you visit Montalcino or Montepulciano?
Both if you can — they are forty minutes apart and make different wines. Montalcino’s Brunello is 100% Sangiovese aged at least four years and costs more; Montepulciano’s Nobile is softer, cheaper and easier to drink young. Most day trips take in both.

More things to do in Montepulciano

Vino Nobile TastingsHistoric CellarsCooking ClassesFood & Farm ToursOld Town WalksTruffle Hunting