Montepulciano, Pienza, and the Essence of Val d'Orcia

Photo of ca
Photo of 0c
Photo of ea
Show all photos
Photo of da
Share
Photo of heartV2
Save
Photo of img box all
Show all photos
Summary
Experience Details
What You’ll Experience
Where to Meet
Photo of exp duration
Duration
10 hours
Photo of exp guest
Number of Guests
1 - 8 guests
Photo of exp other
Other
Private Experience
Photo of mobile ticket
Digital Ticket
Mobile or paper ticket accepted

Discover Tuscany's heart as you journey through Montepulciano and Pienza. Savor wines, explore historic sites, and indulge in local flavors with expert guides on this immersive day tour.

Photo of group 14
For each guest that attends this experience, byFood will donate
10 meals

Experience Details

Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned flavors. Guided by expert local drivers, you'll explore Montepulciano, where history and wine intertwine, tasting the prestigious Vino Nobile in ancient cellars. Admire the breathtaking views of the Vitaleta Chapel, soak in the postcard-perfect landscapes of Val d’Orcia, and stroll through Pienza, a UNESCO-listed Renaissance gem known for its delicious Pecorino cheese. Delight in the thermal charm of Bagno Vignoni and uncover hidden corners of Tuscany that few travelers experience. Each stop is carefully selected to immerse you in the region’s rich heritage, flavors, and traditions. With a flexible 10-hour itinerary, tailored to your preferences, this tour ensures a perfect balance of discovery, relaxation, and authentic Tuscan charm.

What You Get

Private transportation
In-vehicle air conditioning
Air-conditioned vehicle
Lunch
Light Lunch in a historic cellar in Montepulciano that includes wine tasting of at least 4 different wines. On request we can agree on vegetarian, vegan, gluten free and minors menus
Gratuities

Good To Know

  • Infants and small children can ride in a pram or stroller
  • Suitable for all physical fitness levels
  • Specialized infant seats are available
  • Service animals allowed

What You’ll Experience

Torrita di Siena (Pass By)

Before arriving in the Valdorcia region you will travel through Tuscany and the enchanting province of Siena passing through some small towns
1

Piazza Grande a Montepulciano

We will arrive in the center of Montepulciano, rich in medieval and Renaissance history. Montepulciano is the center of a rich wine producing area. The most important product is the Vino Nobile di Montepulciano appreciated all over the world. We will arrive in the center of Montepulciano, rich in medieval and Renaissance history. Montepulciano is the center of a rich wine producing area. The most important product is the Vino Nobile di Montepulciano appreciated all over the world. In the Piazza Grande there are some beautiful 16th century Palaces, the Cathedral and the iconic medieval Palazzo Pubblico seat of the Municipal Government.
45 minutesAdmission Ticket Free
2

De' Ricci Cantine Storiche in Montepulciano

The Cantina De' Ricci is one of the most impressive and unexpected attractions of Montepulciano. Through travertine stairs you will descend into the caves dug into the tuff that through the millennia have been used to preserve food and the precious Vino Nobile. At the end of the visit a Lunch will be served with typical dishes accompanied by tastings of local wines
1 hour 30 minutesAdmission Ticket Included
3

Caffè Poliziano

After lunch you will have free time to explore the Medieval city on foot and going down to the city gate you will find yourself walking through the alleys. You cannot miss an Italian espresso at the ancient Poliziano café with its Art Deco furnishings
30 minutesAdmission Ticket Free
4

Cugusi Silvana E C. S.N.C.

On the road from Montepulciano to Pienza you can stop to visit one of the most awarded Pecorino cheese producers in the world. The Cugusi dairy is renowned throughout the world. On its property if you are lucky you will meet the sheep at pasture you will enjoy a breathtaking view of the city of Montepulciano or seen from the countryside and you can obviously taste the Certified Pecorino di Pienza.
15 minutesAdmission Ticket Free
5

Piazza Pio II

Nestled in the rolling hills of Tuscany, Pienza is a charming Renaissance gem and a UNESCO World Heritage Site. Designed by Pope Pius II as the "ideal city," its elegant streets, breathtaking panoramic views, and delightful artisan shops make it a must-visit destination. Stroll through Piazza Pio II, admire the stunning cathedral, and indulge in the town’s famous Pecorino cheese. A true postcard-perfect experience in the heart of the Val d’Orcia!
1 hourAdmission Ticket Free
6

Chapel Vitaleta

Set amidst the golden fields and cypress-lined hills of the Val d’Orcia, the Cappella di Vitaleta is one of Tuscany’s most photographed landmarks. This charming, solitary chapel exudes a mystical beauty, standing gracefully against the breathtaking landscape. A symbol of serenity and harmony, it offers visitors a moment of peace and an unforgettable view of the rolling Tuscan countryside. A picture-perfect stop on your journey through this UNESCO-listed paradise!
10 minutesAdmission Ticket Free
7

Monticchiello

Perched on a hilltop in the heart of the Val d’Orcia, Monticchiello is a charming medieval village where time seems to stand still. Enclosed by ancient stone walls and winding streets, it offers breathtaking views of the surrounding Tuscan countryside. Known for its rich history, picturesque beauty, and the famous Teatro Povero, Monticchiello is an enchanting stop for those seeking authenticity and timeless charm. This stop also comes at the perfect moment to enjoy a delicious Italian gelato, making your visit even sweeter as you soak in the magical atmosphere of this hidden gem!
30 minutesAdmission Ticket Free
8

Bagno Vignoni

Located in the stunning Val d’Orcia, Bagno Vignoni is a unique village famous for its ancient thermal waters. Instead of a traditional piazza, the heart of the town is a large, steaming thermal pool, once used by the Romans and even frequented by Lorenzo de’ Medici. Walking through its charming streets, you’ll find breathtaking views, soothing hot springs, and a peaceful, timeless atmosphere.
30 minutesAdmission Ticket Free

Meeting & Pickup

Pickup Point
Select a pickup point
Pickup Details
Once your tour is confirmed, we will reach out to finalize the meeting details. It's important to highlight that the listed rates apply for pickups within Florence and its vicinity.

Cancellation Policy

Cancel your booking at least 24 hours before the experience start time to receive a full refund minus a 3.2% transaction fee.

Read more

from  $1,132.45 
Book Now
Please note: The price varies based on group size. The time is in Central European Time.
Free cancellation (24 hours notice)
Photo of arrow button down
Book This Experience
Adult(1)
Photo of nav copy 3
Select Guest
Number of Guests
Adult
(18 - 99)
1
Child
(4 - 17)
0
Infant
(1 - 3)
0
Clear
Apply
Date
Select a Date
Photo of nav copy 3
Select a Date
Date
July
2025
SuMoTuWeThFrSa
293012345
6789101112
13141516171819
20212223242526
272829303112
Package Options
Select a package option
Photo of nav copy 3
Select a package option
Select a package option
Time
Select Time
Photo of nav copy 3
Select Time
Time
Photo of calendar mark
Available Tomorrow
from  $1,132.45  per guest
Book Now
Please note: The price varies based on group size. The time is in Central European Time.
Free cancellation (24 hours notice)
Photo of arrow button down
Photo of group 14
For each guest that attends this experience, byFood will donate
10 meals
You may also be interested in these experiences
Photo of b2
Food Tours
FLORENCE
Focaccia Masterclass in Chianti: Cook, Taste & Savor Tuscany

Join a hands-on masterclass in Chianti, crafting Schiacciata Toscana with a local expert. Enjoy regional wine, aperitivos, and experience Tuscan culinary traditions in a genuine setting.

from$266.82
Photo of heartV2
Photo of e5
Food Tours
FLORENCE
Tuscany Truffle Hunt: a 5-hour Gourmet Culinary Adventure

Embark on a unique truffle hunting adventure in Tuscany. Explore scenic hills with expert guidance, savor a traditional meal with wine, and experience a delightful day immersed in nature's charm.

from$371.63
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(4)
Photo of heartV2
Photo of 78
Food Tours
FLORENCE
Private Tour to Siena and Montalcino from Florence

Discover Siena's Gothic charm and Montalcino's wine heritage on a private tour from Florence. Enjoy breathtaking landscapes, rich history, and wine tasting in a renowned vineyard.

from$946.40
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(4)
Private Experience
Photo of heartV2
Photo of 72
Food Tours
FLORENCE
Florence Evening Food Tour: Oil, Wine and Old-school dishes

Delve into Florence's flavors with a tour featuring olive oil tasting, street food bites, and classic Tuscan dishes. Discover local secrets while enjoying traditional and authentic tastes.

from$128.93
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
(1)
Photo of heartV2