Private Montalcino and Pienza Tour from Siena

4.0
Photo of star full
Photo of star full
Photo of star full
Photo of star full
Photo of star empty
3
Reviews
Photo of star full
Photo of star full
Photo of star full
Photo of star full
Photo of star empty
4.0  (3)
Photo of heartV2
Add to Wishlist
Share
Photo of img box all
Show all photos
Detail
Detail
Detail
Show all photos
Detail
Detail
Detail
Detail
Detail
Detail
Detail
Detail
Detail
Detail
Detail
+9
Photo of heartV2
4.0
Photo of star full
Photo of star full
Photo of star full
Photo of star full
Photo of star empty
3
Reviews
Photo of star full
Photo of star full
Photo of star full
Photo of star full
Photo of star empty
4.0  (3)
Earliest Date Available: October 16, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Earliest Date Available: October 16, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Location
Duration
6 hours
Group size
Max 8 guests
Accessibility
Stroller Accessible
Language
English, Spanish, Italian
Location
Duration
6 hours
Group size
Max 8 guests
Accessibility
Stroller Accessible
Language
English, Spanish, Italian

Why travelers loved this

4.0
3 reviews
 US$538.10  per guest
Instant Confirmation
Select Options
Earliest Date Available: October 16, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Earliest Date Available: October 16, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Travelling through the Val d’Orcia is an unforgettable experience. Your eyes will be dazzled by the colours and harmony of this landscape, unsurprisingly listed as a UNESCO World Heritage Site. This tour is designed to let you discover the most iconic and photographed corner of Tuscany, with its enchanted scenery and tree-lined avenues. We will explore the legendary road that stretches from Montalcino to Pienza, considered one of the most beautiful routes in Italy. Guests will enjoy one hour of free time in Montalcino to stroll, shop, or simply soak in the atmosphere, and one hour of free time in Pienza, the “ideal Renaissance city.” Here, you will also enjoy a cheese tasting in a traditional local shop, discovering the flavours of the famous Pecorino di Pienza. Pick-up and drop-off from your hotel or apartment in Siena are included.
Alcoholic beverages
Alcoholic Beverages
Free Visit of Pienza
Free Visit of Montalcino
Cheese tasting in a Bottega in Pienza
Typical tuscan lunch + wine tasting + visit of a winery
Gratuities
1
1 hour · Admission Ticket Free

Montalcino

Montalcino is a hill town and comune in the province of Siena, Tuscany, central Italy. The town is located to the west of Pienza, close to the Crete Senesi in Val d'Orcia.
Montalcino is a hill town and comune in the province of Siena, Tuscany, central Italy. The town is l…
2
2 hours · Admission Ticket Included

Paradiso di Cacuci Winery

The land destined for the production of Brunello di Montalcino is all around the cellars and tasting rooms, are located a few kilometers from the Montalcino town, about 350 meters above sea level and overlook of Val d'Orcia area.
The land destined for the production of Brunello di Montalcino is all around the cellars and tasting…
3
1 hour · Admission Ticket Included

Historic Centre of the City of Pienza

Visit this UNESCO world Heritage site, snap hundreds pictures of the Val d'Orcia Valley and enjoy a stroll in the nerrow streets of Pienza with maybe an Ice cream in your hands.
Visit this UNESCO world Heritage site, snap hundreds pictures of the Val d'Orcia Valley and enjoy a…
Pickup Point
Select a pickup point
Photo of dropdown chevron
OR
Meeting Point

Basilica Cateriniana San Domenico, Piazza San Domenico, Siena Provincia di Siena Toscana, Italy, IT, 53100

Open in Google Maps
End Point

This experience ends at the meeting point.

Free cancellation
Cancel up to 1 day before for a full refund.
No refund within 1 day of the experience or no-shows.
4.0
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star fill v4
Photo of star light v4
3 reviews
5 Stars
2
4 Stars
0
3 Stars
0
2 Stars
1
1 Stars
0
3 reviews
E
Eldean_BApril 2025 • Viator
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
Tuscany in a day.

Our tour guide was knowledgeable and helpful with our experience today. Our drive was relaxing and breathtaking on the views of the countryside. Tuscany can’t be explained in pictures. The winery, Cordella for lunch was the best experience I have ever had in all my years visiting wineries!! Was worth every dollar we spent!

V
Response from ViatorApril 16, 2025

Buongiorno and thank you so much for this great review! We are so happy to know you enjoyed your day and well know that Francesco is a great driver guide. Cordella is a magic place! Hope to see you soon again in Tuscany!

K
karen_gApril 2024 • Viator
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
Very worthwhile!

Our tour guide, whose name was Tomasa was absolutely wonderful. Very knowledgeable very friendly sense of humor recommendation. Highly recommend him. Loved tasting. Absolutely adorable. Just the right amount of time. I highly recommend this tour!

L
Louis_DAugust 2025 • Viator
Photo of star fill v4
Photo of star fill v4
Photo of star light v4
Photo of star light v4
Photo of star light v4
The city of Piensa was...

The city of Piensa was charming the cheese tasting was 3 pcs and good bye Walked around for a hour no guide tour or suggestions where to go The wine tasting and lunch was fantastic bought wine Then for some reason our driver definitely not a guide decided to take us back to siena and skip Montacino altogether. Trip not worth price

V
Response from ViatorAugust 08, 2025

Dear Louis, Thank you for taking the time to provide your review. I regret to hear that the tour did not meet your expectations and that there were discrepancies between what you expected and what was booked. Typically, this is one of our most appreciated tours. As outlined in the description, the itinerary included free time in Pienza rather than a guided visit. Regarding Montalcino, our driver mentioned you requested an early return to the hotel to pack your bags at leisure; perhaps this was a misunderstanding that could have been clarified through direct and immediate communication. We appreciate your feedback and hope to improve future experiences.

Photo of 4d
Photo of star fill v4
5.0 (2)

Private Vintage Fiat 500 tour in Chianti

Siena
6 hours
Private Experience
US$418.39
Photo of empty heartV2
Photo of 20
Photo of star fill v4
5.0 (2)

Private Off Road Wine Tour in Chianti from Siena

Siena
6 hours
Private Experience
US$475.35
Photo of empty heartV2
Photo of 28
Photo of star fill v4
4.9 (11)

Private Grape stomping at Chianti Farmhouse

Siena
4 hours
Private Experience
US$393.68
Photo of empty heartV2
Photo of bd

Private Luxury Olive and Wine off road tour

Siena
7 hours
Private Experience
US$339.77
Photo of empty heartV2
Photo of 3d
US$337.67
Photo of empty heartV2
Photo of 32
Photo of star fill v4
5.0 (3)

Wine Tour (lunch included)

San Isidro
4 hours
Private Experience
US$391.13
Photo of empty heartV2
Photo of 25
Photo of star fill v4
5.0 (1)

Pizza making experience - private

Rome
3 hours
Private Experience
US$477.28
Photo of empty heartV2
Photo of 5f
Photo of star fill v4
5.0 (11)

Private Grape stomping in Chianti from Florence

Florence
5 hours
Private Experience
US$457.08
Photo of empty heartV2
Photo of a5
Photo of star fill v4
5.0 (2)

Private 8-Hour Tour of Four Etna Wineries with Tasting

Dump
7 hours
Private Experience
US$431.32
Photo of empty heartV2
Photo of 74
Photo of star fill v4
5.0 (2)

Private Roman Street Food Tour

Rome
2 hours
Private Experience
US$496.99
Photo of empty heartV2
Photo of 78
Photo of star fill v4
5.0 (1)

Roman food experience - private tour

Rome
3 hours
Private Experience
US$477.44
Photo of empty heartV2
Photo of 1c
US$479.42
Photo of empty heartV2
Photo of 2c
US$432.65
Photo of empty heartV2
Photo of 7d
Photo of star fill v4
5.0 (19)

Like a local... in Massa Lubrense

Naples
6 hours
Private Experience
US$357.65
Photo of empty heartV2