Top activities
Top landmarks
Trip ideas
Nearby places
You booked this experience
Make your trip unforgettable

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

41 Reviews 4.98 out of 5 stars Based on 41 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers | Siena, Italy
Don't miss out!
On average, this is booked 17 (0) days in advance.

8 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 5 more
French, German, Italian, Spanish, Mandarin

Overview

Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive a tour of an organic dairy farm followed by a cheese tasting. Visit the beautiful Renaissance gem that is the hilltown of Pienza and enjoy lunch at your own leisure. Explore the hill town of Montalcino, and taste the rich flavours of the famous Brunello wine directly from a producer. Visit the farm, tour the cellars and learn more about this memorable nectar.

What's Included

  • Private tour
  • All taxes, fees and handling charges
  • Wine tasting
  • Lunch
  • Gratuities
See 3 moreSee 3 more

Meeting and Pickup

Pickup point
Pickup details

Your tour guide will be picking you up from the accommodation location that you have provided.

OR
Meeting point

Piazza San Domenico
Siena SI, Italy

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

What To Expect

Book Online

Our secure website provides real-time availability, and free, no-hassle cancellations up to 24 hours before your tour begins.
Read more

Safe & secure Easy breezy Hassle‑free

Buonconvento (pass by)

Your local English-speaking tour guide will pick you up from your accommodation for the start of your private tour, and travel south past Buonconvento and into the UNESCO protected val d'Orcia, past iconic postcard views through the most panoramic sceneries. Stops for photo opportunities are frequent.
Read more

Pienza

Visit a local organic farm to view the animals and to taste the pecorino sheep cheeses and goats cheeses that are made in their dairy. Taste the local extra virgin olive oil and enjoy stunning views of the neighbouring hills. Continue your tour towards Pienza, the famous Renaissance Town that was built by Pope Pius II.
Read more

2 hours Admission Ticket Free

Piazza Pio II

Visit the town of Pienza with its stunning views and architecture. Visit the Cathedral (free of charge) and browse the quiet streets and boutique stores. Enjoy some food or a full meal at your own leisure
Read more

1 hour Admission Ticket Free

Montalcino

After visiting Pienza, enjoy a comfortable drive to the hilltop town of Montalcino, Siena's last bastion of defense against Florence and renowned for its red wines, extra virgin olive oil and honey. A brief visit to the town to be introduced to the area before visiting a local winery to tour the cellars and taste the famous Rosso and Brunello di Montalcino wines! After a winery tour, comfortable drive back to Siena and your accommodation.
Read more

2 hours Admission Ticket Free

Show 3 more stops

Additional Info

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Service animals allowed
  • Suitable for all physical fitness levels
  • Specialized infant seats are available
  • May be operated by a multi-lingual guide
  • Vegetarian option is available, please advise at time of booking if required

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-5493P11

Traveler Photos

Reviews

4.98
41 reviews

Average 4.98 out of 5 stars based on 41 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
40
4 stars
1
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 17 (0) days in advance.

Similar Tours & Activities

Wine & Cheese Experience

The Experience includes: ️ Historic Estate Tour Explore our 1810 wine cellar and the ancient olive mill, while learning about the rich history of Chianti. …More

5.0 (3)

Wine & Cheese Experience

5.0 (3)

The Experience includes: ️ Historic Estate Tour Explore our 1810 wine cellar and the ancient olive mill, while learning about the rich history of Chianti....

1 hour 30 minutes Free Cancellation
5.0 (3)
from
$69

Small-Group Tuscan Cooking Class with Wine & Lunch from Siena

Join in a captivating 4-hour small group cooking class, led by a talented multi-lingual chef. Uncover the secrets behind beloved Tuscan dishes in a professional …More

Join in a captivating 4-hour small group cooking class, led by a talented multi-lingual chef. Uncover the secrets behind beloved Tuscan dishes in a professional...

4 hours Free Cancellation
4.8 (179)
from
$131

Siena Small group Cooking Class in a Chianti Farm

Your cooking class is based on a traditional Tuscan Chianti Farmhouse with an expert Italian chef which has ma y years of experience. It is …More

Your cooking class is based on a traditional Tuscan Chianti Farmhouse with an expert Italian chef which has ma y years of experience. It is...

3 hours 30 minutes Free Cancellation
5.0 (21)
from
$114

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in …More

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in...

8 hours Hotel pickup offered
5.0 (7)
from
$195

Travelers Who Bought This Tour Also Bought

Skip the Line: Siena Duomo and City Walking Tour

Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and …More

Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and...

2 hours Free Cancellation
4.8 (779)
from
$46

Siena: Val d’Orcia Wine Tour with Lunch & Brunello

Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion …More

Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion...

10 to 11 hours Free Cancellation
4.1 (94)
from
$147

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover …More

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover...

9 hours Free Cancellation
4.9 (1,035)
from
$217

Siena Medieval Power Quest: Self-Guided Family Feud Game

Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure …More

Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure...

60 to 90 minutes Free Cancellation
4.2 (26)
from
$9

What's Included

Activity name

  • Private tour
  • All taxes, fees and handling charges
  • Wine tasting
  • Hotel pickup
  • Food tasting
  • Driver/guide
  • Lunch
  • Gratuities

Additional Info

Activity name

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Service animals allowed
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • May be operated by a multi-lingual guide
  • Vegetarian option is available, please advise at time of booking if required

Report Product Issue

Activity name