Cool Destinations
Top Siena activities
Top Siena landmarks
Beyond Siena
Siena trip ideas
  • Tours by category
  • Tours by accessibility
  • Tours by feature
  • Top Siena landmark tours
  • Tours in nearby places
  • Explore Tuscany tours
  • Siena travel guides
  • Siena travel calendar
Rewards
Rewards
Wishlist
Login / Sign up
Bookings
Bookings
Cool Rewards My Rewards
$0.00
Cool Rewards My Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Start your search
Change your search
Place or activity
Select Dates

VIP Chianti, Brunello wine & Pienza with lunch From Siena

27 Reviews 5.00 out of 5 stars Based on 27 traveler reviews collected by Cool Destinations and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
|
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards. Siena, Italy
Book online or call us
Chat now

from $282.98 per person

Lowest Price Guarantee
VIP Chianti, Brunello wine & Pienza with lunch From Siena Image 1
VIP Chianti, Brunello wine & Pienza with lunch From Siena Image 2
VIP Chianti, Brunello wine & Pienza with lunch From Siena Image 3
VIP Chianti, Brunello wine & Pienza with lunch From Siena Image 4
VIP Chianti, Brunello wine & Pienza with lunch From Siena Image 5

Loading Options
Don't miss out!
On average, this is booked 21 (0) days in advance.
Add to Wishlist
8 to 9 hours (approx.)
Mobile ticket
Instant confirmation
Offered in: English
and 1 more
Italian

Overview

This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you the advantages to truly enjoy the experience and not have to be in a crowded bus and follow a strict schedule .

We will visit 2 beautiful boutique family owned wineries in a relaxed atmosphere and meeting the locals.

You will taste top rated wines like Chianti Classico & Brunello di Montalcino while enjoying beautiful views and learning all the secrets of the best wine regions in the world.

What's Included

  • Lunch Homemade pasta, Pecorino Cheese, ham, salame and bruschetta.
  • Alcoholic beverages 2 wineries including Chianti Classico & Brunello di Montalcino
  • Organic Balsamic vinegar & Extra virgin Olive oil tastings
  • Museums tickets
See 4 moreSee 3 more

Meeting Location

Meeting point

Viale XXV Aprile
53100 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.

What To Expect

Book Online

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

Safe & secure • Easy breezy • Hassle-free

Siena

Introduction to Sienna's History by a Licensed Tour guide from a panoramic view point overlooking the city.
Read more

30 minutes • Admission Ticket Free

Castellina In Chianti

Our next stop will be an amazing organic boutique winery family owned since 1904. Here you will experience the atmosphere of the Chianti region surrounded by a breathtaking view over the Tuscan hills. In addition to the wine tasting and cellars visit dating back to 1500, enjoy a delicious Tuscan Lunch with products like Pecorino cheese, cold cuts and homemade pasta.
Read more

2 hours • Admission Ticket Free

Montalcino

Here you will visit a family owned boutique winery and enjoy Brunello di Montalcino with breathtaking views over the valley. You will also visit the cellars and learn all the secrets about Brunello di Montalcino wine, listed as best wine in the world 2023.
Read more

1 hour • Admission Ticket Free

Val D'Orcia (pass by)

Enjoy beautiful rolling hills and the the Unesco site of Val d'orcia, where the Gladiator movie scene was filmed.
Read more

Pienza

Last stop will be the picturesque town of Pienza and val d'Orcia with impressive landscape to admire and the “Touchstone of Renaissance Urbanism.” Considered an artistic jewel of the landscape of Val d’Orcia, Pienza is a perfect combination of architectural beauty and harmony. Pienza’s most renowned tradition is Pecorino cheese.
Read more

1 hour • Admission Ticket Free

Show 4 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • Infants and small children can ride in a pram or stroller
  • This tour has been upgraded for 2025 so the reviews may be different from description.

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the VIP Chianti, Brunello wine & Pienza with lunch From Siena?

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 (CEST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. 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-244750P1

Traveler Photos

See more
See more

Reviews

5.00
27 reviews

Average 5.00 out of 5 stars based on 27 traveler reviews collected by Cool Destinations and partner sites such as Trustpilot, Viator, and TripAdvisor

5 stars
27
4 stars
0
3 stars
0
2 stars
0
1 star
0

Loading Options
Don't miss out!
On average, this is booked 21 (0) days in advance.
Siena Tours
Attractions
Guides
Calendar
View more

Similar Tours & Activities

Private Off Road Wine Tour in Chianti
Likely to Sell Out
Likely to Sell Out

Private Off Road Wine Tour in Chianti

6 hours • Free Cancellation
6 hours • Free Cancellation
5.0 (20)
from
$396.17
Discover the Medieval Charm of Siena on a Private Walking Tour

Discover the Medieval Charm of Siena on a Private Walking Tour

2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
4.8 (170)
from
$187.55
Siena Highlights Private Walking Tour With A Guide (Private Tour)

Siena Highlights Private Walking Tour With A Guide (Private Tour)

3 hours • Free Cancellation
3 hours • Free Cancellation
4.7 (31)
from
$112.08
Hot Air Balloon Flight Over Tuscany from Siena

Hot Air Balloon Flight Over Tuscany from Siena

3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (118)
from
$370.22

Travelers Who Bought This Tour Also Bought

Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour

2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (711)
from
$48.48
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

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

9 hours • Free Cancellation
9 hours • Free Cancellation
4.9 (979)
from
$230.34
Siena Medieval Power Quest: Self-Guided Family Feud Game

Siena Medieval Power Quest: Self-Guided Family Feud Game

60 to 90 minutes • Free Cancellation
60 to 90 minutes • Free Cancellation
4.2 (25)
from
$9.68
Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner
Likely to Sell Out
Likely to Sell Out

Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner

4 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (335)
from
$158.26

Frequently Asked Questions (6)

Activity name

The answers provided below were previously given in response to questions from Cool Destinations customers.

Filter by:

Q: What is the cancellation policy for the VIP Chianti, Brunello wine & Pienza with lunch From Siena?
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 (CEST).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Lunch. Homemade pasta, Pecorino Cheese, ham, salame and bruschetta.
  • Alcoholic beverages. 2 wineries including Chianti Classico & Brunello di Montalcino.
  • Organic Balsamic vinegar & Extra virgin Olive oil tastings.
  • Small group max 6 people.
  • Tour of 2 wineries historical cellars.
  • Brunello di Montalcino, Super tuscans, Chianti Classico & Rosè wines.
  • Licensed tour guide.
The following is NOT included:
  • Museums tickets.
Apr 2025
Q: What is the minimum age for this tour?
A:

The minimum age to participate is 18. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the VIP Chianti, Brunello wine & Pienza with lunch From Siena is as follows:

  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for VIP Chianti, Brunello wine & Pienza with lunch From Siena will be included in your confirmation email from Cool Destinations. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024

What's Included

Activity name

  • LunchHomemade pasta, Pecorino Cheese, ham, salame and bruschetta.
  • Alcoholic beverages2 wineries including Chianti Classico & Brunello di Montalcino
  • Organic Balsamic vinegar & Extra virgin Olive oil tastings
  • Small group max 6 people
  • Tour of 2 wineries historical cellars
  • Brunello di Montalcino, Super tuscans, Chianti Classico & Rosè wines
  • Licensed tour guide
  • Museums tickets

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
  • Infants and small children can ride in a pram or stroller
  • This tour has been upgraded for 2025 so the reviews may be different from description.
  • This tour/activity will have a maximum of 6 travelers
  • Operated by a business

Protecting you

Activity name

For your protection and stress-free bookings, use our secure platform to pay for bookings. Moro Tuscany Tours

Report Product Issue

Activity name

Language
Currency

Site Settings

Activity name

Currency

Activity name

Lowest Price Guarantee

Activity name

We guarantee the lowest price on all the tours available to book on our site. We'll refund the difference if you find the exact tour cheaper online until 48 hours before your tour starts.

We Make It Easy!

Gather your information

Locate your Cool Destinations Booking Number and the proof of the lower price you found.

Send it to us

Email priceguarantee@mybookings.zendesk.com with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Destinations promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Destinations and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • Cool Destinations reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Destinations.
Activity name

Free Cancellation

100% refund
No refund

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 (CEST).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Sorting, ranking, and search results

Activity name

Cool Destinations wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Destinations over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Cool Support

Ask us anything!

Activity name

Cool Robot

Choose an option

Activity name

or

Cool Rewards Terms & Conditions

Activity name

Cool Rewards

  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
  • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
  • Earned rewards will be available to redeem once they are no longer in a pending state.
  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
  • If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

Redeeming rewards

  • To redeem rewards, you must be logged into your Cool Destinations account.
  • Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you choose not to apply them, which requires you to indicate this via the toggle switch. Bookings made using rewards are subject to the standard Cool Destinations Customer Terms of Use.
  • You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
  • There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
  • Rewards are non-transferable and cannot be redeemed for cash.
  • If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

Miscellaneous

  • You can check your Cool Destinations account to see the rewards you have collected at any time. You are responsible for ensuring that your rewards balance is correct.
  • We reserve the right to modify these Cool Rewards Terms and Conditions at any time, with or without notice, including the rules for earning and redeeming rewards. Any changes will be reflected in the updated Terms and Conditions.
  • We reserve the right to terminate the Cool Rewards program and cease issuing any further rewards on future bookings. All pending and available rewards balances will be honored.
  • By earning and redeeming rewards, you agree to these Terms and Conditions, as well as any subsequent changes made to them.