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VIP Chianti, Brunello wine & Pienza with lunch From Siena | 8 hours to 9 hours

22 Reviews | Siena
Special Offer
From $230.59 per person   $242.73 Save $12.14 Lowest Price Guarantee
Select Date and Travelers
You can select up to 4 travelers in total.
Adult (18-75) Minimum: 1, Maximum: 4
2
Free Cancellation For a full refund, cancel at least 24 hours before the scheduled departure time.
2 boutique wineries + Lunch
2 Adults x $228.41
$456.82
Approx Total
$456.82
2 wineries + Lunch

Inclusions / Exclusions

  • Mobile ticket
  • Offered in: English, Italian
  • Exclusive access to a Medieval cave underground
  • Brunello di Montalcino wine tasting
  • Tour of 2 wineries historical cellars
  • 2 wineries including Chianti Classico & Brunello di Montalcino
  • Air-conditioned vehicle max 6 people
  • Licensed tour guide
  • Homemade pasta, Pecorino Cheese, ham, salame and bruschetta.
  • Museums tickets
  • Transport from Florence not available

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.

Meeting points

OUTSIDE PROSPERINO BISTROT. THE GUIDE WILL BE WAITING OUTSIDE ON THE TERRACE, NEXT TO THE OLIVE TREE STATUE.

End point

This activity ends back at the meeting point.

Itinerary

  • Siena

    Introduction to Sienna's History by a Licensed Tour guide before visiting a secret Underground Medieval cave dating back to 600 BC.

    30 minutes

  • 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.

    2 hours

  • 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.

    1 hour

  • 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.

  • 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.

    1 hour

Sample Menu

Additional Info

  • Infants and small children can ride in a pram or stroller
  • 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
  • This tour has been upgraded for 2025 so the reviews may be different from description.

Free Cancellation

October 30100% refund
October 31No refund

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

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Traveler Photos
Reviews

5.0

22 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews
  • 5 stars
    22
  • 4 stars
    0
  • 3 stars
    0
  • 2 stars
    0
  • 1 star
    0

Reviews by TravelOne travelers

Showing 1-5 of 22 reviews with 5 stars

Best tour experience!

Published on Oct, 2024

If you are looking for a more intimate and educational experience this is the way to go instead of a crowded tour bus. Morad was knowledgeable about the history and local customs. The privilege of having questions answered in real time is priceless! We will definitely go back!

Best tour of the Chianti region

Published on Oct, 2023

Outstanding private tour of the Chianti region. We couldn’t have asked for a better day touring the area and tasting wines from a boutique winery. Our guide Morad was so knowledgeable and friendly and we felt the day was tailored to us. We would not hesitate to recommend this tour. Look no further!

Relaxing Toscana Tour

Published on Sep, 2023

We really enjoy this semi private tour. It turned out to be just my husband and I and one other couple. Sienna was beautiful, the shops seemed very good quality Italian made goods, the winery we visited had a delicious Chianti that we purchased, and San Gimignano was very interesting. Morad, our driver was very pleasant and knowledgeable. Would definitely recommend.

An exceptional Tour

Published on Sep, 2023

An exceptional tour with our exceptional guide Moro! We contacted Moro in advance of our planned tour to customize our tour a little bit. He was accommodating and created a plan that worked perfectly. We replaced the Wine Tour part because we had this planned elsewhere. We still did the Siena Underground & San Gimignano portions. These places were absolutely wonderful. In Siena we had the best pizza & gelato during our trip. Thank you for the recommendations Moro ;) including the dinner recommendation too! Moro was a wonderful guide and a pleasure to spend our day with. Pickup and drop off were easy as was the whole day. I encourage you to make this a part of your plan during your stay in Florence, you'll be very happy you did.

Great, varied day out

Published on Sep, 2023

Easy communication and pick up for a lovely in Tuscany. Although very busy in Siena & San Gimignano, still worth a day as beautiful. The wine tasting was very good in a beautiful winery. Moro, our guide and driver was very knowledgeable and efficient. The vehicle was not a van but a car with a small bench seat as a 3rd row. My husband in the front, 2 sisters in the middle and me in the back. It was a bit limited for leg room and a bit bumpy but I did chose to give the others more room. The drive is long, based on volume. All that said, I would recommend

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