Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

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Florence, Italy

9 hours (approx.)
Pickup offered
Group discounts
Mobile ticket
Offered in: English

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Overview

Discover the renowned wine region of Tuscany with a day trip from Florence on a private tour. Led by a driver-escort, you'll venture into the town of Montepulciano by minivan and stop at a rustic winery to sample the area's wine blends. End the day with a walk to Pienza, a beautiful Renaissance hill town and home of the famous Pecorino di Pienza.

Full-day trip to Tuscany’s hill towns and wine country from Florence
Sample local red wine varietals and pecorino cheese
Explore the wine towns of Montepulciano and Pienza
Enjoy the personalized attention of a driver-tour escort on a private tourEnjoy the personalized attention of a driver-tour escort on a private tour

What's Included

Expert English speaking driver-escort
Transport by air-conditioned Mercedes minivan
Pecorino Cheese Tasting at local dairy
Lunch

Wine tasting and lunch at a Selected Winery
Visit Montepulciano & Pienza

Gratuities

Meeting and Pickup

Pickup points

Select a pickup point

Itinerary

Your tour will begin either with pickup from your central Florence hotel or near the Piazza della Repubblica. Hop aboard your luxury minivan and journey toward the hilltop towns of Tuscany. Soak up the scenery of the countryside while learning about the area’s history and wine production.

Your first stop will be Montepulciano, home of the beloved Rosso di Montepulciano wine and the vino di nobile. Admire the town’s Renaissance architecture.

Then drive to a rustic Organic Cheese Farm,just outside Pienza. Learn how Pecorino cheese is made and aged and enjoy the opportunity to taste it accompanied by a glass of wine.

Then head to the Renaissance hill town of Pienza, which affords incredible views over the Orcia Valley. Pienza is also well-known for the cheese produced here, the Pecorino from Pienza, which you may taste in one of the many small shops around the town. Enjoy free time to wander around.

Next, visit a selected winery in the Montalcino area, home to the famous Brunello di Montalcino wine. Enjoy a tour of the winery followed by lunch and wine tasting.

PLEASE NOTE: The order of the places visited might change.

Piazza della Repubblica (Pass By)

Historic Centre of the City of Pienza

2 hours • Admission Ticket Free

Additional Info

Confirmation will be received at time of booking, unless booked within 2 days of travel. In this case confirmation will be received within 48 hours, subject to availability
Not wheelchair accessible
Near public transportation
Infant seats available
Travelers should have a moderate physical fitness level
Comfortable shoes are recommended
Appropriate dress is required to enter some sites - knees and shoulders must be covered

Minimum drinking age is 18 years
Children must be accompanied by an adult
Infant seats are available on request if advised at time of booking (children who are under 36 kg/97 pounds or 150 cm/4ft 9 in,must use proper child restraints). We reserve the right to refuse infants or children if we are not notified at the time of the booking and if the car seats brought do not comply with requirements by Italian law.
Operates in all weather conditions, please dress appropriately
Minimum numbers apply. There is a possibility of cancellation after confirmation if there is not enough passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refund
All passengers pay the same rate irrespectively from their age
This is a private tour/activity. Only your group will participate

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Cancellation Policy

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

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Reviews

4.5

based on 17 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Fun Time Tasting Cheese and Wine!

Ruchi_S, Mar 2023

My husband and I had the best private tour of Tuscany eating amazing cheese and tasting incredible wine! Our guide Jonathan was enthusiastic and great company while we drove through beautiful towns in Tuscany! He was incredibly knowledgeable and engaging while showing us around the beautiful landscapes. We are very happy with this tour and would highly recommend it to anyone looking to have a wonderful day learning about the architecture of the towns in Tuscany and about winemaking!! Thank you so very much Jonathan!

Tuscany beauty

Gary_G, Jun 2022

Yaris, our guide, was superb. Friendly, fun, knowledgeable and helpful. Views of Tuscany breathtaking. Towns views were Pienza and Monticello which were picture postcard pretty

Wonderful Experience!

Jacquelynn_D, Sep 2019

This was an excellent tour of the southern Tuscany region. Montepulciano, Pienza, and Montalcino. The winery lunch and conversation was the best I’ve ever had.

What an incredible and very...

Kenneth M, Oct 2017

What an incredible and very worthwhile tour of Tuscany. Our guide, Giacomo, was so knowledgeable about the history and geography of the area . He spoke about the history of the surrounding villages and of the wine in the regions. One highlight was when we visited a 1,000 year old winery in Montepulchiano, and our guide was greeted joyfully by the winemaker, Adamo, the winemaker, who then gave us a tour of the wine cellar. There were only four of us in our small group, which was really wonderful - as we were meeting up in the square, we saw several other much larger groups of 20 meeting for their wine tours. The Brunello di Montalcino wines we tasted were so excellent, and our lunch was delicious! We are so happy that we treated ourselves to this amazing day!

Great experience tasting wines and...

ChinYee_G, Jun 2016

Great experience tasting wines and soaking in the beautiful scenery, efficiently executed by our wonderful tour guide.

This tour was great! We drove about...

Sara M, Jun 2016

This tour was great! We drove about an hour and a half each way and stopped in the 2 wine towns, as well as Pienza which was between them not on the itinerary, but very cute town!. The wineries were very interesting and the tastings were generous. The second winery was a biodynamic farm and they served us lunch. The wine was really good. We also got free time for about 20 mins in each town to stroll about and see the sights. We even got to go inside an old castle. We also stopped on the side of the road for some great Tuscan countryside photos. Our guide was full of information and was really helpful. No negatives on our experience.

Great Time, great Guide, but I was...

Raul D M, Jan 2016

Great Time, great Guide, but I was not really impressed by the wineries selected. I've on other tours in the area and this was not my favorite. The wine tasting was saved by our guide by having us sample wines and markets near by!

A very enjoyable tour into the...

dorothy c, Oct 2015

A very enjoyable tour into the beautiful Tuscany hillsides. Our guide Jacamo was a sweetheart. The two hill towns were nice to visit although there was only one true vineyard where we looked at growing grapes, asked questions, and had lunch. It was a nice change of pace if you were staying in Florence for more than three days. They ran the tour with only four people in our SUV so very relaxing.

An excellent guide/driver and a...

William B, Oct 2015

An excellent guide/driver and a small group made this tour excellent. The lunch and wine tasting were excellent. Would highly recommend.

Excellent tour. Guide did...

Craig M, Sep 2015

Excellent tour. Guide did exceptional job. Meeting the vintners was a real treat. The smaller the group, the better. We had four people and it was a perfect size for the experience. Give this tour a full five stars

Although this Tuscany wine tour was...

dbeeman, Sep 2015

Although this Tuscany wine tour was more expensive than others and had only two reviews, we took a chance and booked it because it concentrated on Montepulciano and Montalcino instead of trying to cram them in with a tour of Chianti. We took a 3.30 Euro bus to Greve on another day. It was the right choice. Giaccomo, our driver, gave us a thorough education on Tuscan wines and the region in excellent English. We had generous tastings at the Contucci winery in Montepulciano and with the delicious but light lunch at the Piombaia winery near Montalcino. There was enough time to explore the two towns, and we felt that it had been a perfect day.

Giacomo was a gem He was fun and...

Barry D, Jul 2015

Giacomo was a gem He was fun and informative and seemed like he really cared for what he was doing. He was very knowable and personable. He is definitely an asset to your company. We wish we were able to have him on the other tours we took

Saw 2 beautiful Montepulciano and...

Jitka Tisha G. T, Jun 2015

Saw 2 beautiful Montepulciano and Montalcino but we were disappointed with the 3-course meal because it wasnt really a meal. It was just bruschetta with ham, cheese with 3 kinds of wine to taste. For something that was so expensive, we expected more. We had no tour guide; just a driver.