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Tuscany Semi Private Day Tour with Wine and Cheese Tasting

Firenze, Italy

From USD 393.82

Select Date and Travellers

Reserve Now & Pay Later
Secure your spot while staying flexible
Free cancellation
Up to 24 hours in advance.
  • 10 hours (Approx.)
  • Mobile ticket
  • Offered in: English
  • Good for avoiding crowds


Discover Tuscany’s renowned wine country on a day trip from Florence with a small group. Led by a driver-tour escort, venture to the town of Montepulciano by minivan and stop at a rustic wine cellar to taste the area’s vino di nobile blends. Then head to Montalcino area to sample three Brunello di Montalcino wines. Top off your day with a stroll to Pienza, a beautiful Renaissance hill town and home to the famous Pienza Pecorino cheese. Numbers are limited to eight people to keep this experience as intimate as possible.
  • Full-day trip to Tuscany’s hill towns and wine country from Florence
  • Explore the wine towns of Montepulciano and Pienza
  • Sample local red wine varietals and pecorino cheese
  • Enjoy the personalized attention of a driver-tour escort (a driver-tour escort drives and guides our guests) on a small-group tour limited to six-seven people / Min 2 people for guaranteed departures

What's Included

  • Expert English speaking driver-escort
  • Transport by air-conditioned Mercedes minivan
  • Min 2 people for guaranteed departures / Max 6-7 people per vehicle
  • Pecorino Cheese Tasting at local dairy
  • Brunello Wine Tasting in selected Winery
  • Visit Montepulciano & Pienza
  • Gratuities
  • Food and drink, unless specified
  • Hotel pickup and drop-off

Departure & Return

Departure Point

  • Piazza della Repubblica, 50123 Firenze FI, Italy
    The meeting point is in front of the Cafè Paskowski in Piazza della Repubblica, 10 minutes prior the departure of the tour

Departure Time

  • 8:00 AM

Return Details

  • Returns to original departure point

What To Expect

Your tour will begin in central Florence near Piazza della Repubblica, where your driver-tour escort will join you. Hop aboard your luxury minivan and journey toward the hilltop towns of Tuscany. Soak up the scenery of the countryside while your driver-tour escort provides commentary 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 and stop for a visit at San Biagio church.

Then you will be driven to a gorgeous rustic Organic Cheese Farm, just outside Pienza and overlooking the Valley and Pienza itself. Here during a tour of the farm and the dairy you’ll learn how the Pecorino cheese is made and aged and you’ll have the opportunity to taste it accompanied by a glass of wine.

Your driver-tour escort will then lead you to the Renaissance hilltown Pienza, which affords incredible views over the Orcia Valley. Pienza is also well-known for the cheese produced here and called Pecorino from  Pienza, that you may taste in one of the many small and charming shops around the town selling this famous local cheese.

You will be given free time to wander around and here you will also have many lunch opportunities (lunch not included). Next, we will visit a selected winery in Montalcino wine area, home to the famous Brunello di Montalcino wine. Enjoy a tour of the winery followed by a wine tasting of three different types of Brunello. After a rewarding Day in Val D’Orcia, we’ll make our way back to Florence where we will arrive at about 6 pm.

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

Piazza della Repubblica (Pass By)

The tour begins at 8am from the Piazza della Repubblica where you will meet your English speaking driver - escort.


Piazza Grande a Montepulciano

From Florence, you will be driven to Montepulciano where you will have time to explore the town, its famous San Biagio Church and the Contucci cellar which boasts more than 1000 years of history.

45 minutesAdmission Ticket Free

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • 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
  • Near public transportation
  • Infant seats available
  • 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
  • Travellers should have a moderate physical fitness level
  • Beginning Friday 6 August 2021 and until further notice, access to museums, galleries and all related tourist venues as well as indoor bars and restaurants, will be permitted only to those in possession of a Green COVID-19 Certification (Green Pass or equivalent certificate). Please remember to also bring your ID or passport to confirm your identity. This doesn’t apply to children less than 12 years old.
  • This tour/activity will have a maximum of 7 travellers
Operated by Avventure Bellissime

Cancellation Policy

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 a minimum number of travellers. If it’s cancelled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

about cancellations

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.

Q:What is the policy on face masks and attendee health during Tuscany Semi Private Day Tour with Wine and Cheese Tasting?

A:The policies on face masks and attendee health are:

  • Face masks required for travellers in public areas
  • Face masks required for guides in public areas
See all safety measures taken by Tuscany Semi Private Day Tour with Wine and Cheese Tasting.

Q:What is the policy on sanitisation during Tuscany Semi Private Day Tour with Wine and Cheese Tasting?

A:The policies on sanitisation are:

  • Hand sanitiser available to travellers and staff
  • Gear/equipment sanitised between use
  • Transportation vehicles regularly sanitised
See all safety measures taken by Tuscany Semi Private Day Tour with Wine and Cheese Tasting.

Q:What is the social distancing policy during Tuscany Semi Private Day Tour with Wine and Cheese Tasting?

A:The policy on social distancing is:

  • Social distancing enforced throughout experience
See all safety measures taken by Tuscany Semi Private Day Tour with Wine and Cheese Tasting.

Q:What measures are being taken to ensure staff health & safety during Tuscany Semi Private Day Tour with Wine and Cheese Tasting?

A:The policy on staff health & safety is:

  • Guides required to regularly wash hands
See all safety measures taken by Tuscany Semi Private Day Tour with Wine and Cheese Tasting.
13 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travellers
Showing 1-10 of 13 reviews
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


Product code: 2635FLRTUSCANY