Recent Searches
ClearClose
Something Went Wrong
Oops, looks like something went wrong! We are sorry for the inconvenience caused whilst trying to find your next trip. Please refresh the page or try again later.
Log in
The email or password you entered isn't correct. If you've forgotten your password, please reset it. Click here
From Florence:Val d'Orcia Wine tour,Brunello Montalcino,Pienza and Montepulciano
Share





See More
See More

See More
Likely to Sell OutLikely to Sell Out
From $227.90
Yay! This item has been added to your cart.
From Florence:Val d'Orcia Wine tour,Brunello Montalcino,Pienza and Montepulciano
Free cancellation
Up to 24 hours in advance. Learn more
Cancellation policy
Free cancellation
- 24 hours prior100% refund
- Within 24 hoursNo 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.
Learn more about cancellations
Shop by Category
Florence Tours
Art & Culture Classes
Art Classes
Craft Classes
Italian Lessons
Painting Classes
Pottery Classes
Arts & Design
Architecture Tours
Art Galleries
Art Tours
Museums
Culture
Ancient Ruins
Archaeology Tours
Castle Tours
Costume Dress Up Experiences
Cultural Tours
Fashion Tours
Historical Tours
Literary Tours
Museums
Music Tours
Photography Tours
Religious Tours
Underground Tours
Pop Culture
Crime Tours
Game Of Thrones
Ghost Tours
Harry Potter
Movie Tours
Street Art Tour
TV Tours
Shows & Performances
Adults-only Shows
Burlesque Shows
Cabaret
Dinner and Show Tickets
Family-friendly Shows
Fashion Shows
Instrumental Concerts
Opera Performances
Shows
Theater Shows
Traditional Wellness
Spas
Thermal Spas & Hot Springs
Active & Outdoor Classes
Sports Lessons
Yoga Classes
Art & Culture Classes
Art Classes
Craft Classes
Italian Lessons
Painting Classes
Pottery Classes
Food & Drink Classes
Cooking Classes
Mixology Classes
Olive Oil Tasting
Pasta Making Classes
Pizza Making Classes
Wine Making Workshops
Language Classes
Italian Lessons
Wellness Classes
Yoga Classes
Coffee & Tea
Coffee & Tea Tours
High Tea
Desserts & Sweets
Chocolate Tours
Dessert Tours
Pastry Tours
Dining Experiences
Breakfast
Brunch
Dinner
Dinner and Show Tickets
Lunch
Restaurants
Food & Drink Classes
Cooking Classes
Mixology Classes
Olive Oil Tasting
Pasta Making Classes
Pizza Making Classes
Wine Making Workshops
Food Tours
Culinary Tour
Street Food Tours
Wine Tastings
Wine, Beer & Spirits
Wine Making Workshops
Wine Tastings
Wine Tours
Active & Outdoor Classes
Sports Lessons
Yoga Classes
Extreme Sports
4WD Tours
ATV Tours
Performance Car Driving
Fun & Games
Escape Rooms
VR Experiences
In the Air
Air Tours
Helicopter Tours
Hot Air Balloon Rides
Specialty Plane Tours
Motor Sports
4WD Tours
ATV Tours
Performance Car Driving
Nature and Wildlife Tours
Eco Tours
Horseback Riding
Natural Attractions
Nature Parks
Nature Walks
Pack Animal Tours
Safaris
Wildlife Encounters
On the Ground
Bike Rentals
Camping
Climbing
Golf Tours & Tee Times
Hiking Tours
Motorcycle Tours
Mountain Bike Tours
Outback Tours
Scavenger Hunts
On the Water
Gondola Cruises
Kayaking Tours
Rafting
Sightseeing Cruises
Stand Up Paddleboarding
Swimming
Holidays
Christmas
Once in a Lifetime Experiences
Weddings & Celebrations
Honeymoon Packages
Romantic Tours
Wedding Ceremonies
Wedding Packages
Attractions & Museums
Ancient Ruins
Art Galleries
Castle Tours
Monuments and Memorials
Museum Tickets & Passes
Natural Attractions
Nature Parks
Parks
Religious Sites
Packages & Special Events
City Packages
Super Savers
Shows & Performances
Adults-only Shows
Burlesque Shows
Cabaret
Dinner and Show Tickets
Family-friendly Shows
Fashion Shows
Instrumental Concerts
Opera Performances
Shows
Theater Shows
Sporting Events
Motor Sports
Day Cruises
Gondola Cruises
Ports of Call Tours
Shore Excursions
Sightseeing Cruises
Sunset Cruises
Air Tours
Bike Rentals
Bike Tours
Bus Tours
Cable Car Tours
Car Tours
Classic Car Tours
E-Bike Tours
Helicopter Tours
Hot Air Balloon Rides
Limousine Tours
Luxury Car Tours
Motorcycle Tours
Mountain Bike Tours
Rail Tours
Rentals
Segway Tours
Self-guided Tours
Sidecar Tours
Specialty Plane Tours
Trolley Tours
Tuk Tuk Tours
Vespa Rentals
Vespa, Scooter & Moped Tours
Walking Tours
Water Tours
Adventure Tours
City Tours
Hop on Hop Off Buses
Night Tours
Private Sightseeing Tours
Sightseeing Cruises
Skip the line Tickets
Skyscrapers & Towers
Services
Photo Shoots
Shopping Tours
Transfers
Airport & Hotel Transfers
Port Transfers
Water Transfers
Transportation
Bus Services
Private Drivers
Transportation Passes
Transportation Rentals
Transportation Services
Attractions
Recommendations
Loading available options...
Share
Safety measures
Keeping you safe during COVID-19
Vaccine? Quarantine? Masking?
Vaccine? Quarantine? Masking? We know, there’s a lot to keep track of. Be sure to check local guidelines so you’re aware of all travel requirements before you go. You can find more information about Italy here.
What you can expect during your visit
Face masks required for travelers in public areas
Face masks required for guides in public areas
Proof of COVID-19 vaccination required for travelers
COVID-19 vaccination required for guides
Safety precautions are provided by the tour operator and are not checked by Viator for accuracy
More questions?
(888) 651-9785
10 hours (approx.)
Mobile ticket
Offered in: English
Good for avoiding crowds
Overview
Take a break from Florence’s museums and escape to a trio of the most charming towns in Tuscany’s UNESCO-listed Val d’Orcia region. Taste prized red wine varietals like Nobile di Montepulciano and Brunello di Montalcino, stroll through medieval squares in Pienza, and sample authentic Tuscan fare on this all-inclusive tour that takes the planning and guesswork out of a day in wine country.
- Visit Montepulciano, Montalcino, and Pienza all in one stress-free day
- Sample some of Italy's best red wine straight from the source with arranged tastings
- See the Val d’Orcia landscapes that inspired many Renaissance painters
- Semi-private tour limited to eight travelers for a more intimate experience
Saved to wishlist!
From $227.90
Book Now
What's Included
Semi-Private tour, max 8 guests
Premium van with A/C
English-speaking Driver
Gourmet Lunch
2 Wine Tasting
Guided tour on vineyard and barrel cellar
Guided tour on the underground city of Montepulciano
Gratuities
Private Pick-Up
Departure & Return
Piazza degli Antinori , Piazza degli Antinori, 50123 Firenze FI, Italy
This activity will end right where it started.Please, meet your driver on the marble bench at 08:00 am, 15 minutes before the starting time.
8:15 AM
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Stroller accessible
- Near public transportation
- Infant seats available
- Most travelers can participate
- This tour/activity will have a maximum of 8 travelers
- OPERATED BY Keys Of Italy / Florence
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.
Learn more 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 From Florence:Val d'Orcia Wine tour,Brunello Montalcino,Pienza and Montepulciano?
A:The policies on face masks and attendee health are:
- Face masks required for travelers in public areas
- Face masks required for guides in public areas
Traveler Photos



See More


See More
Traveler Tips
- "It might also be difficult if you have mobility issues, to visit the second cellar because of the stairs." See review
|
Reviews
4.5
45 Reviews
5 stars
32
4 stars
8
3 stars
2
2 stars
3
1 star
0
Reviews by Viator travelers
We perform checks on reviews
Showing 1-10 of 45 reviews
A perfect day in Tuscany
Ryan_S
, Jun 2022
An amazing day in Tuscany with our wonderful guide/driver. Montalcino was a beautiful winery where we tasted 5 wines including 3 brunellos and toured the facility. Then we had a wonderful 3 course meal with wine in Pienza and explored the town. After we went to Montepulciano where we had a wonderful and decadent wine tasting with 10 wines and cheeses and meats. We also stopped along the way for photos. Overall it was an amazing trip and well worth the money. It went above and beyond my expectations.
1 traveler found this review helpful
Fun and relaxing day!
shellejensen12
, Jun 2022
This was a very relaxing day and both wineries were great....the presentation was wonderful, the wine tasted good and they were different from each other. We also had an AMAZING lunch at a little hotel in a small, quaint town with a KILLER view. It was just a perfect day!
1 traveler found this review helpful
Good but overpriced
Jason_L
, Jun 2022
A fabulous day from start to finish!
Daniel_A
, May 2022
Just do it!
Tammy_B
, May 2022
This was the best experience of our trip!! Highly recommend!!!! Classy, professional & wasn’t rushed. The 2 wineries were impressive & moderators were thorough & patient. Pienza views felt unreal, fairy tale like! Lunch was at a location I’d describe as magical. Definitely worth every penny!!!
Great Tour in the Heart of Tuscany
Tracy_G
, May 2022
Great tour to see key towns in the Heart of Tuscany (Montepulciano, Pienza & Montalcino) made personal by the small group size (only 4 people) and the wonderful driver, Luca. Hearty wine tastings at 2 different wineries along with tours of both - each unique from the other. Decent lunch at a nice restaurant. Highly recommended tour!
Romantic lunch
Betsey_B
, Apr 2022
Nicclo was great fun. Would appear as if by Magic when we needed him.The view table for lunch was perfect
Lovely day in Tuscany
Cheryl_M
, Apr 2022
Our driver Christiano was a delightful host. He shared all sorts of interesting information about the region, answering questions patiently. The tours were educational and fun. We thoroughly enjoyed our lavish lunch on the beautiful terrace overlooking the fields in Pienza. A great trip.
Great wine tour to Tuscany
Rossana_H
, Mar 2022
The tasting at family owned vineyard was very interesting and learned some things about process.
Giuliano was very knowledgeable and super nice. Terrace lunch was wonderful as we were lucky to have a beautiful day. View was amazing!!
Super Tuscan Lover
Melinda_L
, Feb 2022
Our guide Mattia was amazing! He stopped along the way for us to take amazing photos and took us to scenic spot in Pienza for a picture perfect photo after lunch. The hosts at both wine tours were great. Make sure you don’t eat to much at lunch because there are lots of truffle based treats served at the Montepulciano winery.
1 traveler found this review helpful
Excellent Tuscan Wine Tour
Lori_H
, Nov 2021
This was a great tour to explore a winery in both Montalcino and Montepulciano. Mattia was a terrific tour guide and we'll never forget our day out with him. We were especially thankful that they did the tour with only the two of us on quick notice. We started with a tour at a fabulous winery in Montalcino. Ariana gave us a wonderful tour of her family winery and all of the wines were amazing. Then, we drove to the village of Pienza and had a wonderful lunch outside overlooking the valley. After that we drove to Montepulciano and had a wonderful tour and wine tasting. This is an all day tour as you have bi of a drive from Florence to this area, but it is well worth it and Mattia was a wonderful guide and we enjoyed our time with him. Highly recommend this tour and company.
1 traveler found this review helpful
Great day trip must do when in Florence
Vanessa_P
, Nov 2021
The trip was well worth the money spent. For any day trip from Florence you spend time in the car. Luca was great at letting us know small facts about the places we passed as we drove. The wineries chosen were great and so friendly. The small group setting is so much better than the larger tours. Highly recommend, especially our driver Luca. He was just great!!
1 traveler found this review helpful
Great getaway wine wine, views and food
Rosario_T
, Oct 2021
Mattia, our tour guide, was awesome, punctual and the communication was great. We had a lot of fun during the Montepulciano wine tasting, our sommelier was superb. Then, the views during lunch were amazing I just wish the service at the restaurant would have been better. The last tasting at Montalcino was also excellent. Would recommend.
Amazing value, A+ wines, and beautiful landscapes. Recommended to all Tuscan wine lovers!
Nick_P
, Oct 2021
Mattia and the Keys to Italy company gave us a tour throughout the Valdorcia region of Tuscany that we'll never forget.
The tour included 3 stops: (1) a morning wine tasting in the village of Montepulciano, (2) lunch at a restaurant in the small village of Pienza, (3) and an afternoon winery tour and tasting in Montalcino. We left at 8AM and returned to Florence around 7:30PM.
You spend quite some time in the van, but you are coming from Florence and covering a lot of ground. Worth it.
All of our hosts were gracious, spoke great English, were happy to have us, and provided much more than they needed to. If you are into Montepulciano and Montalcino wines, this is the best you'll get considering how much distance you cover in one day.
Everyone was knowledgeable, down to earth, proud of the product/service they provide, and left an impression on our group. We were a group of 4 (two couples). Highly recommend and this is a great / unique alternative to Chianti.
Wonderful experience...
Rebecca_M
, Sep 2021
Wonderful experience especially at the first stop in Montepulciano. Great wines and Martia was a great guide.
Beautiful region!
Chris_N
, Nov 2019
Our guide Angel was very engaging and has worked as a sommelier in the past. I have some experience so he was able to provide me with detailed information that made the trip even better.
The winery and guide at Solaria in Montalcino made it interesting and exciting with tours of the cellar, fermentation areas, and bottling. The wines were excellent.
Lunch in Pienza was very good as well. Montalpuciano is a small quiet village (probably since we were off season). We did a tasting there and toured the cellars and had time to shop etc.
Since it was offseason the weather was rainy and some shops were closed but I still enjoyed the opportunity to visit. Angel was a great guide.
Disappointing for the cost
Yvonne_A
, Nov 2019
When I booked this tour it had few reviews (albeit all positive), however, when I checked the day before we were due to take the tour, the rating had dropped - therefore approached the tour with some apprehension. They overbooked the tour and there were 2 groups scheduled for the day. When we arrived, a luxury mini coach transported the first group of 8 away with an Italian tour guide. When our driver finally showed up, there were 6 adults due to fit in a station wagon. The 4 others joining us immediately gave up and requested a refund, as this transport was ridiculous for a 10 hr roadtrip. It would have been nauseating and squished for all of us except the person up front in the passenger seat. We decided to continue with the tour despite the rocky start. The driver we had said nothing about where we were going, where we were or what we were seeing. He was a driver not a guide. Tuscany is beautiful, but for $430 CDN, I felt there was little value for money from what the tour operator provided. Part of the charm of visiting new places are the stories you hear, the history of the area - we got none of that. The vegetarian lunch while good, was also short on value. We enjoyed the day in the end but it was because we were on holiday in Italy.
2 travelers found this review helpful
Two Sisters
Valda R
, Oct 2019
We thoroughly enjoyed this tour. The driver (Alberto) was an excellent driver (it was raining). He did his best to be heard over some of the more talkative members of our group of eight. My only suggestion would be to have some amplification for the driver because if you're not in the front seat, you can't hear him very well. That being said the tour was excellent. The wineries visited were very generous at sharing their products and information. The lunch in Pienza was delicious but unfortunately, because of the weather, it was harder to enjoy the amazing views. We left Florence at 8.30 AM and returned about 6 PM, so it is a long day. It might also be difficult if you have mobility issues, to visit the second cellar because of the stairs. Otherwise, we would recommend this tour for it's variety, lovely wines, terrific lunch and of course, the fabulous Tuscan countryside.
1 traveler found this review helpful
Hills and flavors of Tuscany
AnaMaria7401
, Oct 2019
Alberto picked us in piazza Antinori, it was a nice drive through beautiful countryside of Tuscany first to Montalcino where we had a winery visit, Brunello wine was fantastic. Than a delicious lunch followed by a short walk in Pienza, which is a jem. Than in Montepulciano we visited an underground cellar again with traditional food and some more wine.
Not as expected
Sharon_B
, Oct 2019
The tour was long - 10.5 hrs long - it was a day trip to the wine areas near Florence. The van was new and in good condition. The driver was excellent. The tour was mainly a ride to 2 wineries (that both offered the same free tours to anyone who dropped by) and a meatless lunch in a cute town. The scenery was extraordinary. The driver really made a concerted effort to teach us what he knew about the area. There was no real tour guide and the wineries, while nice, were not worth the time/effort/cost it took to get there. essentially, it was a mode of transportation to nearby cities that you had just a few minutes to see.
2 travelers found this review helpful
We perform checks on reviews
You can only submit a review or rating of an experience to Viator if you were the person who made the booking through Viator. Before publication, each review goes through an automated tracking system, which collects information for each of the following criteria: who, what, how, and when. If the system detects something that contradicts our publication criteria, the review is not published. When the system detects a problem with a review, it may be automatically rejected, sent to the reviewer for validation, or manually reviewed by our team of content specialists who work 24/7 to maintain the quality of the reviews on our site. In some cases, we will also send you an email asking you to validate your review before it is published. All you need to do is click on the link provided in the email. After publication, our team checks each review reported to it as not meeting our publication criteria. Tripadvisor reviews that appear on the Viator site are subject to the same checks and moderation processes as set out above. It is not necessary to have booked an experience through Viator (or Tripadvisor) to submit a review of an experience to the Tripadvisor site.
Why you are seeing these recommendations
Compare Similar Experiences
Current

Likely to Sell Out
From Florence:Val d'Orcia Wine tour,Brunello Montalcino,Pienza and Montepulciano
45
10 hours
Free Cancellation
From
$227.90
81
12 hours
Free Cancellation
From
$90.10
6
9 hours
Free Cancellation
From
$364.89
8
11 hours
Free Cancellation
From
$275.61
6
9 hours
Free Cancellation
From
$307.41
18
9 hours
Free Cancellation
From
$667.81
0
10 hours
Free Cancellation
From
$519.41
Why you are seeing these recommendations
Explore Similar Things to Do
Food ToursPrivate and LuxuryBus ToursWine TastingsWalking ToursFull-day ToursDay TripsWalking & Biking ToursDay Trips & ExcursionsFood, Wine & NightlifeLuxury & Special OccasionsTours & SightseeingFlorenceFood Tours - TuscanyPrivate and Luxury - TuscanyBus Tours - TuscanyWine Tastings - TuscanyWalking Tours - TuscanyFull-day Tours - TuscanyDay Trips - TuscanyFood Tours - ChiantiPrivate and Luxury - ChiantiBus Tours - ChiantiWine Tastings - ChiantiWalking Tours - ChiantiFull-day Tours - ChiantiDay Trips - ChiantiFood Tours - San GimignanoPrivate and Luxury - San GimignanoBus Tours - San GimignanoWine Tastings - San GimignanoWalking Tours - San GimignanoFull-day Tours - San GimignanoDay Trips - San GimignanoCategory
Auditorium Santo Stefano al Ponte Vecchio Tours & TicketsFountain of Neptune Tours & TicketsLeonardo da Vinci Museum (Museo Leonardo da Vinci) Tours & TicketsFlorence Baptistery (Battistero di San Giovanni) Tours & TicketsPharmacy of Santa Maria Novella Tours & TicketsSalvatore Ferragamo Museum Tours & TicketsFlorence American Cemetery and Memorial Tours & TicketsPalazzo Vecchio Tours & TicketsPrada Outlet Tours & TicketsLoggia dei Lanzi Tours & TicketsGiotto's Bell Tower (Campanile di Giotto) Tours & TicketsPiazza della Signoria Tours & TicketsSan Marco Museum Tours & TicketsArno River Tours & TicketsBasilica of San Lorenzo (Basilica di San Lorenzo) Tours & TicketsGucci Garden (Gucci Museo) Tours & TicketsDante House Museum (Museo Casa di Dante) Tours & TicketsBrancacci Chapel (Cappella Brancacci) Tours & TicketsBrunelleschi's Dome (Cupola del Brunelleschi) Tours & TicketsBarberino Designer Outlet Tours & Tickets
Why you are seeing these recommendations
Sorting, ranking, and search results
Viator 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.
You’ll see some experiences with a “Promoted” badge, which means that the operators of those experiences have agreed to pay Viator more to have their experience highlighted.
If you see an Experience Award Winner label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Viator 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.
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.
You’ll see some experiences with a “Promoted” badge, which means that the operators of those experiences have agreed to pay Viator more to have their experience highlighted.
If you see an Experience Award Winner label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Viator 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.
Lowest Price Guarantee
We guarantee the lowest price on all 200,000+ experiences we sell. If you find the same product cheaper within three days of booking or while you're in your destination, we'll refund the difference.
It's Easy To Do