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Tuscany Hill Towns Day Tour from Rome with Montalcino Wine and Cheese Tastings Instant Confirmation

Montalcino, Tuscany

Perfect for foodies and wine lovers! Visit Pienza to sample pecorino cheese and enjoy lunch at an organic farm. Taste local Brunello red wines at a vineyard in Montalcino, then explore the village.

  • Montalcino, Tuscany
  • Tuscany, vineyard
  • wine tasting, red wine
  • Tuscany
  • cheese, cheese tasting in Pienza
  • Tuscany, Tuscany tourist, castle
  • cheese tasting
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1 Select a date
2 Select the amount (# of participants, vehicles, hours, etc.)
You can book a maximum of 18.
Adult (Age 15 & over)
USD 182.25
USD 182.25
Child (Age 2-14)
USD 170.79
USD 170.79
Infant (Age 0-1)
Instant Confirmation USD 0.00 USD 0.00
USD 0.00
USD 0.00
*The price is subject to change depending on the start time or add-on(s) you choose.
Adult (Age 15 & over)
USD 182.25
USD 182.25
Child (Age 2-14)
USD 170.79
USD 170.79
Infant (Age 0-1)
  • Duration: 13.5 hour(s)
  • Available: Mon, Thu, Sat
  • Pick-up: Not available
  • Inclusion: Wine tasting / Lunch / Transportation fee / English-speaking guide / Special access ticket to climb Montalcino Castle Walls / Cheese tasting
Package detail / Schedule
Schedule & Location
  • Schedule
  • Check-in
    Time & Location
  • Check-out
    Time & Location

  • 07:00 Check-in at Piazza della Repubblica
  • 07:15 Pienza Visit and Cheese Tasting
    Tuscany Begin the tour by sampling Pienza's famed specialties like pecorino cheese, honey and jams. Enjoy free time to explore the enchanting town on your pace and make sure to visit the Pienza Cathedral.
  • Tuscan Lunch at an Organic Farm
    Chicken Stop by a charming farm and admire the scenery. Then pull up a chair for a delectable Tuscan feast which varies depending on the season. Partner your meal with local wines and enjoy your view of the Val d’Orcia region.
  • Montepulciano Castle
    tuscany-day-trips-from-rome-21 Enjoy the best views of Tuscany when you visit Montalcino Castle. Climb up to the lookout towers and take magnificent pictures of the unforgettable sights
  • Wine Tasting at Montalcino Vineyard
    wine tasting, red wine Sample some of Tuscany's best wines, including the Brunello di Montalcino. Learn about the wine-making process when you explore an acclaimed vineyard. Buy a bottle or two to take home from your Tuscan stay.
  • 20:15 Check-out at Piazza della Repubblica
    • This activity is not wheelchair accessible.
Required Items to Bring & Attire
    • Walking shoes
    • Comfortable clothing
Requirement(s) - Others
    • As this tour includes lunch, please be sure to notify us at the time of booking of any food allergies or preferences that you have.
Booking Requirements (# of participants, vehicles, hours, etc.)
    • You can book a maximum of 18.
Activity provider
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What languages are your tours conducted in?
  • English. This tour does not operate in multi-language, which means you’ll never have to wait for translations.
How will I recognize my tour guide?
  • Either your tour guide or a tour coordinator will be waiting at the tour meeting point 15 minutes before your tour start time. They will be holding up a sign with the Walks of Italy logo on it.
What If I’m running late to my tour?
  • We ask all guests to arrive at the tour meeting point at least 15 minutes before the scheduled start time of their tour. If you have difficulty finding the meeting point or are delayed along the way, please call the emergency phone number, (Italy) +39-069-480-4888 not the regular customer service number.
How far in advance should I book my tour?
  • It’s hard to say. We recommend booking as soon as you can as these services often sell out in advance and have limited-availability. If you know what tour you want to book though, we would always say to book as soon as you can.
The tour description says tour is 'all-inclusive'. What does that mean?
  • It means the tour price listed on our website includes all ticket, reservation and entrance fees. There won’t be any nasty surprises on the day of your tour, so you could leave your wallet at home (unless you felt like tipping your tour guide).
Do you accept last-minute bookings?
  • When we have space! Check the website for availability first. If you can’t find what you’re looking for there is a chance that it's sold out or it may just be off-sale because it's within a day or two of tour running time.
Should I tip my tour guide?
  • It’s really up to you. If you enjoyed your tour and feel like you received exemplary service from your guide, it is customary to leave a tip at the end of the tour. It’s not obligatory though and we won’t hold it against you if you don't – nor will your guide.
Can I take your tours if I have walking difficulties or require a wheelchair?
  • Unfortunately we are unable to accommodate wheelchairs on most of our group tours for a variety reasons. That said, in most cases we can serve wheelchair users on our private tours, to allow the guide to adapt the route to their particular requirements. Please get in touch with us before you book, however, and be aware that guests are responsible for propelling their own chairs – guides will be unable to do this.
I am traveling with a small child – can I bring a stroller with me?
  • Not on all tours. Please get in touch with our us before bringing a stroller on your tour. Some sites will not allow you to bring a stroller inside and we may not have suitable storage options. If you let us know in advance we can help you to arrange a suitable solution.
What should I bring on my tour?
  • We recommend all customers bring photo ID with their date of birth listed plus the confirmation voucher. For all tours involving walking, we would recommend that you wear comfortable shoes. If you’re visiting in warm weather (May – Sep) we recommend that you bring sunscreen, a bottle of water (which you can refill along the way) and a hat. During the cooler months we would recommend that you bring a coat and possibly a rain jacket and/or umbrella.
It’s raining, is my tour still running?
  • Yes! The tours run rain or shine. On some very rare occasions, when the weather is particularly dramatic, some outdoor sites may be closed. On these occasions we will try to contact you in advance, where we have warning.
What’s the difference between a ‘group’ and a ‘private’ tour?
  • A group tour is one where you join a group of other travellers and a single guide – our groups are usually around 12 people, although they can be a little larger, particularly on day trips. Because our groups are so small, you’ll still find it easy to hear and interact with your guide and it's more effective than a private tour, which is when you pay to have your own personal tour guide (and/or transfer) just for you.
My tour includes a church visit, what should I wear?
  • Dress code at Catholic churches and religious sites requires that both women and men cover their shoulders and knees. In summer we recommend that men wear t-shirts and long shorts that cover their knees. For women, if you are wearing a strapless top or dress, bring a cardigan. If you are wearing shorts, we recommend bringing a sarong to wrap around you inside.
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Payment/Cancellation policy
Payment type
Credit card payment
Cancellation Policy
  • Any cancellations made after 07:15 local time, 3 business days prior to the activity will be subject to a charge of 100% of the total amount.
USD 182.25
USD 182.25

Taxes & fees included

1% Reward Points
(5.00/5.00) 5.00 / 5
(2 reviews)
Language English
Pick-up Not available
Duration 13.5 hour(s)
Availability Mon, Thu, Sat
Meal Lunch


by: The best place
The perfect place. Amazing food!!! Roberta was the perfect companion giving us all the information and taking care all we needs. The cheese and olive oil, the small stores, landscape y the wine made...more
by: JeanCarlosV
The tour was very complete. We loved the places we visit, the food we tried was delicious. Very smooth everything!
Added to Wish List
USD 182.25
USD 182.25
5.00 / 5
Tuscany Hill Towns Day Tour from Rome with Montalcino Wine and Cheese Tastings