Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.7/5
Based on 53 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings worth booking?
Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings is a 11.5-hour experience in Florence, Italy, from $46 per person. It scores 72 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.7/5 rating across 53 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 72 / 100
- Rating
- 4.7/5 (53)
- Duration
- 11.5 hours
- From
- $46 per person
Leave the crowds of Florence behind and journey into the heart of Tuscany with a full-day tour of the stunning Val d’Orcia, a UNESCO World Heritage Site. Discover the charming hilltop towns of Montalcino, Pienza, and Mon
What you get
About this experience
Leave the crowds of Florence behind and journey into the heart of Tuscany with a full-day tour of the stunning Val d’Orcia, a UNESCO World Heritage Site. Discover the charming hilltop towns of Montalcino, Pienza, and Montepulciano while enjoying two wine and pecorino cheese tastings. Begin in Montalcino, home of the renowned Brunello wine, where you will visit a traditional winery and taste local flavors in an authentic setting. Take time to explore the town and admire sweeping views of vineyards, olive groves, and rolling hills. Continue to Pienza, the Renaissance “ideal city,” famous for its harmonious architecture and breathtaking panoramas over the Val d’Orcia. Stroll through its picturesque streets and discover local specialties, including pecorino cheese. End your day in Montepulciano, known for its Vino Nobile and elegant historic center. Enjoy your second tasting in a historic underground cellar before relaxing on the return journey to Florence.
What's included
Included
- Visit to a wine cellar in Montalcino with tour of the wine cellars and tasting of Brunello Wines
- Free time in Pienza, Montalcino and Montepulciano
- Possibility of buying wine and cheese at a very competitive price
- Roundtrip journey by fully-fitted GT Coach
- Expert multilingual escort
- Visit to a winery in Montepulciano with tasting of the “Vino Nobile”
- Pienza'pecorino cheese tasting
What you'll see and do
Florence
Piazzale Montelungo (Departure Point): Begin your day in Florence at Piazzale Montelungo, where you will check in with our staff and meet your tour leader. As the journey starts, sit back and relax while leaving the city behind. From the comfort of your bus, you’ll enjoy views of Florence’s historic center before the scenery changes into the rolling Tuscan hills, dotted with vineyards, olive groves, and cypress trees.
120 minutes here
Val D'Orcia
Discover the postcard views of the green, rolling hills in Val d’Orcia. Meet your friendly, local tour guide at Piazzale Montelungo Bus Terminal. Piazzale Montelungo is located 5-10 minutes walking distance from Santa Maria Novella train station. Grab a seat on the comfortable coach bus, and you will shortly depart for the scenic beauty of Val d’Orcia! During the picturesque drive, your guide will dive into some interesting information about the towns and lush land of the Valley. The drive to Val d’Orcia will take about two hours.
120 minutes here
Montalcino
Your first stop will be Montalcino, the Medieval town par excellence dominated by its massive fortress. In just about thirty minutes you will reach the hometown of Brunello and you will have some free time to explore the most authentic borgo of Val d’Orcia. Breathe in the peaceful atmosphere and step back to the past while taking a stroll down its steep alleys.
120 minutes here
Pienza
Next, visit Pienza, a UNESCO World Heritage Site and a true Renaissance gem. Known as the “ideal city,” it offers breathtaking panoramic views of the Val d’Orcia. Stroll through its picturesque streets, visit the Cathedral, and discover local shops selling the famous pecorino cheese. This is the perfect place to enjoy the beauty and harmony of Tuscan architecture.
60 minutes here
Montepulciano
You will then head the charming hilltop town of Montepulciano. Enjoy free time to explore at your own pace: wander through its narrow streets, admire elegant Renaissance palaces, and take in stunning views over the surrounding countryside. Don’t miss Piazza Grande, the heart of the town, and soak in the authentic Tuscan atmosphere.
120 minutes here
Florence
Return to Florence: After a full day of discoveries, relax on the comfortable bus as you make your way back to Florence. Enjoy the scenic Tuscan landscapes one last time while being looked after by your tour leader, who will accompany you throughout the journey until your return.
120 minutes here
Where it starts and ends
Meeting point
Florence
TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!
Options you can book
Tour in Portuguese
Tour in English
Tour in Spanish
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- pt, en, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Ciao Florence Tours Srl
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
- The order of the visits may change
Photos
What travelers are saying
Outty’s summary of the themes that recur across 53 traveler reviews. Written by us, not quoted from reviewers.
The guide
7 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
7 mentionsThe tastings and food stops are a highlight for most reviewers.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Photo opportunities
3 mentionsThe views and photo stops come up again and again.
Organization
2 mentionsPickup, timing, and logistics are described as running smoothly.
Traveler reviews
53 verified traveler reviews for Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings. Ratings and reviews provided by Viator and Tripadvisor.
Be wary of tour operator,...
Be wary of tour operator, my tour was changed with knowledge, not given opportunity to cancel or change to a tour of my choosing. Several of participants became lost on tour and number given to call was not enabled as per message when calling. Tour operator did not respond to inquiries regarding change of tour nor to message sent in app about becoming lost when unable to reach by phone! Viator was of no assistance in an agreeable resolution of these issues.
via Viator
Beautiful Tuscany
Gratzie John. Amazing lunch and Brunello wine. Wonderful landscape. Maybe the beer tasting and the abbey to skip. 5 stars in any case.
via Tripadvisor
Really good
Thanks to paulo and john we had a fantastic day. The lunch was great. One of the best group tours I have ever done. Price/quality top
via Tripadvisor
Pleasant outing in Tuscana
We had a lovely day out on this trip. There were 14 of us in the group so we were in a mini bus (with no toilet) but it was very pleasant. The tour guide (Julia) was very knowledgeable and helpful and made sure we were all ok. Pienza was amazing. I rate it as one of my favourite towns in Tuscana. Good tour, tour guide and bus driver.
via Tripadvisor
Lovely tour experience with yummy food
Amy has been a great guide she is patient Love how she explain everything well with soft spoken voice and interesting story telling . It was wonderful time with her . Food was great and we got lemonade at the end. Highly recommended . She made my trip in Florence better :)
via Tripadvisor
Good to know
- Duration
- 11.5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $46 to $92
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 19
- Verdict
- Strongly Recommended
Why this scores 72
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings cost?
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Prices start at $46 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings take?
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Plan for about 11.5 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Florence is not rushed.
Is Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings worth it?
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It holds an Outty Ranking of 72 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.7/5 across 53 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 11.5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings?
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Around 19 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Florence can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Florence and add a light layer if any part of the 11.5-hour experience runs outdoors or after sunset.
Where does Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Florence within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Florence?
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On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER, Florence Pizza or Pasta Class & Gelato Making at a Tuscan Farm, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Florence?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Florence?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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