
Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting
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Quick answer
Is Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting worth booking?
Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting is a 11-hour experience in Florence, Italy, from €139 per person. It scores 55 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 55 / 100
- Rating
- Not yet rated
- Duration
- 11 hours
- From
- €139 per person
Escape Florence for a full-day journey through the heart of Tuscany’s Val d’Orcia, a UNESCO World Heritage landscape of rolling hills, vineyards, olive groves, and cypress-lined country roads. Visit three of the region’s most beautiful towns, Montalcino, Pienza, and Montepulciano, each known for its history, views, and authentic Tuscan character. Begin in Montalcino, home of the world-famous Brunello wine, where you’ll visit a wine cellar and enjoy a tasting. Continue to Pienza, the Renaissance “ideal city,” famous for its architecture, panoramic views, and Pecorino cheese. Finally, explore Montepulciano, renowned for Vino Nobile, and enjoy another wine and Pecorino tasting inside a historic underground cellar before returning to Florence.
What you get
About this experience
Escape Florence for a full-day journey through the heart of Tuscany’s Val d’Orcia, a UNESCO World Heritage landscape of rolling hills, vineyards, olive groves, and cypress-lined country roads. Visit three of the region’s most beautiful towns, Montalcino, Pienza, and Montepulciano, each known for its history, views, and authentic Tuscan character. Begin in Montalcino, home of the world-famous Brunello wine, where you’ll visit a wine cellar and enjoy a tasting. Continue to Pienza, the Renaissance “ideal city,” famous for its architecture, panoramic views, and Pecorino cheese. Finally, explore Montepulciano, renowned for Vino Nobile, and enjoy another wine and Pecorino tasting inside a historic underground cellar before returning to Florence.
What's included
Included
- Brunello wine tasting in Montalcino
- Visit to a wine cellar in Montalcino
- Free time in Montalcino, Pienza, and Montepulciano
- Round-trip transportation from Florence by air-conditioned tour vehicle
- Opportunity to visit or retrace the famous Gladiator’s Walk
- Vino Nobile wine tasting in Montepulciano
- Expert multilingual tour leader/guide
- Possibility to purchase wine and cheese at competitive prices
- Cheese tasting in Pienza, including Pecorino
- Visit to a winery or historic cellar in Montepulciano
Not included
- Hotel pickup and drop-off
What you'll see and do
Meet your tour leader at the Tours & News Kiosk at Piazzale Montelungo Bus Terminal, located about 5–10 minutes on foot from Santa Maria Novella Train Station. Look for staff wearing a fuchsia jacket before departing Florence.
90 minutes here
Val D'Orcia
Travel through the scenic Val d’Orcia, a UNESCO World Heritage landscape famous for rolling hills, vineyards, olive groves, cypress trees, and postcard-perfect countryside views. Enjoy the beauty of classic Tuscany as you move between Montalcino, Pienza, and Montepulciano.
Pass by without stopping
Montalcino
Visit Montalcino, a charming Tuscan hilltop town known worldwide for Brunello wine. Enjoy time to wander through its picturesque streets and admire panoramic views over the countryside, vineyards, olive groves, and cypress-lined roads.
90 minutes here
Montalcino
Visit a wine cellar in Montalcino and discover one of Tuscany’s most celebrated wine traditions. Enjoy a tasting of Brunello wine and learn more about the flavors that make this area famous.
90 minutes here
Pienza
Explore Pienza, the Renaissance “ideal city” designed in the 15th century for Pope Pius II. Admire architectural landmarks such as the Duomo and Palazzo Piccolomini, enjoy panoramic views over Val d’Orcia, and taste the famous Pecorino cheese of Pienza.
90 minutes here
Montepulciano
Continue to Montepulciano, a beautiful hilltop town famed for its Vino Nobile vineyards, Renaissance architecture, and cinematic charm. Enjoy free time to explore its historic streets and soak in the atmosphere of one of Tuscany’s most elegant wine towns.
90 minutes here
Montepulciano
End the Tuscan tasting experience inside a historic underground cellar in Montepulciano. Savor Vino Nobile wine and Pecorino cheese while surrounded by the atmosphere of one of Tuscany’s most traditional wine towns.
90 minutes here
Val D'Orcia
If included in the final route, enjoy the opportunity to retrace or view the famous Gladiator’s Walk, one of the most iconic countryside scenes associated with the Val d’Orcia landscape. This is a great stop for photos and panoramic views.
30 minutes here
Florence
Relax on the return journey to Florence after a full day of Tuscan towns, wine cellars, Pecorino cheese, and Val d’Orcia landscapes.
90 minutes here
Where it starts and ends
Meeting point
Florence
Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. You will find us in fuchsia shirts. Please make sure to arrive 15 minutes before the tour starts.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. You will find us in fuchsia shirts. Please make sure to arrive 15 minutes before the tour starts.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Italy Adventures
Know before you go
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- Comfortable walking shoes are recommended
Photos






Good to know
- Duration
- 11 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- €139 to €249
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Who runs this experience
Operated by Italy Adventures, who run 13 experiences we rank across 2 cities, with an average Outty Ranking of 45.7.
See everything Italy Adventures runsWhy this scores 55
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting cost?
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Prices start at €139 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 Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting take?
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Plan for about 11 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 Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting worth it?
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It holds an Outty Ranking of 55 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 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 Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting?
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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 Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 11-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting?
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Around 0 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-hour experience runs outdoors or after sunset.
Where does Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting 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 -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. 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.
What is included in Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting?
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Included: Brunello wine tasting in Montalcino; Visit to a wine cellar in Montalcino; Free time in Montalcino, Pienza, and Montepulciano; Round-trip transportation from Florence by air-conditioned tour vehicle; and Opportunity to visit or retrace the famous Gladiator’s Walk. Not included: Hotel pickup and drop-off. Always check the voucher for the final list before you travel.
Where is the meeting point for Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting?
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Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. You will find us in fuchsia shirts. Please make sure to arrive 15 minutes before the tour starts. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.
What languages is Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting offered in?
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It is offered in English and Spanish. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting wheelchair or stroller accessible?
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The operator notes: Specialized infant seats are available. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Val d’Orcia Day Trip from Florence with Wine and Cheese Tasting if the weather is bad?
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It generally runs rain or shine, so dress for the forecast in Florence. Standard cancellation terms apply: free cancellation up to 24 hours before the start.
Ready to lock in your spot?
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