Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine
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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.
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Quick answer
Is Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine worth booking?
Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine is a 5-hour experience in Arezzo, Italy, from $120 per person. It scores 56 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
- 56 / 100
- Rating
- Not yet rated
- Duration
- 5 hours
- From
- $120 per person
Hosted personally by a local curator specialized in private experiences. Not a tour, but a privately curated day through the hidden treasures of Cortona Valley. Access medieval castle, historic abbey, and secret estat
What you get
- Booster seat
- Private transportation
- Pricing reflects the fully private nature of the experience, tailored exclusively to your group.
- Bottled water
- Private castle visit arranged exclusively for you, with no overlapping guests.
- Double strolleravailable upon request. No extra charge
About this experience
Hosted personally by a local curator specialized in private experiences. Not a tour, but a privately curated day through the hidden treasures of Cortona Valley. Access medieval castle, historic abbey, and secret estates normally closed to visitors, all at a relaxed pace. Along the way, you’ll pick and collect hidden local treasures, from artisanal products to olives and specialty ingredients, later enjoyed with a refined Tuscan wine pairing. Enjoy a private lunch and tasting with a curated itinerary, ensuring no overlapping groups and a premium pickup experience. Every moment is designed to delight your senses and create memories that last. Fully private, each step is carefully crafted to immerse your group in Tuscany’s culture, traditions, and seasonal delights — far from the crowds and tailored entirely to your experience.
What's included
Included
- Booster seat
- Private transportation
- Pricing reflects the fully private nature of the experience, tailored exclusively to your group.
- Bottled water
- Private castle visit arranged exclusively for you, with no overlapping guests.
- Double strolleravailable upon request. No extra charge
- Exclusive winery visit scheduled with no overlapping groups
- Curated lunch with fine wines in a special setting for your comfort
Not included
- Everything that is not expressly included.
- Exclusive transfer from accommodations beyond the included area can be arranged - additional fee
- All gratuities are optional and fully donated to help children with rare diseases and their families
What you'll see and do
Cortona
Each journey unfolds as a gentle crescendo of emotions — intentionally left unrevealed, so it can be felt rather than explained. Some moments are meant to surprise you along the way. We follow a thoughtful structure, yet no day is ever the same. Each season brings its own atmosphere, flavors, and encounters, and every proposal reflects what the land genuinely offers at that moment. Nothing is replicated — everything is real, local, and shaped by time and place. Come and live it for yourself. We have a feeling it will stay with you.
60 minutes here
Cortona
From the olive tree to the bottle After Cortona, we move to an authentic 19th-century olive mill, fully updated for today, beginning the story beneath the branches of centuries-old olive trees. You’ll follow the journey of extra virgin olive oil — from the earth and fruit to the modernized press — and finish by tasting and selecting the bottle that most delights your palate. Every moment is crafted to be memorable, educational, and uniquely yours.
60 minutes here
Castello di Montecchio Vesponi
Private entry and guided tour — exclusively for you. A medieval castle of breathtaking beauty, a magical place that even the Queen Mother of England visited in 1992. Wander through its halls, feel the history in the stones, and let the atmosphere of centuries-old walls surround you. Some moments are meant to be experienced, not described.
60 minutes here · Admission included
Castiglion Fiorentino
We’ll journey through the stunning Val di Chiana, along white country roads, charming villages, and the historic Via delle Leopoldine, in search of authentic local delights to bring with you to the final stop. The landscape, scents, and colors of the countryside will guide your senses, making the journey a series of memorable discoveries.
Pass by without stopping
Abbazia Farneta
The Abbey of Farneta — a journey through time We’ll step into the Abbey of Farneta, a place where history, spirituality, and serene beauty converge. Every stone, arch, and cloister tells centuries of stories, quietly preserving the echoes of the past. Wander through its halls and gardens, feel the calm of its sacred spaces, and let the atmosphere transport you beyond the ordinary. And, weather permitting, the journey continues to the vineyards where Master Fabrizio cultivates his black gold. Among the sunlit rows of vines, you’ll sense the passion, tradition, and care that make this land extraordinary — a discovery for all your senses.
60 minutes here · Admission included
Cantina Doveri
Final stop — a culinary celebration We conclude the day with a lunch and wine pairing at the Val di Chiana’s finest Syrah producer, where the local treasures you’ve discovered along the way will be revealed and savored. We won’t disclose more… but rest assured, the level of quality and care in every detail is exceptional. Every bite and sip is designed to delight your senses and celebrate the journey you’ve shared.
60 minutes here · Admission included
Cortona
As we return to the meeting point, the journey doesn’t end — it stays with you. Secure your private tour now! N.B. At EBKexperience, we believe that true luxury also means responsibility. For this reason, all gratuities are entirely donated to an association supporting children affected by rare diseases, helping fund care, research and daily assistance for families in need. This contribution is never expected, yet always appreciated — and transformed into something meaningful beyond the experience itself.
10 minutes here
Where it starts and ends
Meeting point
Arezzo
market square located just outside the town, marked by a large statue of Garibaldi.
Meeting point
Arezzo
Square located just outside the pedestrian area, laid out as a roundabout and marked by a large statue of Garibaldi.
Hotel pickup
Pickup is available for selected locations. Pickup begins about 5 minutes before departure.
Ends at
market square located just outside the town, marked by a large statue of Garibaldi.
Ends at
Square located just outside the pedestrian area, laid out as a roundabout and marked by a large statue of Garibaldi.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 4 travelers per booking
- Operated by
- EBK Luxury Experience
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
Photos
Good to know
- Duration
- 5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $120 to $597
- Hotel pickup
- Available for selected locations
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 56
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Arezzo.
How much does Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine cost?
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Prices start at $120 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Arezzo usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine take?
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Plan for about 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 Arezzo is not rushed.
Is Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine worth it?
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It holds an Outty Ranking of 56 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 Arezzo, and how flexible the cancellation terms are.
Can I cancel or reschedule Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine?
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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 Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine?
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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 Arezzo 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 Arezzo and add a light layer if any part of the 5-hour experience runs outdoors or after sunset.
Where does Cortona Private Pick&Taste - Valley, Castle With Lunch and Wine 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 Arezzo 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 Arezzo?
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On Outty we rank every Arezzo experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Tour of the vineyards and tasting of Evo wines and oil in Tuscany, Wine and olive oil tastings with the locals, Cellar Tour & Wine Tasting. 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 Arezzo?
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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 Arezzo?
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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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