
Umbria like a local: Private Wine Tasting & Dining Experience
Traveler rating
5.0/5
Based on 7 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Umbria like a local: Private Wine Tasting & Dining Experience worth booking?
Umbria like a local: Private Wine Tasting & Dining Experience is a 9-hour experience in Arezzo, Italy, from $794 per person. It scores 53 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 7 reviews. This booking is non-refundable, so pick your date carefully. Same-day spots are currently showing.
- Outty Ranking
- 53 / 100
- Rating
- 5/5 (7)
- Duration
- 9 hours
- From
- $794 per person
This isn’t your average wine tour—it’s a relaxed, hyper-local adventure around one of Umbria’s hidden gems: Lake Trasimeno. What sets us apart is the mix of boutique wineries, charming lakeside villages, and those off-the-beaten-path moments that feel so authentically Italian. And the best part? You’ll be hosted by Monia—your local culture ambassador, storyteller, and all-around Umbria insider. She’ll connect you with the land, the people, and the wine in a way that’s personal, meaningful, and seriously fun. No big buses, no boring scripts—just real connections, great wine, and unforgettable views.
What you get
About this experience
This isn’t your average wine tour—it’s a relaxed, hyper-local adventure around one of Umbria’s hidden gems: Lake Trasimeno. What sets us apart is the mix of boutique wineries, charming lakeside villages, and those off-the-beaten-path moments that feel so authentically Italian. And the best part? You’ll be hosted by Monia—your local culture ambassador, storyteller, and all-around Umbria insider. She’ll connect you with the land, the people, and the wine in a way that’s personal, meaningful, and seriously fun. No big buses, no boring scripts—just real connections, great wine, and unforgettable views.
What's included
Included
- Private transportation
- Dinner
- Lunch
- Snacks
Not included
- Breakfast
- Tips
Where it starts and ends
Meeting point
Arezzo
You will find bar Mayfair across the main pier and close to the main church. Monia or someone from her team will be sitting at a table in the patio in the piazza, holding a sign with "WhenInUmbria" written on it.
Hotel pickup
Pickup is available for selected locations. Pickup begins about 60 minutes before departure.
Ends at
You will find bar Mayfair across the main pier and close to the main church. Monia or someone from her team will be sitting at a table in the patio in the piazza, holding a sign with "WhenInUmbria" written on it.
Options you can book
Romantica
Romantic PicNic Duration: 8 hours Mercedes E Class Pickup included
Taste Of Umbria: Private Wine Tasting and Dining Experience
Pickup included
Before you book
- Cancellation
- All sales are final. No refund is available for cancellations.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- WhenInUmbria
Photos






What travelers are saying
Outty’s summary of the themes that recur across 7 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
5 mentionsThe tastings and food stops are a highlight for most reviewers.
Good for families
3 mentionsReviewers traveling with kids report it landed well with their group.
The guide
2 mentionsTravelers single out the guide as the reason the experience works.
Small groups
2 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
7 verified traveler reviews for Umbria like a local: Private Wine Tasting & Dining Experience. Ratings and reviews provided by Viator and Tripadvisor.
Excellent. A must while in Italy!
Wonderful experience. Monia did a fantastic job, I felt part of her extended family during my visit there. All activities were nicely curated to my interests. I enjoyed every moment of my time there. The food and the wine were the cherry on top!
via Tripadvisor
Amazing
We went to Umbria as a family last summer and had the best vacation. We stayed in Passignano, and Monia knew all the best spots and was an amazing guide (and friend) throughout our visit. I went with my mother and my grandparents and she made things interesting for each and every one of us. Highly recommend visiting with her.
via Tripadvisor
Exceptional food, wine, experience & service
WhenInUmbria, and specifically Monia, is a treasure for travelers who seek rich, immersive experiences and authentic connections in and around Umbria. The food was delectable, the wines delicious, and the experience among the most positive and memorable of all my travels. Highly recommend!
via Tripadvisor
The best way to visit Italy authentically is with Monia and When In Umbria
I visited Umbria with Monia in for a week in both July of 2025 and June of 2023. The experience was amazing to say the least. Monia is so helpful when you first arrive, getting you to your AirBnB and giving you the lay of the land. I got to go on a tour of the historic castle, she gave us so many recommendations for places to eat, and other villages near by to check out. If you want to experience Italy the way the locals do, you have to do it with Monia. She seems to know everyone in town, and gives you a real taste of la dolce vita. Hands down the bet dinner of my life was one Monia took us to in the hills of Umbria. It was this amazing restaurant over looking the countryside. The food was incredible, and we stayed into the wee hours of the night drinking limoncello with the owner of the restaurant because Monia was close with him. She also took us to this picnic in the countryside with tons of food vendors where we sat on the rolling hills and watched the most beautiful sunset. She also introduced us to the Umbria Jazz festival in Perugia (a quick 20 minute train ride away) where I saw jazz icon Herbie Hancock perform. I can not emphasize enough how amazing this experience was; there is no better way to see Italy.
via Tripadvisor
I travelled to Umbria with my friends and it was amazing, we had little experience planning a trip so the help was great
We stayed in a cute house the town of Passignano and we had a great itinerary planned for us, welcomed us with hospitality
via Tripadvisor
Good to know
- Duration
- 9 hours
- Free cancellation
- Non-refundable
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Available for selected locations
- Booked in 30 days
- 2
- Verdict
- Worth a Look
Why this scores 53
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Umbria like a local: Private Wine Tasting & Dining Experience: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Arezzo.
How much does Umbria like a local: Private Wine Tasting & Dining Experience cost?
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Prices start at $794 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 Umbria like a local: Private Wine Tasting & Dining Experience take?
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Plan for about 9 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 Umbria like a local: Private Wine Tasting & Dining Experience worth it?
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It holds an Outty Ranking of 53 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 7 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable food & drink in Arezzo, and how flexible the cancellation terms are.
Can I cancel or reschedule Umbria like a local: Private Wine Tasting & Dining Experience?
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No. This experience is sold on a non-refundable basis, so only book a date you are confident about. Similar experiences in the city do offer free cancellation if flexibility matters more than price.
Is Umbria like a local: Private Wine Tasting & Dining Experience suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Umbria like a local: Private Wine Tasting & Dining Experience?
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Around 2 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 9-hour experience runs outdoors or after sunset.
Where does Umbria like a local: Private Wine Tasting & Dining Experience 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.
What is included in Umbria like a local: Private Wine Tasting & Dining Experience?
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Included: Private transportation; Dinner; Lunch; and Snacks. Not included: Breakfast; and Tips. Always check the voucher for the final list before you travel.
Does Umbria like a local: Private Wine Tasting & Dining Experience include hotel pickup?
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Yes, pickup is offered, or you can meet at the start point instead from 5 listed pickup locations in and around Arezzo. Be ready about 60 minutes before the start time. You can also enter a custom pickup address when booking.
What languages is Umbria like a local: Private Wine Tasting & Dining Experience offered in?
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It runs in English. 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 Umbria like a local: Private Wine Tasting & Dining Experience?
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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.
What happens to Umbria like a local: Private Wine Tasting & Dining Experience if the weather is bad?
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This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.
What do travelers say about Umbria like a local: Private Wine Tasting & Dining Experience?
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Across 7 reviews averaging 5.0 out of 5, recurring themes include food and drink, good for families, the guide. The tastings and food stops are a highlight for most reviewers.
What booking options are available for Umbria like a local: Private Wine Tasting & Dining Experience?
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There are 2 options to choose from, including Romantica, Taste Of Umbria: Private Wine Tasting and Dining Experience. Prices and start times differ by option, so compare them on the booking screen.
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