
Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch
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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
5.0/5
Based on 30 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch worth booking?
Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch is a 8-hour experience in Florence, Italy, from $199 per person. It scores 72 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 5/5 rating across 30 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 72 / 100
- Rating
- 5/5 (30)
- Duration
- 8 hours
- From
- $199 per person
Small-group tour for nature and wine lovers. We combine hiking, wine tasting and food tasting in a nice easy-day where everyone can enjoy beautiful landscapes, while drinking wines and tasting unique delicacies. You will
What you get
About this experience
Small-group tour for nature and wine lovers. We combine hiking, wine tasting and food tasting in a nice easy-day where everyone can enjoy beautiful landscapes, while drinking wines and tasting unique delicacies. You will have the chance to fully understand the unique wine region of Chianti Classico by foot, in an adventure of a life time. Spending the whole day sorrounded by vineyards and olive groves where you can actually touch it with your hands. You will enjoy a lovely family lunch and extra virgin olive oil as well. HIking and wine tasting at its best. The best way to explore Chianti Classico by foot during a 7 km hiking trip visiting 3 wineries, Tasting 10+ wines, 2 extra virgin olive oil and Salami and cheese tastings, WHAT ELSE..... IT'S A SUSTAINABLE EXPERIENCE. You will have memories of a lifetime and you won't leave traces behind. THE BEST TOUR WHEN IN FLORENCE
What's included
Included
- 7 km HIke on Easily-accessible paths, suitable for any skill levels
- Support small Local businesses
- Personalised experience run by a true local ! Max 7 pax
- Snacks
- Extra virgin olive oil tasting
- Wine expert-funny local guide always with you
- Alcoholic beverages
- Lunch
Not included
- Gratuities
What you'll see and do
Panzano in Chianti
Main town nearby
Pass by without stopping
Strada Statale 222 Chiantigiana
Drives through beautiful chianti landscapes
Pass by without stopping
Tuscany
Tuscany rolling hills
360 minutes here
Strada in Chianti
main roads taken during the day
Pass by without stopping
Where it starts and ends
Meeting point
Florence
In front of the bar CAFE' LIETTA, right at the corner with Via san gallo: https://maps.app.goo.gl/6GEUtyVjfHQ6Nr5t7
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
In front of the bar CAFE' LIETTA, right at the corner with Via san gallo: https://maps.app.goo.gl/6GEUtyVjfHQ6Nr5t7
Options you can book
Private Chianti Classico EXP
Private guided tour Private wine hike experience Lunch and 3 wine tastings minivan personalised pick up
Semi-private option
guide tour lunch and 3 wine tastings minivan transportation
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
- Mon, Tue, Wed, Thu, Fri
- Group size
- Up to 7 travelers per booking
- Operated by
- Sustainable travel Experiences and Tours - Out of the Box Florence -
Know before you go
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- No children under 12
- IMPORTANT TO WEAR comfy shoes ( TREKKING OR TRAIL RUNNING OR RUNNING SHOES), bring WATER and sunscreen lotions, hats or anything that normally uses for walking (like sticks)
- Not recommended for travelers with walking difficulties
Photos






What travelers are saying
Outty’s summary of the themes that recur across 30 traveler reviews. Written by us, not quoted from reviewers.
The guide
8 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
8 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
7 mentionsThe tastings and food stops are a highlight for most reviewers.
Physical effort
7 mentionsExpect real walking or climbing: reviewers mention the effort involved.
Good for families
5 mentionsReviewers traveling with kids report it landed well with their group.
Photo opportunities
4 mentionsThe views and photo stops come up again and again.
Traveler reviews
30 verified traveler reviews for Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch. Ratings and reviews provided by Viator and Tripadvisor.
Wonderful Wine & Hiking Trip to Chianti Classico!
Manuel was a very personable and knowledgeable guide. The semi-private tour made it a more intimate experience. We learned so much about Chianti Classico! We loved the first two small family wineries and even purchase some of their wine to ship home. Loved the flow of the tour ... driving to the first winery then hiking to the 2nd winery where we enjoyed a lovely and delicious lunch with mama's homemade pasta. After lunch, we hike to the last winery ... a larger corporate environment. The pace of the hikes was appropriate for the small group and we never felt rushed. We'd recommend this tour for wine lovers that enjoy a little movement and stunning scenery.
Response from the operator: Thank you so much !!! We are very happy to read beautiful words about our guide Manuel! Thank you for taking a sustainable tour during your stay! Come back soon for more adventures with out of the box Florence
via Tripadvisor
Amazing tour, amazing food and even better wine!
We bought this for my Dad’s 70th birthday and I’m so glad we did! My family and I had a wonderful time and the money was well worth it! Alessandro was a very friendly and knowledgeable tour guide and went above and beyond for us. Stefano was very helpful beforehand and everything was clearly explained to us. The journey from Florence was very comfortable. The hiking was just right - not too long and easy enough terrain but still very interesting with beautiful views! The 3 wineries were each very unique which gave us a really good insight into independent Tuscan family vineyards. We enjoyed 5 different wines in each vineyard and plenty of delicious food, including an amazing Italian lunch made by Ana at Vallone Di Cecione. I would recommend to anyone looking for day out near Florence.
Response from the operator: Magnificient !!! We are so happy to read this! We work very hard to read these beautiful words!!! So happy for our team work! Out of the box Florence Come back soon for more adventures
via Tripadvisor
Memorable Hiking & Wine Tasting Tour in Chianti Classico
Our tour experience in Chianti Classico with Manuel was very intimate, sharing the tour with another couple from the USA. Manuel shared his passion and knowledge of the area and its delicious wines. The hikes from winery to winery were not too strenuous and Manuel walked at a good pace. We enjoyed tasting wines from all 3 wineries but thoroughly enjoyed the experience at the 2 smaller family wineries.
Response from the operator: Amazing! thank you so much for your words! we appreciate the time for leaving us a review! thank you for choosing to travel in a sustainable way and visiting chianti classico!
via Tripadvisor
Outstanding Hiking Experience with Out of the Box Florence
My wife and I recently took a hiking tour with Out of the Box Florence and it was a great experience. Lorenzo our guide was incredible, knowledgeable, friendly and very passionate about the area we hiked. The 3 wineries were amazing. Would highly recommend this tour it was definitely the highlight of our trip.
Response from the operator: Thank you sooo much! your support is incredible and your words are melting gold for us ! Our team is giving 100% to make your holiday special. We are a tiny company working very hard!
via Tripadvisor
Don’t hesitate to book this one!!
This experience is incredible. Lorenzo is a true local and will guide you to 3 Chianti wineries by trekking. This is a small company and truly cares for a meaningful experience. Highly highly recommend.
Response from the operator: Thank you so much Kirsten!!! We are so happy that you have enjoyed the tour and we truly appreciate your support to our small little business. For a better tourism! Thank you so much from out of the box Florence
via Viator
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Mon, Tue, Wed, Thu, Fri
- Price range
- $199 to $350
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 11
- Verdict
- Strongly Recommended
Why this scores 72
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch cost?
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Prices start at $199 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 Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch take?
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Plan for about 8 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 Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch 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 (5/5 across 30 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch?
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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 Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch?
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Around 11 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 8-hour experience runs outdoors or after sunset.
Where does Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch 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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