
Florence Great Chianti Wine and Olive Oil Trail with Lunch
Traveler rating
4.9/5
Based on 24 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Florence Great Chianti Wine and Olive Oil Trail with Lunch worth booking?
Florence Great Chianti Wine and Olive Oil Trail with Lunch is a 7-hour experience in Florence, Italy, from $128 per person. It scores 72 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.9/5 rating across 24 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 72 / 100
- Rating
- 4.9/5 (24)
- Duration
- 7 hours
- From
- $128 per person
Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region, where vineyards, olive trees, and medieval villages shape a timeless landscape. Visit three award-winning wineries, taste Chianti and Chianti Classico wines, explore cellars, walk through vineyards, and enjoy a gourmet 3-course Tuscan lunch at a boutique estate. Learn the secrets of olive oil at a historic property and explore a charming Medieval village of the Chianti region. Become a sommelier for a day as you learn to evaluate wine like a pro, surrounded by breathtaking views of castles and hills. Upgrade to a semi-private version (max 8 guests), led by a certified wine expert, with premium tastings, in-depth cellar visits, and a special focus on bold, elegant Supertuscan wines.
What you get
About this experience
Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region, where vineyards, olive trees, and medieval villages shape a timeless landscape. Visit three award-winning wineries, taste Chianti and Chianti Classico wines, explore cellars, walk through vineyards, and enjoy a gourmet 3-course Tuscan lunch at a boutique estate. Learn the secrets of olive oil at a historic property and explore a charming Medieval village of the Chianti region. Become a sommelier for a day as you learn to evaluate wine like a pro, surrounded by breathtaking views of castles and hills. Upgrade to a semi-private version (max 8 guests), led by a certified wine expert, with premium tastings, in-depth cellar visits, and a special focus on bold, elegant Supertuscan wines.
What's included
Included
- Semi-private upgrade (max 8 ) with certified expert & Supertuscan wines focus (if option chosen))
- English-speaking driver
- 3-course Typical Tuscan meal
- Guided tour of an olive oil mill and tastings
- Round-trip transportation from Florence on a luxury Mercedes Minibus with free WIFI
- Guided tour to an iconic Tuscan village and to 3 wineries and tasting
Not included
- Hotel pick up and drop off
- Tips are optional and at the discretion of the customer
What you'll see and do
Florence
Begin your day with a warm welcome in Florence, where you’ll meet your professional guide. Settle into your comfortable Mercedes minibus and enjoy a relaxing drive through the rolling hills of Tuscany. Along the way, your guide will introduce you to the world of Chianti Classico, preparing your palate for a day filled with flavor, tradition, and breathtaking landscapes.
Pass by without stopping
Tuscany
Stop at an ancient noble estate nestled among olive groves and cypresses. Here, you’ll take a guided tour of a beautifully preserved olive oil mill that blends centuries-old tradition with modern techniques. Learn how extra virgin olive oil is produced, from harvest to press, and enjoy a guided tasting session of premium oils. Discover how texture, color, and flavor vary by terrain and production methods, and learn to pair olive oil with food like a local.
60 minutes here
Tuscany
Head to a boutique winery in the heart of Chianti Classico. Walk through historic cellars and sun-drenched vineyards as your sommelier explains how Sangiovese, Canaiolo, and other native grapes are blended to create one of the most famous wines in the world. Enjoy a tasting of selected vintages, learning how to assess aroma, structure, acidity, and finish — all while surrounded by views of the Tuscan countryside.
60 minutes here
Tuscany
No trip to Chianti is complete without exploring one of its iconic medieval villages. Enjoy free time to stroll the cobbled streets of an enchanting Medieval village, browse the local bottegas, and take photos in its postcard-worthy piazza. Your guide will share insights into the area’s history, culture, and importance to Tuscan identity.
30 minutes here
Tuscany
Continue your journey to another scenic winery, where you’ll be treated to a 3-course gourmet Tuscan lunch, served with perfectly paired wines. Savor authentic regional dishes made with fresh, local ingredients as you dine in an intimate, rustic setting. Your sommelier will guide you through the food and wine pairings, highlighting how Chianti wines enhance the flavors of Tuscan cuisine.
120 minutes here
Florence
As the sun begins to set over the vineyards, relax on your return journey to Florence. Soak in the last views of olive groves and castles, reflect on everything you’ve learned, and ask your sommelier any lingering questions about the wines, olive oil, or Tuscan traditions. Expect to return with lasting memories—and maybe even a bottle or two. Then, head back to Florence in a confortable Mercedes Minivan or Mercedes Sprinter
60 minutes here
Where it starts and ends
Meeting point
Florence
Please be at the meeting point 15 minutes before the scheduled departure time. Florence - Via dei Vagellai, 22 red, corner with Piazza Mentana (opposite to the Arno River)
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Please be at the meeting point 15 minutes before the scheduled departure time. Florence - Via dei Vagellai, 22 red, corner with Piazza Mentana (opposite to the Arno River)
Options you can book
Semi-private Supertuscan Wine
Crave deeper wine knowledge?: Upgrade to a semi-private tour (max 8). Taste Supertuscans, visit hidden cellars, and enjoy a wine experience with an expert
Wine & Oil Private Group tour
Group size just for you!: Your own local guide: taste wine and lunch in Chianti visiting a medieval town in your own language in a private day trip!
Wine & Oil Small-Group Tour
Join our tour in Chianti: Taste wine & olive oil, enjoy a Tuscan lunch, visit Greve. Authentic flavors and scenic charm.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Towns of Italy
Know before you go
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
- The tour runs rain or shine
- No-shows will not be refunded
- Please note that Italy's law doesn't permit selling alcoholic beverage to teens under 18 y.o. so clients under this age will be served non-alcoholic beverages
- We love pets, but to ensure everyone's comfort and safety, we kindly ask that you leave your furry friends at home for this tour
- Please meet our staff at meeting point in Florence 15 minutes before the tour departure time
- Please read carefully If your tour is scheduled to take place on or after March 1, 2027, the new meeting point will be: Towns of Italy - Tourist Hub & Cooking School - Florence Largo Pietro Annigoni, 9A - 50122 Florence
Photos






What travelers are saying
Outty’s summary of the themes that recur across 24 traveler reviews. Written by us, not quoted from reviewers.
The guide
9 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
6 mentionsThe tastings and food stops are a highlight for most reviewers.
Knowledge and storytelling
4 mentionsReviewers describe the commentary as informative rather than scripted.
Photo opportunities
4 mentionsThe views and photo stops come up again and again.
Traveler reviews
24 verified traveler reviews for Florence Great Chianti Wine and Olive Oil Trail with Lunch. Ratings and reviews provided by Viator and Tripadvisor.
It was a fun day at three...
It was a fun day at three very different wineries in Tuscany. Our tour guide Peter and the winery guides were excellent. The countryside was beautiful as well.
via Viator
Great trip
Great trip. Definitely worth the time and money. Beautiful vineyards, photo ops and great staff at each vineyard. FYI…..you start sipping wine at 10:15 am, if you’re ok with that 😏 our guide—Yo— was great.
via Viator
Our best and most memorable tour so far!
Daria is the best tour guide we have had in our 9 days in Florence so far. This tour was also 100 times better than the other tour we took earlier this week which was supposed to include a Tuscan wine tasting but we had to stand, hold both food and wine (a much smaller portion) which barely lasted 10.minutes. Daria was very knowledgeable and friendly. I would highly recommend to everyone!
via Viator
3 different wineries.
We took a trip to three different wineries excellent views . Christina was amazing!!
via Tripadvisor
Great wine, vineyards, and amazing host
The wine tour was amazing! Got to see some beautiful vineyards and even made a stop at the piazzale Michelangelo for a breathtaking view of the city. Our guide, Ila, was amazing! She was so knowledgeable and brought good vibes to the trip.
via Tripadvisor
Good to know
- Duration
- 7 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $128 to $1,592
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 8
- Verdict
- Strongly Recommended
Who runs this experience
Operated by Towns of Italy, who run 35 experiences we rank across 6 cities, with an average Outty Ranking of 73.9 and 8 in the 90+ Club.
See everything Towns of Italy runsWhy this scores 72
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Florence Great Chianti Wine and Olive Oil Trail with Lunch: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Florence Great Chianti Wine and Olive Oil Trail with Lunch cost?
+
Prices start at $128 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 Florence Great Chianti Wine and Olive Oil Trail with Lunch take?
+
Plan for about 7 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 Florence Great Chianti Wine and Olive Oil Trail with Lunch worth it?
+
It holds an Outty Ranking of 72 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.9/5 across 24 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 Florence Great Chianti Wine and Olive Oil Trail with Lunch?
+
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 Florence Great Chianti Wine and Olive Oil Trail with Lunch suitable for kids and families?
+
Yes, all ages are welcome. Families should still weigh the 7-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Florence Great Chianti Wine and Olive Oil Trail with Lunch?
+
Around 8 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?
+
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 7-hour experience runs outdoors or after sunset.
Where does Florence Great Chianti Wine and Olive Oil Trail with Lunch start and how do I get there?
+
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?
+
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?
+
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?
+
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?
+
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 Florence Great Chianti Wine and Olive Oil Trail with Lunch?
+
Included: Semi-private upgrade (max 8 ) with certified expert & Supertuscan wines focus (if option c; English-speaking driver; 3-course Typical Tuscan meal; Guided tour of an olive oil mill and tastings; and Round-trip transportation from Florence on a luxury Mercedes Minibus with free WIFI. Not included: Hotel pick up and drop off; and Tips are optional and at the discretion of the customer. Always check the voucher for the final list before you travel.
Where is the meeting point for Florence Great Chianti Wine and Olive Oil Trail with Lunch?
+
Please be at the meeting point 15 minutes before the scheduled departure time. Florence - Via dei Vagellai, 22 red, corner with Piazza Mentana (opposite to the Arno River) Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.
What languages is Florence Great Chianti Wine and Olive Oil Trail with Lunch offered in?
+
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 Florence Great Chianti Wine and Olive Oil Trail with Lunch?
+
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 Florence Great Chianti Wine and Olive Oil Trail with Lunch wheelchair or stroller accessible?
+
The operator notes: Infants are required to sit on an adult’s lap. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Florence Great Chianti Wine and Olive Oil Trail with Lunch if the weather is bad?
+
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.
What do travelers say about Florence Great Chianti Wine and Olive Oil Trail with Lunch?
+
Across 24 reviews averaging 4.9 out of 5, recurring themes include the guide, food and drink, knowledge and storytelling. Travelers single out the guide as the reason the experience works.
What booking options are available for Florence Great Chianti Wine and Olive Oil Trail with Lunch?
+
There are 3 options to choose from, including Semi-private Supertuscan Wine, Wine & Oil Private Group tour, Wine & Oil Small-Group Tour. Prices and start times differ by option, so compare them on the booking screen.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Florence Great Chianti Wine and Olive Oil Trail with Lunch.
Pick your date




