"Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings
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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 4 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is "Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings worth booking?
"Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings is a 8-hour experience in Florence, Italy, from $100 per person. It scores 64 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 4 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 64 / 100
- Rating
- 5/5 (4)
- Duration
- 8 hours
- From
- $100 per person
Spend a day in the iconic landscape of the "Hills of Chianti" with a private tour. Pass between avenues of cypress trees, vineyards, sunflowers and medieval villages. Visit the historic village of San Gimignano and admir
What you get
- Private transportation
- Expert local driver and tour leader
- Bottled water
- Alcoholic beverages
- In-vehicle air conditioning
- All inclusive tour
About this experience
Spend a day in the iconic landscape of the "Hills of Chianti" with a private tour. Pass between avenues of cypress trees, vineyards, sunflowers and medieval villages. Visit the historic village of San Gimignano and admire its ancient towers, enjoy homemade pasta and savor the best wines of the Tuscan countryside in a typical farm. Itinerary: • Our driver will pick you up at your location and take you on a journey through the rolling hills of Tuscany. We will move among olive groves, cypress trees and vineyards until we see the magnificent towers of San Gimignano. San Gimignano is also famous for the white wine Vernaccia, produced from the ancient Vernaccia vine. • Later we will move to a typical Tuscan family-run farm, to understand the secrets of wine production and enjoy a lunch with homemade pasta, bruschetta, percorino cheese and 6 wine tastings. • On the way back we will stop in a second typical cellar for a second tasting of Chianti, Sangiovese, Super Tuscan and more...
What's included
Included
- Private transportation
- Expert local driver and tour leader
- Bottled water
- Alcoholic beverages
- In-vehicle air conditioning
- All inclusive tour
- Lunch
Not included
- Everything you don't find under the heading: inclusions is excluded
What you'll see and do
San Gimignano
Our driver will pick you up at your location (hotel, B&B, or private apartment) and take you on a scenic drive through the rolling Tuscan hills. The first stop will be the medieval village of San Gimignano, where you will enjoy free time to explore. This charming walled hill town, known as the “Town of Fine Towers,” is a true open-air museum, famous for its medieval skyline, artisan shops, and local products such as saffron and Vernaccia di San Gimignano, its renowned white wine. In the main square, don’t miss the chance to taste the world-famous gelato at Gelateria Dondoli.
60 minutes here
Podere La Marronaia- Le Colonne Biodynamic Winery & Farm
For lunch will move in a Tuscan winery-farm, family run: Where you can relax in a beutiful garden or private tasting rooms. We'll enjoy with Wine, Pasta, extra vergin Oil, Pecorino cheese and balsamic tasting, overlooking the famous medieval towers of San Gimignano This winery is bio-dynamic farm, known for the authenticity of its products . A beautiful Italian experience to learn the best combinations beetween wine & food. • 3 course lunch, with homemade pasta, Bruschettas, cold cuts, Pecorino cheese, prosciutto, salame and more… • Wine tastings with: Chianti, Chianti Riserva, Sangiovese, Vernaccia and Super Tuscan. • Tasting Extra Vergine Olive Oil • Tasting Pepper Olive Oil • Tasting Balsamic Vinegar • Tasting Truffle Oilive Oil.
120 minutes here · Admission included
Strada Statale 222 Chiantigiana
After lunch, we will drive along one of the most beautiful Tuscan Wine Roads, crossing the gentle hills of the Siena countryside, surrounded by olive groves, cypress trees, and vineyards.
Pass by without stopping
San Donato in Poggio
Last Stop: A Traditional Chianti Winery Experience To conclude your unforgettable day in Tuscany, we will visit a traditional winery located in the heart of the Chianti region. This quintessential Tuscan estate is steeped in history and tradition and has been producing exceptional wines for generations. During this visit, you will enjoy a wine tasting featuring Chianti Classico and Chianti Classico Riserva, proudly marked with the iconic Gallo Nero (Black Rooster) seal. These elegant and structured wines, celebrated worldwide, perfectly express the character and winemaking heritage of the Chianti hills. After this tasting experience, we will return you to your hotel or private apartment, leaving you with unforgettable memories of Tuscany’s wine culture and breathtaking landscapes. At the end of the tasting experience, we will return to your location by van, ensuring a comfortable and relaxing journey.
45 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 7 travelers per booking
- Operated by
- Pek Tuscany in Limo
Know before you go
- Specialized infant seats are available
- Public transportation options are available nearby
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
- Wheelchair accessible
Photos
What travelers are saying
Outty’s summary of the themes that recur across 4 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
4 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
3 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
3 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
4 verified traveler reviews for "Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings. Ratings and reviews provided by Viator and Tripadvisor.
Perfect half day in Tuscany
Andrea was an excellent tour guide! He gave us the perfect balance of being an informative tour guide and allowing us to explore on our own. San Gi was gorgeous and the lunch and wine tasting was fabulous. Highly recommend this tour and Andrea.
via Tripadvisor
Great Day Exploring and Tasting Wine
Andrea is as an excellent driver and knowledgeable tour guide. His passion for what he does was evident and made our tour super fun and enjoyable. Highly recommend!
via Viator
Fabulous day in Tuscany
Andrea was a wealth of knowledge and information. He took us to a great village and we had a fabulous lunch and wine tasting at local winery. Overall, a great experience!
via Viator
Wonderful experience of Chianti!
Andrea was a fantastic guide! He is very knowledgeable on the region and shared so much great information. He was a lot of fun, and put together a great tour that was very enjoyable!
Response from the operator: thanks Jessica, we had a great day. We are waiting for you in Italy again, All the best !!! Andrea
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
- Every day
- Price range
- $100 to $250
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 1
- Verdict
- Solid Choice
Why this scores 64
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
"Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does "Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings cost?
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Prices start at $100 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 "Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings 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 "Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings worth it?
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It holds an Outty Ranking of 64 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 4 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 "Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings?
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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 "Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings 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 "Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings?
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Around 1 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 "Ramble Through The Rolling Hills Of Chianti" with lunch & Wine Tastings 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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