PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 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 2 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 Tastings worth booking?
PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 Tastings is a 8-hour experience in Florence, Italy, from $100 per person. It scores 62 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 2 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 62 / 100
- Rating
- 5/5 (2)
- Duration
- 8 hours
- From
- $100 per person
A full day trip in the landscape of the rolling Chianti hills with a private tour, surrounded by cypress avenues, medieval villages. sunflower fields, tasting the best wines of our region. Leave the confusion of the city
What you get
- Private transportation
- Local expert personal driver
- Bottled water
- Lunch
- Alcoholic beverages
- In-vehicle air conditioning
About this experience
A full day trip in the landscape of the rolling Chianti hills with a private tour, surrounded by cypress avenues, medieval villages. sunflower fields, tasting the best wines of our region. Leave the confusion of the city and relax in the hills tasting Chianti wine •Meet the driver at your hotel or other chosen location •Cross the rolling hills of Chianti, among olive groves, cypresses & vineyards •Visit to the magnificent Towers of San Gimignano and the historic centre, with its typical artisan shops •For lunch we will move to a real family-run Tuscan farm, which follows the rules of Tuscan authenticity, to understand the secrets of wine production and enjoy a lunch with homemade pasta and 6 wine tastings •After lunch visit to the wonderful Medieval Castle of Monteriggioni •On the way back you will have a second wine tasting at another local Chianti winery where you will taste the famous Chianti Classico Gallo Nero wine •The return is expected by 5.00 pm
What's included
Included
- Private transportation
- Local expert personal driver
- Bottled water
- Lunch
- Alcoholic beverages
- In-vehicle air conditioning
Not included
- Everything not found under the heading inclusions is excluded
- Pro guide not included, possible on request one week in advance, with supplement
What you'll see and do
San Gimignano
Our expert driver will pick you up directly from your location (hotel, B&B, or private apartment) and whisk you away on an unforgettable journey through the breathtaking hills of Tuscany. Your first stop is San Gimignano, where you’ll enjoy a self-guided exploration of this enchanting medieval hill town, famous for its stunning towers, historic churches, charming shops, and world-class gelato. Known as the “City of Beautiful Towers,” San Gimignano is celebrated for its saffron, Prosciutto d’Oro, and the exquisite Vernaccia di San Gimignano wine, made from ancient local grapes. Don’t miss a visit to the main square to savor the world’s best gelato at Gelateria Dondoli, a two-time world champion!
60 minutes here
Strada Statale 222 Chiantigiana
Later we will drive in one of the most beatifull wine road in Tuscany. We will drive through the sweet Chianti hills, amidst olive groves, cypress trees and vineyards up to the farm winery.
Pass by without stopping
Podere La Marronaia- Le Colonne Biodynamic Winery & Farm
For lunch, we’ll head to a charming Tuscan family-run organic farm for an authentic meal paired with a tasting of 5 exquisite wines. This unforgettable Italian experience offers the perfect mix of delicious food, wine pairings, secrets of Italian cuisine, and insights into Tuscan winemaking traditions. Summary: • A traditional Tuscan feast: bruschetta, lasagna or homemade pasta, cured meats, hams, pecorino cheese, dessert, and more… During lunch: • Wine tasting (Chianti, Chianti Riserva, Sangiovese, Vernaccia) • Tastings of: Extra virgin olive oil, pepper olive oil, balsamic vinegar, and truffle oil. La Marronaia offers a breathtaking view of San Gimignano, with its majestic medieval towers rising above the rolling Tuscan hills, creating a truly dreamy landscape.
90 minutes here · Admission included
Monteriggioni
After lunch we will move at the Monteriggioni Castle. The castle was founded by the Sienese between 1213 and 1219 as an outpost against the Florentines, in antiquity Monteriggioni was famed as an impregnable fortress. Inside the castle you can visit the museum of medieval weapons.
30 minutes here
Fattoria Lornano
In the afternoon we will make one last stop at a Chianti Classico winery (or a Lornano winery or a Guidi winery or a Poggio ai Laghi winery). A typical Tuscan winery, where wine has been produced for a long time. Here we will have a second delicious wine tasting with the king of wines: the Gallo Nero red wine or Chianti Classico. At the end of the tasting we will return to your hotel or private apartment.
45 minutes here · Admission included
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
Traveler reviews
2 verified traveler reviews for PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 Tastings. Ratings and reviews provided by Viator and Tripadvisor.
This one is a must! Best Tour Ever!
Andrea was our guide for the day. He made our day so special! He shared so much history about the region and we loved the black and white rooster lesson! Book this tour - you will be so glad you did! We loved the two wineries; both families were incredibly gracious and so hospitable! The wines and olive oils were amazing. We shipped some home to remember our wonderful and perfect time here. The views and the drive were breathtaking. Andrea - we cannot thank you enough! We loved every single moment.
via Viator
Great Tour
The private wine tastings were awesome. Mario did a great job of transporting us around. He was very knowledgable about the area.
via Viator
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- 1+
- 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 62
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 Tastings: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 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 PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 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 PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 Tastings worth it?
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It holds an Outty Ranking of 62 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 2 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 PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 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 PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 Tastings suitable for kids and families?
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The operator sets a minimum age of 1. Older children generally do well here, and families should factor in the 8-hour running time when deciding.
How far in advance should I book PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 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 PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 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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