Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence
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September 2026
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Adults
Age 13 and over
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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
4.9/5
Based on 1,158 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence worth booking?
Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence is a 7-hour experience in Florence, Italy, from $86 per person. It scores 91 out of 100 on the Outty Ranking, which we label “90+ Club”, based on a 4.9/5 rating across 1,158 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing. It sits in the Outty 90+ Club, the top tier of everything we rank.
- Outty Ranking
- 91 / 100
- Rating
- 4.9/5 (1,158)
- Duration
- 7 hours
- From
- $86 per person
A day trip exploring Tuscany with visits to 2 wineries. Taste 8 different types of wine, three extra virgin olive oils, balsamic vinegar and Tuscan snacks. Enjoy amazing scenery and visit San Gimignano, all in one day! T
What you get
About this experience
A day trip exploring Tuscany with visits to 2 wineries. Taste 8 different types of wine, three extra virgin olive oils, balsamic vinegar and Tuscan snacks. Enjoy amazing scenery and visit San Gimignano, all in one day! This is a great opportunity to meet other travellers and enjoy the Tuscan countryside while sampling and learning about wines.
What's included
Included
- Tuscan products tastings including bruschetta with tomatoes, Extra virgin olive oil & more
- Tasting of up to 8 different types of local wines and extra virgin olive oil
- Guided visit to 2 different wine estate
- Private Air-conditioned 8 seat minivan
- Professional and informative English-speaking driver/guide to lead you through the experience
Not included
- Hotel/Hostel Pickup - dropoff
- Lunch
- Tips for guide & driver
What you'll see and do
Florence
We will meet at the "P" parking sign in "Piazza della Calza" by Porta Romana, near "San Giovanni Battista della Calza" at 9:45am, ready for a 10:00am start. This tour is perfect for those on holiday who wish to sleep in a bit longer in the morning but still want to enjoy a full day exploring the beauty of Tuscany. Upon arrival, you'll meet your expert guide, easily recognizable by their purple T-shirt. After brief introductions, your guide will whisk you away to the first stop of the day: a charming winery in the heart of the Chianti region. The drive to the winery will take about an hour, during which your guide will outline the day's itinerary and share fascinating insights about Tuscany’s history, culture, and landscapes. As you relax and take in the scenic drive enjoy the rolling hills, dotted with vineyards and olive groves. Your guide's engaging stories and knowledge will enhance your appreciation of the region, making the drive both informative and enjoyable.
45 minutes here
Tuscany
Drive through Tuscany which is a picturesque region renowned for its beautiful landscapes, breathtaking views of rolling hills, vineyards, olive groves, and cypress trees, charming villages, and, most famously, its wine.
Pass by without stopping
Ulignano
Reach the first winery of the day located in the charming village of Ulignano near San Gimignano, Tuscany. This family-run estate offers a welcoming atmosphere where visitors can enjoy guided wine tastings and have the opportunity to sample a variety of wines, including Chianti, Super Tuscans, and Vernaccia di San Gimignano, paired with local delicacies.
90 minutes here
San Gimignano
Reach the second winery just 5 km to San Gimignano. The estate's scenic location offers stunning views of the Tuscan landscape, making it a memorable destination for wine enthusiasts and travelers seeking an authentic Tuscan experience. After visiting the cellars , here you will be able to taste 3 different types of wines including Vernaccia, Chianti Colli Senesi and a lovely rosé.
90 minutes here
San Gimignano
San Gimignano, often referred to as the "Medieval Manhattan," is a small, enchanting town in Tuscany, renowned for its well-preserved medieval architecture and impressive skyline of ancient towers. The town is famous for its historical significance, with notable landmarks such as the Piazza del Duomo, the Collegiata (a Romanesque cathedral), and the Torre Grossa, the tallest tower offering panoramic views. Visitors can wander through its narrow cobblestone streets, explore artisan shops, and enjoy local specialties like saffron.
90 minutes here
Florence
After departing from San Gimignano, the journey back to Florence will take approximately an hour. You'll be dropped off at the starting point, with a camera full of photos and a host of new friends. Back to Florence at 5:00 pm
Pass by without stopping
Where it starts and ends
Meeting point
Florence
Parcheggio Oltrarno - right in front of Porta Romana, by the blue "P" of the parking sign at 9:45 am. Departure at 10 am sharp! Please see directions & important info in the next section!
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Parcheggio Oltrarno - right in front of Porta Romana, by the blue "P" of the parking sign at 9:45 am. Departure at 10 am sharp! Please see directions & important info in the next section!
Options you can book
Standard Group Tour - Coach
Air-conditioned coach: Enjoy a shared group experience with up to 49 travelers, traveling in a comfortable and spacious coach ideal for larger group
Small Group Tour – Minivan
8-seater minivan: Enjoy an intimate small group experience with no more than 8 travelers, traveling in a comfortable minivan.
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
- Italy on a Budget tours
Know before you go
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Please advise any specific dietary requirements at time of booking
- Minimum age is 18 years
- Please note, the tour requires a minimum of 4 participants. If not reached, a private option with a supplement will be offered.
Photos
What travelers are saying
Outty’s summary of the themes that recur across 1,161 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
6 mentionsThe tastings and food stops are a highlight for most reviewers.
The guide
5 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Value for money
2 mentionsTravelers feel they got more than they paid for.
Traveler reviews
1,161 verified traveler reviews for Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence. Ratings and reviews provided by Viator and Tripadvisor.
Wine tours
Informative guide. Tours were educational the wine was good. We will recommended to others.
via Tripadvisor
Wine tour covering two wineries and the Tuscany history
Valentina was a wonderful guide. She explained all the history of Tuscany and the wineries then on to the ancient town. She was the best guide ever. Thank you
via Tripadvisor
10/10 best day ever
I’ve been on a few wine tours in this region. Let me tell you this was the best tour I’ve been on
Response from the operator: Wow, that means a lot, Domenic! Knowing you’ve done several wine tours in the region and still chose ours as the best is such a compliment. We’d love to have you back for another experience sometime. Maybe our Pisa & Cinque Terre Day Trip next!
via Tripadvisor
Great experience!
Alberto was very knowledgeable and all the vineyards he took us to were great!
Response from the operator: So nice to hear you had such a great experience with Alberto! We’re glad you enjoyed both wineries and had such a good time throughout the tour. Hope to have you back with us again soon!
via Tripadvisor
Amazing and unforgettable
Amazing and unforgettable experience
Response from the operator: Thank you for sharing your review with us! It means a lot to hear that the tour left such a great impression on you. We’re really happy you enjoyed the two wineries and your time in San Gimignano!
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
- $86 to $194
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 405
- Verdict
- 90+ Club
Why this scores 91
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence cost?
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Prices start at $86 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 Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence take?
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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 Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence worth it?
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It holds an Outty Ranking of 91 out of 100, which we label "90+ Club". That score blends traveler sentiment (4.9/5 across 1,158 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. Scoring 90 or above puts it in the Outty 90+ Club, the top tier of everything we rank.
Can I cancel or reschedule Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence?
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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 Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence suitable for kids and families?
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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 Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence?
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Around 405 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 7-hour experience runs outdoors or after sunset.
Where does Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence 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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