
Siena San Gimignano Day Tour and Wine Tasting
Traveler rating
5.0/5
Based on 2 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Siena San Gimignano Day Tour and Wine Tasting worth booking?
Siena San Gimignano Day Tour and Wine Tasting is a 8-hour experience in Florence, Italy, from $257 per person. It scores 57 out of 100 on the Outty Ranking, which we label “Worth a Look”, 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
- 57 / 100
- Rating
- 5/5 (2)
- Duration
- 8 hours
- From
- $257 per person
DA Florence and discover Siena, San Gimignano and the Tuscan hills. In Siena you will visit Piazza del Campo and the Duomo. In San Gimignano you can walk among the towers and enjoy a famous ice cream. The tour ends in a Villa in the countryside, with wine tasting and local products. A unique experience between art, history and authentic flavors.
What you get
About this experience
DA Florence and discover Siena, San Gimignano and the Tuscan hills. In Siena you will visit Piazza del Campo and the Duomo. In San Gimignano you can walk among the towers and enjoy a famous ice cream. The tour ends in a Villa in the countryside, with wine tasting and local products. A unique experience between art, history and authentic flavors.
What's included
Included
- Private transportation
- Guided wine and local products tasting
- Free time in San Gimignano
- Entrance tickets to Siena Cathedral
- Free time in Siena
Not included
- Lunch
- Tips
What you'll see and do
Florence
Your day exploring Tuscany begins with a meeting with our Pro Driver at a convenient pick-up point easily accessible from the center of Florence. Before departure you will receive all the detailed information to get to the meeting point without stress: we are always available for any clarification or assistance, so DA guarantee a peaceful and worry-free start to the day. On board our air-conditioned vehicle, you can relax and enjoy the view as you leave Florence behind and prepare to live one of the most authentic experiences in Tuscany.
Pass by without stopping
Siena
The first stop of our trip is Siena, one of the most iconic and fascinating cities in Tuscany. Its narrow stone streets, elegant squares and medieval towers will make you breathe a unique atmosphere, suspended in time. Here you can explore Piazza del Campo, famous all over the world for the Palio di Siena, the historic horse race that embodies the passion and pride of Siena. Walking through alleys and shops, you will feel the living soul of the city, made of tradition, art and authentic hospitality. Thanks to the entrance fees included in the tour, you will also have the opportunity to visit the magnificent Cathedral of Siena, one of the masterpieces of Italian Gothic. Inside, polychrome marbles, sculptures and extraordinary frescoes will take you on a journey into beauty, among masterpieces by artists such as Donatello, Michelangelo and Bernini. After the visit, you will have some free time to explore the old town, take pictures and enjoy the lively atmosphere of this timeless city.
120 minutes here
San Gimignano
After saying goodbye to Siena, the journey continues among the rolling Tuscan hills, among vineyards, cypresses and picturesque villages, until you reach San Gimignano, one of the most suggestive pearls of the region. Known as the “City of Towers” for its imposing towers that soar into the sky, San Gimignano will welcome you with a fairytale atmosphere and views that look like paintings. Walking through its ancient streets, you can discover craft shops, shops selling typical products and small squares where time seems to stand still. You will have free time to have lunch in one of the many restaurants in the center, perhaps accompanying the flavors of Tuscan cuisine with a glass of Vernaccia, the local white wine famous throughout the world. And of course, you can’t miss a stop at the award-winning artisan ice cream parlor, to indulge in a moment of sweetness overlooking the hills. An experience of pure beauty, perfect for breathing the true essence of the most authentic and relaxed Tuscany.
120 minutes here
San Casciano in Val di Pesa
The day ends with a refined experience in a beautiful Villa nestled in the Tuscan hills, where elegance and tradition meet in a timeless atmosphere. You will be welcomed in an exclusive setting for a visit to the suggestive panoramic viewpoint and the Italian garden, a place of harmony and beauty that contains all the charm of Tuscany. The experience continues with a private tasting in an elegant room, where you can enjoy a plate of selected tastings and participate in a presentation with tasting of 3 or more fine wines. Villa experts will accompany you on a sensory journey through authentic scents, colors and flavors. A moment of pleasure and relaxation, ideal for toasting at the end of the day immersed in the quiet and splendor of the Tuscan countryside.
90 minutes here
Florence
After a day full of emotions, flavors and unforgettable views, it's time to return to Florence. During the return journey you can relax in our air-conditioned vehicle, letting the landscapes that have made Tuscany famous in the world slide out the window. It will be the perfect moment to mentally relive the stages of the day: the elegance of Siena, the medieval charm of San Gimignano, the authentic taste of wines and the tranquility of the Tuscan countryside. The tour will end at the starting point in Florence, at a convenient time to allow you to continue the evening as you wish — perhaps with an evening walk through the lights of the center or a typical dinner to end on a high note.
Pass by without stopping
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 5 minutes before departure.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Regina City Tour (FI)
Know before you go
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
Photos






Traveler reviews
2 verified traveler reviews for Siena San Gimignano Day Tour and Wine Tasting. Ratings and reviews provided by Viator and Tripadvisor.
An Unforgettable One-Day Tuscany Experience from Florence
This Tuscany day tour from Florence was an unforgettable experience and one of the highlights of my trip. From the very beginning, everything was extremely well organized, making the day smooth, comfortable, and enjoyable. The first stop was Siena, where I explored the historic center and visited the magnificent Siena Cathedral with entrance tickets included. The Duomo is absolutely breathtaking, rich in art, history, and incredible details. Having the tickets already included made the visit completely stress-free and allowed me to fully enjoy this masterpiece without waiting in line. After Siena, the tour continued to San Gimignano, one of the most charming medieval towns in Tuscany. I had free time to explore and have lunch, which was perfect. I walked through the narrow streets, admired the famous towers, enjoyed stunning views of the Tuscan countryside, and relaxed while enjoying local food at my own pace. The final part of the tour was outstanding: a wine tasting at a beautiful villa, home to a wonderful wine estate surrounded by vineyards and rolling hills. The location was elegant and peaceful, and the atmosphere felt truly authentic. I tasted excellent local wines while learning about the winemaking process, all in a relaxed and welcoming setting. It was the perfect way to end the day, combining amazing flavors with unforgettable scenery. Overall, this tour is perfect for anyone who wants to experience the best of Tuscany in one day—art, history, picturesque towns, breathtaking landscapes, and incredible wine. I would highly recommend this tour to anyone visiting Florence. A truly fantastic and memorable experience! 🍷✨
via Viator
The best tour ever
Best tour I've ever done. Departure from Florence with a super comfortable van and immediately immersed in the Tuscan hills to Siena, a truly fascinating city. Entrance to the Duomo was included: seeing it live, with its incredible details, was exciting. After the visit we had free time to walk through alleys, squares and beautiful views. Then we arrived in San Gimignano, a village that seems to have come out of another era. Having time to explore it calmly was perfect. We had lunch in a beautiful place, but the feeling is that everywhere you eat divinely. The final stop in Poggio Torselli was unforgettable: elegant villa, well-kept vineyards, winery tour with clear and passionate explanations. The tasting of wines, oils and typical products was really of the highest level. I'd do it a thousand more times. An experience that everyone should try at least once.
via Viator (translated)
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
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 1
- Verdict
- Worth a Look
Why this scores 57
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Siena San Gimignano Day Tour and Wine Tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Siena San Gimignano Day Tour and Wine Tasting cost?
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Prices start at $257 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 Siena San Gimignano Day Tour and Wine Tasting 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 Siena San Gimignano Day Tour and Wine Tasting worth it?
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It holds an Outty Ranking of 57 out of 100, which we label "Worth a Look". 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 Siena San Gimignano Day Tour and Wine Tasting?
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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 Siena San Gimignano Day Tour and Wine Tasting 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 Siena San Gimignano Day Tour and Wine Tasting?
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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 Siena San Gimignano Day Tour and Wine Tasting 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 -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?
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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.
What is included in Siena San Gimignano Day Tour and Wine Tasting?
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Included: Private transportation; Guided wine and local products tasting; Free time in San Gimignano; Entrance tickets to Siena Cathedral; and Free time in Siena. Not included: Lunch; and Tips. Always check the voucher for the final list before you travel.
Does Siena San Gimignano Day Tour and Wine Tasting include hotel pickup?
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Yes, pickup is offered for every traveler from 363 listed pickup locations in and around Florence. Be ready about 5 minutes before the start time. You can also enter a custom pickup address when booking.
What languages is Siena San Gimignano Day Tour and Wine Tasting offered in?
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It is offered in English, Italian and Spanish. 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 Siena San Gimignano Day Tour and Wine Tasting?
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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 Siena San Gimignano Day Tour and Wine Tasting wheelchair or stroller accessible?
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The operator notes: Infants and small children can ride in a pram or stroller. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Siena San Gimignano Day Tour and Wine Tasting if the weather is bad?
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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.
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