Siena San Gimignano and Chianti Private Tour
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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 1 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Siena San Gimignano and Chianti Private Tour worth booking?
Siena San Gimignano and Chianti Private Tour is a 8-hour experience in Florence, Italy, from $550 per person. It scores 47 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 1 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 47 / 100
- Rating
- 5/5 (1)
- Duration
- 8 hours
- From
- $550 per person
Embark on a condensed yet captivating exploration of Siena and San Gimignano. Begin in Siena's heart at Piazza del Campo, marvel at the cathedral, and admire historic landmarks like Palazzo Salimbeni. Conclude your Siena
What you get
About this experience
Embark on a condensed yet captivating exploration of Siena and San Gimignano. Begin in Siena's heart at Piazza del Campo, marvel at the cathedral, and admire historic landmarks like Palazzo Salimbeni. Conclude your Siena visit to the Basilica of San Domenico. Transition to San Gimignano, starting at Piazza del Duomo with its iconic Collegiate Church. Climb Torre Grossa for panoramic views and stroll through Piazza della Cisterna. Explore the Civic Museum and meander along Via San Matteo. End the tour at Rocca di Montestaffoli for breathtaking views. For a more immersive experience, consider an optional lunch at a family winery, showcasing the best of Tuscan flavors. Indulge in farm-to-table dishes and local wine tastings amid the picturesque vineyards. Note that lunch with wine tasting is not included but can be added as an optional and delightful extension to your tour.
What's included
Included
- Private transportation
- In-vehicle air conditioning
Not included
- Lunch
- Gratuities
What you'll see and do
Siena
Embarking on a two-hour visit to Siena provides a condensed yet captivating glimpse into the rich history, cultural heritage, and architectural marvels of this charming Italian city. 1. Piazza del Campo: Start your tour at the heart of Siena, Piazza del Campo. This iconic, shell-shaped square is renowned for hosting the Palio horse race. Marvel at the architectural beauty of the surrounding buildings, including the Palazzo Pubblico and the Mangia Tower. Absorb the vibrant atmosphere and perhaps enjoy a coffee at one of the cafes lining the square. 2. Siena Cathedral (Duomo di Siena): A short walk from Piazza del Campo takes you to the awe-inspiring Siena Cathedral. Admire the intricate facade adorned with sculptures and mosaics. If time allows, venture inside to witness the stunning interior, including masterpieces by renowned artists such as Michelangelo and Donatello.
120 minutes here
San Gimignano
San Gimignano, known as the "Medieval Manhattan" for its iconic towers, offers a fascinating glimpse into medieval Tuscany. Here's a condensed two-hour itinerary to make the most of your visit: 1. Piazza del Duomo: Begin your tour in Piazza del Duomo, the main square. Admire the stunning Collegiate Church of San Gimignano and the adjacent Palazzo del Popolo. Take a moment to absorb the medieval atmosphere and appreciate the well-preserved architecture. 2. Torre Grossa: Climb the Torre Grossa, the tallest tower in San Gimignano, located next to the Palazzo del Popolo. The ascent offers panoramic views of the town and the surrounding Tuscan landscape. It's a great way to get your bearings and appreciate the medieval skyline. 3. Rocca di Montestaffoli: Conclude your tour with a visit to Rocca di Montestaffoli, a fortress offering panoramic views of the surrounding countryside. The walk-up may be steep but is well worth it for the breathtaking vistas.
120 minutes here
Farm Sant'Appiano
Consider reserving a spot for lunch at a family winery located on the outskirts of San Gimignano. This will not only provide an opportunity to savor authentic Tuscan cuisine but also to taste local wines. Many wineries offer a farm-to-table experience, serving dishes prepared with fresh, locally sourced ingredients. Begin with a warm welcome and a guided tour of the winery, allowing you to learn about the winemaking process and the history of the estate. Sit down to a leisurely lunch in a picturesque setting, surrounded by vineyards and rolling hills. Indulge in a multi-course meal featuring classic Tuscan dishes such as bruschetta, ribollita, pappa al pomodoro, pasta with ragu, and local cheeses. Complement your meal with wine tastings, where you can sample a variety of the winery's best vintages. Conclude the experience with a stroll through the vineyards or enjoy coffee on a terrace with panoramic views.
120 minutes here
Piazzale Michelangelo
Enjoy the View: The main attraction of Piazzale Michelangelo is the breathtaking panoramic view it offers of Florence. Take some time to soak in the scenery, with the iconic landmarks such as the Florence Cathedral (Duomo), Ponte Vecchio, and the Arno River. Photography: Capture the beauty of the city from this vantage point. The square is a popular spot for both professional and amateur photographers, so take advantage of the opportunity to capture memorable shots. Visit the Replica of Michelangelo's David: In the center of the square, you'll find a bronze replica of Michelangelo's David. While it's not the original masterpiece, it's still an impressive sculpture and provides a nice focal point for the square. Café Break: There are cafes around Piazzale Michelangelo where you can grab a quick coffee or snack. Take a seat, relax, and enjoy the atmosphere while savoring a bit of Italian culture.
120 minutes here
Where it starts and ends
Meeting point
Florence
Piazza Adua in Front of Burger KIng
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Piazza Adua in Front of Burger KIng
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- ru, en, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Belitaly Tours & Limo
Know before you go
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Photos
Traveler reviews
1 verified traveler reviews for Siena San Gimignano and Chianti Private Tour. Ratings and reviews provided by Viator and Tripadvisor.
Wonderful Tuscany!!
Excellent service. Careful and very professional driver. Very comfortable car. It exceeded our expectations.
via Tripadvisor (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
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 47
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Siena San Gimignano and Chianti Private Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Siena San Gimignano and Chianti Private Tour cost?
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Prices start at $550 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 and Chianti Private Tour 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 and Chianti Private Tour worth it?
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It holds an Outty Ranking of 47 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 1 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 and Chianti Private Tour?
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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 and Chianti Private Tour 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 and Chianti Private Tour?
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Around 0 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 and Chianti Private Tour 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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