Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region
Traveler rating
4.7/5
Based on 157 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region worth booking?
Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region is a 8-hour experience in Florence, Italy, from $452 per person. It scores 71 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.7/5 rating across 157 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 71 / 100
- Rating
- 4.7/5 (157)
- Duration
- 8 hours
- From
- $452 per person
Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has to offer. Enjoy the personalized attention of your private driver and breath in the Medieval atmosphere surrounding Siena and San Gimignano, two authentic jewels nestled in the heart of Tuscany. On the way back to your hotel in Florence, enjoy breathtaking views of the gentle hills and vineyards of the Chianti wine region. Hotel pickup and drop-off and a driver is included.
What you get
About this experience
Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has to offer. Enjoy the personalized attention of your private driver and breath in the Medieval atmosphere surrounding Siena and San Gimignano, two authentic jewels nestled in the heart of Tuscany. On the way back to your hotel in Florence, enjoy breathtaking views of the gentle hills and vineyards of the Chianti wine region. Hotel pickup and drop-off and a driver is included.
What's included
Included
- Air conditioning and USB charger on board
- Independent Sightseeing in Siena, San Gimignano and Chianti Wine Region
- Expert Professional Driver at your full disposal
- Commentary on board
- Tailor made Itinerary
- Wine Tasting Experience in a quaint Chianti Winery - if option selected1
- Photo Stops along the Way to portray the most beautiful landscapes of Tuscany
- Door to Door Hotel pickup and drop-off
- Dedicated office support available before, during, and after the tour to customize the experience
- Fully-fitted Mercedes vehicle with Free Wifi on board
- Direct access to the historic centre of UNESCO Listed Art Cities
Not included
- Lunch
- Local guides in San Gimignano and Monteriggioni
What you'll see and do
Florence
Prepare for a day of absolute bliss as you discover the best of Tuscany… A private driver will pick you up directly from your accommodation in the comfort of a luxury Mercedes vehicle. Simply relax and enjoy the beautiful rolling hills throughout your journey from Florence to Siena. You will arrive there in about an hour.
60 minutes here
Siena
Upon arrival, your driver will drop you off very close to the Siena Cathedral, a major perk of traveling privately! Siena breathes history, and it is the hotspot of medieval glory throughout the Tuscany region. With a rich past of architecture, art, and culture, the city of Siena itself is a UNESCO World Heritage Site! Enjoy two hours of independent exploration throughout the medieval-style buildings, artisanal shops, local restaurants, and picturesque alleyways.
120 minutes here
Piazza del Campo
As you follow the picturesque streets of Siena, it is impossible to miss the most famous square in the city - Piazza del Campo. This (very) large, oval shaped piazza is a popular place for locals to gather with family, friends, and classmates. You will find plenty of Sienese locals resting on the wide slopes, which lead to Palazzo Comunale and Torre del Mangia. It is also home to an annual palio horse race, which is an epic competition between the different neighborhoods of Siena! After admiring the panoramic views, re-energize yourself with a cappuccino at one of the many cafes lining Piazza del Campo, experiencing Siena as the locals do.
30 minutes here
Duomo di Siena
After spending some time leisurely exploring the city, it will be time to visit the beating heart of Siena - the Siena Cathedral. The breathtaking facade is decorated in pink, green, white, and black marble. Constructed in the 1200’s, this is a marvelous example of Romanesque-Gothic architecture. After entering, admire the uniquely carved marble floors, which depict biblical stories on 56 different scenes. As you look up, you will see masterpieces throughout the church from Renaissance masters including Donatello, Pisano, Pinturicchio, and Michelangelo. Stroll through the grandiose atmosphere inside, and before exiting, don't miss the hidden gem of the Cathedral - the vividly painted Piccolomini Library!
15 minutes here
San Gimignano
Then, hop back in your luxury, private vehicle, and you will be on your way to the nearby town of San Gimignano. As you get closer to the hilltop town, your driver will gladly point out its unmistakable medieval “skyscrapers.” Sometimes called a medieval Manhattan, there are still thirteen towers intact in this perfectly preserved hilltop town. Your driver will drop you off outside the ancient gate of the city. Here, you can find a famous panoramic viewpoint of the Tuscan countryside and its rolling, green hills filled with olive groves and vineyards. You will have an hour to explore the lovely, Renaissance town of San Gimignano as you please.
60 minutes here
Piazza Della Cisterna
As you wander through the characteristic alleyways of San Gimignano, the streets will lead you to Piazza della Cisterna. This is the main square of the city, and where you can find the Cathedral, Duomo, and striking medieval architecture! Indulge in a local a gelato or coffee, and enjoy the lovely views of this ancient city.
30 minutes here
Strada Statale 222 Chiantigiana
When you are finished exploring San Gimignano, your driver will be at your service! You will be on your way to the world-renowned Chianti region, with its truly magical landscapes. Admire the marvelous scenery, dotted with tiny villages and magnificent castles dominating the sunny, rolling hills. One of the perks of a private tour is the ability to make stops whenever you see something that catches your eye! Simply ask, and your driver will be more than happy to allow you to take some wonderful photos. Make the most of your time in the famous Chianti wine region with a local wine tasting! You have the option to make your own reservations at a wine estate, we are happy to do the planning for you, or your driver can even help with recommendations! If our optional wine tasting is added to your itinerary, your driver will take you to a local wine estate in the heart of the Chianti hills.
15 minutes here
Strada Statale 222 Chiantigiana
Enjoy a personalized experience as a local producer guides you through the vineyards (not included in the tour price). You can discover the Chianti production secrets and ancient traditions which make this red wine so fantastic! After, there is no better way to finish your day than with an unforgettable Chianti Classico wine tasting accompanied by fresh, local products. Cheers!
15 minutes here · Admission not included
Florence
Grab some bottles of Chianti Classico wine as souvenirs, take some final few photos of the spellbinding scenery, and then, your private driver will be ready to take you directly back to your accommodation in Florence.
60 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Options you can book
Private tour in Spanish
Pickup included
Private tour in English
Pickup included
Spanish PVT Tour+Wine Tasting
Spanish Tour with Wine Tasting: Make your private experience more exciting by adding a wine tasting experience in a quaint Chianti Winery located Pickup included
English PVT Tour+Wine Tasting
Make your private experience more exciting by adding a wine tasting experience in a quaint Chianti Winery located Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Ciao Florence Tours Srl
Know before you go
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Specialized infant seats are available
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
- Please advise any specific dietary requirements at time of booking
- A maximum of 8 people per booking
Photos
What travelers are saying
Outty’s summary of the themes that recur across 157 traveler reviews. Written by us, not quoted from reviewers.
The guide
7 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
4 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
4 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Organization
2 mentionsPickup, timing, and logistics are described as running smoothly.
Small groups
2 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
157 verified traveler reviews for Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region. Ratings and reviews provided by Viator and Tripadvisor.
The driver did a nice...
The driver did a nice job; however, we would have preferred a longer time in Sienna and the other Tuscan town. Those stops were incredibly rushed. It would have been better to leave off the last winery! It would be nice to have that option on the front in and get to choose. We do not feel it was worth the expense.
via Viator
Great driver but need more time in hilltop towns.
Placido was a great driver and we really enjoyed his commentary and conversation! Our only disappointment is having so little time in Sienna and San Gimignano. We would have preferred more time in the towns and given up the last stop at the winery. We can tour a winery at home.
via Tripadvisor
Tuscany wine and beautiful views
Placido could not have been a more pleasant, amenable and helpful tour driver and guide. Our trip went as planned and Placido enhanced it with his wealth of personal knowledge and his ability to be flexible and creative. The only thing that might have been different was when I called customer service a month ago for help with adding on a lunch or wine tasting, if the telephone customer service person could have be more knowledgeable about the Tuscany Tour in general so as to advise us more intelligently. We ended up with 2 wine tastings which was nice but unexpected and unnecessary.
via Tripadvisor
Great Tuscany tour
Christian was fantastic! Super friendly and informative. We had a great day. The sites were amazing and the tours were exactly what we were hoping for. Very well organized.
via Tripadvisor
One perfect day in Tuscany
This tour was amazing. Placido is an excellent driver and his years of experience in the area gave him a wealth of knowledge he shared with us. He was on time and professional. This excursion and Placido made this day trip a highlight of our Italian adventure. I would not hesitate to book this again. We were traveling with elderly low mobility parents and his kindness and attention is greatly appreciated. I cannot say enough on how special this was. Thank you.
via Tripadvisor
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
- $452 to $825
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 55
- Verdict
- Strongly Recommended
Who runs this experience
Operated by Ciao Florence Tours Srl, who run 68 experiences we rank across 9 cities, with an average Outty Ranking of 61.8 and 1 in the 90+ Club.
See everything Ciao Florence Tours Srl runsWhy this scores 71
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region cost?
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Prices start at $452 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 Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region 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 Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region worth it?
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It holds an Outty Ranking of 71 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.7/5 across 157 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 Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region?
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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 Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region 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 Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region?
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Around 55 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 Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region 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 Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region?
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Included: Air conditioning and USB charger on board; Independent Sightseeing in Siena, San Gimignano and Chianti Wine Region; Expert Professional Driver at your full disposal; Commentary on board; and Tailor made Itinerary. Not included: Lunch; and Local guides in San Gimignano and Monteriggioni. Always check the voucher for the final list before you travel.
Does Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region include hotel pickup?
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Yes, pickup is offered for every traveler from 355 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.
What languages is Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region offered in?
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It is offered in English 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 Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region?
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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 Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region wheelchair or stroller accessible?
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The operator notes: Infants and small children can ride in a pram or stroller; Infants are required to sit on an adult’s lap; and Specialized infant seats are available. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region 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.
What do travelers say about Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region?
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Across 157 reviews averaging 4.7 out of 5, recurring themes include the guide, knowledge and storytelling, food and drink. Travelers single out the guide as the reason the experience works.
What booking options are available for Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region?
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There are 4 options to choose from, including Private tour in Spanish, Private tour in English, Spanish PVT Tour+Wine Tasting, English PVT Tour+Wine Tasting. Prices and start times differ by option, so compare them on the booking screen.
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