
Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip
Pick your date
Highlighted days have spots open. Grey days are sold out or not running.
September 2026
Loading live availability
Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 65 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip worth booking?
Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip is a 8-hour experience in Florence, Italy, from $109 per person. It scores 76 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 4.9/5 rating across 65 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 76 / 100
- Rating
- 4.9/5 (65)
- Duration
- 8 hours
- From
- $109 per person
Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions, history about the places you’ll visit and will tell you what is worth t
What you get
About this experience
Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions, history about the places you’ll visit and will tell you what is worth to be visited in every place.
What travelers are saying
Outty’s summary of the themes that recur across 65 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
6 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
4 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
4 mentionsThe tastings and food stops are a highlight for most reviewers.
Small groups
2 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
65 verified traveler reviews for Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip. Ratings and reviews provided by Viator and Tripadvisor.
Best Guide Ever
We booked this tour because all the reviews said how much they loved Marco. Well, so did we! It wasn't so much the incredible knowledge he shared and wonderful spaces he took us to visit. Instead, it was his genuine personality - we very much enjoyed getting to know him (and appreciated his willingness to get us to an extra stop). Thank you, Marco!
via Tripadvisor
Great day in Tuscany!
Marco was amazing. He is a local and very knowledgeable and friendly! (He is also the owner of the company!) We had a great trip to Siena and San Gimignano. He's flexible and easy going. He was able to give us the history and recommendations on where to go in each town. I HIGHLY recommend Marco and his company!
via Viator
Tuscany private tour.
Marco was fantastic. First stop was so we could see the city of Florence from Michelangelo plaza then to a WWII memorial which was very well kept beautiful memorial. Two wineries. One included lunch and both had tastings. He was a great host
Response from the operator: Hi!! Thanks for the review! It was a pleasure to drive for you and It was a very nice day! I hope to meet you again in the future. Marco
via Tripadvisor
Wonderful day in Tuscany
We had the best day - Marco was knowledgeable, kind, prompt, and recommended wonderful spots. Thank you, Marco - a great option for anyone looking for a special day.
via Tripadvisor
Chianti, Montepulciano, and Cinque Terre Tours
Our group of two couples took three day trips with Marco during our time in Florence. The wine tours were by far our favorite excursions of our entire trip to Florence and Rome. Marco arranged all of our reservations at the wineries and optimized our time to see as much as we could. His van is very comfortable and he offered a lot of insight and commentary during our drives. I highly recommend any of his tours!
via Tripadvisor
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Booked in 30 days
- 23
- Verdict
- Strongly Recommended
Why this scores 76
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip cost?
+
Prices start at $109 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: Siena, San Gimignano and Chianti Day Trip take?
+
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: Siena, San Gimignano and Chianti Day Trip worth it?
+
It holds an Outty Ranking of 76 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.9/5 across 65 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: Siena, San Gimignano and Chianti Day Trip?
+
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: Siena, San Gimignano and Chianti Day Trip suitable for kids and families?
+
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: Siena, San Gimignano and Chianti Day Trip?
+
Around 23 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?
+
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: Siena, San Gimignano and Chianti Day Trip start and how do I get there?
+
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?
+
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?
+
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?
+
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?
+
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.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip.
Pick your date




