
Florence Private Day Trip to Siena and San Gimignano
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September 2026
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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
5.0/5
Based on 1 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Florence Private Day Trip to Siena and San Gimignano worth booking?
Florence Private Day Trip to Siena and San Gimignano is a 9-hour experience in Florence, Italy, from $990 per person. It scores 45 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
- 45 / 100
- Rating
- 5/5 (1)
- Duration
- 9 hours
- From
- $990 per person
A customized day trip of Siena and San Gimignano for the discerning traveller seeking an authentic Italian experience on a small group tour with only the very best of English speaking driver-guides. Travel from the cent
What you get
About this experience
A customized day trip of Siena and San Gimignano for the discerning traveller seeking an authentic Italian experience on a small group tour with only the very best of English speaking driver-guides. Travel from the centre of Florence to discover the one-time capital of Tuscany, Siena and the enchanting hilltop towered town of San Gimignano. Visit Italy close up in a Mercedes minivan for up to 7 people that takes you into the very heart of each of these beautiful Tuscan cities.
What's included
Included
- Bottled water
- Driver/guide
- Florence hotel pickup and drop-off
- Transport by private vehicle
Not included
- Museum & Monument entrance fees
- Lunch
- Gratuities
What you'll see and do
Torre del Mangia
Stroll down winding streets to the climb the 505 steps to the top of the Torre del Mangia, the bell tower of the Palazzo Pubblico, for spectacular views across the city. This is the second highest medieval tower at 102m (330ft) ever built in Italy between 1338-48.
60 minutes here · Admission not included
Piazza del Campo
The narrow cobbled streets lead down to one of the most beautiful and greatest medieval squares in Italy, the Piazza del Campo where the Palio horse race is held each year in July and August
60 minutes here
Walls of Monteriggioni
Monteriggioni retains many of its original 13th century architectural features. Enjoy a stroll along the top of the castle walls to enjoy glorious views of the Chianti countryside.
60 minutes here · Admission not included
San Gimignano
In the afternoon we'll enjoy a stroll around the medieval tower topped town of San Gimignano with time to explore the delightful cobbled streets and piazzas. The town is renowned for its white Vernaccia di San Gimignano wine and certainly not to miss is a visit to the Gelateria di Piazza, where Sergio Dondoli creates award- winning gelato with flavours including Vernaccia wine sorbet!
120 minutes here
Duomo di Siena
Don't miss this incredible gothic black and white marbled cathedral (1136-1382) with its stunning marble-inlaid floor and filled with filled with treasures by Pisano, Donatello and Michelangelo as well as frescoes by Pinturicchio.
60 minutes here · Admission not included
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Luccalimo
Know before you go
- Specialized infant seats are available
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Suitable for all physical fitness levels
Photos






Traveler reviews
1 verified traveler reviews for Florence Private Day Trip to Siena and San Gimignano. Ratings and reviews provided by Viator and Tripadvisor.
Giovanni was a great driver. He kept...
<p>Giovanni was a great driver. He kept a very clean car and get us introduction on all the places we visited. He also recommended restaurants and attractions worth visiting. We had a wonderful day with him.</p>
via Viator
Good to know
- Duration
- 9 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
- 0
- Verdict
- Worth a Look
Why this scores 45
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Florence Private Day Trip to Siena and San Gimignano: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Florence Private Day Trip to Siena and San Gimignano cost?
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Prices start at $990 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 Florence Private Day Trip to Siena and San Gimignano take?
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Plan for about 9 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 Florence Private Day Trip to Siena and San Gimignano worth it?
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It holds an Outty Ranking of 45 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 most popular in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Florence Private Day Trip to Siena and San Gimignano?
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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 Florence Private Day Trip to Siena and San Gimignano suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Florence Private Day Trip to Siena and San Gimignano?
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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 9-hour experience runs outdoors or after sunset.
Where does Florence Private Day Trip to Siena and San Gimignano 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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