
PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni
Traveler rating
5.0/5
Based on 3 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni worth booking?
PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni is a 4-hour experience in Siena, Italy, from $171 per person. It scores 61 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 3 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 61 / 100
- Rating
- 5/5 (3)
- Duration
- 4 hours
- From
- $171 per person
Explore the enchanting Chianti region during your trip from Siena to Florence with our expert local driver, aboard a comfortable Minivan with a large trunk. Immerse yourself in the picturesque Tuscan landscape adorned with rolling hills, vineyards, cypresses, olive trees, and sunflowers. Itinerary: • Private collection at the indicated address. • 1st stop at the Monteriggioni Castle, an invincible castle and ancient outpost built by the Republic of Siena, serving as a strategic control point along the historic Via Francigena (the medieval road once traveled by Crusader soldiers and pilgrims). • 2nd stop in San Gimignano, a true open-air museum, famous worldwide for its valuable medieval towers and typical shops managed by expert craftsmen. If you wish, you can ask our driver to make an additional stop in the cellar to enjoy a typical lunch or a fine wine tasting, with an additional cost based on the extended time. This is our beautiful Tuscany for you !
What you get
About this experience
Explore the enchanting Chianti region during your trip from Siena to Florence with our expert local driver, aboard a comfortable Minivan with a large trunk. Immerse yourself in the picturesque Tuscan landscape adorned with rolling hills, vineyards, cypresses, olive trees, and sunflowers. Itinerary: • Private collection at the indicated address. • 1st stop at the Monteriggioni Castle, an invincible castle and ancient outpost built by the Republic of Siena, serving as a strategic control point along the historic Via Francigena (the medieval road once traveled by Crusader soldiers and pilgrims). • 2nd stop in San Gimignano, a true open-air museum, famous worldwide for its valuable medieval towers and typical shops managed by expert craftsmen. If you wish, you can ask our driver to make an additional stop in the cellar to enjoy a typical lunch or a fine wine tasting, with an additional cost based on the extended time. This is our beautiful Tuscany for you !
What's included
Included
- Private transportation
- Bottled water
- Local expert driver and tour leader
- In-vehicle air conditioning
Not included
- An optional stop for lunch or wine tastings at an organic farmhouse, with an additional supplement.
- Everything not found under the heading inclusions is excluded
What you'll see and do
Monteriggioni
Our driver will pick you up at your location (hotel, B&B, or private apartment) and take you on a scenic drive through the charming hills of Tuscany. First stop in Monteriggioni for a free visit of the castle: Monteriggioni is a castle founded by the Sienese between 1213 and 1219 as an outpost against the Florentines. In antiquity, Monteriggioni was famed as an impregnable fortress. Now, inside the castle, you can visit the museum of Medieval Weapons and walk along the old defensive walls. Additionally, inside the castle, you can find a good winery for your enjoyment!
45 minutes here
San Gimignano
Second stop in San Gimignano for a free visit to the medieval village. San Gimignano is a small walled medieval hill town, not far from Siena, known as the Town of "Fine Towers." The town resembles an open-air museum, and our expert driver will guide you to the best things to see and taste. San Gimignano is famous for saffron, the Golden Ham, and its white wine, Vernaccia di San Gimignano, produced from the ancient variety of Vernaccia grape grown on the sandstone hills. In the main square, make sure to indulge in the best ice cream in the world at Gelateria Dondoli.
60 minutes here
Strada Statale 222 Chiantigiana
(Option with extra cost) Before arriving in Florence, if you wish, ask our driver to recommend a beautiful farm for lunch. Along the wine route, you will have the opportunity to taste renowned wines and other typical products such as olive oil, Sienese sweets, cheeses, balsamic vinegar, and truffles at a super Tuscan farm. Feel free to inquire about the various farms for lunch and wine tastings.
Pass by without stopping
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, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 6 travelers per booking
- Operated by
- Pek Tuscany in Limo
Know before you go
- Specialized infant seats are available
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
- Wheelchair accessible
Photos






What travelers are saying
Outty’s summary of the themes that recur across 3 traveler reviews. Written by us, not quoted from reviewers.
The guide
2 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
1 mentionThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
3 verified traveler reviews for PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni. Ratings and reviews provided by Viator and Tripadvisor.
Relaxing sightseeing tour
The driver was very helpful - describing the places we were visiting and was flexible when we wanted to extend the itinerary. A very comfortable way to travel
via Viator
Definitely recommend!
Definitely recommend! We had a lovely morning everything made so easy and convenient. With the 2 great sightseeing stops along the way. Andrea was an excellent host/driver!
via Tripadvisor
Vivanta
Stop to have our breakfast in Vivanta was excellent 👌 choice it's really peace and comfort area to have your time thanks to jinup for providing delicious food dosa yummy Indian food enjoyed alot servicing skills was really good of him as well thanks to his teammates Mr prasanna ramita . We will be coming soon .
via Tripadvisor
Good to know
- Duration
- 4 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
- Solid Choice
Who runs this experience
Operated by Pek Tuscany in Limo, who run 48 experiences we rank across 9 cities, with an average Outty Ranking of 51.1.
See everything Pek Tuscany in Limo runsWhy this scores 61
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Siena.
How much does PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni cost?
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Prices start at $171 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni take?
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Plan for about 4 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 Siena is not rushed.
Is PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni worth it?
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It holds an Outty Ranking of 61 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 3 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Siena, and how flexible the cancellation terms are.
Can I cancel or reschedule PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni?
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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 TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 4-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni?
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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 Siena 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 Siena and add a light layer if any part of the 4-hour experience runs outdoors or after sunset.
Where does PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni 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 Siena 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 Siena?
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On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Siena: A Wine Tour and Tasting Experience, Small-Group Montepulciano and Pienza Day Trip from Siena. 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 Siena?
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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 Siena?
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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 TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni?
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Included: Private transportation; Bottled water; Local expert driver and tour leader; and In-vehicle air conditioning. Not included: An optional stop for lunch or wine tastings at an organic farmhouse, with an additional su; and Everything not found under the heading inclusions is excluded. Always check the voucher for the final list before you travel.
Does PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni include hotel pickup?
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Yes, pickup is offered for every traveler from 129 listed pickup locations in and around Siena. You can also enter a custom pickup address when booking.
What languages is PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni offered in?
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It is offered in English, Italian, French 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 TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni?
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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 TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni wheelchair or stroller accessible?
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The operator notes: Specialized infant seats are available; Infants and small children can ride in a pram or stroller; and Wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni if the weather is bad?
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It generally runs rain or shine, so dress for the forecast in Siena. Standard cancellation terms apply: free cancellation up to 24 hours before the start.
What do travelers say about PRIVATE TRANSFER from Siena to Florence with stop in S Gimignano & Monteriggioni?
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Across 3 reviews averaging 5.0 out of 5, recurring themes include the guide, food and drink. Travelers single out the guide as the reason the experience works.
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