
Private Full Day Tour Siena and San Gimignano with Wine Tasting
Traveler rating
Not yet rated
No traveler reviews have been published for this experience yet.
Quick answer
Is Private Full Day Tour Siena and San Gimignano with Wine Tasting worth booking?
Private Full Day Tour Siena and San Gimignano with Wine Tasting is a 8-hour experience in Florence, Italy, from €750 per person. It scores 47 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 47 / 100
- Rating
- Not yet rated
- Duration
- 8 hours
- From
- €750 per person
Discover the charm, history, and flavors of Tuscany on this private full-day tour by luxury minivan, led by a licensed English-speaking driver-guide with deep local knowledge. Visit two UNESCO World Heritage sites—Siena, with its stunning Gothic cathedral and famous Piazza del Campo, and San Gimignano, known for its medieval towers and artisan shops. Enhance your experience with an optional wine tasting and full Tuscan lunch at a family-run winery (not included, but highly recommended). Enjoy a fully customizable itinerary with convenient pickup and drop-off from your accommodation in Florence. Highlights: -Private full-day tour for up to 7 travelers -Explore Siena and San Gimignano, both UNESCO World Heritage Sites -Travel in comfort with a luxury minivan with Wi-Fi and licensed English-speaking driver-guide -Optional wine tasting and lunch at a local winery (not included, but highly recommended) -Hassle-free pickup and drop-off from Florence
What you get
About this experience
Discover the charm, history, and flavors of Tuscany on this private full-day tour by luxury minivan, led by a licensed English-speaking driver-guide with deep local knowledge. Visit two UNESCO World Heritage sites—Siena, with its stunning Gothic cathedral and famous Piazza del Campo, and San Gimignano, known for its medieval towers and artisan shops. Enhance your experience with an optional wine tasting and full Tuscan lunch at a family-run winery (not included, but highly recommended). Enjoy a fully customizable itinerary with convenient pickup and drop-off from your accommodation in Florence. Highlights: -Private full-day tour for up to 7 travelers -Explore Siena and San Gimignano, both UNESCO World Heritage Sites -Travel in comfort with a luxury minivan with Wi-Fi and licensed English-speaking driver-guide -Optional wine tasting and lunch at a local winery (not included, but highly recommended) -Hassle-free pickup and drop-off from Florence
What's included
Included
- Private transportation
- On-board WiFi
- Bottled water
- Expert English-speaking driver-guide providing local insights, stories, and curiosities.
- In-vehicle air conditioning
Not included
- Lunch
- Alcoholic beverages
- Snacks
What you'll see and do
Florence
Your private driver will pick you up directly from your accommodation in a luxury minivan to begin your Tuscany adventure.
60 minutes here
Siena
Visit Siena, a UNESCO World Heritage Site, and explore its medieval streets, the impressive Cathedral, and the iconic Piazza del Campo.
120 minutes here
Castellina In Chianti
Visit a family-owned winery for an insightful guided tour of the vineyard and cellar, where you'll learn about traditional wine production methods. Enjoy a delightful wine tasting featuring the iconic Chianti Classico and a traditional Tuscan lunch made with local ingredients.**Not included in the price to be paid directyl to the winery 60€ per person**
120 minutes here
San Gimignano
Continue to San Gimignano, one of Tuscany’s most famous medieval towns, where you’ll explore its iconic towers, charming cobblestone streets, and local artisan shops.
120 minutes here
Florence
Enjoy a scenic drive back to your accommodation in Florence, taking in the breathtaking landscapes of the Tuscan countryside.
60 minutes here
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.
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- SiTuscany
Know before you go
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- Specialized infant seats are available
- Suitable for all physical fitness levels
- This is a private tour/activity. Only your group will participate
Photos






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
- Included for all travelers
- 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.
Private Full Day Tour Siena and San Gimignano with Wine Tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Full Day Tour Siena and San Gimignano with Wine Tasting cost?
+
Prices start at €750 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 Full Day Tour Siena and San Gimignano with Wine Tasting 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 Full Day Tour Siena and San Gimignano with Wine Tasting worth it?
+
It holds an Outty Ranking of 47 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 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 Full Day Tour Siena and San Gimignano with Wine Tasting?
+
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 Full Day Tour Siena and San Gimignano with Wine Tasting 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 Full Day Tour Siena and San Gimignano with Wine Tasting?
+
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?
+
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 Full Day Tour Siena and San Gimignano with Wine Tasting 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 -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?
+
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.
What is included in Private Full Day Tour Siena and San Gimignano with Wine Tasting?
+
Included: Private transportation; On-board WiFi; Bottled water; Expert English-speaking driver-guide providing local insights, stories, and curiosities; and In-vehicle air conditioning. Not included: Lunch; Alcoholic beverages; and Snacks. Always check the voucher for the final list before you travel.
Does Private Full Day Tour Siena and San Gimignano with Wine Tasting include hotel pickup?
+
Yes, pickup is offered for every traveler from 228 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.
Will I get instant confirmation and a mobile ticket for Private Full Day Tour Siena and San Gimignano with Wine Tasting?
+
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 Full Day Tour Siena and San Gimignano with Wine Tasting wheelchair or stroller accessible?
+
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 Full Day Tour Siena and San Gimignano with Wine Tasting if the weather is bad?
+
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.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Private Full Day Tour Siena and San Gimignano with Wine Tasting.
Pick your date




