
Tuscany Highlights and Wine Private Car Tour from Florence
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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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 Tuscany Highlights and Wine Private Car Tour from Florence worth booking?
Tuscany Highlights and Wine Private Car Tour from Florence is a 12-hour experience in Florence, Italy, from $307 per person. It scores 56 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
- 56 / 100
- Rating
- 5/5 (1)
- Duration
- 12 hours
- From
- $307 per person
See the world-famous Leaning Tower of Pisa, explore San Gimignano and Siena, and enjoy a wine tasting in Chianti on a full-day road trip from Florence. Includes private car transfers from your accommodation and a License
What you get
- 5-Star Licensed Guide who is fluent in the language selected when booking
- Medieval history and top sights of Tuscany
- Private Full-Day Tour from Florence to Tuscany: Pisa, Siena, San Gimignano and Chianti by Car
- Private car transfer with pickup and drop-off at your accommodation in Florence
- Tasting of 3 wines in a traditional restaurant or canina in Chianti
About this experience
See the world-famous Leaning Tower of Pisa, explore San Gimignano and Siena, and enjoy a wine tasting in Chianti on a full-day road trip from Florence. Includes private car transfers from your accommodation and a Licensed Guide. HIGHLIGHTS: - Explore the highlights of Tuscany by car with a 5-Star Private Guide. - Take a photo with the world-famous Leaning Tower of Pisa. - Discover the medieval history and legends of Siena and San Gimignano. - Taste original Chianti wine in a traditional cantina or restaurant surrounded by lush vineyards. - Travel comfortably with private car transfers direct from your accommodation in Florence. Feel the spirit of adventure as you explore the highlights of Tuscany, from the iconic landmarks like the Leaning Tower of Pisa to the lush vineyards of Chianti. Travel comfortably in a private car, discovering the beautiful natural landscapes, rich history and high culture of Tuscany with a 5-Star Private Guide. Let us take you on an adventure!
What's included
Included
- 5-Star Licensed Guide who is fluent in the language selected when booking
- Medieval history and top sights of Tuscany
- Private Full-Day Tour from Florence to Tuscany: Pisa, Siena, San Gimignano and Chianti by Car
- Private car transfer with pickup and drop-off at your accommodation in Florence
- Tasting of 3 wines in a traditional restaurant or canina in Chianti
Not included
- Lunch (optional)
What you'll see and do
Florence
Car tour to discover the best things to do in Tuscany, Italy. We'll pick you up from your hotel or accommodation in Florence in a clean, air-conditioned car, van or bus depending on the size of your group. You don't have to share a coach with other tourists; this is a private experience tailored to your needs and interests. The itinerary is designed to show you the best-selected highlights of Tuscany in only 1 day.
360 minutes here
Leaning Tower of Pisa
In Pisa, you will see the beautiful Cathedral with its famous Leaning Tower, a popular place to take posed photos.
45 minutes here
San Gimignano
You will also see the many towers of San Gimignano, a picturesque medieval town surrounded by green fields and forests.
45 minutes here
Nearby you can also explore the forested trails of the Diborrato Waterfall, an enchanted site known for clean, blue water.
45 minutes here
In Siena, you will see the stunning Siena Cathedral and wander around the elegant Piazza del Campo.
45 minutes here
Siena
Your Private Guide will introduce local history, culture and wine, as you will stop in at a traditional cantina or restaurant to taste 3 Chianti wines. This full-day tour will be full of magical experiences, medieval history and scenic views!
180 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.
- Languages
- de, ru, en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Mon, Tue, Wed, Fri, Sat, Sun
- Group size
- Up to 15 travelers per booking
- Operated by
- Rosotravel - Italy City Tour
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
- Please check your email the day before the tour to receive important information.
- We will arrange private transfers in a standard car (sedan) for groups of 1-4 people, and in a larger van or minibus for groups of 5 people and more. If you're traveling in a smaller group but want to travel in a more spacious car, we recommend booking a 5-people tour to take advantage of a larger vehicle.
- For the comfort of all guests, it is best to have 1 licensed guide per maximum of 25 guests. If there are 26-50 people in your group, we will provide the service of 2 licensed guides so that all guests can get the best experience, ask questions and hear the guide well.
- Lunch can be arranged upon request
- The legal drinking age in Italy is 18.
Photos






Traveler reviews
1 verified traveler reviews for Tuscany Highlights and Wine Private Car Tour from Florence. Ratings and reviews provided by Viator and Tripadvisor.
Fantastic Tuscany experience!
We had an unforgettable experience thanks to our fantastic guide, Alessandro. His expertise and attentiveness made the trip truly special. The driver was exceptionally professional as well. Over the course of 13 hours, we felt like royalty during this remarkable adventure. We highly recommend this experience and can’t wait for our next trip!
Response from the operator: Hi Kaia_E, What a joy to read your review! Thanks for sharing it. We’re thrilled that your day in Tuscany felt unforgettable from start to finish. Alessandro will be so pleased to hear your kind words, and we’re glad our driver’s professionalism helped make the long journey feel effortless. Turning 13 hours into a royal adventure is exactly the experience we aim to deliver. We can’t wait to welcome you back for another remarkable journey soon. Regards, Rosotravel team
via Viator
Good to know
- Duration
- 12 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- 18+
- Availability
- Bookable today
- Runs on
- Mon, Tue, Wed, Fri, Sat, Sun
- Price range
- $307 to $2527
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 56
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Tuscany Highlights and Wine Private Car Tour from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Tuscany Highlights and Wine Private Car Tour from Florence cost?
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Prices start at $307 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 Tuscany Highlights and Wine Private Car Tour from Florence take?
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Plan for about 12 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 Tuscany Highlights and Wine Private Car Tour from Florence worth it?
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It holds an Outty Ranking of 56 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 last minute in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Tuscany Highlights and Wine Private Car Tour from Florence?
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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 Tuscany Highlights and Wine Private Car Tour from Florence suitable for kids and families?
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The operator sets a minimum age of 18. Older children generally do well here, and families should factor in the 12-hour running time when deciding.
How far in advance should I book Tuscany Highlights and Wine Private Car Tour from Florence?
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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 12-hour experience runs outdoors or after sunset.
Where does Tuscany Highlights and Wine Private Car Tour from Florence 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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