
Private Experience Tuscany Tour from Rome
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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
4.2/5
Based on 5 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Experience Tuscany Tour from Rome worth booking?
Private Experience Tuscany Tour from Rome is a 8-hour experience in Rome, Italy, from $580 per person. It scores 48 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.2/5 rating across 5 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 48 / 100
- Rating
- 4.2/5 (5)
- Duration
- 8 hours
- From
- $580 per person
Why just planning a transfer if you can have a Smart Transfer? Along the way to Florence you will have the chance to travel across the marvelous Tuscan hillside, having a stop for lunch and/or wine tasting at an authenti
What you get
About this experience
Why just planning a transfer if you can have a Smart Transfer? Along the way to Florence you will have the chance to travel across the marvelous Tuscan hillside, having a stop for lunch and/or wine tasting at an authentic local winery and visit world-famous medieval towns like Siena and San Gimignano (that's just a suggestion, as the itinerary is customizable!). Siena in Tuscany captivates with its medieval charm, hailed as one of Italy's most enchanting destinations for its historic grandeur and cultural richness. San Gimignano, nestled in the scenic beauty of Tuscany, epitomizes medieval magnificence. Dubbed the "Manhattan of the Middle Ages," its skyline is punctuated by ancient towers, each a testament to its rich history. In the heart of Tuscany lies the Chianti region, renowned for producing Italy's finest wines. On this tour, you can indulge in wine tastings in their place of origin, revealing the secrets that make them truly exceptional.
What's included
Included
- Alcoholic beverages
- Private tour
- All taxes, fees, road tolls, fuel
- Driver at disposal full day
- Transport by air-conditioned minivan
Not included
- Gratuities
What you'll see and do
Siena
Your first visit spot will probably be at Siena, which is regarded as the only living model of the medieval city. Admire the Cathedral and the town main square, Piazza del Campo, a one-of-a-kind urban space with its shell shape that has always been the major center for political and commercial activities in the ancient Sienese Republic, and is the site of the famous Palio delle Contrade horse race that takes place twice a year.
60 minutes here
Piazza del Campo
Heart of Siena is its one-of-a-kind square, the imposing Piazza del Campo, where you can take a stroll and take in the views.
10 minutes here
Strada Statale 222 Chiantigiana
In addition to the breathtaking views of the vineyards and olive groves, Chianti is best known among the tourists for its abbeys, villas, castles, wineries, and restaurants. For this reason, the journey itself is a magnificent path along the roads of Tuscany, where it is possible to enjoy the view of hills covered by vineyards, olives tree, small villages and original bell towers. But the word "Chianti" for every Italian means above all one thing: good wine! For this reason, during the trip your Driver/guide will prepare you for the wine tastings you will have during this day-tour. There are hundreds of wineries and farmhouses in this area of Tuscany and your local driver will choose the ones that suit your tastes. (NOTE: Wine tasting / paired lunch to be paid on the spot -price starting from "free of charge" to 50 Euros and more depending on the type of winery and tasting)
120 minutes here
San Gimignano
Upon arriving at San Gimignano, admire the distinctive skyline boasting 13 medieval towers. Embraced by the warm glow of mid-morning sunlight, the town's ancient towers and crenellated walls cast long shadows across the surrounding landscape. Highlights to not to be missed, Piazza della Cisterna, named after the well found at its center and encircled by unspoiled 13th and 14th century palaces; and the Piazza del Duomo (Cathedral). Enter the majestic 12th century, Romanesque church for splendid interior views. Large number of shops are found along Via San Giovanni and Via San Matteo.
60 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 30 minutes before departure.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- My Way
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 5 traveler reviews. Written by us, not quoted from reviewers.
The guide
5 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Pace and timing
1 mentionSeveral reviewers comment on how the schedule is paced.
Traveler reviews
5 verified traveler reviews for Private Experience Tuscany Tour from Rome. Ratings and reviews provided by Viator and Tripadvisor.
Highly Recommended
Alberto was the best guide we have ever had - thoughtful, intelligent and honest in his opinions. His recommendations and suggestions were spot on and made the most of our journey. We wished he could have stayed on with us in Florence!
Response from the operator: Thank you for your glowing feedback! We're delighted to hear that Alberto made your journey exceptional with his thoughtful, intelligent, and honest guidance. It's wonderful that his recommendations and suggestions were on point and enhanced your experience. We understand why you would want him to stay with you in Florence! Your satisfaction is our top priority, and we look forward to serving you again in the future, creating more memorable moments.
via Viator
Good transport from Rome to Florence
This service was an excellent way to travel fro Rome to Florence. The provider service Driver in Italy was very professional and drove safely. He also provides some insight along the way of things to do to further enjoy our trip.
Response from the operator: I'm glad to hear that you had such a positive experience using the service to travel from Rome to Florence! It's always great when the service provider goes above and beyond to make your journey enjoyable and informative. Professional and safe drivers can make a significant difference in your travel experience. If you have any more trips planned in Italy or anywhere else, I hope they are just as enjoyable. Safe travels!
via Viator
Transportation NOT A TOUR
It was a nice ride, but this was transportation and did not include any information or anything else that would qualify as a 'tour.' Given that, we would not have paid anything close to this amount. You're better off just booking transportation or renting a car or looking elsewhere and confirming that you will have a driver with at least some basic information and knowledge to share along the way. Followed-up via Viator afterwards to request a partial refund given that the price paid was commensurate with other tours vs. just rides but they were unable to help.
Response from the operator: Thank you for sharing your feedback about your recent transportation experience. It's unfortunate to hear that the ride did not meet your expectations and lacked the tour-like qualities you were hoping for. We will use this feedback to improve our future tours. Thank you again.
via Viator
Comfortable transit from Rome to Florence.
Our driver Mr. Daniele was so sweet and friendly. He was a wonderful driver and was very willing to be on our schedule. He made us feel so comfortable visiting places at our own pace and even suggested visiting a small castle which turned out to be one of our favorite stops. It was a fun and memorable experience and probably the most comfortable transit method during our trip. I would definitely recommend and would consider reserving again if we were to visit Italy in the future.
Response from the operator: Thank you for your review. It's always a pleasure for us to hear about experiences of our customers. Daniele will be happy to know that you enjoyed his tour Looking forward to welcome you again on our tours Marzia
via Viator
GREAT tour company!!
We used the services of “Driver in Italy” for several tours / transfers during our trip to Italy. I highly recommend asking for Alberto to be your driver….honestly one the nicest drivers, fun to be around and very knowledgeable as well. He picked us up at the airport, showed us Rome (night tour was fabulous too!), transferred us to Florence with stops at several “hill towns” I wanted to see, another day of exploring Siena & San Gimignano, and then a transfer from Florence to Venice (with a stop at the Ferrari museum)! This company is easy to work with and Alberto was just THE best. They helped make our trip stress free and more enjoyable!
Response from the operator: Hello, Thank you for sharing your experience :) I'm glad you had a great time with us and especially with Alberto, we are very grateful to have him on our team, he really is very good driver and nice person See you next time Marzia
via Tripadvisor
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
- 2
- Verdict
- Worth a Look
Why this scores 48
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Experience Tuscany Tour from Rome: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Rome.
How much does Private Experience Tuscany Tour from Rome cost?
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Prices start at $580 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Rome usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Experience Tuscany Tour from Rome take?
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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 Rome is not rushed.
Is Private Experience Tuscany Tour from Rome worth it?
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It holds an Outty Ranking of 48 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.2/5 across 5 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Rome, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Experience Tuscany Tour from Rome?
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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 Experience Tuscany Tour from Rome suitable for kids and families?
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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 Experience Tuscany Tour from Rome?
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Around 2 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 Rome 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 Rome and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.
Where does Private Experience Tuscany Tour from Rome 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 Rome 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 Rome?
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Rome runs on skip-the-line access. The Colosseum underground, the Vatican before opening, and the catacombs south of the walls all require a licensed operator, and the price gap between the good ones and the rest is smaller than you would expect. We rank by guide credentials, group size and how reliably the promised access actually materialises. On Outty we rank every Rome experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Rome Pasta and Tiramisu Class: Ravioli, Fettuccine & Fine Wine 5*, Pasta Making & Wine Tasting with Dinner in Frascati from Rome, Rome: Pizza & Tiramisu or Gelato Class with Flowing Fine Wine 5*. 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 Rome?
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April, May, September and October. August is hot and half the city is shut. 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 Rome?
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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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