Tuscany in a Day Tour from Florence
Visit Siena, dine at a Chianti vineyard, explore San Gimignano, and see the Leaning Tower of Pisa!
Searching for the ultimate day trip from Florence? On this unforgettable tour through Tuscany, take a guided walk through the medieval city of Siena, visit a Chianti vineyard for a decadent wine tasting and traditional Tuscan lunch, wander around the enchanting town of San Gimignano, and get a close-up look at the Leaning Tower of Pisa! With comfortable, round-trip transportation included and a knowledgeable guide leading the way, this is the best way to discover all that Tuscany has to offer!
What You Get With This Tour
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Expert, English-speaking guide
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Round-trip coach transportation
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Guided tour of Siena
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Entry to Duomo di Siena
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Tuscan lunch at winery
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Wine tasting with Chianti, Vernaccia, and Vin Santo
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Free time in San Gimignano
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Hotel pick up and drop off
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Tickets to the Leaning Tower of Pisa
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Guide tips
Tour Itinerary
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1
Meet your guide at Santa Maria Novella train station
Your day begins outside Florence's main train station, where your guide will be waiting with a sign. Board an air-conditioned coach and settle in as the cityscape gives way to cypress-lined roads and vineyard-covered hills. -
2
Explore Siena with a guided walking tour
First, you'll arrive in Siena, a medieval city built on three hills in southern Tuscany. Follow your guide through narrow brick lanes to the shell-shaped Piazza del Campo, then step inside the Duomo di Siena—a Gothic cathedral wrapped in green and white marble stripes. -
3
Enjoy free time in Siena
After your guided tour wraps up, you'll have time to explore on your own. Grab an espresso at a café in the piazza, browse artisan shops tucked into ancient buildings, or simply wander the winding streets before lunch. -
4
Savor lunch and wine tasting at a Chianti vineyard
Next, your coach rolls through Chianti's vine-striped hills to a family-run organic winery. Sit down to a Tuscan feast of homemade pasta, prosciutto, aged cheeses, and cantucci cookies, all paired with estate wines like Chianti Classico and sweet Vin Santo. -
5
Wander through San Gimignano
From the winery, you'll head to San Gimignano, a hilltop town famous for its 14 surviving medieval towers that once served as status symbols for rival families. Stroll cobbled streets lined with workshops selling leather goods and ceramics, then climb one of the towers for views over Tuscany's patchwork countryside. -
6
See the Leaning Tower of Pisa
Your final stop brings you to Pisa, a coastal city known worldwide for one tilting marble tower. Walk across the green lawn of Piazza dei Miracoli to see the Leaning Tower, Cathedral, and Baptistery up close, then explore the historic center at your own pace before departure. -
7
Your tour finishes in Florence
As evening approaches, you'll board your coach for the return trip to Florence. By the time you arrive back at Santa Maria Novella station, you've tasted Chianti wine, touched medieval stone, and crossed Tuscany from hill town to coast—all in one full day.
Additional Information
Good to know:
Accessibility: Unfortunately, due to the uneven and steep surfaces, this day trip to Tuscany is not suitable for wheelchair users or those who may have trouble walking.
Dress Code: Knees and shoulders should be covered for entry into the Siena Duomo and Pisa Cathedral, as is required at most religious sites.
Dietary Restrictions: Vegetarian and gluten-free options are available, but please contact us in advance so we can work with our partners to accommodate your needs.
Alcohol Consumption: This experience includes sampling 4 wines; participants must be 18 or older to drink alcohol in Italy.
Tour Changes: At times the Duomo in Siena will be closed for religious services, in which case you will visit the Santa Maria della Scala Museum instead. The itinerary of this tour is subject to change based on weather, and traffic.
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can enter sites on time.
Your 12-hour tour includes:
Expert English-speaking guide
Roundtrip transportation via air-conditioned coach
Guided walking tour of Siena with cathedral entrance
Tuscan lunch at a family-run vineyard
Sample 4 different wines
Free time in San Gimignano and Pisa
Maximum group size of 50
What to bring:
Comfortable walking shoes
Government-issued ID
Camera
Water
Scarf/shawl to cover knees and shoulders for religious sites
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Customer Reviews
Moved around dates and tried to reschedule and NO ONE called me back or tried to help. Still have had no response or even an option to return my fee. I will NOT use these guys again even though I scheduled 3 out of my 4 tours with them while in Italy. You'd think that I'd at least I'd get a call back after booking a few tours with them.
Wonderful tour seeing cities of Tuscany along with fabulous lunch at an organic winery. Beautiful! Gianlucca, our tour guide, was the best !!!
Our guide Giancarlo was entertaining and informative, and kept our group organized and on time. Of course I wish we had more time in all the stops, but this was a great overview of the gorgeous Tuscan towns/countryside.
The tour and Manno were great. Very informative. Scenery was breathtaking Thrilled we went
Naomi and Paulo our driver were exceptional. They made the day worthwhile. Also the food at the working farm was good. The organizers need to seriously figure out better timing and meeting locations. Getting dropped off in the dark at night ,way out at the train station is ridiculous At least have cabs available for us The time on tour vs the free time was way out if balance. For example Pizza was shutting down while we were there and it was getting seedy. Why not cut the tine there down and get back at a decent time. The day was simply too long. Siena was wonderful but way to much talk time and nit enough exploring the town Overall i felt like we spent all day like cruise ship people with loads of buses all arriving at the same time Tried it once and wont do it again. With Goggle Maps id drive myself and set my own pace
Frequently Asked Questions
What to bring?
Make sure to wear comfortable clothes appropriate to the season and a valid ID. During the summer, don’t forget a hat and a bottle of water!
What to bring?
Make sure to wear comfortable clothes appropriate to the season and a valid ID. During the summer, don’t forget a hat and a bottle of water!
Is this tour run by The Tour Guy?
This tour is operated by one of our trusted and vetted partners in Florence.
What if I have concerns about my mobility on this tour?
Unfortunately, due to the uneven and steep surfaces in the locations we will be visiting, this day trip to Tuscany is not suitable for wheelchair users or those who may have trouble walking.
What happens if it rains?
We run our Tuscany day trips rain or shine. In the case of extreme weather conditions, cancellations may occur, and a full refund will be provided.
Is there any chance my tour might be canceled?
On the rare occasion the tour is canceled, we'll inform you as soon as possible. We will work with you to reschedule your tour when possible or provide a full refund.
Is there a dress code to enter the religious sites on this tour?
Both men and women are required to cover their knees and shoulders, otherwise, the Cathedral in Siena may refuse entry and you’ll miss out on a portion of your tour. We understand the summers in Tuscany can be hot, so a great alternative is to bring a shawl/scarf/sweater with you. That way you can cover your knees and shoulders when necessary.
How comprehensive is this tour of Tuscany?
In the spirit of seeing as much of Tuscany in one day as possible, the time spent in Siena, San Gimignano and Pisa are abbreviated compared to our private tours to each of these areas. You'll still get to experience all the most important elements of these impressive towns and cities.
Does the Duomo in Siena ever experience sudden closures?
Yes, at times the Duomo in Siena will be closed for religious services. If this is the case during your tour, you will visit the beautiful Santa Maria della Scala Museum instead.
Are tickets to the Leaning Tower of Pisa included?
Tickets to the Leaning Tower of Pisa are not included in the price paid. In case you wish to add them, please let us know and we will do our best to secure them for you.
Is lunch included in the price of the tour?
Yes, a delicious Tuscan lunch at the wine estate is included!
What if I have food allergies, intolerances, or other dietary requirements?
Not a problem at all, vegetarian and gluten-free options will be available. Please contact us in advance so we can do our best to accommodate your needs. We will work with our tour partners to provide you with an alternative when possible.
How many glasses of wine will I get?
You'll enjoy at least 4 different wine varieties during your wine tasting. In addition to your tasting, wine will also be served with lunch.
What if I don’t drink alcohol but I’d still like to join a food tour?
Not a problem. Please let us know in the comment box when you book your tour so we can make sure an alternative drink is provided.
Can I bring my kids and do I have to pay for them?
Kids are welcome on this tour, and children aged 8-17 pay a reduced fee. Children 7 and under may join for free. Please choose accordingly during the booking.
Does this tour include hotel pickup?
No hotel pickup is included on this tour. You’ll meet your guide at the designated meeting point, conveniently located in Piazza Stazione.
