HOME > TOURS > The Best of Tuscany in One Day Trip from Florence - Pisa, Siena, San Gimignano plus lunch and wine tasting at a Chianti winery

The Best of Tuscany in One Day Trip from Florence - Pisa, Siena, San Gimignano plus lunch and wine tasting at a Chianti winery

8622 Reviews
Join us on a full-day guided tour of Tuscany and appreciate the architecture, cuisine and history of this sun-drenched region in all its glory.


Guided walking tour through the medieval city of Siena

Traditional Tuscan lunch and informal wine tasting at a Chianti vineyard (not included in the tour option without lunch)

Free time in the hilltop town of San Gimignano

Scenic drive to historic Pisa to explore its hidden corners and iconic tower

Voted #1 Day Trip in the World
2019 Tripadvisor Travelers' Choice

Full Itinerary

Depart Florence

We will meet at the front of Santa Maria Novella train station at 7:45am, ready for an 8.00am start. After meeting your expert guide, an air-conditioned coach will whisk you away to the first stop on our jam-packed itinerary.

View Siena

View Siena through the eyes of a local as you join a guided walking tour through the medieval city made up of yellow-ochre buildings, terracotta rooftops and green shutters. Learn about the world’s oldest bank, see the Piazza del Campo - the site of the 600-year-old Palio horse race - and admire the interior of the Duomo, a treasure chest of artworks. Afterwards, enjoy Siena at your own pace with free time for shopping or relaxing in an open-air cafe.

A Tuscan Lunch at a Chianti Vineyard

Next we stop at an organic, family-run wine estate – the highlight of our Tuscany tours! You will take part in an informal wine tasting lesson, trying Chianti, Vernaccia and Tuscan dessert wine, Vin Santo. Next enjoy traditional local lunch with plenty of wine, and soak in the idyllic location overlooking stunning views of the surrounding countryside. Take the opportunity to meet fellow travellers while feasting on fresh, organic farm food, including homemade pasta, cured meats (homemade prosciutto and salami), local cheeses, a real garden salad and Tuscan biscotti (if the tour option without lunch is chosen, this part of the tour is not included but there will be more time spent in San Gimignano).

Don't forget your camera - the view from the winery is jaw dropping!

San Gimignano

After lunch we visit the enchanting hilltop town of San Gimignano where you have free time to roam the picturesque streets and squares. Maybe browse the local shops, try an award winning gelato or walk among the town’s famous medieval towers.

Scenic Country Drive & Pisa

A scenic drive through iconic Tuscan countryside will take you to your final stop, Pisa. Here, take a closer look at the iconic Leaning Tower, the Cathedral and the Baptistery. A brief tour of the historic heart of Pisa will show you another side of the city.

Upgrade to include skip-the-line entry to the Leaning Tower

Return to Florence

You will be dropped off in Florence at around 8.30pm with a camera full of pictures, a stomach full of hearty Tuscan food and a host of new friends.


The meeting point is in Piazza Stazione. Your guide holding a WALKABOUT sign, right by the taxi stand at Santa Maria Novella train station across from the outside McDonald's

Departure Time: 8:00 AM

Departure from: Florence

Frequently Asked Questions

When you make a reservation you will have the chance to choose the tour option that includes the entry to the Leaning Tower before you proceed to the payment stage. Remember that children under the age of eight are not permitted to climb the tower.

If you have plans to stay in Pisa, you can bring your luggage with you (there is plenty of space on the coach) and collect it at the end of the tour, before the rest of us head back to Florence.

We run our tours with any number of people, rain or shine as we don't want a little bit of rain to ruin the chance for you to experience the beautiful places we take you to. If in extreme circumstances we have to cancel a tour, we will refund the price paid for the tour.

Definitely! If you would prefer an alternative to the menu we have chosen, please tell your tour leader and he/she will telephone ahead to arrange it.

We do not organise hotel pick-ups for difficulties with parking and scheduling, but our meeting point at Florence's main train station is very central and should be easy to get to. Many hotels are located within easy walking distance of the train station, otherwise a taxi (you could ask your hotel to book it for you) would be the fastest option, dropping you off right at our meeting point.

Our bus does not have a washroom. However the day is very well divided that you are never too far from washrooms. In the morning it takes just over an hour from Florence to Siena, then just forty minutes from Siena to the wine estate. After lunch we go to San Gimignano (only ten minutes drive) and from there to Pisa which takes one and a half hours. After Pisa it's just over an hour to Florence, depending on traffic.

We always love to hear feedback about the tour! You can leave us a message on our Facebook page wall (find us at Walkabout Florence) or find us on TripAdvisor by searching for the Walkabout Florence Tours.

We have arranged an itinerary so that you will cover as much of Tuscany as possible but without spending too long on the bus. The longest ride of the day is through beautiful Tuscan scenery and lasts about an hour and a half.

The thing to remember is that it is a long day (12 hours) and the city visits can be tiring for children. We have had occasional problems in the past when tired children have become fractious and noisy during the bus rides and disturbed the other passengers. So the decision has to be yours because you know your children! We reserve the right to ask you to leave the tour if in the tour leader's opinion your child disrupts the tour. We suggest to parents of very young ones that they use a back pack type of baby carrier rather than a stroller/pram because of the many steps, steep slopes and uneven surfaces in the medieval towns that we visit. It's also much quicker getting on and off the bus!

There is quite a lot of walking during the day, so comfortable shoes are recommended! The ancient cities of Siena and San Gimignano are built on hilltops and are mostly closed to traffic, so we have some walking to do (including steps and uneven surfaces) from the bus to the centre. Participants must be able to keep up with the group for the guided sections of the tour but there is plenty of free time for relaxing. We are unable to accept anyone with walking difficulties or wheelchair users.

Our tours leave from and return to the main railway station in Florence, so if you are travelling on by train, bring your luggage with you in the morning and take the train in the evening directly after the tour. You will save both time and money by not having to use the luggage deposit! We recommend that you book any rail travel from Florence after 9pm to allow time for any traffic delays. We cannot be held responsible for any loss or extra expense incurred in the unlikely case of delays due to unforeseen circumstances beyond our control.

If you have to get to the airport at Pisa, it's about fifteen minutes by taxi – the tour leader can help organise a taxi for you. If you are traveling by train, Pisa Centrale station is a ten minute taxi ride or bus ride away.

Once you have made your reservation and made the payment by credit card through our secure website, you will be able to print the information or save it to your mobile device to bring with you to the check-in.

If you would like to change the day of your tour, you may do so (depending on availability) up to 24 hours before the start of the tour with no extra fees.

We suggest comfortable clothing and above all, comfortable shoes for walking. In the summer months please remember that you are expected to cover your shoulders to visit inside churches, but if you are dressed for a hot day don't worry, you will be given a disposable paper cape for the Cathedral in Siena.

We offer a full refund to any cancellation up to 24 hours before the departure time of the tour.


We're not a giant multinational website - we're passionate about our small selection of handcrafted Tuscany tours. Support our independent business and book directly through Walkabout Florence.

Easy instant secure booking

Free cancellation up to 24 hours in advance

Mobile ticket accepted


Air-conditioned coach travel

Guided walking tour of Siena with entrance fee to the cathedral

Hearty farmhouse lunch – veggie and gluten-free options available

Wine tasting of four varieties

Maps of and information about all the towns visited


  • Due to uneven and steep surfaces, we are unable to accept wheelchair users or those with walking difficulties on our Tuscany tours.
  • Children under the age of 8 years are not permitted to climb the leaning tower of Pisa.
  • When the Duomo of Siena is closed for religious services, Santa Maria della Scala museum will be visited instead.


We also organize private tours to Siena, San Gimignano, Pisa and the Chianti area.
We can offer a private version of our already existing full day tour or any combination you want as either a half day or full day tour. 

To find out more about possible combinations and prices please call us on
+39 055 2645746

or if you prefer you can email us at

or just fill the contact form below


If you've got a question, we're happy to help. Just fill in the contact form below.

*All data are mandatory

Reviews of this experience from Tripadvisor

Had an incredible time during the tour. Alessandro was very knowledgeable and entertaining. Forget his name but the driver kept us on schedule.
Favourite Day in Tuskany
Favourite Day in Tuskany
Alessandro our guide and Emiliano our driver tool excellent care of us. The tour was just wonderful and as was the food and wine. Alessandro went above and beyond to answer all questions, show us the nicest spots and make us feel very comfortable. Would book this tour all over again
Lovely day out
Lovely day out
Olivia and Antonio were professional. Olivia especially was a great host - kind, approachable and accommodating. The length of the tour was just right - enough time to explore and rest before moving on to the next destination. The walking tours of each place are quite fast paced but the guides are happy to answer any questions or explain anything you may have missed - it was lucky our group was smaller as there were lots of opportunities to ask follow up. Many of the cafes required cash so make sure to take euros with you. All in all a great day.
Amazing day in Toscano
Amazing day in Toscano
Shreyashish S
This trip might be the best thing you do if you are new to Tuscany! The trip is ~12 hours long and gives a wonderful essence of the Toscano region. We had Sarah as our tourist guide and as pretty as she was, she was extremely warm and helpful to each of us. The trip comprises of Siena, lunch in a beautiful countryside farm, Sam Gimignano and Pisa. All this is only the half of it consodering we drive around the beautiful road clad with lush greens and Cypress trees. Everything was perfect. I highly recommend this tour to all the people who have Italy on their agenda!
Tuscany with Sarah
Tuscany with Sarah
I had a great day enjoying tuscany landscapes. Sarah is knowledgeable, composed, but best of all kind, considerate, and very cool. Having a tour with such a professional guide is what makes the difference, and it was a privilege. Ricardo driving the bus was great too, discreet and welcoming. This is a high quality tour.
Wonderful day in Tuscany
Wonderful day in Tuscany
We had a wonderful day in Tuscany! Start from the great bus with aircon. The very experience bus driver. The very amazing tour guide, she help us with everthing and explained everything so clear. She was very knowledgeable about the area. We started of at the train station in Florence of to the Siena where local tour guide (she was so great as well) toke us to main attractions. We then visited the wine farm and had amazing food and wine. We then went to San Gimignano for best gelato in world. Finally we reached pisa, were we climb the 7 floor stairs (maybe consider to admire the tower for outside) but view was great. This was the best day tour ever. Love every second!! Will highly recommend this tour even for 2 day stay in Florence. (visit day: 8 September)
Great tour
Great tour
Excellent tour-we enjoyed it from start to finish.Our guide Lavinia was great. This is “must do” even if you stay in Florence for 3 days as we did. Highly recomend!
Wonderful tour with amazing, informative staff
Wonderful tour with amazing, informative staff
We had a wonderful day exploring Tuscany with Alessandro and Antonio. Though the tour covered a lot of ground we never felt rushed, Alessandro was incredibly helpful and accommodating to all guests needs and even gave fantastic individualized recommendations for the remainder of our trips. Francesca's tour of Sienna was informative and full of lived local experience. She clearly loves her city and it was a joy to experience it with her. The van was clean and air conditioned, and despite poor weather and Italian drivers we felt safe and comfortable at all times. Though we had not originally booked lunch we were able to change our plans on the day - which worked out very well due to the aforementioned weather. The meal was good value, with plenty of food and wine. Even in the rain the farm is beautiful As someone who is not typically a fan of boxed tours I can highly recommend this tour. All the issues that typically plague group tours were not present and it allowed us to see much more of Tuscany than we could on our own in the limited time we had available
Great and interesting trip!
Great and interesting trip!
Our guide Elisa was amazing and very helpful and informative. The tour itself was good. There was enough time at the different sites and we felt that we visited the important points of interest. The guide at Siena, Donnatella, was also very informative and entertaining. All in all, it was worth the price as we had a great time.
Fantastic tour with Elisa
Fantastic tour with Elisa
This was a well run, spaced out tour. Our driver Antonio and tour guide Elisa were extremely friendly and very knowledgeable. The trip itself was brilliant and gives you the opportunity to see so much of Tuscany in 1 day. The farm we visited gave us a lovely guided tour and a great lunch with plenty of wine. They even offered to give us more food! All throughout the bus journey Elisa pointed out points of interest and explained them in a way that keeps your attention. She offered other assistance too. Any questions regarding anything else she was more than happy to answer. I can't really fault anything. Bring your walking shoes! Thank you. Andy and Leanne