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Exclusions
Giordano was a super friendly and motivated guide, who told us a lot about Pisa and Tuscany, and other places worth mentioning there, and also gave us special tips. The whole thing in fluent English, Spanish and also a little German :) Thanks also to bus driver Giovanni!
View original review in German
It was a very easy process to find our guide and get on the bus. They were very communicative and provided easy instructions. The bus to Pisa was nice and spacious and good AC. Our tour guide Ricardo once we arrived to Pisa was very knowledgeable, and had a great sense of humor. As expected, Pisa was a magical experience that my family will take forever. Great experience with Headout .
Everything is beautiful! Dream day!!!😊 All of Florence is beautiful and Pisa is magical!!!
View original review in Spanish
Pisa is a lovely place to see. The drive was awesome. The monuments are very well maintained.
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Federico worked very hard to make sure we all were getting the most out of the trip. We had plenty of time to do our own thing at the various stops. The ticketing process was very easy also.
The complete package, very well organised and a brilliant tour guide can't remember her named but she was the English tour guide.
I think a guided tour that includes a wine tasting needs to be well thought and more personalized for the audience. The group was really big, we had to rush from one place to another, so we didn't really enjoyed each city; the tour was made in 3 languages so it took a really long time to understand the information. Also they changed the order of the cities and that ruined our traveling plans as the visiting order was important for us to at the end we had to take two more trains on our own. The wine tasting was really regular almost bad. The food was not tasty, the water glasses smelled like egg and the wines were not explained as we tried them. Also a good wine tasting changes your glasses between different wines or puts a glass for each type of wine and they never changed the only glass per person so the real taste was not able to be well enjoyed. The wines were regular and not that good to be Italy. There was a little of lack of organization for the lunch and also we expected to learn a little bit about the wine making process as it is the Tuscany or at least visit the vineyard and none was done. So they didn't really met our expectations for the cost or the description of the experience that is sold. Somehow disappointing honestly.
The places were wonderful, but I think the Spanish guide was lacking, since the one who spoke in English told a lot of things and when it was the Spanish guide's turn, she summarized too much.
View original review in Spanish
The guide was excellent with the information she gave us and very friendly, the 3 cities were beautiful, but you have to wear very comfortable shoes because the streets are complicated.
View original review in Spanish
This was one of the highlights of my trip! Our tour guide was excellent and very knowledgeable. Her English was also very good. Marco at Poggio ai Laghi (the winery) was hilarious and made the experience that much better! Definitely do this if you get a chance. Be prepared; this is a lot of walking, so wear very good shoes.
It was easy to be brought around, and I think all of the places we visited were good. The tour guide was also very good. I was, however, disappointed that there was a toilet on the bus and we weren't allowed to use it on a tour that went 12 hours. Also, the vegetarian meal was about half the size of the other meal for lunch.
It was a nice trip well organised by the tour managers . The main highlights of the trip were given in d bus before reaching a particular stop. However the only problem was the same thing was repeated in spanish and portuguese which went över the head!... the views of pisa, chianti and sam gimgnano worth the travel!! A long and tiring trip so plan the previous day accordingly so that next day u can enjoy your tour to fullest! Overall it was a lovely experience with our guides!
The tour was very good. But there are a few observations. The air conditioning on the bus was very weak, making it hot during the trip. The bus didn't have a toilet.... what an absurdity The guide walked very fast, sometimes leaving some behind.
View original review in Portuguese
The guide was perfect, however I believe they should be a bit more strict with the timings. We were accompanied by a group who didn't stop talking at all. This meant we couldn't hear a bit of what the guide was saying in the bus.
The whole day with barbara was amazing, she clearly knows a lot about the region and delivers the information in a very lighthearted and entertaining manner. The guide in Sienna, Chiara, was also great, very nice and knowleadgeable.
It was a nice experience, Julia was wonderful all 3 places are enchanting. but the lunch was more like a taste of red meats, I would prefer some pasta with tomato sauce.
An incredible trip! Beautiful landscapes, very nice lunch experience.
View original review in Portuguese
Perfect tour perfect guide, super
Incredible tour, the guide and everything you learn is very helpful to understand the landscapes and culture.
View original review in Spanish
Yes, the experience was great, the guide was fantastic!!! Always helpful to explain everything in detail
View original review in Portuguese
Well organised.instruction clear. On scheduled. The double decked is good. Comfortable.
The scenery was amazing! And the guides were great. Not having air conditioning in the bus was a bummer
Guide was perfect and very professional We got everywhere on time and even bad weather didint destroy our experience
We loved the smooth transfers, wine tasting and the sienna tour
Lucca, our guide, made the tour so interesting. He was fabulous. Lucca was very knowledgeable and engaging.
The guides Luciano and Patricia and the bus driver Michelle were awesome, they put their hearts in the job!
Central Florence
Head to the location mentioned on your final voucher and set off on your adventure.
84.5 km
77 minutes
1
Pisa
1 attractions
Stop by Pisa's Square of Miracles, where you will have time to admire the stunning Cathedral, Baptistery, Monumental Cemetery, and pose with the Leaning Tower.
Leaning Tower of Pisa
78.8 km
81 minutes
2
San Gimignano
1 attractions
Nicknamed 'Manhattan of the Middle Ages', San Gimignano's tall, narrow towers create a modern skyline. Stroll by charming craftsmen’s shops along the cobbled stone streets and small squares.
1. Tuscan lunch
Lunch
Fuel up with a traditional Tuscan lunch and wine pairings before hitting the streets of San Gimignano.
2. Duomo di San Gimignano
Admire the Collegiata di Santa Maria Assunta, a 12th-century church with frescoes by Ghirlandaio in its Santa Fina Chapel.
41.9 km
46 minutes
3
Siena
2 attractions
You can choose to either freely explore Siena, or avail a guided tour of the city center and maybe even its cathedral.
1. Piazza del Campo
Traverse the main square, lying on the intersection of the three main roads that lead in and out of Siena.
2. Siena Cathedral
Nestled in Piazza del Duomo is the magnificent Gothic-Romanesque cathedral. Select the guided tour with entry to admire the mosaic floors and frescoes within.
77 km
78 minutes
4
Central Florence
See the iconic Leaning Tower of Pisa, fill up on lunch with drinks in San Gimignano, and traverse Siena!
See the iconic Leaning Tower of Pisa, fill up on lunch with drinks in San Gimignano, and traverse Siena!
Inclusions
The complete package, very well organised and a brilliant tour guide can't remember her named but she was the English tour guide.
The tour was very nice. My mother and I really enjoyed all the places we visited. Lunch in San Gimignano was delicious, accompanied by local Tuscan products, which made the experience even more special. For those who prefer to tour the towns without any rush, we suggest doing it on your own. Finally, we would like to thank immensely the help offered by the guide Alexandra who very kindly helped us find a place to leave our luggage in Siena as we were not ending the tour in Florence as scheduled, but were heading to another destination. Without his help we would not have known Siena. Excellent as a professional and as a person.
View original review in Spanish
This was one of the highlights of my trip! Our tour guide was excellent and very knowledgeable. Her English was also very good. Marco at Poggio ai Laghi (the winery) was hilarious and made the experience that much better! Definitely do this if you get a chance. Be prepared; this is a lot of walking, so wear very good shoes.
It was easy to be brought around, and I think all of the places we visited were good. The tour guide was also very good. I was, however, disappointed that there was a toilet on the bus and we weren't allowed to use it on a tour that went 12 hours. Also, the vegetarian meal was about half the size of the other meal for lunch.
It was a nice trip well organised by the tour managers . The main highlights of the trip were given in d bus before reaching a particular stop. However the only problem was the same thing was repeated in spanish and portuguese which went över the head!... the views of pisa, chianti and sam gimgnano worth the travel!! A long and tiring trip so plan the previous day accordingly so that next day u can enjoy your tour to fullest! Overall it was a lovely experience with our guides!
The guide was perfect, however I believe they should be a bit more strict with the timings. We were accompanied by a group who didn't stop talking at all. This meant we couldn't hear a bit of what the guide was saying in the bus.
Hi, My experience with Headout team and the guide was suoer amazing, I think on our own we wouldn't have ever visited so many places in one day, but due to this trip we could visit so much and the guide was also very informative. I speacially love the wine tasting experience. Wish we would have got more time everywhere but it was a little hectic but worth visting ..I just loved it.
Everything was excellent. Only the part of the lunch in the vineyard that no one explained in Spanish.
View original review in Spanish
Perfect tour perfect guide, super
Great guide, everything according to plan, punctuality and great cities
View original review in Portuguese
The scenery was amazing! And the guides were great. Not having air conditioning in the bus was a bummer
Guide was perfect and very professional We got everywhere on time and even bad weather didint destroy our experience
We loved the smooth transfers, wine tasting and the sienna tour
The tour guide Elisabetha and the bus driver Alexander were very good!
View original review in German
Lucca, our guide, made the tour so interesting. He was fabulous. Lucca was very knowledgeable and engaging.
These were beautiful areas in Tuscany to visit, and the logistics support was helpful. Guide was friendly.
Day Tour from Florence to Pisa with Round-Trip Transfers
Piazzale Montelungo
5 to 6 hrs
English
✔
✔
X
X
Walking tour of Pisa
From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip
Central Florence
11 hrs 30 mins to 13 hrs 45 mins
English, Spanish, Italian, or French
✔
✔
✔
✔
X
From Florence: Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Wine Tasting
Central Florence
12 to 13 hrs 45 mins
English, Spanish, Italian, or French
✔
✔
✔
✔
Walking tour of Siena Cathedral and the City Center
Best for: Fast & convenient travel
Duration: Approximately 1 hour each way (fastest train)
Closest train station: Florence Santa Maria Novella - Pisa Centrale
Frequency: Around 40 to 50 trains per day, every 20 to 30 minutes
Depending on the duration, speed, cost and amenities, you can choose between high-speed (Frecciabianca), intercity and regional trains by Trenitalia while traveling from Florence to Pisa. Italo trains do not operate on this route.
Best for: Flexible and comfortable travel
Duration: Approximately 1 hour 30 minutes (88 kms / 55 miles)
Best for: Budget travelers and sightseeing
Duration: Approximately 1.5 to 2 hours
Frequency: Several departures daily
Buses will usually drop passengers off at Pisa Centrale, a 20-minute walk from the Piazza dei Miracoli, where the Leaning Tower is located.
These trips can last for 6-14 hours, but remember that you will get to cover over 3 UNESCO Heritage gems in just one day, with ample breaks to refuel and explore on your own in-between. Wear comfortable shoes and carry jackets as per the season’s requirements when you’re visiting.
Your shoulders and knees must be covered as a sign of respect, so carry a scarf or shawl with you. This applies to both men and women.
Yes, children are welcome on the trip, but anyone below 18 must be accompanied by at least one adult. Please note that a lot of walking is involved, so it may be taxing for younger children.
While the standard itinerary is fixed, we offer various options to suit your preferences. Choose from direct Pisa tours or picturesque town combos like San Gimignano, Siena & Chianti. Some tours also provide an authentic wine-tasting experience and free time to wander off on your own.
Yes, guided tours provide a hassle-free experience with direct transfers, insightful commentary, and time-saving perks like pre-booked Tuscan lunches. It’s ideal for first-time visitors or those looking to maximize their day.
It is recommended that you book your tickets at least 2-4 weeks in advance, especially during peak seasons.