Tours and Tickets
Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery
4
LIKELY TO SELL OUT*

Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery

By Caf Tour & Travel
Unless you plan on hiring a car, the stunning landscapes and medieval villages of Tuscany are difficult to access. Skip the stress of car hire and tick off Siena, San Gimignano, Chianti, and Pisa in just one day on a day trip from Florence. Letting someone else drive allows you to focus on the scenery and enjoy some of Chianti’s famous wine during a tasting session.
from
$83.67
per adult
from
$83.67
per adult

Lowest price guaranteeReserve now & pay laterFree cancellation

Ages 0-99, max of 50 per group
Duration:12h
Start time: Check availability
Ticket type:Mobile
English, Spanish

Highlights
  • Skip the stress of car hire on a tour of Tuscany's highlights
  • Avoid using infrequent public transport links to access the villages and towns of Tuscany
  • Letting someone else drive allows you to enjoy the scenery
  • Get the inside scoop on local history from a guide

  • Transport by GT air conditioned bus with WIFI on board
  • Licensed Tour Escort
  • Siena Guided Visit with Professional Local Guide
  • Lunch in a Typical Farm, served with wines from our region
  • Earphones during Siena Guided Visit
  • from April to October monolingual Visit in Siena
  • If Option selected: Guided visit inside Siena Cathedral with entrance fee
  • Entry/Admission - Duomo di Siena
What's not included
  • Entry/Admission - Torre del Mangia
  • Entry/Admission - Duomo di Pisa
  • Entry/Admission - Leaning Tower of Pisa


Departure details
  • Piazzale Montelungo, Firenze FI, Italy At 07:15 am, at Piazzale Montelungo (Montelungo Square), at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.
Return details
  • Returns to original departure point

  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infant seats available
If you have questions about accessibility, we’d be happy to help. Just call the number below and reference the product code: 2428P97

  • Confirmation will be received at time of booking
  • Comfortable shoes suggested
  • Appropriate clothing is recommended to visit places of worship
  • Please advise any specific dietary requirements at time of booking
  • Travelers should have a moderate physical fitness level
  • For small groups, up to 8 pax, the Tour escort service could be replaced with an English speaking driver-guide service, while maintaining unchanged the entire program of the excursion.
  • This tour/activity will have a maximum of 50 travelers

  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.

What you can expect during your visit
  • Guides required to regularly wash hands
  • Transportation vehicles regularly sanitized
  • Paid stay-at-home policy for staff with symptoms
  • Gear/equipment sanitized between use
  • Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.

Which attractions will I visit with Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery?
How much is Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery?
Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery price starts from $86.53. Discover and book Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery on Tripadvisor
What is the Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery cancellation policy?
Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery on Tripadvisor
Which company provides Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery?
Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery is hosted by Caf Tour & Travel. Read reviews, discover additonal experiences or contact Caf Tour & Travel on Tripadvisor. Discover and book Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery on Tripadvisor

If you have questions about this tour or need help making your booking, we’d be happy to help. Just call the number below and reference the product code: 2428P97

Itinerary
  • You'll start at
    Piazzale Montelungo
    Piazzale Montelungo, Firenze FI, Italy
    At 07:15 am, at Piazzale Montelungo (Montelungo Square), at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.
    See address & details
  • 1
    Piazza del Campo
    Stop: 60 minutes
    See details
  • 2
    Duomo di Siena
    Stop: 30 minutes - Admission included
    See details
  • 3
    Torre del Mangia
    Stop: 10 minutes - Admission excluded
    See details
  • 4
    Chianti Road
    Stop: 90 minutes
    See details
  • 5
    Historic Centre of San Gimignano
    Stop: 60 minutes
    See details
  • 6
    Piazza della Cisterna
    Stop: 10 minutes
    See details
  • 7
    Piazza dei Miracoli
    Stop: 45 minutes
    See details
  • 8
    Duomo di Pisa
    Stop: 10 minutes - Admission excluded
    See details
  • 9
    Leaning Tower of Pisa
    Stop: 15 minutes - Admission excluded
    See details
  • You'll return to the starting point
+
About the operator

Don’t take it from us – here’s what people have to say about this operator.

HarshavardhanSH
HarshavardhanSH
00
Wonderful
We missed our tour bus ( Siena, Tuscany and Pisa) by two minutes but thanks to Constantine and the group for arrang
Angie B
Angie B
00
Don’t buy these
We had trouble finding it and we were 5 minutes late. The tour operator left even though we sent a message. We were
NoemiAnderson
NoemiAnderson
00
Host ?
I just followed the instructions to meet by the Michelangelo statue and there was a girl that gave us our tickets a
joannegS6899BI
joannegS6899BI
00
day trip to Pisa
Great fun day, we took the train from Florence. Going up the tower was great fun and the view was amazing
jantravels14
jantravels14
00
Good Value
Was a good value for your money. Some parts of the tour seemed rushed but otherwise we liked it. The pickup and dro
dteach55
dteach55
00
Amazing artworks
The art was amazing. Having to wait in line after paying extra for Skip the Line tickets was annoying.
J8204IKlindam
J8204IKlindam
00
Beautiful day in Tuscany
Well organized, easy to find group meeting place. Great diver & guide team. Reasonably priced and all 4 stops were
hikeandrelax
hikeandrelax
00
Relaxed tour in Tuscany
Amazing tour, a great way to see Tuscany. if you like a relaxed tour with not too much interference this one is gre
Marcel_Irvine
Marcel_Irvine
00
Love Pisa.
Amazing Experience! The half-day tour to Pisa and the leaning tower was so great to go on. I would recommend it to
tammyro_87
tammyro_87
00
Must see in Florence
Was relatively easy to find the contact to retrieve my ticket. Would recommend buying the skip the line ticket as I
Pravingee
Pravingee
00
Trip to Pisa
Can company needs to look at this trip carefully as they are likely to receive comments. 1. the coach left Florence
acerullo2611
acerullo2611
00
Great preview of Cinque Terra with no stress
Marta was an amazing tour guide. Very clear in her instrument and organized. The trip was smooth and efficient. We
Bert R
Bert R
00
Great Chianti Classico and trip in a perfect setting
Great trip with matching duration (not too long and not too short) in very comfortable bus. The wineries visited we
Q3379PYkeithm
Q3379PYkeithm
00
Dissatisfied with Viator
The actual concert was amazing! The food was no more than average served by excellent and helpful waiters. I give
Gregory D
Gregory D
00
Good Tour
The tour was well organized; the information presented was well prepared and highly informative. Pictures do not do
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

4.0
67 reviews
Excellent
39
Very good
11
Average
12
Poor
2
Terrible
3

Andreea M
8 contributions
Jun 2022 • Solo
I was very excited for this pariticular activity, giving that I was meant to see so much in one day. But I was slightly disappointed as it was nowhere near my experience on the other tours.
Nothing I could do about the crowd but most people were a bit older and there was not many to bond with.
The tour guide was a bit tense… we had a very old American lady that was using a cane and couldn’t walk and that proved to stress Deborah (the guide) a little bit much. The old lady was happy to stay behind and let her friend to go and see the places but what I didn’t like was the fact that she wasn’t allowed to stay on the bus during the tour, that would’ve been the least they could’ve done for her. It was hot and the bus had AC. On the other hand, not sure why she would pay for such experience when she knew she won’t be able to do it with us. It felt rushed, not very informative and towards the end, the guide looked like she can’t wait to get rid of us. I do get it that she was placed in a difficult position but I can’t help to wonder, where is the kindness as we’ll all going to end up old and maybe worse. She probably did the best she could’ve done, giving the situation. Perhaps would be best if the organising companies offer packages for people with walking difficulties or who are a bit older?
Lunch was in a very nice winery but felt the prices were somehow increased for the tourists.
Too many places to see in such a short time and it wasn’t as enjoyable.
Siena tour was done by someone else, a lady that kept talking about money and we haven’t really had the time to see anything exciting.
I would say that for the money paid, it’s not worth it.
Written July 1, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Carol O
2 contributions
Our guide, Vera, did a good job getting us from the bus park to the city centers in a timely fashion (fast)! She also gave us a little information before reaching our destinations about the history of the city.
The lunch in the vineyard was more of a sales pitch than an explanation of the wine-making process, but that was to be expected.
It would be great if the company made maps from the bus park to the city center available online, especially for those not interested in the guided tour. I would have enjoyed strolling along the market area in Siena, for example, instead of flying past it to keep up with the group. I’d also like a little written description or highlights of each stop.
The driver, Mirko, did a good job shepherding us through the picturesque countryside, too!
Written September 24, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
GrayLineFlorenceMood
Dear 84carolo, Thank you for having shared your opinion and kind words with us. We are happy you enjoyed your trip from Florence, discovering the highlights of Tuscany in one day! We study and experience our tours and activities several times to make sure that everything is perfectly done. We will consider the details you pointed out comparing them with the other travellers' opinions, as we always do. We hope to have the opportunity to welcome you again in one of our activities! Kind regards
Written September 26, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Sachin Wagh
Melrose Park5 contributions
We were booked only on the Pisa tour at 11:30 am and that whole day would be locked for that activity but we wanted to do more so we called CAF Tours and asked them if they could accommodate us at the last minute on the Florence winery plus Siena plus San Gimignano tour and she did add us to that tour. We started the day at 7:30 am and came back at 7:30 pm and when whole tour was organized extremely well. We just wanted to thank Claudia for accommodating us at the last minute! Thank you so much!
Written April 27, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

iramaqazi
Lexington, KY10 contributions
Sep 2022 • Couples
It was a wonderful day trip, started with visit to sienna and after a guided tour then to a beautiful winery, lunch was good and people were very happy drinking lots of wine. Took beautiful pictures with grapes hanging from the wines after that went to Sangimianano which was amazing. Our guide Sandro was very polite,
knowledgeable and had good sense of humor. Really good guide!! The driver Rudolph’s was also very experienced driver. I would say both are excellent!
Great tour company.
Written September 9, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Stephanie W
4 contributions
Dec 2019
First, a tour is made or broken by its tour guide, and luckily for us, Julio was fantastic. We are new to these type of tours, so as you read the description, when you are warned the tour guide might be speaking in different languages, be aware that you may be listening to everything twice, in two languages. For us, it was English and French, and while that became tiring, I can't imagine how Julio felt at the end of the day.

The tour guide in Siena wasn't fantastic, but she gave us the bare highlights of the cathedral there. We talked to another couple and they also felt as if it was a little abrupt. Honestly, Julio probably would have done as good of a job, but everyone needs a break! We had very little on our own time there. San Gimignano was was the highlight of the tour for us, wish we had more time there. The lunch was adequate but not quite as good as it could have been. We had little interaction or information from the winery staff itself, and service was sort of slow, although we had quite a large group - 70?

Pisa was a disappointment, although I'm glad we went, so we can check that box. Because it was almost dark when we arrived, I think we probably had too much time there. Too late to get tickets to climb the tower or tour the cathedral (not included), and honestly, there was really nothing else to do, or eat, really. Due to the short daylight hours in December, we arrived at sunset. The timing of this tour should be adjusted to accommodate it, or just leave out Pisa in the winter. Be warned, the walk from the place the buses are required to park is a 15 minute walk to the attraction of Pisa. Through a busy, modern city at rush hour. And back. In the dark.

This tour covers so many must dos, but be warned, you are on the road longer than the cities you are visiting. Also, while you are going to all of these places on a great coach bus (with a great driver!), there is a lot of walking up and down hills and stairs. The bus cannot just pull up curbside to these amazing attractions. We had one or two people on our tour that had a difficult time keeping up. Overall, a great tour to get just a taste.
Written January 3, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
GrayLineFlorenceMood
Dear stephaniewQ3442SZ, let us thank you for having booked one of our activities and shared your experience with us and our common readers! We are really glad to notice your appreciation of our Highlights of Tuscany Day Trip, considering that this was one of the first times you joined this type of tour! As per your review, this tour is the solution for those visitors coming to Florence and having only a limited amount of time at disposal, to visit the most famous Tuscan destinations, avoiding any stress and waste of time! In Italy during the winter season it gets dark around 4:30 pm, for this reason it is likely that when you visit the last places of the tour (for tours which end in the evening) it is already dark. We hope to welcome you soon in another of our activities! Our Best Regards
Written January 14, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Vanessa F
2 contributions
This tour had the perfect amount of time in each place without feeling too rushed. It was great for our two teens (18 & 14) who can get bored with too much history. Our tour guide, Martha, was great and very patient. The lunch at the winery was delicious and informative. I’d highly recommend this tour to get a nice flavor of the different areas of Tuscany.
Written June 25, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Ray C
9 contributions
The tour was very interesting and made it easy for us to see parts of tuscany. Overall the tour was very well organized, however there was not sufficient free time to truly enjoy the sites when we stopped. Our tour guide was good and provided some info along the trip. Overall I think it was worth the value.
Written September 18, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Scott G
5 contributions
Went on this tour to Pisa then Sienna and then San Gimignano. The bus driver neve spoke to anyone on the trip. The “guide” did the bare minimum as well. We felt she was more of a chaperone to get us from place to place and she had very little actual knowledge of the history of any of the places and even told us some untruths. When asked about the history of Pisa she stated there are plaques for us to read. Not kidding. She did lead us to actual guide in Sienna who was pretty good as was the actual guide in San Gimignano. The locations are can’t miss. But the tours themselves could have been so much better. Disappointed for sure. Prob find another tour for the same location would be our recommendation bc there is so much to know about these places…and hardly anything was given to us by our main guide
Written April 29, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Szabina Szigyarto
Budapest, Hungary9 contributions
Feb 2020
I have spent a whole day exploring the beautiful Tuscany. Our first stop was Siena. It is a beautiful town with an amazing and fascinating duo-mo what worth a visit to check it from the inside also. After our lunch, we went to explore San Gimignano. I can not recommend enough this place and its charming streets. There is a really nice view point where you can see 360 degree of the area and its beautiful landscape. We headed to Pisa, that was our last stop. Wonder around the leaning tower. The whole day would't be perfect without our tour guide who was very knowledgeable, kind and funny. I cannot remember his name only the last name "Fusilli" :) Can't forget that.
I really enjoyed myself, overall it was a really pleasant trip with very nice atmosphere and scenery.
Written February 11, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
GrayLineFlorenceMood
Dear SzabinaSzigyarto, what a wonderful feedback! You can't imagine how proud we are to have been able to let you live exactly the type of experience you expected. The excursion you joined is the Highlights of Tuscany: Siena, San Gimignano and Pisa,the best choice for those who want to visit Tuscany in one day led by a professional tour guide, aboard of one of our comfortable buses. We really hope to have the opportunity to welcome you again in the future on another of our activities...there's so much more to see! Our best regards
Written April 8, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Divia M
Cape Town, South Africa44 contributions
Sep 2020 • Couples
We traveled with Walkabout Tours to this amazing experience. Very well organized with sufficient time at each place. Olivia, the tour guide was outstanding. She managed the large group with incredible passion and enthusiasm.
The lunch and wine tasting was yummy. The local guide in Siena is a must experience- full of wisdom and knowledge.
Written September 25, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

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*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.

Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery