Florence Tours
Siena and San Gimignano: Small-Group Tour with Lunch from Florence
5

Siena and San Gimignano: Small-Group Tour with Lunch from Florence

By Prestige Rent
Recommended by 98% of travelers
98% of reviewers gave this product a bubble rating of 4 or higher.
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About
Tick off two of Tuscany’s most charming towns on a day trip to Siena and San Gimignano from Florence. Exploring on foot means that you get a more intimate glimpse into each destination, while letting someone else drive you through the Tuscan countryside allows you to spend less time navigating and more time enjoying the scenery.
from
$167.62
per adult
Lowest price guaranteeReserve now & pay laterFree cancellation

Ages 4-99, max of 25 per group
Duration: 10h
Start time: Check availability
Mobile ticket
Live guide: English
More

Highlights
  • Skip the stress of renting a car on a day trip to Tuscany's countryside
  • Get a more intimate glimpse into Siena and San Gimignano on a walking tour
  • Small group limited to 25 ensures personal service
  • Included lunch with wine at a local, family-owned restaurant

  • Small group day trip to Siena and San Gimignano from Florence
  • Professional and informative English speaking guide + driver
  • Roundtrip transportation by air-conditioned minibus or minivan (Mercedes or similar) with free wi-fi
  • Guided walking tour of Siena highlights + free time in Siena
  • Optional: Entrance fee + tour of Siena Cathedral € 15pp payable to the guide Not available on Sun
  • Lunch at a Tuscan winery, paired with their excellent red wines
  • Free time in San Gimignano
  • Entry/Admission - Colle di Val d'Elsa
What's not included
  • Hotel pickup and drop-off
  • Gratuities


Start:
  • Piazzale Montelungo, Firenze FI, Italy
    WHEN: 7:45am (at the latest) WHERE: on the left side of the street, opposite to the parking lot HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table
End:This activity ends back at the meeting point.

    • Not wheelchair accessible
    • Stroller accessible
    • Near public transportation
    If you have questions about accessibility, we’d be happy to help. Just call the number below and reference the product code: 5292P26

    • Confirmation will be received at time of booking
    • Most travelers can participate
    • Vegetarian & gluteen free, can be accommodated, please advise at time of booking under special requirements.
    • Siena Cathedral is not accessible on Sundays and during celebrations
    • Luggage can be stored on the bus during the tour, if needed
    • Return at departure point: approx. 6:00pm. To reserve other activities, allow plenty of time, in case of heavy traffic, etc.
    • Entrance fees + guided visit inside the Siena Cathedral, can be purchased directly from your guide, on the day of the tour - Euro 15,00 per person. Not available on Sundays or during celebrations
    • For cruise ship passengers only: if your ship docks at Livorno or La Spezia Port, be advised that the driving time to the meeting point in Florence is approx. 2 hours. Before booking, be sure your ship schedule works with our departure times, and you have your own transportation arranged from the port to Florence and back.
    • This is a shared tour and you will be expected to maintain the pace of the group. If you have limited mobility we highly recommend to book a private tour for your best enjoyment.
    • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
    • This tour/activity will have a maximum of 25 travelers

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

    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: 5292P26

    Reserve your spot

    Similar experiences

    Itinerary
    • Piazzale Montelungo, Firenze FI, Italy
      WHEN: 7:45am (at the latest) WHERE: on the left side of the street, opposite to the parking lot HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table
    • 1
    • 2
      Pass by
      Walls of Monteriggioni
    • 3
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    About the operator
    Don’t take it from us – here’s what people have to say about this operator:
    • Prestige Rent
      4,775
      Florence, Tuscany, Italy
      Joined in June 2011
    • RestlessOnMyFeet2
      0 contributions
      5.0 of 5 bubbles
      Beautiful day spent in the Tuscan countryside
      It was a lovely trip. Beautiful countryside and wineries. Enjoyed the wine tasting experience as well. A big Thank you to Susy, she was absolutely brilliant made our day. One of the best days of my Florence trip. And Antonio was great too, loved the music he played on the bus journey.
      Written September 11, 2024
    • Scenic148641
      0 contributions
      4.0 of 5 bubbles
      Chianti
      Well organized trip with very nice itinerary. Leo our driver/guide was knowledgeable, personable with a great sense of humor.
      Written September 11, 2024
    • clarissy
      0 contributions
      5.0 of 5 bubbles
      Top Experience
      Very enjoyable trip, the guide, Jason was excellent, very entertaining and created a good atmosphere among the grp. The vineyards and wines were good, small and local. All info provided was easy to follow and tour left and returned promptly
      Written September 11, 2024
    • 994mikaylac
      0 contributions
      5.0 of 5 bubbles
      Wonderful experience overall! Lovely wineries and wonderful hosts!
      We could not recommend this tour more! Raf was the greatest tour guide and was so knowledgeable throughout the entire tour. The wineries we stopped at were amazing - the wine, the views, and the atmosphere were unmatched. Our driver, Nino, was wonderful and safely got us to each spot! We would definitely do this tour again!
      Written September 11, 2024
    • D2422IRmatthewm
      0 contributions
      5.0 of 5 bubbles
      Great experience
      Jason and Patrick were great. My wife and I booked this for our honeymoon and thoroughly enjoyed it. Will definitely be recommending this to my friends visiting the area.
      Written September 11, 2024
    • frankiel823
      0 contributions
      5.0 of 5 bubbles
      10/10 Recommend
      The wineries were very beautiful with delicious wine and food. The tour guides were helpful and knowledgeable about Tuscany and Florence. Was the perfect way to spend half of the day. Not too long or boring - which is how I find most tours.
      Written September 10, 2024
    • Steve S
      0 contributions
      5.0 of 5 bubbles
      Excellent wine tasting experience
      We booked the small group wine tasting as part of our trip to Florence celebrating our 30th wedding anniversary. Prestige Rent provided a first class tour. Jonathan was excellent as our tour guide being both knowledgeable about the region and amusing with his comments to the group. He was accompanied by Pino who drove us to & from both Vineyards out of Florence. We would thoroughly recommend taking this tour to experience the beauty of the Chianti wine making region & to sample its wine & food.
      Written September 10, 2024
    • P8660CRdebraa
      0 contributions
      5.0 of 5 bubbles
      Amazing wine tour
      The tour of the winery's was amazing with breathtaking views. I highly recommend Jason and Pino as your tour guides, had us laughing on the way there and singing on the way back. They definitely made the tour very enjoyable. It's not everyday you go on a tour and come away feeling like you made a new friend in Jason, he is definitely one of a kind. Thank you Jason and Pino
      Written September 10, 2024
    • lisacL7745LN
      0 contributions
      5.0 of 5 bubbles
      If you’re in Florence and want to visit Tuscany this is a must do!!
      Wow! Just got back from our Wine and Food Experience in Tuscany and it was absolutely amazing! From Carrie who I emailed back and forth with to Leo our tour guide it was absolutely perfect. They were all so kind and accommodating. We originally were only able to book the half day tour but luckily someone canceled so we were able to do the full day food and wine experience. Leonardo kept us entertained in the bus and had so much knowledge of the area and scenery as we drove through the countryside. Thank you Prestige Rent, you made my first visit to this area perfect!!
      Written September 10, 2024
    • DayTrip825544
      0 contributions
      5.0 of 5 bubbles
      Best Wine Tour for a half day in Florence and Tuscany!
      Dam (couldn't read his last name) and Alessio were absolutely amazing and a tremendous amount of fun! Wine and views were exceptional. This is a must do when in Florence and Tuscany!
      Written September 10, 2024
    • 477martynass
      0 contributions
      5.0 of 5 bubbles
      Great trip
      The trip was amazing. The guide (Leonardo) was very funny, relaxed and informative. The bus drive felt really quick and smooth. The wineries were good the first and the last for me was the best while the middle one was fine. The last winery was the best and felt like it came from a fairy tail.
      Written September 10, 2024
    • G1717VIkylem
      0 contributions
      5.0 of 5 bubbles
      Incredible !!
      Amazing wine and company, many thanks to Susi and Alessio for their hospitality !!! Would highly recommend this experience !!
      Written September 10, 2024
    • melissacF2825AR
      0 contributions
      5.0 of 5 bubbles
      So happy we booked this tour!
      This was such a great tour. Great wine, great food! It was also a lovely drive. Our tour guide and driver were amazing and so fun. Would go again!
      Written September 10, 2024
    • Phillip B
      0 contributions
      5.0 of 5 bubbles
      Outstanding! Book it!
      Great outing! Guide-Raf Driver-Irene Comfortable small bus, 45 minute ride into countryside. Long enough to see Tuscan landscape, short enough to be time efficient. Total eight wines, all good,plus estate made olive oil, plus bread and cheese. Informative concise narrative by friendly winery staff. Afternoon tour gets back just in time to enjoy sunset on the river and finish day with dinner in Florence. As a bonus, Raf is a gregarious and engaging guide who speaks impeccable English with very little accent (when I commented on his English he revealed he learned by watching American movies!) Very nice for an American tourist with poor Italian language skills. Book this!
      Written September 10, 2024
    • natashagB3157QY
      0 contributions
      3.0 of 5 bubbles
      Beautiful experience, but wish it was tweaked a little bit
      From California, land of wine country - so definitely a biased take! Pros: -Really well run check in -We got a good level of education about the history of the area, science of how to make the wine, and guidance on how to drink the wine -The guide at the first winery was so fun and perceptive -The second winery was so gorgeous. They were generous with extra pours! -The whole experience was well-paced. Cons: -Most of the tour was based on Chianti wines (which is fair, given the region), however it was so hot that it would’ve been nice to get some white wines in the tasting mix -Both of the tastings were hosted inside. On one hand, it was so hot that it was relieving to be inside. On the other… we traveled all the way to Tuscany and then didn’t get to enjoy sitting outside (in shade with fans and misters haha) -This was also supposed to include an olive oil tasting, which ended up being 1 olive oil -We didn’t get to walk around the actual vineyards -Be prepared for multiple tours occurring at the same wineries at the same time. Though this tour is for a group of 25, they’ve chosen wineries that accommodate multiple groups (in different spaces) at the same time - that end up sharing restrooms, walking paths, etc.
      Written September 10, 2024
    See all 4,775 reviews
    These reviews are the subjective opinions of Tripadvisor members and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Most Recent: Reviews ordered by most recent publish date in descending order.

    Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

    Popular mentions

    5.0
    5.0 of 5 bubbles605 reviews
    Excellent
    582
    Very good
    15
    Average
    6
    Poor
    1
    Terrible
    1

    Explore42204638443
    1 contribution
    5.0 of 5 bubbles
    This was the best day trip from our entire vacation in Italy. Both towns were beautiful and that lunch was delicious. We had an amazing made pasta and snack plate to go with our wine tasting. Our tour guide Alex made the trip outstanding with punctual pick ups throughout the trip and very informative commentary the entire day. I would strongly recommend this trip!
    Written July 10, 2021
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
    Dear Explore42204638443 , thanks for leaving us such a wonderful review about our Siena and San Gimignano, Small-Group Tour with Lunch from Florence. We are thrilled that you loved your experience; Alex and the guys at the lunch place will be happy to read what you wrote. We put customer experience and satisfaction as our priority, and your review reaffirms the hard work we put in every day. So, thanks for your kind words and we look forward to seeing you again. Best regards Prestige Rent staff
    Written July 13, 2021
    This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

    Morgan M
    1 contribution
    5.0 of 5 bubbles
    Jun 2022 • Couples
    Highly recommend!! The best tour we’ve ever done in Italy! Quaint group and air conditioned transportation to two amazing little cities that are both a must see! Our guide, Lorenzo, made it perfect and so enjoyable! He was so informative and hit all of the highlights of each city during the walking tours while also leaving ample free time to explore on your own. In between cities we stopped at Lornano Vineyard for a tour, wine tasting, and lunch. Lunch was complete with charcuterie, a fantastic pasta dish, and finished with dessert (all paired with different wines). It can sometimes be intimidating to explore a city with a different culture and language than your own, but Lorenzo took us under his wing and made sure we were comfortable and taken care of throughout the entire experience, all while showing us the best parts of beautiful Tuscany.
    Written July 1, 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Robert B
    4 contributions
    5.0 of 5 bubbles
    Nov 2022
    We had a wonderful day led by our tour guide Lorenzo and our driver Tony. Lorenzo kept the 9 hour tour interesting and he showed great pride and knowledge in the Tuscany region. Our small group of 12 people enjoyed the morning in Siena, lunch at Lovorno Winery, and the afternoon in San Gimignano. Even though it was a rainy day all the stops provided a great experience and was a terrific way to see the Tucson countryside and some smaller towns near Florence. The tour was well organized, the meeting place was easy to find, and we felt comfortable the entire day. We highly recommend this tour for anyone spending time in Tucsany.
    Written November 19, 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Olivia B
    1 contribution
    5.0 of 5 bubbles
    May 2023
    On our tour Anotonio was our driver and Lorenzo was our guide. Antonio was a great driver who was always on time and we always felt safe. Lorenzo was an excellent guide! He was very well informed and did a great job relaying this information to the group. He was also informative and funny, constantly engaging the group. Lastly, he was very welcoming and she willing to answer all and any questions we had. The tour was beautiful and went very smoothly, it was the perfect amount of time in each location. An amazing experience!
    Written May 22, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Norm the Nomad
    Australia1,245 contributions
    5.0 of 5 bubbles
    The guide (Lorenzo) was fantastic. He was both knowledgable and entertaining; and his ability to tactfully keep a group (of 20) moving along in a timely fashion was to be applauded. The tour itself was great - with a good balance at all stops between being with the guide and free time to ourselves. Highly recommended for anyone wanting a day in the Tuscany countryside.
    Written October 18, 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    HospDoc
    Trumbull, CT63 contributions
    5.0 of 5 bubbles
    Sep 2022 • Couples
    Overall, the tour was great and Eva and Tony were wonderful hosts. As our guide, Eva was very knowledgeable and accommodating, with a very friendly way about her. Corralling a group of mostly middle-aged American tourists seems like it would be a challenge, but Eva kept us on track and Tony was a great driver. The bus was perfect and the A/C was super-helpful given heat and humidity on the day of our trip. The visit to the vineyard was ok—did not find the guide there friendly and she seemed to be going thru the motions. But overall, highly recommend.
    Written September 15, 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
    Dear HospDoc, thank you for taking the time to share your experience, we appreciate it! Happy to read you enjoyed our Siena and San Gimignano: Small-Group Tour with Lunch from Florence. We will share your kind words with Eva and Tony, they will be glad to know they made a great tour for you! Hope to have you again with us, all the very best from Prestige Rent staff
    Written September 20, 2022
    This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

    Derek J
    Saskatoon, Canada23 contributions
    5.0 of 5 bubbles
    Lorenzo is an amazing, knowledgeable tour guide who made the trip a lot of fun. Giuseppe was our driver and he made sure we were on time, expertly navigating through heavy Florentine traffic.

    While Siena is breathtaking and worth the price of admission on its own, the highlight was definitely the lunch/tour of the Lornano winery circa 1904. The lunch is paired with a delicious assortment of wine making the experience both educational and delicious. The winery also operates as an agriturismo which we will be looking at booking in the near future!

    If you’re looking to book a tour of the chianti wine region, then this is your best option. Book now while you can!
    Written June 5, 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
    Dear Derek J, we are incredibly grateful that you took the time out to leave us a 5-Star review, thank you! We’re happy everything was amazing and you enjoyed Lorenzo and Giuseppe on our Siena and San Gimignano: Small-Group Tour with Lunch from Florence! Glad you also appreciated the lunch included at the Chianti winery to explore the local wine culture! We’ll be waiting for you next time you are in Italy, all the very best from Prestige Rent staff
    Written August 25, 2022
    This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

    lk79AD
    Greater London, UK4 contributions
    5.0 of 5 bubbles
    Apr 2022 • Couples
    We visited Siena and San Gimignano with our guide Alessandro, we had a fabulous experience. Our first stop was Siena, as we drove Alessandro provided valuable insights into the Chianti region and pointed out scenes of interest. On arrival at our destination Alessandro told us of the history of the lovely city he is very knowledgeable and passionate about this region and his enthusiasm is definitely infectious! The weather wasn’t brilliant but Alessandro made us laugh by insisting it was getting better!! Lunch at an old vineyard was very good and then to San Gimignano a fabulous place where Alessandro provided us with an overview and recommendations for Gelato - he was right! we had plenty of time to discover the delights of both cities. I would recommend this trip and ask for Alessandro, he really made the day.
    Written April 7, 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
    Dear Ik79AD, thank you for letting us be part of your travel plans, we appreciate you taking the time to share your experience. We are happy you had a fabulous experience on our Siena and San Gimignano: Small-Group Tour with Lunch from Florence. We are even happier you perceived Alessandro’s passion for the area and you learned more about the history from him. Alessandro will be glad to read your kind words and know he made your experience so much better despite the weather! Hope to have you again with us in the future, all the very best wishes from the Prestige Rent staff
    Written April 8, 2022
    This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

    Tom H
    Roanoke, TX1 contribution
    5.0 of 5 bubbles
    May 2022 • Couples
    Our guide, Lorenzo, was incredible. He was able to provide so much context and information about the city of Siena in particular that it completely elevated the experience versus touring on our own. If you only have one day to tour Tuscany, this is definitely a great way to go, highly recommend!
    Written May 19, 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
    Dear Tom H, your review means a lot to us, thank you! We are happy you had an excellent tour on our Siena and San Gimignano: Small-Group Tour with Lunch from Florence. We are even happier you had an incredible guide in Lorenzo, he will be delighted to know he improved so much your experience! Hope to have you again with us for another excellent tour in Italy, best wishes from Prestige Rent staff
    Written August 5, 2022
    This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

    Amber B
    2 contributions
    5.0 of 5 bubbles
    This tour was great and Lorenzo, our guide, was awesome! He was funny, informative, and most importantly, patient when it came to my elderly mom who moved slower than everyone else. Antonio, our driver, was also great. He got us to and from each location safely. The only criticism I have is the winery. The lady was awesome and gave us great knowledge about her wines and the wines were phenomenal. The lunch just wasn’t that great. It’s ok though because everything else was perfect and I ended up buying over $200 worth of their delicious Chianti, olive oil, and balsamic vinegars. They were all soo good. I highly recommend this tour and if I could give Lorenzo 10 out of 5 stars I would.
    Written November 28, 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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