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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

Firenze, Italy

From $67.91

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Up to 24 hours in advance.
  • 11 hours (approx.)
  • Mobile ticket
  • Offered in: English


See the Tuscan gems of San Gimignano, Siena, and Chianti on a day trip from Florence. Stop first in the city the medieval hilltop town of San Gimignano. Then it's off to the village of Chianti for a tasting of local blends and delicious lunch at a winery. Top off your trip in Siena to explore its historic city center with a stop at the Duomo.
  • Day trip to Siena, San Gimignano, and Monteriggioni from Florence, led by a professional tour escort
  • Travel through the Chianti countryside in Tuscany
  • Explore Siena's Old Town with your guide
  • Discover the famous Siena Cathedral and its treasures
  • Make a stop in a charming village in Chianti for lunch

What's Included

  • Transport by G.T. air-conditioned vehicle with WIFI on board
  • Licensed Tour escort with live commentary on board
  • Guided Visit in Siena with professional local Guide
  • Visit of a picturesque Chianti medieval village, famous for its colors and charm
  • 3 course typical Tuscan lunch in a Chianti Winery
  • Tasting of three different Chianti Wines, extra virgin olive oil, balsamic vinegar & “vin santo”
  • from April to October - monolingual Visit in Siena
  • If Option selected: Siena Cathedral interior Guided Visit including entrance fee

    Meeting And Pickup

    Meeting point

    • Piazzale Montelungo
      Piazzale Montelungo, Firenze FI, Italy

      Check in time: 07:45am - 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.

    Start time

    08:00 AM

    End point

    This activity ends back at the meeting point.

    What To Expect

    Depart from central Florence and ride south through the Tuscan countryside by coach.

    After a scenic drive past the vineyards, arrive in San Gimignano, a medieval hill town best known for its impressive towers and frescoes. Soak up some free time to explore its streets independently before heading to Monteriggioni for a short visit.

    Then it's on to the charming village of Chianti for a visit to a hilltop winery. Sit down and sample fine local wines, accompanied by snacks before tucking into a 3-course Chianti-style lunch.

    Finally, head to Siena and admire the Renaissance artwork inside with your guide before taking off on a walking tour. Take note of the uniquely striped marble of the Siena Cathedral and, if you've upgraded, head inside for a guided tour.

    Your trip concludes with transportation back to Florence.

    Please note that the order of the visits may change.

    Historic Centre of San Gimignano

    Your memorable journey starts with the charming San Gimignano, world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here the tour leader will lead you to the historical center, where you will have around 2 hours of free time for a fascinating discovery.

    2 hours Admission Ticket Free

    San Gimignano Bell Tower

    the charming San Gimignano, world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art

    5 minutesAdmission Ticket Free

    Additional Info

    • Confirmation will be received at time of booking
    • A dress code is required to enter places of worships and selected museums. No shorts or sleeveless tops are allowed. Knees and shoulders MUST be covered for both men and women. This dress code is strictly enforced and you will risk refused entry if you fail to comply with requirements.
    • Not wheelchair accessible
    • Stroller accessible
    • Near public transportation
    • Infant seats available
    • Most travelers can participate
    • 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

    Cancellation Policy

    You can cancel up to 24 hours in advance of the experience for a full refund.

    • For a full refund, you must cancel at least 24 hours before the experience’s start time.
    • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
    • Any changes made less than 24 hours before the experience’s start time will not be accepted.
    • Cut-off times are based on the experience’s local time.
    • 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.

    about cancellations.

    Frequently Asked Questions

    The answers provided below are based on answers previously given by the tour provider to customers’ questions.

    Q:What is the policy on sanitization during San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting?

    A:The policies on sanitization are:
    • Gear/equipment sanitized between use
    • Transportation vehicles regularly sanitized

    Q:What measures are being taken to ensure staff health & safety during San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting?

    A:The policy on staff health & safety is:
    • Paid stay-at-home policy for staff with symptoms

    Traveler Photos

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    Traveler Tips

    Make sure you know exactly where the tour leaves from as signage is poor.
    First stop was San Gimignano, which by itself would be worth the trip.
    The group was small which made it easy to organise everyone and minimised waiting times.
    1,898 reviews
    Total review count and overall rating based on Viator and Tripadvisor reviews
    Reviews by Viator travelers.
    Showing 1-10 of 1,898 reviews
    Wish had covered more...
    purvi_g, Aug 2022
    Wish had covered more countryside regions…3 hr in Siena not needed . San gimignano was good . It’s just too much bus ride. Winery was ok . wish had a tour of wineries itself
    1 traveler found this review helpful
    Great tour including an exceptional lunch and wine tasting
    Reinhard_M, Sep 2022
    Excellent tour guide. Touched on all the bases. We knew it would be a long day but very little time to really explore the stops. Lunch at the winery was exceptional. If there was any negative it would be no masks required on the bus. There were people coughing all around us which made us feel uncomfortable. As in all trains masks are required. We still have 3 weeks left on our vacation and would hate to have it spoiled by those in tight quarters expelling their germs.
    Response from Host, Sep 2022
    Dear Reinhard_M, Thank you so much for having shared your opinion with us and our common readers. We are happy to know that you have loved our San Gimignano, Siena, Monteriggioni and Chianti Day Trip and we are so proud to read that our tour has met your expectations ! We hope to have the chance to welcome you again in the future to let you discover other wonders of our city and Country! Our best regards
    Excellent tour!!
    lorisaul, Sep 2022
    This was an excellent tour of Tuscany! Very well organized. Had free time in each town and a WONDERFUL lunch and wine tasting in Chianti. Highly recommend. Wear comfortable shoes - LOTS of walking.
    Response from Host, Sep 2022
    Dear lorisaul, what an amazing feedback! You can't imagine how proud we are to know that you have appreciated so much your day trip to Siena, San Gimignano and Monteriggioni! Many thanks for having booked your experience with us and for having shared your kind opinion. We hope to meet you again in the future! Best regards,
    1 traveler found this review helpful
    Really fun day!
    Barbara_M, Oct 2022
    We had a great time all day. The tour was more than we expected, well organized and just the right mix of activities and driving through Tuscany. Loved San Gimignano and the visit to the winery. Our tour guide, Assia, was superb!
    Great day trip from Florence!
    Manvi_M, Aug 2022
    San Gimignano and Siena were favorites! Monteriggioni was nice, but it was hike to get up there for only a couple minutes spent there. The wine tasting was a good experience and they were mindful of people with dietary restrictions for the lunch as well! Martha was a great guide and recommend great spots and activities throughout the day!
    Okay but not great.
    Jolene_F, Sep 2022
    It was okay but not great. This provided transportation to where we wanted to go. The tour was in Spanish and English, with all information being repeated in each. The tour started late.
    Response from Host, Sep 2022
    Dear Jolene_F, Thank you for having shared your opinion, it is very important for us to get to know what our customers have appreciated and what they would have preferred to live in a different way. 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 meet you again in the future! Kind regards
    Great tour
    Thomas_B, Sep 2022
    Wonderful trip. Fantastic tour guide The lunch and wine tasting was very good . It was a great way to see 3 beautiful cities in one tour. The Cathedral was spectacular
    Response from Host, Sep 2022
    Dear Thomas_B, Thank you for sharing with us your experience! Your satisfaction is the best reward for all our efforts in trying to make live to our customers the best experience possible. We will be very glad to welcome you again in one of our tours! We hope to meet you soon. Our Best Regards
    Tuscany villages
    Arunava_G, Jul 2022
    San Gimingnano.. but given very less time. Monteriggioni was a waste of time. Sienna should be given more time. San Gimingnano and Sienna alongwith wine tasting and lunch should be covered in one day's package. A souvenir from viator or the wine factory would have been a customer delight
    1 traveler found this review helpful
    Excellent day tour
    Tom_M, Aug 2022
    Excellent day tour. It was great to see the different cites. Had free time in each area to explore. The guide was great!
    1 traveler found this review helpful
    Absolutely amazing!
    Joseph_K, Aug 2022
    Absolutely amazing trip! It was wonderful to have some guided tour time and some independent exploring!
    1 traveler found this review helpful
    Rent a car instead
    Carol_P, Oct 2022
    We had 2 “guides”. The first who was on the bus with us walked very fast and was always rushing. There were people of all ages. I heard many people complaining about this. What was worse was her English. We couldn’t make our her words and couldn’t tell whether she was speaking Spanish or English. We heard other tour guides actually giving explanations is San Gimignano. This one said nothing. Did a speed walk up to a tower. The second guide took us around Siena. I had no earthly idea what she was talking about. Terrible tour. The only good thing was having transportation from to San Gimignano. We were to take another tour. I cancelled it. It was that bad.
    Ancient cities
    Patricia_E, Sep 2022
    A lot of walking on uneven blocks and in and down hill. Good views. However three course lunch was more of a snack
    Great guide and wonderful...
    Nazanin_O, Sep 2022
    Great guide and wonderful experience. We loved and enjoyed it very much. The scenery, the food and wine tasting and the group were great. :)
    A fun day in the Tuscan countryside and Siena
    Rick_P, Sep 2022
    Our Tour guide Vera and bus driver Maximo did a great job. Kept us all together and we saw the sites that were listed. It was a sunny, warm day. People must come ready to walk a ways on cobblestone - uphill and downhill. You should be in reasonable shape otherwise you may be better off in a different tour. The lunch and wine tasting were fun and the man who guided us through their wines had a good sense of humor. The wines were average, so we ordered their most expensive red wine (with there old race horse on it) by the bottle for four of us and that was quite nice 75 Euros. The 1 1/4 hour tour in Siena was well worth the extra cost and included the Duomo. (Which was exquisite!)
    Awesome experience!
    Sandra_W, Sep 2022
    San Gimingnano was extremely important to this tour. It was remarkable! The people were oh so friendly and the walk around the town. We wish we had had longer than 30 minutes. The wine tasting and lunch were terrific . Lots of fun! Siena is captivating, however our guide was not the best; hard to understand and not that excited about our walk around the town. If she had been better you would get a 5 star report from us. Sandy Ward
    Excellent Trip
    Lucy_J, Aug 2022
    The whole tour was excellent including Giordano the guide. The wine tasting and meal were great fun and tasty. The scenic visits were awesome.
    Boat trip to Portofino
    Charlotte_S, Jul 2022
    So so helpful and kind. He helped us to the get back safely on the boat to go back to Genoa.
    1 traveler found this review helpful
    Must do day trip from Florence
    Iain_P, Aug 2022
    We really enjoyed this day trip from Florence. The itinerary is well planned, with just the right amount of time at each stop (all of which are beautiful and definitely worth a visit). The guide was helpful, informative, and fun. The winery lunch was basic but tasty and the host made it entertaining. There was plenty of very good wine, although unfortunately no Vin Santo. The only reason I’m not rating this 5 stars is that it was let down by the optional walking tour in Siena which we joined. The local guide seemed in a hurry and rushed us from landmark to landmark, giving the briefest explanations and never inviting questions. We’d have been better off exploring on our own.
    Great day in Tuscany.
    Scott_M, Sep 2022
    This is a fabulous trip!! Just enough to highlight some gems in Tuscany!! Siena and it’s Cathedral was amazing. Carlo did a great job! Full day, but couldn’t have been shorter. More information is needed for the meeting place. There were multiple tour companies and others had the same colored sticker so it was confusing.
    A MUST-Do Day Trip
    Karen_W, Aug 2022
    This trip was a highlight we loved it from start to finish. Our tour guide Martha was 10/10 and it ran at a great pace we never felt rushed. Would highly recommend 💛


    Product code: 24283GROUP