Vespa Tour with Lunch&Chianti Winery from Siena

Badge of ExcellenceBadesse, Italy
Likely to Sell Out

From $141.12

Select Date and Travelers

Free cancellation
Up to 24 hours in advance.
  • 7 hours 30 minutes (approx.)
  • Pickup offered
  • Mobile ticket
  • Offered in: English


See the hills of Tuscany in true Italian style with this action-packed day trip on a Vespa scooter from Siena. Set off on your scooter through the Tuscan countryside, your guide leading the way, as you and other scooter-riding participants make your way to a Chianti winery for lunch. Tour the vineyards and cellars, sample some wine and indulge in an antipasto lunch before heading back to Siena.
  • Full-day Siena Vespa tour to the Chianti hills of Tuscany
  • Choose to ride your scooter or hop on behind your tour escort
  • Ride along quiet Tuscan roads and pass through pretty medieval villages
  • Tour a Chianti winery and sample Tuscan wines during a tasting session
  • Enjoy an antipasto lunch at the winery and relax at leisure before returning to Siena
  • Travel in a convoy under the watchful guidance of your guide and tour escorts

What's Included

  • Professional tour escorts and guide
  • Use of helmet
  • Winery tour with Wine tasting
  • Lunch made with typical fresh dishes
  • Gratuities
  • Pick-up and drop off on request with an extra charge

Meeting And Pickup

Meeting point

  • Via della Resistenza, 95
    Via della Resistenza, 95, 53035 Badesse SI, Italy

    If you have selected the pick up and drop-off option, please meet our staff at Piazza Gramsci, Siena, where you will be picked up and taken to the starting point of the tour, in Badesse.

End point

This activity ends back at the meeting point.

Pickup details

If you select the option with pick up service, please note that the pick up point is in Piazza Gramsci, in front of "La Lizza Cafè", Siena.

What To Expect

After meeting up with your guide and tour escorts at you hotel in the center of Siena, strap on your helmut and get ready to travel, Italian style. Hop on your Vespa scooter, get a brief safety lecture, and follow your guide as you ride out of Siena. Alternatively, hop on a scooter with a tour escort if you prefer not to drive a scooter yourself. 

As you ride through the Tuscan countryside, take in the amazing views of the low-rolling hills, some clad with vineyards and olive groves, other topped by a rustic terra cotta-roofed villa. Pass by the village of Monteriggioni, a hill town dominated by the medieval walls that encircle it. Then ride into lush Chianti, cruising down tranquil country roads and passing ancient villages. If you've opted to share the scooter with a traveling companion, there will be ample breaks so you can switch drivers or stretch your legs. 

About halfway through the tour, hop off the Vespa at a wintery in Chianti to indulge in a traditional Tuscan lunch of prosciutto, salami, locally made cheese, thick country bread and olives. Sip some of local wine, including the famed Chianti Classico, Gallo Nero and even Super Tuscan. Take some time here to relax and enjoy the bucolic surroundings of the Chianti countryside. 

When the time comes, hop back on your Vespa for the ride back to Siena where the tour concludes.

Rocca di Castellina

Free time in Castellina in Chianti

45 minutesAdmission Ticket Free

Poggio Amorelli

Lunch and wine tasting

1 hour Admission Ticket Included

Additional Info

  • Confirmation will be received at time of booking
  • Vegetarian menu is available for lunch upon request
  • Minimum ages: 18 years to drive and 13 to be a passenger
  • An international driver's license is required. A valid credit card is required in order to do the tour as a driver.
  • Please note that if you sign up for the tour as a driver consider that previous experience driving a scooter is required. The tour leader reserves the right at his or her absolute discretion to terminate the participation of any rider who is unable to drive the Vespa safely and no refund will be issued if this happen.
  • Should you choose to participate in the wine tasting, we recommend that you spit the wines out, rather than swallowing them. This is common practice at wine-tasting sessions, so you should feel comfortable doing this. By offering this tour through this website, Viator and its affiliates do not condone driving after alcohol consumption
  • If special circumstances arise due to weather conditions, we may be forced to modify the planned route with an alternative one, possibly maintaining the duration and quality of service.
  • The tour take place rain or shine. In case the weather does not allow us to attend the tour due to heavy rain or wind, clients will be offered an alternative or a full refund. In case a storm occur during the tour and the guide decide that for security reasons is better not to continue with the tour you will be escorted back to the departure place but if this happen no refund will be issued as this is beyond our control
  • Not wheelchair accessible
  • Near public transportation
  • Not recommended for pregnant travelers
  • No heart problems or other serious medical conditions
  • At the time of the rental a pre-authorization on credit card will be made as a guarantee for any damage, which will be canceled upon return from the tour if there has been no material damage to the vehicle.
  • For the exclusivity of the vehicle, it is necessary to book for the "driver option". If you book the sharing option, the vehicle will be shared with another passenger.
  • Most travelers can participate
  • This tour/activity will have a maximum of 16 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.

Traveler Photos

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Traveler Tips

highly recommend the vespa tour, a lot of fun and the guide always alert to our safety through traffic
86 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 86 reviews
Fun in beautiful Tuscan country.
Gordon_T, Nov 2022
Our guide, Matilde, cared much for our safety. Since we had no experience riding a Vespa, she suggested we drive a Fiat 500. This was so charming and the flip top was perfect for Tuscan weather. Lovely views, lovely food, lovely wines.
Diego made the Day
Paul_K, Nov 2022
My daughter and I were slightly apprehensive (although excited also very excited) because neither of us had any experience with a Vespa. It made matters worse when our taxi dropped us off in an unpromising industrial park, far from the centre of Siena city. But the moment when we met our tour guide, the Vespa tour turned into the highlight of this Italian vacation! Diego gave us much more than anybody could ever expect from a tour guide. He provided not only confidence and advice, but also detailed information and historical context -- all in Excellent English (although all the other customers were Italian). Our only regret was that he couldn't join us for lunch!
Rebecca_W, Oct 2022
We were not able to go because of their mistake. Customer service was unhelpful. Would not recommend.
A memorable day!
Angelo_M, Oct 2022
It was a wonderful experience thanks We had a great time. The landscape was beautiful! The wine tasting experience was very pleasant.
Thrill ride!!
Jamie_N, Sep 2022
Matilde and Diego were very knowledgeable and great your guides. The wines were amazing and views perfect! We chickened out on the Vespa, opting for the Fiat. Fun but you can tell they were old. Bring sunblock and be sure to know how to drive a manual vehicle or motorbike. If you cannot, don’t partake.
Fun,active, great experience
Steve_R, Aug 2022
The views of Tuscany are amazing and lots of stop offs for pictures. The winery was set around beautiful scenery with the wines and food on point. The sommelier at the winery was very knowledgeable and informative
Response from Host, Aug 2022
Dear Steve, Greetings from my Tour in Italy team thank you for choosing My tour during your staying in Italy! Was nice to serve you and we hope to have you back again and experience more tours together. Best Regards My tour
Once In A Lifetime Experience…Like a Movie or Postcard
Ashish_L, Jul 2022
My wife and I booked a Vespa to share for this tour. The meeting location could use better signage, but Diego was welcoming. We arrived along with two families who booked Fiat cars to drive. A second couple arrived almost one hour late. We were a bit disappointed having to wait, but Diego was very apologetic, brought us cool water, and allowed us time to practice on our Vespa. At one point during the ride (I am very slow), the group turned and I missed it. I was able to call the number on our reservation, and they connected me immediately to Diego. He came, and directed us back to the group. That was fantastic. I am not a regular Vespa rider, so the rides can be a bit stressful at times. Nonetheless, the countryside is beautiful, the meal and tasting were wonderful, and the experience was once in a lifetime. Diego did his best to make all challenges something we could overcome. I would highly recommend this experience.
Terrible and Dangerous
Rodrigo_P, Jun 2022
I traveled with my wife when we decided to book this tour. First of all, we arrive punctually, but, our departure was delayed around 1:30 hours due to a couple that had not arrived. A basic detail, the local where we were waiting, there was no water, food and bath. After registration procedures, the guide did a little drive training on vespa, in a circle lap. The guide didn’t warn us that the tour take place on roads with a high traffic with: Bus, cars trucks and a dangerous road with extremely dangerous turns. My wife had an accident, and to our surprise the guide didn’t have any first aid kit not even water to wash the wounds. The staff came out totally unprepared to care any inconvenience. Luckily, a family part of group shower solidarity and drove my wife motorcycle. The lunch and winery tour is simple and conventional but ok. When we got back from the tour, for my surprise, the manager of company, he did not even ask my wife if everything was ok or if she need anything, he only cared about the cost to repair the motorcycle. in short, the tour is not as simple and safe as the ad sells. I made an alert letter for the Italian authorities and notify the consulate to make anything to prevent new people from getting hurt with this company.
Beautiful views from the vespa!!
Julie_C, Jun 2022
Must be comfortable to ride the vespa. Great views and the cities visited were nice. Make sure you bring water if you want some before the first stop. It got hot quick!
Response from Host, Jun 2022
Dear Julie, thank you for choosing My tour during your staying in Italy! Was nice to serve you and we hope to have you back again and experience more tours together. Best Regards My tour
The best experience in the Chianti area!
Ramon_G, Jun 2022
The experience was incredible. We were a group of six from Puerto Rico. You can experience the beautiful area of Chanti in a totaly different way. Our hosts Matilde and Diego were the best you can hope for to give you a great experience 9f this beautiful area!! 100 % recommended!
Response from Host, Jun 2022
Dear Ramon, We want every experience to be “five stars”! Glad to hear you loved your journey with us and the team will be thrilled to hear your feedback! Best Regards My Tour
Not worth the price and an all day ‘tour’ I could have done on my own.
Leslye_F, May 2022
I gave this tour a 3 only because the sights are breath taking and cannot surpass the beauty of the Tuscan country side. I was under the impression that we were visiting several Chianti wineries and having lunch at one of them. We started an hour and a half late due to miscommunication with the driver to pick us up for the tour. The person on the phone was very rude to us as if it was our fault the driver didn’t arrive on time at the location we provided. We also had to pay 50 euro per person for our 10 minute round trip. We knew a fee was going to be paid for the transportation to the Vespa location but 50 euro per person when there were three of us in the van is ridiculous. We could have taken a taxi and paid 5 euro each or less but they don’t tell you the price for transportation. You also have to pay a deposit for the Vespa for Insurance which is fine however you provide your credit card and the papers with our card number were still on the counter when we returned from our trip so anyone could have come in and seen them. They also had difficulty removing the fee and actually charged us the 600euro for the insurance and had to refund this however my credit card charges an international fee that was refused to be refunded and an exchange rate so I was out almost another 150 dollars. The tour guides were not very personable. When we stopped at locations they had no explanation of what we were seeing or what building we went to. They basically disappeared at our stops. The winery was beautiful and the luncheon was good. The only downfalls to the winery is that we tried 4 wines but the list we were given had 10+. Why show us a list of wines you aren’t going to allow me to taste? It seems weird that they wanted to show us the wines but not allow a tasting of them to see if we enjoyed them but then at the end wanted us to buy bottles of those wines. We didn’t get to go through the vineyard at all as some photos on their website show which was sad. They rushed us out of the tasting as well basically as soon as we were done with our last wine. I am not sure if we didn’t see as much of the winery because the tour started late but it was late due to miscommunication on their part and having to fill out forms for renting the Vespa, give card and ID information ect that took almost 20 minutes per person. I wouldn’t recommend this company specifically but like I said the sights are beautiful and worthwhile the ‘tour’ is basically self guided and roaming around the spaces until the departure time. And don’t waste your time arranging transportation because it’s not worth it, just take a taxi if you choose to go.
Exploring Chianti by Vespa
David_N, May 2022
We had a wonderful day exploring the Chianti region on a Vespa. We had a Vespa to share with my husband driving (he has motorcycle experience) and me on the back taking in the wonderful scenery. We stopped at some very picturesque towns in the region and had a beautiful lunch and wine tasting at a winery. Our tour guide, Mathilde, was very friendly and knowledgeable and made the trip laid back and enjoyable. The trip was great value for money and included a wonderful 3 course lunch which featured a lovely antipasti platter. I would highly recommend this trip when in the area. There is no better way to see this part of Tuscany than from a Vespa!
Response from Host, May 2022
Dear David, thank you for your positive feedback! We're glad to hear from you that you spent such a beautiful day with our team and our tour leader! Thank you, we hope to see you again on another tour all around Italy!
The scenery, the towns we...
Danny_R, May 2022
The scenery, the towns we stopped in and lunch at the winery was all wonderful and memorable. I would recommend the tour, but keep in mind you will be riding between 20 to 40 mph.
Response from Host, May 2022
Dear Danny, thank you for your positive feedback. Thank you so much for choosing My Tour, we're glad that you spent such a lovely time with our team in Tuscany. We hope to see you again all around Italy!
A perfect day
Rick_R, May 2022
Riding a Vespa is fun anywhere, but nowhere more so than the Chianti countryside. Throw in visits to Poggio Amorelli, the Monteriggio castle, and a fine gelateria and you have a perfect day, all in the company of friends, and you have a perfect day.
Response from Host, May 2022
Dear Rick, thank you for your positive feedback. We're glad to hear from you that you spent such a lovely time with our team. We hope to see you again on another tour all around Italy.
Wonderful day in the Chianti hills with Diego
Logan_K, May 2022
This tour is not to be missed. There were only 3 of us on the tour, 4 including Diego our tour guide who was very sweet and capable. It was a very personalized tour and our favorite so far during our time in Italy. You get to visit 3 different amazing, medieval hill towns and a beautiful winery where you have a generous lunch and wine tasting. Gelato and another hill town with a photo op caps off the amazing day spent cruising through the beautiful Chianti hills which cannot be beat. We drove through locations and saw panoramas we would not have otherwise seen on our own. A true highlight of our trip, cannot recommend enough. There were 2 of us on one vespa and we were both totally comfortable throughout the day and it was very easy to operate- don't underestimate yourself- you can drive a vespa and you should!
Response from Host, May 2022
Dear Logan, thank you so much. We're glad to hear from you that you and your group enjoyed this experience! You have chosen one of our best sellers in the Chianti Area! Thank you so much, we hope to see you again on another tour all around Italy!
Jason_K, Apr 2022
A fantastic day in the Tuscan hillside. A true highlight of our wonderful Italian vacation. I highly recommend!
Response from Host, Apr 2022
Dear Jason, thank you for your positive feedback. We appreciate it so much. We are glad that you spent such a lovely time with our staff. Thank you, hope to see you again on another tour all around Italy.
Brilliant fun exploring Tuscany in style!
Simon_B, Apr 2022
My wife really wanted to do a Vespa tour for her birthday but neither of us were experienced motorcyclists so we had a degree of trepidation. Our guide, Diago, did a great job of putting us at ease and breaking us in gently! We had a wonderful day! Diago had chosen some of the most beautiful towns and sights in Tuscany and we enjoyed arriving in style on the bikes! It’s a unique way to see the Tuscan countryside and also to get to places that you couldn’t reach easily by bus or train. The vineyard that we visited was lovely and the dining experience was wonderful and authentically Italian. We saw many places of interest and covered a lot of ground, which made the tour great value too. Diago was absolutely brilliant company and we had a great laugh out and about with him! Definitely one to repeat next time!
Response from Host, Apr 2022
Dear Simon, we're glad to hear from you that you enjoyed this tour and you spent such a lovely time with your wife in one of the most beautiful place of Tuscany. Thank you for your positive feedback. Hope to see you again on another tour with us all around Italy!
There is a poor communication between agency through which we booked it and local tour operator. Missing alignment!
Leonard_S, Jul 2021
Nice places visited and very nice/friendly local guides. More stops at wineries would be recommended.
Response from Host, Jul 2021
Thank you for your feedback! We always appreciate feedback because improving our service is one of our purposes! So thank you, we are glad to hear you enjoyed the tour and our tour guide.
Charming and delightful way to visit the Tuscan countryside
Nisha_S, Jul 2021
It was a wonderful experience riding down the country side. Our guide was very knowledgeable which made the whole tour even better.
Response from Host, Jul 2021
Thank you! We're glad to know you enjoy this amazing experience. You choose one of our best sellers, we hope to see again here in Tuscany!
vespa through tuscany
Michael_P, Oct 2019
highly recommend the vespa tour, a lot of fun and the guide always alert to our safety through traffic