5 star rating: Highly Recommended 30 Reviews

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  • Location:Siena, Italy
  • Duration:8 hours (approx.)

Siena Vespa Tour Including Lunch at a Chianti Winery

Explore the Tuscan hills by Vespa scooter on a day trip from Siena, and visit a Chianti winery for lunch, too! After a practice session, choose to drive your own scooter or hop on behind a tour escort -- (depends on the option selected). Under the watchful eyes of a guide and tour escorts, ride in a convoy of not more than 20 people, heading to a Chianti winery in the lush Tuscan countryside. Tour the vineyards and cellars, sit down for a wine-tasting session, and then relax over an ‘antipasto’ lunch before returning 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

Recent Photos of This Tour

What You Can Expect

Siena Vespa Tour Including Lunch at a Chianti Winery

Enjoy the Tuscan hills on your Vespa tour

Meet your guide and tour escorts at your hotel, put on your helmet and get acquainted with your quintessentially Italian mode of transport – a beautiful Vespa scooter! After a safety briefing and a few practice sessions to get used to the Vespa’s automatic gears, follow the lead of your guide and set off on your way. Alternatively, hop on behind one of your tour escorts if you prefer not to drive yourself.

Following your guide, take a leisurely drive through the area of Monteriggioni. Then, head into the luscious Chianti hills of Tuscany, passing along quiet countryside lanes that meander through medieval villages and flower-filled fields. If you’ve chosen to share your scooter with a traveling companion, there will be plenty of breaks factored in to stop and switch drivers, or to simply stretch your legs while soaking up the views.

Half-way through the day, stop at a Chianti winery in the heart of the region to learn all about winemaking in Tuscany. Explore the vineyards and cellars with your guide, and then taste several local wines, including prestigious varieties such as Chianti Classico, Gallo Nero and Super Tuscan.

After your wine-tasting session, sit down inside the winery and enjoy a traditional Tuscan lunch of cured meats, mild cheeses, freshly baked bread and olives, while chatting with your guide about life in the idyllic Chianti region. Spend some free time here relaxing in the sunshine before driving back into Siena.

Your Vespa tour finishes in the late afternoon back at your Siena hotel.

Customer Reviews

5 star rating: Highly Recommended November 2015

Joe and Chichi (?) had so much character, humor and wit they really made this day wonderful. I mean we were riding on Vespas through Chianti and it was incredible. The views, the wine tasting, the people we met and the weather was perfect. Everyone should experience this day!

5 star rating: Highly Recommended November 2015

I took the tour around the second week of November, which is the tourism off season in Italy. It was great timing as I was the only person on the tour! My tour guide was Ciro, who is very knowledgeable and has many stories about the Chianti region. One thing to note is that while third party liability insurance is covered, any damaged caused by you to the scooter is not covered in the Viator price, so if you damage the scooter by accident, you are responsible for the cost of repairing the vespa. Because of this they will ask you to leave a copy of your credit card and driver's license with them. Another thing to note is that you will be driving slowly on the equivalent of a small state road in the U.S. It's definitely not a highway, but it's not a sleepy country road either, so you'll need to be comfortable with cars passing you by frequently as you ride. The road winds through hills and bends around blind corners where you can't see oncoming vehicles, so it's best to stay behind the guide. I ride a bicycle through traffic in New York City all the time, so was prepared to handle passing cars but didn't expect the road to be quite that large or busy.

Stops along the way include a small castle town and large fort. Both are ancient, beautiful and quaint. There is plenty of shopping and I got to pick up locally made chestnut honey, olive oil soap, and a jar of really good truffle butter. This was my first trip to Italy and Tuscany and thanks to Ciro and his crew I couldn't have asked for a better experience!

5 star rating: Highly Recommended November 2015

Because it was raining that morning, we were not able to do the Vespas. However, they made other arrangements and we were able to drive either a Fiat 500 or Mini Cooper and we had a great time. They did a good job of making other arrangements with the weather situation.

5 star rating: Highly Recommended November 2015

We really enjoyed this fabulous day in Chianti with our very helpful tour Franceso. The scenery and sight-seeing were gorgeous and the wine tasting and lunch were also terrific. Our best day in Tuscany - would recommend you don't miss it!!!

5 star rating: Highly Recommended October 2015

We had a fantastic day on the vespa tour on Sunday. Great fun and beautiful countryside. The tour guides - Fabio and Dario - were relaxed but also very knowledgeable and helpful. The lunch at the winery was great. The tour was the highlight of our 5 days in Tuscany!

5 star rating: Highly Recommended September 2015

Very enjoyable tour with beatifull scenery. Riding the Vespa's with such a view and hopefully beautiful weather! is really a once in a lifetime-experience!

5 star rating: Highly Recommended August 2015

The best value and experience - fun guides, adequate instruction, perfect itinerary and visits!

5 star rating: Highly Recommended June 2015

Absolutely would do this again. What a blast. We are in our early 50's. And had a great time. Martina did a great job and also was a knowledgable tour guide. I would recommend this to everyone who really wants to see Tuscany wine country.

5 star rating: Highly Recommended June 2015

Definitely book this tour! We had great guides and a great group of people on this tour. Well worth the money.

5 star rating: Highly Recommended June 2015

This was a fantastic day. Even though the weather was not very summery, the tour was well worth doing and thoroughly enjoyable. Both guides were very helpful and continually checked that all with well with individuals in the group. Thank you!

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Tour code: 5919VESPA


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