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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 about 20 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

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

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. 

Customer Reviews


5 star rating: Highly Recommended October 2016

we had such an incredible day and as first timers on a motorbike of any kind, this was an unexpected delight! staff was amazing,helpful and patient. it was the perfect mix of riding and stops. absolutely recommended!


5 star rating: Highly Recommended October 2016

This was the highlight of my trip. The Vespa tour was wonderful! The views from the Vespa ride were bellissima. The wine tasting in Chianti fun.

Blair H

5 star rating: Highly Recommended September 2016

Great experience. Equipment was new, first rate. Great route through back roads to out of the way places. Everything was excellent.


5 star rating: Highly Recommended September 2016

We had a wonderul day in Siena. We had booked a Vespa tour but on the day of the tour rain was predicted. So we were offered a switch to Fiat 500 and tour itself was great. The locations are fantastic and our guides Stefano and Francisco were super considerate and helpful. Highly recommend!

Keryn C

5 star rating: Highly Recommended September 2016

Great day out. Excellent tour guide.


5 star rating: Highly Recommended September 2016

When we arrived the weather forecast for the day was terrible so we couldn't take out the Vespas. They did all they could to get another old school Fiat 500 and actually managed to get one delivered so we could all do the tour in these a great replacement if you ask me. The tour guides were fun and friendly. Took us to a couple of historical towns and to the winery where we had a great meal and tried wine grown on their estate to match. What a great day, would highly recommend to everyone, even if it lashes down with rain :


5 star rating: Highly Recommended September 2016

This was the most fun thing we did while on our Italian Holiday. Our guides did a great job in letting us explore on our Vespas while keeping us safe. We saw some incredible little towns and enjoyed a fabulous lunch in a winery, none of which we would have done if we hadn't done the tour.

Laura C

5 star rating: Highly Recommended August 2016

I really enjoyed this tour. The tour guides were kind and informative. Riding the Vespa on the Tuscan rides was invigorating. The village of Chianti was beautiful and quaint and the winery tour was a highlight. Tasting the many wines and pairing them with the food was delightful.

Siena L

5 star rating: Highly Recommended August 2016

This was my favorite tour I and #39;ve been on so far in Italy! If you and #39;re nervous at all about driving a Vespa, I would definitely suggest being a passenger because it and #39;s more relaxing, but learning to drive a Vespa was a great experience too! The guys who work there are amazing and I would go again!

Linda K

5 star rating: Highly Recommended July 2016

The Vespa tour was great. The company took considerable time with each person to make sure we understood the Vespa controls before we hit the road. We went in a line at a low speed through the countryside, stopping at a winery and a little village. A good time was had by all, and it was the highlight of my Italy trip. Much fun!

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