If you have ever dreamed of zipping through the Tuscan hills on a Vespa, glass of Chianti waiting for you at the end of the road… this one is for you. In the summer of 2022 I travelled to Italy with my three (adult) children, and of all the things we did, our Vespa wine tour with Fun in Tuscany is the day we still talk about.
Getting there from Florence
We stayed in Florence, and the best part was how easy the start of the day was. We walked from our hotel to the meeting point, where our guide from Fun in Tuscany was waiting for us. He loaded us into the van and drove us out of the city and into the countryside. About an hour later, Florence’s busy streets had turned into rolling hills, vineyards and cypress trees. This is the Tuscany you see in the movies!
Learning to ride the Vespa
Before anyone got near a scooter, we were given a proper safety briefing and shown how to handle the Vespas. The instructions were clear and the guide made sure we were all comfortable before we headed out. And then… off we went!
There is nothing quite like the feeling of riding a Vespa through Tuscany. The wind, the views, the smell of the countryside, and my kids grinning at me at every turn.
Gelato in San Gimignano
We rode up the hill into San Gimignano, the medieval walled town famous for its stone towers. We parked our Vespas, and our guide walked us straight to what he promised was the best gelato in town: Gelateria Dondoli on the main piazza, crowned Gelato World Champion more than once. He was right. One taste and you’ll understand why there’s always a line out the door. We wandered around the old walled city with our gelato in hand, taking in the stone streets, the towers and the views over the valley. It was SO much fun.
A wine tasting dinner to remember
Back on the Vespas, we rode to Tenuta Torciano, a family winery just outside San Gimignano, parked for the day (very important!) and sat down to a full wine tasting dinner under a ceiling of hanging flowers. Bottle after bottle came to the table, from a crisp local white to Chianti, Chianti Classico Riserva and even a Brunello di Montalcino.
We learned how the wine is made, tasted one wine after another, and were shown which foods to pair with each one.
This was my 19-year-old son’s first time really learning about wine, and he took it on with great audacity 🙂 Watching him swirl, sniff and offer his opinions on each glass was one of my favourite moments of the whole trip.
There were a lot of laughs around that table. Probably too much wine tasting went on… but isn’t that the point?
At the end of the night our guide drove the four of us back to Florence, tired, happy and a little bit wiser about Italian wine.
Would I recommend it?
Absolutely. Fun in Tuscany was professional from start to finish, the guide was wonderful, and the scenery was breathtaking. It was the perfect mix of adventure, food, wine and family time. If you are visiting Florence and want one day that feels truly Tuscan, book this tour.
Tuscany Vespa & Wine Tour: practical info
- Tour: Tuscany Vespa & Wine Experience by Fun in Tuscany
- Price (checked November 2026): €190 per adult (26+), €160 for students aged 12 to 25, €150 for children 8 to 11.
- Meeting point: Via Curtatone 9 (outside Caffè Gamberini), about a five-minute walk from Santa Maria Novella train station in Florence
- Start time and length: today’s tour departs 9:00 a.m. and lasts about 7 to 8 hours, ending with lunch at the winery (ours in 2022 ended with dinner), then back to the same meeting point
- Who can drive: drivers must be 18 or older with an original driver’s licence. You’ll do a short driving test first, and anyone who prefers not to drive can ride as a passenger with a guide.
- Good to know: couples can share a Vespa for a discount, and private pick-up from your hotel is available for an extra charge.
TIPS
- Book ahead in summer. It’s a small-group tour and spots go fast.
- Bring your actual driver’s licence, not a photo of it.
- Wear comfortable clothes and closed-toe shoes. You’re on a scooter and walking around a hill town.
- Bring sunscreen and sunglasses. The Tuscan sun is no joke.
- Don’t skip the gelato. Gelateria Dondoli is right on Piazza della Cisterna in San Gimignano.
- Pace yourself at the tasting! Your guide drives you home, but you’ll want to remember the day.
Tuscany Vespa tour FAQ
How much does a Vespa tour in Tuscany cost?
With Fun in Tuscany it’s €190 per adult, €160 for students aged 12 to 25 and €150 for children 8 to 11 (prices checked November 2026). That includes transport from Florence, the Vespa, your guide, the stop in San Gimignano, and a meal at the winery with a wine tasting.
Do you need a driver’s licence to ride a Vespa on the tour?
Yes. To drive your own Vespa you need to be 18 or older and bring your original driver’s licence, and you’ll do a short driving test before you set off. If you don’t have a licence, or would rather not drive, you can ride as a passenger with one of the guides.
Can kids and teens come on a Vespa tour?
Yes. Anyone under 18 rides as a passenger with a guide or an experienced driver, and the youngest children can ride along in a small tuk-tuk. My kids were adults when we went, and it was one of the best family days of our trip.
How far is San Gimignano from Florence?
About an hour by car. The tour picks you up near Santa Maria Novella station in Florence, so you don’t need to rent a car or figure out the buses.
Do you have to drive after the wine tasting?
No. The wine tasting comes at the end of the day, after the Vespas are parked, and your guide drives you back to Florence.
Have you done a Vespa tour in Italy? Tell me about it in the comments!
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