Best Private Vespa Tours in Florence — Our Top 8

1.Private Vintage FIAT 500 with Wine & Olive Oil

★★★★★★★★★★4.5 · 21 reviews · 2 hours (approx.) · from $204Our pick

Ride in a classic Fiat 500 from Florence through the Tuscan hills, stop at San Miniato al Monte, and enjoy rustic bread with extra-virgin olive oil and a glass of Chianti. The private format keeps the outing personal, with guides including Stephano, Dimitri, Lorenzo, and Francesco named in guest feedback.

“Great fun. I am not a wine drinker personally which is ironic since you do a wine tasting but i still enjoyed the food- pasta mostly. the best part was driving the fiats around and seeing the views of chianti and then getting to stop at two towns and also take some quick photos. Our instructors were a good laugh too”

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2.Private Tuscany Vespa Tour

★★★★★★★★★★4.5 · 11 reviews · 5 hours (approx.) · from $480

Leave central Florence by minivan for a private Vespa ride through the Chianti countryside. You’ll receive a safety briefing, ride an automatic Vespa, visit a winery cellar, and enjoy Tuscan food, wine, and olive oil with a professional sommelier. Groups can include up to eight people.

“What a great trip. Safety was first and foremost as it should be. The Vespa part was fun and beautiful and the wine tasting was amazing.”

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3.Private Vespa Tour in Chianti from Florence

★★★★★★★★★★5.0 · 10 reviews · 6 hours (approx.) · from $473Top rated

Leave Florence at 9 a.m. for a private six-hour Vespa outing through Chianti. Ride past vineyards and olive groves, visit Radda, Volpaia, and Panzano, then enjoy a winery lunch with wine, olive oil, and honey tastings. Guides including Giada, Gaia, Jessica, and Tommaso may lead your day.

“This excursion was outstanding and the best part of our 2 week vacation in Italy. Giada was a great tour guide. Funny, entertaining, knowledgeable and very personable. We unfortunately had a person tip their scooter over (our fault) and her primary concern was her safety and well-being. They also handled the fact that we had tipped our scooter with professionalism and placed the rider in a ride along scooter and pressed along with the tour. You top the trip off with excellent wine, food, conversation and a unbelievable winery setting. This is a must do!!!”

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4.Unforgettable 1.5-Hour Private Vespa Sidecar Tour of Florence

★★★★★★★★★★5.0 · 9 reviews · 1 hour 30 minutes (approx.)

Maurizio or Raffaele picks you up at your Florence accommodation for a 90-minute private Vespa sidecar ride. You will visit viewpoints such as Piazzale Michelangelo and San Miniato al Monte, with photo stops, city stories, and a lively ride through Florence’s hills.

“We had a fantastic experience. First off we had great communication in advance about the weather, adjusted accordingly and then got to do the tour. The day of they were punctual, showed us things that would have missed, and you could tell their pride in showing off Florence. It was a highlight of our trip for the three girls. Do the tour!”

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5.Florence Vintage Electric Fiat 500 – Private City Tour

★★★★★★★★★★5.0 · 4 reviews · 1.5 - 3 hours · from $152Best value

Ride through Florence’s hills in a private vintage electric Fiat 500 cabrio with a local guide. Stop at San Miniato al Monte, Piazzale Michelangelo, Arcetri, and other viewpoints. The 3-hour option adds Tuscan hill roads plus olive oil and wine tasting.

“The absolute best activity we did in Florence. We were taken through so many great neighbourhoods and to beautiful view points of the city. Julio our guide was extremely knowledgeable and had a lot of interesting information about each area. Plus the added bonus of literally everybody smiling at you in the gorgeous Fiat as you drive by. This is a perfect way to see this beautiful city.”

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6.3-hour Vintage FIAT 500 Chianti Classico Private Wine Tour

★★★★★★★★★★5.0 · 4 reviews · from $194

Leave Florence by vintage Fiat 500 and follow the scenic Chiantigiana road into Chianti Classico. Your private guide drives, so you can enjoy the views and wine tasting without worrying about the road. The three-hour outing includes a family farm visit, wine, olive oil, and local cold cuts.

“This tour was SO much fun! Riding through the Tuscan countryside in a vintage Fiat 500 felt like stepping back in time. Our guide was awesome, super friendly and full of great local insights. The vineyard stop was a dream: amazing wine, stunning views, and a super welcoming family. Best part? No stress about driving after the tasting! Highly recommend!”

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7.Private Vintage Fiat500 Countryside & Winery Lunch

★★★★★★★★★★5.0 · 3 reviews · 4 hours · from $210

Ride from Florence into Chianti in a private vintage Fiat 500 with an English or Italian-speaking driver. Stop at hilltop viewpoints, then visit a family-run farm for wine, olive-oil tasting, vineyard views, and a traditional Tuscan lunch. Jacob and Christina have both guided this memorable four-hour outing.

“The experience was amazing! We had the best tour guide, Christina and she made the experience unforgettable. We got our own private slice of Tuscany, were able to escape the crowds and try an outstanding wine selection!”

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8.Private Vintage Fiat 500 Tour in Chianti From Florence

★★★★★★★★★★5.0 · 2 reviews · from $475

Start at 9 a.m. with a short lesson in your vintage Fiat 500, then follow a private guide through Chianti. Stop in Radda, Panzano, and Volpaia before a homemade farmhouse lunch with wine, grappa, and olive oil. A stick-shift license is essential.

“Incredible adventure. Great way to see Chianti area. The winery where lunch is memorable. The food was great. They had 150 year old grape trees!! We bought olive oil as well and wine to send home. Saw other cute places. Old villages.”

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