Tuscany Wine Tour by Vespa from Florence

Taste the food and wine of Chianti as you ride through the Tuscan countryside on a vintage scooter

4.97 (173) ·
Travel Flexibly
· 6h · Florence, Italy

Always dreamed of cruising through the Italian countryside on a vintage Vespa? Want to taste famous Chianti wine in the place where it's made? Picture yourself as Audrey Hepburn or Gregory Peck and saddle up for a ride through the rolling hills and ancient villages of Tuscany. Starting from Florence, this tour teaches you to ride an iconic Vespa scooter before you set off for a day exploring a winery, vineyards, and delicious local food that make this region so famous.

What You Get With This Tour

  • Expert English-speaking guide
  • Vintage Vespa rental
  • Vespa training session
  • Guided ride through Tuscan countryside
  • Visit to a Chianti winery
  • Chianti wine tasting
  • Traditional Tuscan lunch
  • Round-trip route from Florence
  • Zoom through Tuscany on two wheels
  • Guide tips
  • Hotel pick-up and drop-off
  • Personal travel insurance

Tour Itinerary

  • 1

    Your tour begins in Piazza Mentana

    Meet your guide and group in Piazza Mentana in central Florence. While helmets are handed out and details are checked, get a quick rundown of the route, timing, and what your day on the Vespa will look like.
  • 2

    Practice on the private Vespa training track

    Head to a private training area to get comfortable on your vintage Vespa. With tips from a professional instructor, practice simple starts, stops, and turns until riding feels natural and safe before you head out on the open road.
  • 3

    Ride out of Florence into Chianti hills

    Follow your guide out of Florence as the city streets give way to rolling hills, vineyards, and olive groves. Ride in a neat line of Vespas along quieter country roads, getting your first real taste of the Tuscan countryside just beyond the city.
  • 4

    Countryside Vespa ride through Tuscan villages

    Settle into the ride as you pass stone farmhouses, cypress trees, and small hilltop villages. There are relaxed stops for photos and quick stories about local life, wine traditions, and how this landscape helped make Tuscany one of Italy’s most loved regions.
  • 5

    Visit a Chianti winery and taste local wines

    Park your Vespa at a working Chianti winery surrounded by vineyards. An expert host walks you through the property and pours a tasting of local reds, explaining how the grapes, soil, and aging process give this corner of Tuscany its signature flavors.
  • 6

    Traditional Tuscan lunch with regional specialties

    After the tasting, sit down for a laid-back Tuscan lunch featuring fresh local ingredients, regional dishes, and more local wine. It’s a chance to refuel, enjoy the countryside views, and swap stories with your guide and fellow riders before the final stretch back to Florence.
  • 7

    Your tour finishes back in Piazza Mentana

    When lunch wraps up, ride back toward Florence along scenic country roads and return your Vespas where you started. Back in Piazza Mentana, your guide can share suggestions for where to eat, drink, or explore next in the city.

Additional Information

Good to know:

  • Driving Experience: Previous experience driving a scooter is highly advised.

  • Passenger Options: Guests traveling in a group or with a partner are welcome to pair up on a Vespa as a passenger. Guests who wish to avoid the scooter entirely may ride in the support van following the group.

  • Rider Discretion: The local partner reserves the right of final judgment on client participation in actual scooter driving, including discontinuing scooter use at any point for safety.

  • Dress Code: Closed-toe shoes are mandatory for driving/riding. Sandals, flip-flops, high heels, and similar footwear are not allowed for safety.

  • Accessibility: This tour is not suitable for wheelchair users or guests with mobility issues as it requires the ability to ride and operate a scooter.

  • Age/License: Drivers must be at least 18 years of age and possess a valid driving license (motorcycle license is not required). Children over the age of 13 can ride as a passenger, as can adults who prefer not to ride solo.

  • Alcohol Consumption: Wine is served during the tour. Drivers are subject to strict legal limits on alcohol consumption and are advised to drink responsibly or not at all before driving.

  • Insurance: General liability insurance is included, but additional coverage can be arranged upon arrival for a €20 fee or a pre-authorization, as preferred.

  • Weather Advisory: The tour is never cancelled due to rain. In case of rain, guests may reschedule or the tour will proceed by minivan, with the option to switch to Vespas if conditions improve.

  • Contingency: Participants unable to drive safely will be placed as a passenger, on the guide's scooter (if available), or in a support vehicle. No refund will be granted in this case.

  • Please Note: The featured wineries can arrange for bottles of wine to be shipped directly to your home for convenience.

  • Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can depart on time.

Your 6-hour tour includes:

  • Expert English-speaking guide

  • Vintage Vespa rental and training session

  • Guided ride through the Tuscan countryside

  • Visit a Chianti winery, with wine tasting

  • Sample local Tuscan food delicacies

  • Hearty, traditional local lunch accompanied by more local wines

  • Maximum group size of 15

What to bring:

  • Valid driving license (required for all drivers)

  • Valid government-issued ID (required for all riders)

  • Sunglasses

  • Comfortable, closed-toe shoes

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Customer Reviews

4.97 (173)
Leave a review
Sunny Adventure
William L., 10 October 2025

Unforgettable Vespa adventure with stunning landscapes! The ride was safe and comfortable even for beginners. The wine and local food tasting were absolutely wonderful.

Vicki N., 08 October 2025

Scenic Fun
Alice O., 06 October 2025

The Vespa ride through the countryside was just beautiful. The training helped us feel confident, and the lunch served was tasty and authentic. Loved every bit!

Vintage Ride
Tony P., 03 October 2025

Feeling the wind while exploring Tuscany was unforgettable. Friendly instructors, great local lunch, and charming vineyards. Best way to see the countryside!

Tuscan Road Bliss
Connor A., 30 September 2025

The open roads and green hills were amazing to see from the Vespa. It was easy to ride and the stops for wine and food were great. Loved every minute!

Show more reviews

Frequently Asked Questions

What to bring?

Bring your driving license, some water, and clothes to suit the weather forecast.

What to bring?

Bring your driving license, some water, and clothes to suit the weather forecast.

What if I don't want to ride the Vespa myself?

If you're travelling in a group or with a partner, you're welcome to pair up on a Vespa and travel as a passenger. If you'd like to avoid the scooter all together, feel free to hop in the van that will be following the group along the way!

Do I need a motorcycle licence for this tour?

You don't need a specific motorcycle license. All you need is a valid driving license and to be over 18 years old.

Can I bring children on this tour?

Yes, so long as they're 13 or older. Young children are not allowed for safety reasons. Your teenagers won't be allowed to drink alcohol or drive the Vespa though, of course.

Is this tour run by The Tour Guy?

This tour is run by one of our trusted and vetted partners in Florence.

Do I need to have special insurance for this tour?

All participants are covered for general liability insurance when they book this tour. However, there is additional coverage that will be arranged when you arrive as a 20 EUR fee or a pre-authorization as you prefer.

Can I still come if I don't drink alcohol?

Yes, you're welcome to come! Just reach out to us directly so we can work with our partners to accommodate your needs.

What happens in case of bad weather?

The tour departure will never be cancelled due to rain. We will give you the option to reschedule if possible, or do our best to proceed with the tour, avoiding the rain and thus possibly carrying out the tour with our minivan until and if the rain should stop and street conditions will guarantee a safe ride. If it does not stop raining, the entire tour will be conducted in the safety and comfort of the minivan.

Do I need experience in driving a Vespa to join?

Previous experience is advantageous and highly advised. Our local partner reserves the right of final judgement in client participation of actual scooter driving or in client being a passenger, or to discontinue scooter use at any point of the tour. Any participant unable to drive scooters safely may ride double with a partner, or on the guide’s scooter if available or continue the tour on board one of our support vehichles. No refund will be granted in this case.

Start From: $204.49

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Free cancellation up to 24 hours in advance!