Vespa tour from Florence: Chianti with lunch & wine
Seven hours on a Vespa through vineyard roads, ending at a winery table with wine and food.
A small-group Vespa tour departing Florence for the Chianti region, where you ride your own 50cc automatic scooter through quiet countryside toward San Gimignano, stop at a working winery to taste wines and eat a 3-course Tuscan lunch, then ride back. You choose whether to drive the Vespa yourself, share driving with a partner, or ride as a passenger. A test drive at the start confirms you're ready, and the guide handles the route and the stories about Tuscany's history and villages along the way.
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Step-by-step itinerary
Tuscany Vespa Tour with Lunch and Wine
- Check in at office at 09:30am
- Drive to Chianti region
- Meet local leader at Chianti headquarters
- Test drive and safety briefing
- Ride through Chianti hills and photo stops
- Visit local winery and wine tasting lunch
- Continue scenic Vespa ride
- Return to starting point and vehicle check
- Drive back to Florence at 5:00pm
The experience
Check in at the Florence office at 9:30am, then a minivan carries the group an hour into Chianti while your guide outlines the day and shares stories about the region's culture and landscapes. At the winery headquarters in the heart of Chianti, you'll meet your local leader, do a safety briefing and test drive on the Vespa, then set out on quiet, winding roads through rolling hills dotted with vineyards, cypress trees and farmhouses. The route takes you close enough to see the medieval skyline of San Gimignano without fighting the crowds there: a deliberate choice that sets this tour apart from others that stick to the nearby hills around Florence.
The winery stop is where the day shifts from riding to sitting. The owners greet you and walk you through their vineyards, explaining how they make wine. Then you eat a full 3-course Tuscan meal at their table, tasting their wines and their own extra virgin olive oil alongside the food. After lunch, you ride again through the same scenic countryside on the final stretch back to the Vespa office, then return to Florence by minivan, arriving around 5pm.
Riding a Vespa is the point here, not watching one pass by. The 50cc automatic transmission means no clutch work (just throttle and brakes), but you do need a valid driver's license and prior scooter or motorcycle experience. The team runs a test drive before departure to confirm you can handle it safely. If the test shows you're not ready, you can ride double with a partner or sit as a passenger instead. The Vespa weighs 88kg and has an 81cm seat height, which works for most riders but isn't recommended if you're under 160cm tall. Rain doesn't usually stop the tour (you'll bring a raincoat and keep riding in light showers), but heavy rain means you'll return the Vespas and finish by minivan.
What’s included
- Roundtrip minivan transport between Florence and the Chianti winery.
- Vespa rental with helmet, fuel and third-party insurance.
- a professional tour leader speaking English or Italian.
- views of San Gimignano's medieval skyline from the countryside.
- a 3-course Tuscan lunch with wine and olive oil tasting at a local winery.
Options for this experience
3 optionsYou pick the guide language when booking.
Before you book
Prices and times updated today
Operated by Italy on a Budget tours
Is this one for you?Choose the driver option if you want to feel the roads yourself and have prior scooter experience. The test drive confirms you're ready before the group departs. The passenger option works if you want the same winery lunch and Chianti scenery without handling the Vespa, or if you'd rather share the driving with a travel partner.
Traveler reviews
Top questions
What languages is the tour guided in?
Live guide in English and Italian.
What happens if it rains?
It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.
Can I ride the Vespa if I've never ridden a scooter before?
Previous scooter or motorcycle experience is required. The team conducts a test drive before the tour to confirm you can ride safely and confidently. If the test shows you're not ready, you can ride as a passenger or share driving with a partner instead.
What's included in the Tuscan lunch at the winery?
The lunch is a 3-course meal featuring typical Tuscan dishes, paired with a wine tasting of the winery's own wines and their extra virgin olive oil. Vegetarian options are available with advance notice. Vegan and specific dietary intolerances cannot be accommodated.
How many people ride on each Vespa?
Each Vespa carries one or two riders depending on your choice at checkout: you can drive solo, share driving with a partner, or ride as a passenger. The tour runs with a maximum of 7 Vespas, keeping the group small.
How long is the drive from Florence to the Chianti area?
The minivan ride from Florence to the winery headquarters takes about an hour. You'll return to Florence by minivan around 5pm, with the full tour lasting 7 hours from the 9:30am check-in.
What documents do I need to bring?
Bring a valid driver's license that is accepted in Italy and a valid credit card (not prepaid, not American Express) for a preauthorization hold in case of vehicle damage. You must be at least 18 years old to drive the Vespa or 15 to ride as a passenger.
Vespa tour from Florence: Chianti with lunch & wine
7h · EN · IT
from € 149 per person
4.82175 reviewsVerified traveler reviews via our booking provider

















