Florence isn’t just about art and architecture; it’s also a fantastic city for motorbike and scooter rentals. Cruising through Florence and its surrounding countryside on two wheels gives you freedom and a sense of adventure that walking or car rides can’t match. Imagine zipping past historic sights like the Duomo or taking quiet back roads through olive groves — that’s what these Vespa and scooter tours are all about. We especially love the From San Gimignano: Tuscany Vespa Tour with Lunch & Wine Tasting, which combines scenic riding with authentic Tuscan flavors, and the Private Vespa Tour in Chianti for a personalized experience. Both offer a chance to see Italy from a fresh perspective.
Whether you’re after a half-day spin or a full-day adventure, there’s a rental or tour that fits your style. These experiences let you explore Tuscany’s rolling hills, medieval towns, and vineyard-lined roads — all at your own pace. If you’re new to riding, don’t worry: many tours include automatic scooters and thorough safety briefings. Now, let’s look at the best options to get you riding!
Quick Overview
This guide covers seven top motorbike and scooter rentals and tours around Florence. They range from guided Vespa adventures with wine tastings and scenic drives to private Chianti rides and even electric scooter options with picnic lunches. Each offers a unique way to experience Italy’s countryside and historic towns, whether you prefer a guided group or a private custom tour. You can explore San Gimignano, Chianti’s vineyards, or the heart of Florence itself. Now, let’s see what each tour has to offer.
1. From San Gimignano: Tuscany Vespa Tour with Lunch & Wine Tasting

At number 1 on our list is the Tuscany Vespa Tour with Lunch & Wine Tasting. This tour is perfect for those who want to escape the crowds and get a real feel for the Tuscan landscape. Starting in Barberino Tavarnelle, just 12 km from San Gimignano, there’s a quick safety test before hitting the scenic roads. You’ll cruise past vineyards, olive groves, medieval villages, and countryside villas, capturing plenty of photos along the way.
What makes this tour stand out is the combination of riding, tasting, and local culture. After a scenic ride through Chianti, you stop in San Gimignano for a traditional Tuscan lunch paired with wine and olive oil tastings. The scooters are 50cc with automatic transmission, making this accessible even if you’re new to riding. Reviews highlight the knowledgeable guides and spectacular views, with one guest noting, “Riding a Vespa is super exciting and fun, and he made sure we were always safe.”
Bottom Line: This tour offers a well-rounded, half-day adventure that balances scenic riding with tasting Italy’s finest. It’s ideal for travelers who want a guided experience with authentic food and wine highlights.
2. From Florence: Tuscany and Chianti Vespa Tour with Lunch

Next up is the Tuscany and Chianti Vespa Tour with Lunch, which takes you deeper into the Tuscan countryside. This 7-hour experience is designed for those who want to cover more ground and see both iconic towns and hidden corners. It begins with a quick ride from Florence to the countryside, where you’ll learn to ride your Vespa, then set off on winding country roads.
Highlights include off-the-beaten-path stops and a delicious Tuscan meal paired with local wines. The guide helps you navigate the rolling hills, giving you a genuine taste of rural Italy. Several reviews mention how much fun it was “learning to ride the Vespa and exploring beautiful hills,” with one guest noting, “The stops at the winery and the hills were stunning.” The tour is flexible enough for beginners and experienced riders alike.
Value for money is high, especially considering the full day’s itinerary, personalized attention, and included lunch and tastings. The tour is ideal for travelers who want to combine riding with culture and scenic beauty.
Bottom Line: For those seeking a comprehensive, full-day Tuscan experience with a focus on local food and wine, this tour is hard to beat. It’s best suited for those comfortable on a Vespa and eager to explore beyond Florence.
3. Florence: Vespa Tour as a Passenger with Driver

If you prefer to relax and enjoy the sights without the hassle of riding yourself, consider the Vespa Tour as a Passenger with Driver. This 1.5-hour ride is perfect for those who want a quick yet immersive experience. Starting at Via dei Pandolfini, your driver will take you through Florence’s streets and up to Piazzale Michelangelo for breathtaking city views.
The ride also includes a scenic drive through the countryside, where you’ll learn about Florence’s history and culture from your guide. Reviews highlight how Diego, the guide, made the experience fun and memorable, even for first-timers. It’s a great option if you’re unsure about riding or want to see Florence from a different perspective.
Bottom Line: This is an excellent choice for travelers who want a shorter, guided Vespa experience, combining city sights and countryside views without the need to ride.
4. Private Vespa Tour in Chianti from Florence

At number 4 is the Private Vespa Tour in Chianti. This fully customizable 6-hour ride is tailored for small groups or couples who want privacy and flexibility. Starting from Florence, you’ll follow your guide through the Chianti hills, stopping at medieval towns like Radda and Castellina, and enjoying a wine tasting at a Tuscan vineyard with lunch.
What sets this tour apart is the personalized itinerary and the chance to explore locations most travelers never see. The scooters are automatic, and the private setting means you can tailor your stops and pace. Reviewers praise the “beautiful views,” “friendly guides,” and “amazing lunch.” One mentions, “We loved the flexibility and the chance to visit small towns with no crowds around.”
It’s perfect for travelers who want a luxurious, private experience and are comfortable on a scooter. The price reflects the exclusivity, but the tailored experience and scenic locations offer great value.
Bottom Line: Ideal for couples or small groups seeking a private, scenic, and wine-filled day in Chianti with the flexibility to customize.
5. Private Tuscany Vespa Tour

Next, the Private Tuscany Vespa Tour offers a shorter, 5-hour experience for those who want a private ride without a full day’s commitment. For around $459, you’ll be guided through the Chianti countryside, with stops at medieval towns and wineries. This tour is designed for those who have some experience riding scooters, as it covers scenic rural roads and includes a winery lunch.
Guests note the ease of riding the automatic Vespa and the “beautiful views of Tuscany.” The personalized nature and private setting make this the perfect pick for couples or small groups who want a more intimate experience. The tour guide’s knowledge of the region enhances the trip, making it more than just a ride.
Value depends on how much you love personalized tours and the flexibility to visit specific spots. It’s best suited for experienced riders comfortable with a private driver’s lead and looking for a relaxed, scenic ride.
Bottom Line: For a private, customizable experience in Tuscany, this tour delivers a memorable, scenic ride with wine and town visits.
6. E-Vespa Tour in the Chianti and Picnic Lunch

If you’re environmentally conscious but still want to experience Tuscany on two wheels, the E-Vespa Tour is a fantastic choice. This electric scooter experience combines sustainable travel with scenic riding and a delicious picnic lunch. Starting at Borgo Ognissanti, the tour takes you through Chianti Hills, with stops for a picnic basket filled with local products.
The electric Vespas provide a quieter, eco-friendly ride while still offering the thrill of exploring Tuscany’s villages and vineyards. Guests mention the beautiful streets and fantastic views along with the gourmet picnic. The relaxed pace makes this a great choice for travelers wanting an easy, eco-conscious ride.
Bottom Line: Perfect for eco-minded travelers who want a scenic, gentle ride with a focus on local food and wine, ideal if you prefer quiet electric scooters over gasoline-powered ones.
7. Rome Vespa Tour: Spirit of the Jubilee

Lastly, for those combining Florence with a trip to Rome, the Rome Vespa Tour: Spirit of the Jubilee offers a 1.5-hour ride around Italy’s capital. Though outside Florence, it’s included here because it captures the essence of Vespa touring. You’ll visit hidden gems like Aqua Paola Fountain, Orange Garden, and Trastevere, riding in style with a local guide.
This tour is perfect for short-term visitors wanting a quick, fun, and authentic experience in Rome. The guides’ local knowledge and the vintage Vespa add charm. Reviewers particularly enjoyed the stunning photo opportunities and “getting to see the city from a different perspective.”
Bottom Line: If you’re heading to Rome, this ride is a memorable way to see some of the city’s lesser-known spots on two wheels.
How to Choose Your Perfect Motorbike or Scooter Experience
Choosing between these options depends on your budget, riding experience, and what you want to see. For a guided half-day escape with tastings, Tour #1 is ideal. If you want full-day freedom and scenic stops, Tour #2 offers great value. For relaxing city riding, the passenger Vespa or the short private tours fit best. Budget travelers will appreciate the E-Vespa Tour, while couples or small groups seeking exclusivity should consider the Private Chianti Vespa.
Booking early is recommended, especially during peak seasons, as these popular tours fill quickly. Think about your comfort level with riding and whether you prefer a guided experience or the freedom of a self-guided ride. Consider whether you want wine tastings, scenic views, or city sights to determine the best fit.
To sum it up, Florence offers a range of motorbike and scooter tours that make exploring Italy’s stunning landscape more fun and flexible. If you’re new to riding, guided options like the Vespa passenger tour or private rides are perfect. For those with riding experience, full-day adventures with wine tastings and off-the-beaten-path stops are a great way to see Tuscany differently. No matter your choice, booking early ensures you won’t miss out on these memorable experiences.