Florence Sidecar Tour: Oltrarno, Piazzale Michelangelo & Hills
Vintage Motorcycle Sidecar Ride: Florence’s Hidden Gems & Views
If you want to see Florence from a totally new angle—literally—this vintage sidecar tour is for you. You’ll zip through lively neighborhoods, catch sweeping views from Piazzale Michelangelo and San Miniato al Monte, and even cruise out into the hills where vineyards meet olive groves. It’s fun, personal, and gives you stories (and photos) no regular tour can match.
Step-by-step itinerary
Vintage Sidecar Tour of Florence
- Meet at Caffè Pasticceria Gamberini
- Ride to Oltrarno district
- Visit Piazzale Michelangelo terrace
- Stop at San Miniato al Monte church
- Ride through Chianti vineyards and olive trees
- Drive along river and city center
The Experience
The first thing I noticed was the hum of the old engine as we met outside Caffè Pasticceria Gamberini. The smell of fresh pastries drifted out onto via del Curtatone—tempting, but our ride was waiting. Helmets on, we squeezed into the sidecar (surprisingly comfy) and rolled off toward San Frediano’s ancient gate. The city felt different from this low vantage point—closer, more alive.
Crossing into Oltrarno, our guide started pointing out little things I’d never have caught on my own: laundry flapping above narrow streets, a guy selling tiny bunches of violets near a corner bar. We wound up to Piazzale Michelangelo just as the sun started to dip, and honestly, the view over Florence is something else—domes and rooftops glowing in that soft Tuscan light. There’s always a crowd here snapping photos, but from the sidecar you get a bit of distance from the bustle.
Next stop was San Miniato al Monte—the church where our guide quietly mentioned he got married (you could see he meant it). Inside, it’s cool and smells faintly of old stone and candle wax. The mosaics catch the late afternoon light in a way that makes you want to linger. Afterward, we zipped out past Arcetri and into those winding Chianti roads—vineyards on one side, olive trees on the other. You catch little bursts of wild herbs in the air if you’re paying attention.
The ride back into Florence hugged the river. We passed joggers and couples out for an evening stroll; someone was playing guitar near Ponte alle Grazie. Back in the city center, it felt like we’d seen both sides of Florence—the busy heart and its quiet green edges—all in just a couple hours.
What’s included
Your ride includes a friendly local driver-guide who knows Florence inside out, helmets for everyone, live commentary during the journey, all local taxes and fuel costs covered. Just bring your sense of adventure—and maybe sunglasses!
Operated by De Gustibus Tours
Traveler reviews
Compare the 13 similar options
Florence Sidecar Tour: Oltrarno, Piazzale Michelangelo & Hills★ 5.00 (28)2hEN · IT€ 169
Florence: Private Golf Cart City Tour with Panoramic StopsGlide through Florence by private golf cart, skipping crowds for close-up views of the Duomo, Ponte Vecchio & Piazzale Michelangelo. Includes bottled water.★ 4.68 (555)1h 2m–1h 47mEN · IT€ 68View ›
Golf cart tour Florence: Michelangelo Square & hill viewsGolf cart tour of Florence with local driver and audio guide—leave the city center, climb to Michelangelo Square, and see the Arno from Ponte Santa Trinita in 90 minutes.★ 4.56 (243)1h 30mEN · IT +2€ 69View ›
Florence & Fiesole: Golf Cart Tour with Roman Ruins or HillsFeel Florence’s hills or Fiesole’s ancient ruins by golf cart, with panoramic stops, a local guide, and entry tickets included. Choose your route and enjoy.★ 4.89 (92)1h–2h 25m€ 57View ›
Medici Chapels Florence walking tour: dynasty mausoleum visitTwo-hour walking tour of Florence's Medici landmarks with guided access inside the Medici Chapels2hEN · PT +3€ 79View ›
Private Florence Golf Cart Tour: Piazzale Michelangelo & HillsFlorence hills private golf cart tour, visit Piazzale Michelangelo, skip crowds, enjoy city views with driver-guide.★ 4.95 (42)1h 40mEN · AR +3€ 73View ›
Florence Hills E-Bike Tour with Gelato TastingRide electric bikes through Florence's neighborhoods and Tuscan hills on a 2-hour guided tour, then taste gelato in the city center★ 4.80 (374)2hEN€ 57View ›
Florence: Electric Bike Tour & Duomo, Pitti PalaceElectric bike tour of Florence visits eight Renaissance landmarks: Duomo, Pitti Palace, Ponte Santa Trinita, Piazzale Michelangelo. Small groups, helmets included, luggage storage.★ 4.11 (343)2hEN€ 35View ›
Florence Vintage Fiat 500 Tour: Drive Tuscan Hills with WineDrive a vintage Fiat 500 through Tuscany from Florence with a professional guide, stopping at Piazzale Michelangelo and San Miniato al Monte before ending★ 4.87 (757)6hEN€ 133View ›
Florence & Tuscany Vespa Ride: Chianti Wine & Lunch IncludedRide your own automatic Vespa through Florence's hills to San Miniato al Monte and Piazzale Michelangelo★ 4.82 (4,305)6hEN€ 130View ›
Florence by Golf Cart: Piazzale Michelangelo & Ponte VecchioGuided Florence tour by golf cart with WiFi on board, hitting Piazzale Michelangelo, Ponte Vecchio and San Miniato al Monte★ 4.43 (72)1h 30m€ 88View ›
Florence to Siena & San Gimignano: Medieval Towns & Chianti ViewsFull-day tour from Florence to UNESCO Siena and San Gimignano with free time in each town, Chianti countryside drive, and guide. Small group, round-trip transport included.★ 4.78 (274)9hEN€ 49View ›
Florence: Electric Fiat 500 Panoramic Tour & Picnic ViewsFeel Florence from a vintage electric Fiat 500 cabrio, with quiet hill drives, skyline photo stops, Chianti wine picnic, and a friendly local guide—private and relaxed.★ 4.96 (107)1h 40mEN · AR +3€ 160View › Top questions
Is this sidecar tour safe for kids?
Yes! Kids can join as long as they’re with an adult. Just let us know their ages when booking so we can plan seating safely.
What should I wear for the ride?
Smart casual is best—layers help since it can get breezy in the hills. Helmets are provided for everyone.
Can I bring my camera or phone?
Absolutely! The sidecar is perfect for snapping photos or videos along the way—just keep your gear secure during the ride.
Are there weight or health restrictions?
We use vintage motorcycles with sidecars, so there’s a weight limit for safety reasons. Also not recommended for pregnant travelers or those with spinal injuries.
Florence Sidecar Tour: Oltrarno, Piazzale Michelangelo & Hills
2h · EN · IT
from € 169 per person
★★★★★★★★★★5.0028 reviews
















