from
$149
Small Group Chianti Vespa Tour with Winery & Lunch from Certaldo
Savor tastings at a Tuscan farmhouse, plus make panoramic photo stops as you zoom by with a guide
What's included
Chase the Tuscan sun on two wheels
Expert English-speaking guide
Classic 125cc scooter ride
Guided Chianti countryside tour
Wine tastings at 2 wineries
Traditional Tuscan lunch
Olive oil and balsamic tastings
Helmets and gloves
Small group experience
Guide tips
Itinerary
Your tour begins in Certaldo
Meet your guide in Certaldo, a medieval town between Florence and Siena, for a quick safety briefing. Settle onto your shared 125cc automatic scooter behind an experienced driver, then set off into the Chianti hills.
Ride through vineyards and olive groves
Follow your guide along quiet country roads that wind through the heart of Chianti. Vine-covered slopes, silver olive groves, and cypress-topped hills roll past as you soak in one of Tuscany's most famous wine regions.
Pause for panoramic photo stops
Next, pull over at scenic viewpoints where the Tuscan landscape opens up in every direction. Your guide shares stories about local culture and Chianti's centuries-old wine traditions while you capture the views.
Visit a family-run Chianti winery
Then step off the scooter to tour a local winery tucked among the vines. Learn how regional wines are made using traditional methods, then sample a selection of Chianti reds straight from the estate cellar.
Savor a traditional Tuscan lunch
Settle in at the winery for a relaxed farmhouse lunch. Start with antipasto of local cheeses and bruschetta, followed by a classic pasta dish, all paired with guided tastings of wine, olive oil, and balsamic vinegar.
Cruise back through the countryside
After lunch, hop back on for a final loop through the Chianti hills. Wind past sleepy stone hamlets and rows of vines, making a last photo stop or two before the scooter heads back toward the base in Certaldo.
Your tour ends back in Certaldo
By late afternoon, you'll arrive back in Certaldo where the day began. Say goodbye to your guide with a camera full of Tuscan views and the taste of Chianti wine still fresh in your mind.
For Reference Only. Itineraries are subject to change
Select participants and date
Start times are in the product’s local time
Sun, 27 Sep 2026
Meeting and drop-off point
Important Details
Discover what to expect, what's included, and everything you need to know before booking.
Good to know:
Meeting Location: The meeting point is in Certaldo, about 20 minutes by car from San Gimignano. If arriving by train, Certaldo station is the closest and most convenient option.
Riding options: Ride as a passenger behind an experienced driver. Each 125cc automatic scooter is shared by two people.
Age Requirement: Please note that all guests joining this tour must be 15 years or older.
Security deposit: A valid credit card is required for a pre-authorization deposit (prepaid cards, debit cards, and Amex are not accepted). It's released after the tour if there's no damage to the scooter.
Dress code: For safety, closed-toe shoes and long trousers are required. Flip-flops, sandals, and shorts are not permitted on the ride.
Alcohol consumption: This tour includes local wine. Participants consuming alcohol should be of legal drinking age in Italy (18). Please bring a government-issued ID if you plan to partake.
Dietary restrictions: Please contact us in advance with any dietary restrictions or allergies, so we can do our best to accommodate you.
Accessibility: Unfortunately, this tour is not wheelchair accessible. It is also not recommended for pregnant travelers or guests with serious medical conditions.
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can depart on time.
Your tour includes:
Expert English-speaking guide
Shared 125cc automatic scooter with an experienced driver
Helmets and gloves
Guided ride through the Chianti countryside
Wine tastings at 2 local wineries
Traditional Tuscan lunch with olive oil and balsamic tastings
Small group experience
What to bring:
Government-issued ID
Closed-toe shoes
Credit card for the security deposit
See what people are saying
4.93
113 Ratings
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1
Logan Z.
November 01, 2025
Peaceful Hill Escape
Jay N.
November 01, 2025
Vespa-ing across Tuscany was one for the record books. Hills rolling, warm breeze, and joyful friends. And topped off by wine tasting and local cuisine.
Jonas Z.
October 14, 2025
Aadya X.
October 08, 2025
Unforgettable Vespa Tour
Samuel M.
October 05, 2025
We had a wonderful experience!! The highlight was definitely the ride through Chianti and the delightful wine!
Scenic Ride Bliss
Moritz L.
October 02, 2025
Loved, loved this Vespa trip! The views, the food, and the relaxed pace made it a day to remember. An authentic local experience for a change.
Elijah W.
October 02, 2025
Amazing Chianti Drive
Aditya K.
September 29, 2025
Better than I had expected. Driving down quiet roads with olive groves was like magic. The wine tasting afterwards was just yummo and true.
Ultimate ride
Isabella J.
September 26, 2025
The Vespa was easy to handle and scenic route through the Chianti hills was gorgeous, the lunch at the winery was truly authentic & delicious!!I really enjoyed the ride & food. 10/10 would recommend this tour!!
Anton W.
September 26, 2025
Beautiful Day Adventure
Ben I.
September 23, 2025
The countryside was lovely. Riding freely down open roads gave me the most marvelous travel experience. Lunch at the winery was fresh, savory, and quaint.
Authentic and Fun
Nikhil H.
September 20, 2025
This tour is simply the best in Tuscany-Good wine and the stunning scenery of San Gimignano!!
Siddharth H.
September 20, 2025
Worth it!!
Eva G.
September 17, 2025
Really enjoyed the tour our guide Beatrice was very knowlegeble and informative! The wine and olive oil tasting was a treat. Definitey a must when visiting the city!!
Ride And Relax
Noah F.
September 14, 2025
The perfect mix of enjoyment riding and peaceful sightseeing. The small group made it feel like a personal experience, and every stop was masterfully arranged. Highly recommend it.
Harper G.
September 14, 2025
Breathtaking & Delicious
Ashwin D.
September 11, 2025
The Vespas were fun, the scenery was unreal and the lunch with local wine was so chill and authentic!!
Tuscany Dream Ride
Aiden C.
September 08, 2025
I have gone on many tours, but this was unique. The Vespa creates a feeling of freedom you can't find on a bus. Every stop had something beautiful.
Max C.
September 08, 2025
Scenic Road Views
Zoe B.
September 05, 2025
Every turn delighted me with postcard views. I loved the easy pace of country living. The hilltop lunch was home-cooked perfection.
Top Notch experience
Clara W.
September 02, 2025
The tour & experience was 10/10 - scenic, well-paced and totally authentic!!
Arpit T.
September 02, 2025
Absolutely Magical
Jakob U.
August 27, 2025
The tour was incredible!! The Vespa ride offered stunning countryside vistas before arriving at San Gimignano!! The vineyard wine tasting was authentic & delicious!!
Great Local Experience
Rumi T.
August 21, 2025
The tour was genuine and real. No tourist mayhem, just fine people, lovely roads, and excellent wine. The perfect half day spent.
Pure Magic
James S.
August 15, 2025
The Vespa ride was worth it but the wine tasting and views over San Gimignano were simply divine! Our guide was fantastic & shared local insights!!