
Chianti Vespa Tour
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.1/5
Based on 10 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Chianti Vespa Tour worth booking?
Chianti Vespa Tour is a 4-hour experience in Siena, Italy, from $109 per person. It scores 59 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.1/5 rating across 10 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 59 / 100
- Rating
- 4.1/5 (10)
- Duration
- 4 hours
- From
- $109 per person
Spend your day through the picturesque Tuscan landscape on an original Vespa scooter, enjoying peaceful roads that wind through the rolling hills of Chianti. This unique experience allows you to immerse yourself fully in
What you get
- Winery tour with Wine tasting
- Professional tour escorts and guide
- Vespa to drive during the tour
- Use of helmet
About this experience
Spend your day through the picturesque Tuscan landscape on an original Vespa scooter, enjoying peaceful roads that wind through the rolling hills of Chianti. This unique experience allows you to immerse yourself fully in the sights, scents, and sounds of the Tuscan countryside. As you navigate the winding roads, take in panoramic views of vineyards, olive groves, and ancient farmhouses dotting the landscape. Midway through your excursion, make a stop at a renowned winery nestled in the heart of the Chianti region. Here, indulge in a delightful wine tasting experience, savoring the flavors of locally produced wines that have been crafted with passion and expertise. After replenishing your energy, discover hidden gems off the beaten path, uncovering the rich history and culture that define this beloved region.
What's included
Included
- Winery tour with Wine tasting
- Professional tour escorts and guide
- Vespa to drive during the tour
- Use of helmet
Not included
- Gratuities
- Pick-up and drop off on request with an extra charge
What you'll see and do
Strada Statale 222 Chiantigiana
Start your trip on board of a Vespa and immerse yourself in the beauty of the region as you drive along winding roads, passing vineyards and olive groves following the tour leader.
60 minutes here
Castellina In Chianti
Castellina in Chianti is a charming hilltop town nestled in the heart of Tuscany's renowned Chianti wine region. Surrounded by vineyards and olive groves, this historic town boasts cobblestone streets lined with quaint shops, cafes, and wine bars. Visitors can explore its medieval architecture, including the imposing Rocca fortress, and enjoy breathtaking views of the surrounding countryside. Castellina in Chianti offers a perfect blend of history, culture, and culinary delights, making it a must-visit destination for anyone exploring Tuscany.
60 minutes here
Strada Statale 222 Chiantigiana
Enjoy a wine tasting at a winery in the Chianti aera. Enjoy locally crafted wines with stunning views on the Tuscan countryside. Have some time to relax and take some photos.
60 minutes here · Admission included
Strada Statale 222 Chiantigiana
Enjoy your trip back on the Vespa to the starting point where the tour will end.
60 minutes here
Where it starts and ends
Meeting point
Siena
Meet the tour leader at the meeting point in Via della Resistenza 95/97 in Badesse, Siena.
Hotel pickup
Pickup is available for selected locations. Pickup begins about 45 minutes before departure.
Ends at
Meet the tour leader at the meeting point in Via della Resistenza 95/97 in Badesse, Siena.
Options you can book
Pickup San Gimignano Exclusive
Meet the driver in San Gimignano, Porta San Giovanni and he will take you to Badesse, where the tour departs. Exclusive Vespa Pickup included
Pick up Siena Shared
Pick up&Drop off Siena: This option is for a shared Vespa with the pick up and drop off in Siena, Via Giuseppe Garibaldi, 72. Pickup included
Pick up Florence Exclusive
Exclusive driver : By selecting this option the Vespa is exclusive for one passenger. Pick up and drop off is included from Villa Costanza. Pickup included
Pick up Florence Shared Tour
Vespa is shared: By selecting this option the Vespa is shared with another passenger. The pick up and drop off is in Villa Costanza, Florence. Pickup included
Pickup San Gimignano Shared
Pick up San Gimignano Shared: Meet our driver in Porta San Giovanni, San Gimignano and you will be taken to Badesse where the tour departs. Shared Vespa. Pickup included
Chianti Vespa Shared Tour
Vespa is shared : Shared vespa with another passenger. Meeting point in Badesse, via della resistenza 95.
Pick up Siena Exclusive
Pick up&drop off in Siena : This option includes the pick up in Siena in Via Giuseppe Garibaldi 72 and you will be alone on board of the Vespa. Pickup included
Vespa Tour Exclusive Driver
Exclusive Vespa (1 person): Exclusivity of the vehicle for one passenger. Meeting point in Badesse, via della resistenza, 95.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Siena Rental Srl
Know before you go
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- For the exclusivity of the vehicle, it is necessary to book the "exclusive driver" option. Otherwise, the vehicle will be shared with another passenger.
- To drive the Vespa Scooter/ 500 Fiat car is required to sign the rental contract and the following documents are necessary:driver's license credit card (no ATM, no debit card)
- At the time of the rental, a pre-authorization on a credit card will be made as a guarantee for any damage, which will be canceled upon return from the tour if there has been no material damage to the vehicle.
- Drivers must be at least 18 years old and passengers at least 13 years old.
- Drivers must be able to drive the vehicle. In case your tour guide considers that you have insufficient driving skills, the company can cancel the reservation without any refund or alternatively and subject to availability of vehicles and guides the company can offer to the customer a tour by "ape calessino" or " 500 vintage".
- The tour will take place also with rain. In case the weather does not allow us to attend the tour due to heavy rain or wind, clients will be offered an alternative or a full refund.
- In case a storm occur during the tour and the guide decide that for security reasons is better not to continue with the tour you will be escorted back to the departure place but if this happens no refund will be issued as this is beyond our control.
- Please note that pick up and departure are not included in the price, the pickup service in included in the option with pick up and drop off (with the additional price).
- Only Adult 18 years old and above are allowed for wine and any other alcoholic beverages
Photos






Good to know
- Duration
- 4 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- 18+
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $109 to $318
- Hotel pickup
- Available for selected locations
- Booked in 30 days
- 4
- Verdict
- Worth a Look
Why this scores 59
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Chianti Vespa Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Siena.
How much does Chianti Vespa Tour cost?
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Prices start at $109 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Chianti Vespa Tour take?
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Plan for about 4 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Siena is not rushed.
Is Chianti Vespa Tour worth it?
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It holds an Outty Ranking of 59 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.1/5 across 10 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Siena, and how flexible the cancellation terms are.
Can I cancel or reschedule Chianti Vespa Tour?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Chianti Vespa Tour suitable for kids and families?
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The operator sets a minimum age of 18. Older children generally do well here, and families should factor in the 4-hour running time when deciding.
How far in advance should I book Chianti Vespa Tour?
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Around 4 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Siena can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Siena and add a light layer if any part of the 4-hour experience runs outdoors or after sunset.
Where does Chianti Vespa Tour start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Siena within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Siena?
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On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Skip the Line: Siena Duomo and City Walking Tour, Siena: A Wine Tour and Tasting Experience. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Siena?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Siena?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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