Tuscany Vespa Tours: Rolling Hills, Medieval Villages, Vineyards & Wine Roads

Why You Should Take a Vespa Tour in Tuscany

Tuscany is one of those rare places where the landscape itself feels designed for exploration on two wheels. Rolling hills covered in vineyards, medieval villages crowning hilltops, cypress-lined country roads stretching into golden horizons—this is the Italy you've imagined. And there's no better way to experience it than on a Vespa tour through Tuscany's countryside, where the journey becomes just as memorable as the destination.

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Chianti Vespa Tour: Cypress Avenues & Wine Tasting

4.2(25)
⚡ Skip the line👥 Small group🔄 Free cancel

Ride vintage Vespas through Chianti's cypress avenues and medieval villages. Inc...

🕒4 hours
$126
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Tuscany Vespa Tour: Chianti Hills & Winery Experience

4.9(69)
⚡ Skip the line👥 Small group🔄 Free cancel

Explore Tuscany's Chianti region on authentic Vespa adventure. Small-group tour ...

🕒4.5 - 5 hours
$173
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Florence Vespa Tour: 7-Hour Chianti Wine Adventure

4.9(266)
👥 Small group🔄 Free cancel

7-hour Florence Vespa adventure through Chianti vineyards, San Gimignano medieva...

🕒7 hours
$232
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Florence Vintage Sidecar Tour: Golden Hour Views

5.0(16)
👥 Small group🔄 Free cancel

Explore Florence's hidden gems and panoramic views by vintage motorcycle sidecar...

🕒2 hours
$196
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Florence Electric Scooter Tour: Renaissance Highlights

4.4(114)
🔄 Free cancel

Explore Florence's Renaissance treasures on electric scooters. Expert guides, hi...

🕒1.5 hours
$80
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Florence Vintage Vespa Adventure Through Tuscany

4.8(694)
👥 Small group🔄 Free cancel

Explore Tuscan countryside on vintage Vespas from Florence. 5-hour adventure thr...

🕒5 hours
$173
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Florence Vintage Vespa Tour Through Tuscan Hills

4.8(694)
👥 Small group🔄 Free cancel

Ride vintage Vespas through Tuscan countryside from Florence. Visit hidden viewp...

🕒5 hours
$174
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Tuscany Vespa Tour Through Chianti Wine Country

4.8(738)
👥 Small group🔄 Free cancel

Ride authentic Vespas through Tuscany's Chianti region. Medieval villages, winer...

🕒6 - 6.5 hours
$119
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Tuscany Private Vespa Tour: Tuscany Countryside Adventure

5.0(1)
👥 Small group🔄 Free cancel

Private 6-hour Florence Vespa tour through Tuscany countryside. Includes wine ta...

🕒6 hours
$522
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Florence Vespa Tour: Independent Tuscany Adventure

4.8(77)
👥 Small group🔄 Free cancel

Explore Florence and Chianti countryside on your own Vespa 125. Visit Piazzale M...

$81
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Tuscany Vespa Tour: Chianti Countryside Adventure

4.7(85)
👥 Small group🔄 Free cancel

Ride vintage Vespas through Tuscan countryside to organic Chianti farm. Traditio...

🕒5 hours
$196
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Tuscany Vespa Tour: Chianti Wine Country Adventure

4.9(265)
👥 Small group🔄 Free cancel

Explore Tuscany's Chianti region by Vespa! Visit medieval San Gimignano, world-c...

🕒7 hours
$231
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Florence Vespa Food Tour: Hills, Wine & Hidden Gems

4.6(26)
👥 Small group🔄 Free cancel

Electric Vespa adventure through Florence hills to Fiesole & Piazzale Michelange...

🕒4 hours
$97
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Florence Vespa Passenger Tour: City & Countryside

5.0(15)
👥 Small group🔄 Free cancel

Explore Florence as Vespa passenger! See Duomo, countryside & wine windows. 1.5h...

🕒1.5 hours
$139
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Florence Vespa Tour: Tuscan Hills & Artisan Villages

5.0(3)
👥 Small group🔄 Free cancel

Private 4-hour Vespa tour through Tuscan countryside visiting Fiesole, Settignan...

🕒4 hours
$238
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Florence Electric Vespa Adventure Through Chianti Hills

4.7(0)
👥 Small group🔄 Free cancel

Electric Vespa adventure through Tuscan countryside. Visit Chianti villages, enj...

🕒6 hours
$229
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Florence Chianti Vespa Tour - Full Day Wine Country

4.8(53)
👥 Small group🔄 Free cancel

Full-day Vespa tour from Florence through authentic Chianti wine region. Medieva...

🕒7 hours
$184
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Florence Chianti Vespa Tour - Medieval Villages & Wine

3.8(9)
👥 Small group🔄 Free cancel

Electric Vespa tour from Florence through Chianti region. Visit Montefioralle & ...

🕒8 hours
$126
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Florence Vespa Adventure Through Chianti Hills

5.0(3)
👥 Small group🔄 Free cancel

Explore Tuscany's Chianti hills on vintage Vespa with villa lunch & wine tasting...

🕒6 hours
$165

🛵 Popular Destinations

Amalfi CoastBariBolognaChiantiFlorenceLake GardaLuccaMilanNaplesPalermoPisaPositano Amalfi RavelloRomeSan GimignanoSienaTaorminaTuscanyVeniceVerona

Frequently Asked Questions

A: No, most Tuscany Vespa tours do NOT require previous riding experience. Tour operators provide comprehensive training and practice sessions on private roads before departure. Guides assess each participant's ability to ensure safe riding, though some reserve the right to have inexperienced riders continue as passengers with their partner or the guide.
A: Late April through May and September through October are ideal, offering comfortable temperatures (60-80°F), vibrant landscapes with spring flowers or autumn harvest colors, and fewer crowds than peak summer months. Avoid June-August when temperatures exceed 90°F and tourist traffic is heaviest.
A: Yes, most Tuscany Vespa tours include stops at family-owned wineries or estates in Chianti for wine and olive oil tastings paired with traditional Tuscan lunch. You can purchase wines and oils directly from producers. Important: Drivers should taste responsibly or designate a non-riding participant for full wine tastings, as you'll be operating a scooter afterward.
A: Moderate physical fitness is required to safely handle a Vespa on Tuscany's hilly terrain. Tours are not recommended for pregnant travelers or those with back problems, heart conditions, or serious medical issues. Most tours include frequent breaks every 45-60 minutes at scenic viewpoints or villages.
A: A valid car driver's license is required (original document, no photocopies). You do NOT need a motorcycle license for 50cc Vespas used on most tours. Drivers must be at least 18 years old. Failure to present a valid license on tour day results in non-participation with no refund.
A: Yes, operators offer both private tours for couples and families, and small-group tours with typically 8-16 participants. Couples can share a double Vespa (one driver, one passenger), and private tours allow you to set your own pace and customize stops along the route.
A: Tours range from half-day excursions (3-5 hours) exploring nearby Chianti countryside to full-day adventures (6-7 hours) covering multiple medieval villages and wineries. Multi-day tours with overnight stays in countryside estates are also available for comprehensive Tuscan exploration.
A: Wear the following for comfort and safety: - Closed-toe shoes or sandals (no flip-flops) - Long pants (not shorts) - Light jacket for temperature changes between valleys and hilltops Helmets and fuel are provided by tour operators.

Still have questions? Contact us for personalized assistance.