Getting around Tuscany by motorbike or scooter is a brilliant way to experience the region’s back roads and hilltop towns.

The smartest base for Vespa rentals is Badesse, just outside Siena, where reliable full-day tours combine scenic rides through Chianti with winery visits and traditional Tuscan lunches.

I especially love the self-guided options from either Siena or Badesse – they’re perfect for independent travelers who want to explore medieval gems like Castellina in Chianti at their own speed.

Small-group tours departing from Florence are another great choice, offering an all-inclusive package with comfortable transportation and authentic local meals.

For something more intimate, the private tours from Castellina in Chianti let you focus on ancient castle towns without the crowds.

Check out our recommended tours below for the best Vespa adventures in Tuscany.

Key Points

  • Vespa Tour Badesse offers a full-day Vespa tour exploring the Chianti hills, with a winery visit, wine tasting, and light lunch included.
  • Self-guided Vespa Excursions depart from Siena or Badesse, providing an original Vespa scooter for a 4-hour tour with a break in Castellina in Chianti.
  • Small Group Vespa Tours from Florence include an automatic Vespa scooter, helmet, fuel, and taxes, along with a winery visit and Tuscan lunch.
  • Private Vespa Tours from Castellina in Chianti focus on ancient castle villages, with a wine tasting and lunch provided at the end of the tour.
  • Full-Day Chianti Tours from San Gimignano explore the region on classic Vespa scooters, including a wine tasting, light Tuscan lunch, and visits to medieval villages.

Vespa Tour With Lunch & Chianti Winery From Siena

Vespa Tour With Lunch & Chianti Winery From Siena

Departing from the meeting point in Badesse, this full-day Vespa tour takes visitors on a scenic journey through the picturesque Chianti hills surrounding Siena.

Rated 4.3 with 124 reviews, the tour is recognized with a Badge of Excellence by My Tour in Italy.

Participants have the option to ride their own Vespa or ride with a tour escort. The tour includes a winery visit, wine tasting, and a light lunch featuring typical fresh dishes.

Professional guides and escorts provide a safety lecture, and all necessary equipment, fuel, and gratuities are included.

The tour accommodates a maximum of 16 travelers, and a vegetarian menu is available upon request.

Highlights include passing by the medieval hill town of Monteriggioni and enjoying ample breaks for switching drivers or stretching legs.

The tour concludes back at the meeting point in Siena, with an optional pick-up and drop-off service from Hotel Minerva.

Read our full review: Vespa Tour With Lunch & Chianti Winery From Siena Review
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From Siena/Badesse: Vespa & Chianti Tour in the Tuscan Hills

From Siena/Badesse: Vespa & Chianti Tour in the Tuscan Hills

Travelers often embark on this self-guided Vespa excursion through the picturesque Chianti hills surrounding Siena. Priced at $113.56 per person, the 4-hour tour departs from Siena or Badesse.

Riders explore charming villages and a renowned winery, with a 1-hour break in Castellina in Chianti and a 2-hour wine tasting with local snacks.

The tour includes an original Vespa scooter with automatic transmission, a tour leader, helmet, and fuel. Pickup and drop-off are provided. Participants must be 18+ with a valid driver’s license and comfortable clothing.

Due to safety concerns, the tour isn’t suitable for pregnant women or children under 12.

With an overall rating of 4.4/5, reviewers praise the small group experience and knowledgeable guides. However, some note organization could be improved.

The supplier reserves the right to stop Vespa use without refund if driving ability is questioned. Cancellation due to heavy rain also comes without a refund.

Read our full review: From Siena/Badesse: Vespa & Chianti Tour in the Tuscan Hills Review
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Vespa Tour in Chianti Small Group From Florence

Vespa Tour in Chianti Small Group From Florence

What better way to explore the picturesque Chianti region than on an authentic Vespa scooter? The “Vespa Tour in Chianti Small Group from Florence” offers just that, with a full-day excursion that takes visitors through the rolling hills of Tuscany.

Priced from £109.28 per person, the tour includes transportation, a professional guide, and the use of an automatic Vespa scooter, along with a helmet, fuel, and taxes.

The tour includes a winery visit with a tasting, as well as a light lunch featuring typical Tuscan dishes. Hotel pickup and drop-off are available for an additional convenience.

However, participants must have a valid driver’s license and prior scooter experience, as the tour isn’t recommended for those with serious medical conditions or pregnant travelers.

While the tour may continue in inclement weather, refunds aren’t provided for weather-related cancellations, and participants are responsible for any damage to the Vespa.

Read our full review: Vespa Tour in Chianti Small Group From Florence Review
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Vespa Tour in Tuscany From Castellina in Chianti

Vespa Tour in Tuscany From Castellina in Chianti

The “Vespa Tour in Tuscany” from Castellina in Chianti allows visitors to explore the picturesque landscapes of the Chianti region on classic Italian scooters.

Offered by Tuscany Private Tour, this 4.4-rated experience takes participants on a private tour to ancient castle villages.

With a meeting point in Castellina in Chianti, the tour includes the use of helmets, a knowledgeable guide, and a wine tasting.

Lunch is provided at the end of the tour.

Participants must be at least 18 years old, have a driving license, and be experienced with scooters or motorbikes.

The tour isn’t wheelchair accessible.

Customers have praised the tour guides for their knowledge and passion, as well as the enjoyable lunch.

With free cancellation up to 24 hours in advance and a reserve now, pay later option, the Vespa Tour in Tuscany offers a memorable way to discover the Chianti countryside.

Read our full review: Vespa Tour in Tuscany From Castellina in Chianti Review
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Full-Day Chianti Tour by Vespa Scooter From San Gimignano

Full-Day Chianti Tour by Vespa Scooter From San Gimignano

Commonly, travelers seeking an immersive Tuscan experience opt for the Full-Day Chianti Tour by Vespa Scooter from San Gimignano.

This 7.5-hour tour, rated 3.7 out of 5 stars, allows participants to explore the picturesque Chianti region on a classic Italian Vespa scooter. Provided by myTour in Italy in Siena, the tour includes a wine tasting, light Tuscan lunch, and visits to charming medieval villages.

The itinerary features a ride along the SS 222 Chiantigiana, a stop at the Casale dello Sparviero Winetour for tastings, and a visit to the historic town of Monteriggioni.

Participants must have a valid driver’s license and prior scooter experience to pilot their own Vespa, while passengers as young as 13 are welcome. The tour operates rain or shine, and a credit card pre-authorization is required to cover any potential scooter damage.

With a maximum capacity of 15 travelers, this tour offers a unique and adventurous way to discover the beauty of Chianti.

Read our full review: Full-Day Chianti Tour by Vespa Scooter From San Gimignano Review
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Frequently Asked Questions

Can I Bring My Own Helmet?

You can typically bring your own helmet when renting a motorbike or scooter. However, it’s important to check the rental company’s policies, as some may require the use of their helmets for safety and liability reasons.

What Is the Minimum Age Requirement?

The minimum age requirement for renting a motorbike or scooter varies by location and company. Most rental agencies typically require riders to be at least 18 years old, though some may have higher age limits or additional requirements.

Are the Vespas Automatic or Manual?

The vespas available for rent are typically automatic transmission models. This makes them easier to operate, especially for those who may not have experience with manual transmission motorcycles or scooters. The automatic option provides a more convenient and accessible riding experience.

Can I Stop for Photos During the Tour?

Yes, riders can stop for photos during the tour. Most rental companies encourage riders to take photos and explore the local sights, as long as it’s done safely and within the tour’s time frame.

Do the Tours Accommodate Larger Groups?

The motorbike and scooter rental tours generally accommodate larger groups. They can often provide enough vehicles for groups of 6-8 people, allowing everyone to explore the area together. Participants are typically free to stop for photos during the tour.

Recap

Siena offers various Vespa tour options for visitors to explore the Tuscan countryside. These tours typically include a visit to a Chianti winery and a stop for lunch, providing a well-rounded experience. Whether you’re looking for a small group tour or a full-day adventure, there are several reliable rental companies that can cater to your needs and help you discover the beauty of the region on two wheels.