Discover Tuscany by Vespa!

€ 1730 (from) / Per person

La Dolce vita on Vespa!

Welcome to Tuscany! amazing landscapes, secondary winding roads, beautiful accommodation, terrific food, and the best wines welcome you to one of the best Italian regions. What the best way to visit it? The Vespa, an Italian brand scooter which is so famous since the Vacanze Romane’s movie time.

You’ll enjoy the self-guiding way, driving safety along the Tuscan “backroads”, or you can choice the guided tour, comfortable tour with an Italian tour leader driving Vespa with you and an escorted minivan with a support driver, which can help you for the luggage’s logistic and much more.

Vespa tour in Tuscany…. what else?

  • 7 Days
  • Age 18+
  • Tuscany

Self-guided tour

Starting and ending point Poggibonsi (40 min by train from Florence).

Level: moderate for drivers with a Vespa or scooter drive experience.

Vespas: 125 cc engine, automatic gears, Garmin GPS device for the self-guided

Vespa rental € 280 (International driver license necessary for the rental)

How does it work

We transfer your luggage

Just leave it at the reception desk with your name tag and you will find it at your next accommodation.

We book your hotels

We will book double rooms with private bathrooms in 3* or 4* hotels or b&b or country Inns.

We supply GPS files.

In order to be more eco-friendly, we will provide a GPX reader application with a user-friendly interface, allowing for easy and real-time navigation

Departure: Poggibonsi
Destination: Poggibonsi
  • All breakfast 
  • 3 dinners (other dinners on demand)
  • Emergency number 24/7
  • Gps files and device included
  • Luggage transfer
  • Tips

Tour Plan


Day 1: Arrival in Poggibonsi

arrival at Poggibonsi train station, meeting with our representative, Vespa fitting at the rental place Gippo Byke and short ride to your first Villa.


Distance 50 km

Day 2: Villa San Lucchese - San Gimignano - Villa San Lucchese

warm up with a loop ride from your Villa to San Gimignano, one of the most famous medieval towns in Tuscany with her high towers and walls. Continue your vespa ride along stunning roads to Volterra and back to your Villa.

    Overnight at Villa San Lucchese 4 stars

Distance 65 km

Day 3: Poggibonsi - Monteriggioni - Siena - Buonconvento

The route to Siena is twisting and full of ups and downs, but not traffic ridden and very scenic. You will enjoy the ride! Pass Monteriggioni, a nice hamlet very well preserved, Siena is at the end of it; what better stop for a day than an ice cream savored while sitting on “Piazza del Campo! Continue your ride to Buonconvento along the ancient Cassia roman way. Your Agriturismo Pieve a Salti will welcome you with a stunning view over Montalcino, quiet place with 2 swimming pools and an organic restaurant.


Distance 70 km

Day 4: Pieve a Salti - Montalcino - Sant'Antimo abbey - Pienza - Montepulciano

An amazing day in the hearth of Valdorcia (UNESCO Heritage site): you’ll enjoy the road to Montalcino trough the Brunello vineyards and discover the Sant'Antimo abbey, a Romanic church built from Carlo Magno emperor. A curving and not busy road will take you to Bagno Vignoni, an ancient roman thermal spa, and after to Pienza to admire the renaissance town built from Pope Pio II. Pienza is full of nice shops where you can taste truffles, excellent olive oil and pecorino cheese. The ending day in Montepulciano at Villa Cicolina with her swimming pool is unique!


Distance 50 km

Day 5: Montepulciano loop or relaxing day at the Villa

Villa Cicolina is a perfect place to relax, reading a book and enjoying a nice glass of red wine, but, if you’re a fanatic driver, the road to Montefollonico and back to Montepulciano is amazing and along the route you can visit some cellars where is produced the Nobile Montepulciano, one of the best red wines of Tuscany. In the afternoon, cooking class at the Villa with the kitchen’s team, have fun!

    Overnight at Villa Cicolina

Distance 80 km

Day 6: Montepulciano - Siena

A long day riding your Vespa trough the Crete Senesi, one of the most impressive landscapes in Tuscany. Nice spots are Trequanda and Asciano, where you can taste genuine recipes cooked with the truffles of Asciano. The arrival in Siena and her high tower of Piazza del Campo is “simply the best”. "Piazza del Campo" isn’t allowed by Vespa but from your hotel you can get there walking.


Distance 75 km

Day 7: Siena - Poggibonsi, the Chiantishire

Welcome to the Chianti shire, one of the most beautiful areas of Tuscany, with her hills, vineyards, luxurious castles and much more…you will ride the Chiantigiana road from Siena, visiting famous villages like Radda, Panzano and Castellina in Chianti. A short stop in Volpaia castle is the chance to taste the Chianti “Black Rooster” very famous all over the world. Ride until your first Villa in Poggibonsi.

Photo Gallery