Scooter tours


Tuscany by Vespa | Getaway

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Tuscany by Vespa | Getaway

  • Location: Italy
  • Duration: 6 Days/5 Nights
  • Departing from: Florence at 9:30 a.m.
  • Tour finishes: Siena train station 10:30 a.m. (you can leave earlier) for connections to Florence or elsewhere.
  • Departures 2019: May 5, 19 & 30 (Thursday departure, 3 nights tour), June 2, 16 & 30, July 14, Aug. 18 & 25, Sept. 8 & 22, Oct. 6, as well as private departures.
  • Price 2019: €2,300 per person based on double occupancy and minimum 6 people (€2,500 for 2–5 pax). Single supplement: €200. Pillion passengers receive €100 discount.
  • Departures 2020: May 3, 17 & 31, June 7, 14 & 28, July 12, Aug. 23, Sept. 6 & 20, Oct. 4, as well as private departures.
  • Price 2020: €2,350 per person based on double occupancy and minimum 6 people (€2,550 for 2–5 pax). Single supplement: €200. Pillion passengers receive €100 discount.

We designed this trip for those who want (or need!) a quick and fun adventure. We pick you up from enchanting Florence and then transfer you into the countryside to meet your guide and your Vespa™ scooter. You will soon be cruising along Chianti’s quiet roads, gliding past vineyards and villas. No need to worry about where to go and what to see because your guide will lead the way! They know the most scenic roads, the loveliest places, and the best food and wine in Tuscany. Touring by scooter is a wonderful way of exploring Tuscany. You can stop when and wherever you want and parking is never a problem. Combine the freedom and exhilaration of touring by scooter with the amazing food, wine, and beauty of Tuscany.

** We can transform any of our Tuscany Vespa tours into a special Culinary & Wine departure, with wine tastings, cooking lessons, and some special lunches. If you want more, and are at least four in your party, we are happy to extend the tour for you by adding on extra days.

Scooterbella® in the news: our tours have been featured in the travel section of The Guardian (UK), Jan 20th, 2007. Another article was published by The Observer on April 23rd, 2006. Our Tuscany scooter trip was also featured in a 3-page full-color article in the London Telegraph, and in London’s The Times.  Book this trip! Send us an email

NOTE: You must arrive at the start of the tour already a safe, competent rider. We are not a motorbike school. A motorcycle license is NOT required to drive a scooter up to 125cc in Italy. A valid car license is required.

The Scooters – We provide 125cc Vespa™ scooters. They are lightweight, comfortable, and easy to ride. They have an electric start and automatic transmission, and the brakes are on the handle bars, like on a bicycle. We provide you with helmets. 


You must be over 18 years of age, have a valid driver’s license. Of course anyone can be a passenger. Previous experience on a scooter or motorbike is advantageous and highly advised. If you have not ridden one before then you should do so before you do this trip.  Rent a scooter locally, and learn how to ride it before coming on the trip. 


In the past we have been amazed by people who arrive to drive a scooter on public roads who have never ridden before and who are uncoordinated, nonathletic, and who will clearly never be able to drive a scooter safely. Please do not be one of these people. The 50cc scooters are easy to ride, but a good sense of balance and coordination is required.

You will be driving a motor vehicle on public roads. You are responsible for your safety but also for the safety of other motorists, bikers and pedestrians. You must be able to control the scooter and drive it competently. If we feel your driving skills put you and others at risk we reserve the right to take the scooter away from you. In the event that you cannot ride as a passenger on the back of someone else, then we will help to arrange an alternative mode of transport, either taxi, or rental car, but at your expense.

The bottom line is that we just want everyone to have a safe and happy holiday!

Tuscany by Vespa | Getaway itinerary

Day 1 – Sunday: Pick-up in Florence, Brolio Castle, Radda in Chianti

The tour picks up at 9:30 am from the Hotel Orto de’ Medici, our recommended hotel in Florence. You can fly directly into Florence or into Pisa, just an hour away by bus or train. We then have a 1.5-hour transfer to the little hamlet of San Sano. After a safety talk and a little bit of practice to get our Vespa legs, begin your ride past the hilltop towns of I Bossi and San Felice. Wonderful views over the heart of Chianti take in a string of medieval castles. Stop at the Castello di Brolio and enjoy a delicious lunch at the Osteria, and then visit the grounds of this impressive and historic castle. Brolio has been home to the noble Ricasoli family since 1141 and the site of the famous Baron Ricasoli winery. Our afternoon ride takes you to the charming hilltop town of Radda in Chianti, where the four-star hotel Palazzo Leopoldo will be your home for the first two nights. Dine tonight at a local trattoria. Overnight Radda. Transfer from Florence, hotel and dinner included.

Day 2 – Monday: Chianti Classico Ride

This morning you will ride west towards the hilltop village of Castellina in Chianti where you have time to walk along the ancient vaulted street which was part of the medieval fortifications before enjoying a cappuccino in the piazza. You will also have time to peruse boutiques and shops before hopping back on your Vespa for a super scenic ride amongst the rolling olive groves and vineyards of Chianti Classico fame. Another break in the village of Panzano in Chianti before we take you to a small family owned and operated winery for lunch. The setting is truly magnificent. From your lunch table you look out over a patchwork of vineyards, olive groves and forest that is adorned with stone villages, farm houses, and villas. The afternoon unfolds with a ride to Badia a Coltibuono to visit the ancient Abbey: the ageing cellars built at the time of the monks, the gardens, courtyards, cloisters and frescoed rooms narrated by expert guides. Return to Radda and relax back at the hotel or enjoy a superb gelato from “Antica Gelateria”. We reconvene for an aperitivo and then dinner in a lovely restaurant in town. Overnight Radda. Hotel, breakfast, lunch and dinner included.

Day 3 – Tuesday: San Gusmé and the Crete Senesi

The ride today takes us along quiet backroads lined with olives trees and through chestnut forests to the highest point in Chianti for breathtaking views. We then drop down to the village of San Gusmé, which has been inhabited since the 8th century. A short walk around the medieval walls rewards you with gorgeous views over a sea of vineyards. Then ride south into a completely different terrain as we leave the green wooded hills of Chianti for the wide-open spaces of the Crete Senesi. Those who have seen the films “Stealing Beauty” or “The English Patient” will recognize this starkly beautiful landscape of barren rolling hills topped by stone farmhouses and solitary cypress trees. Stop for lunch in the lovely hamlet of San Giovanni d'Asso. After lunch, ride to the walled village of San Quirico d'Orcia and check into the Villa del Capitano, your home for the next two nights. Tonight’s dinner is at a local trattoria. Overnight San Quirico d'Orcia. Hotel, breakfast and dinner included.

Day 4 – Wednesday: the Orcia Valley, Montepulciano, and Pienza

Today we have a gorgeous ride through the wonderful Orcia Valley, where you’ll see the iconic rolling hills famous from postcards and calendars. Take small roads that wind their way up, over, around, and between tiny villages such as Monticchiello, where we’ll stop for a stroll and a coffee break. Then ride for another hour or so to the hilltop town of Montepulciano, renowned for its Vino Nobile wine. You have time to explore the city's colorful streets and Renaissance palazzi, do a bit of shopping, and then stop for lunch at one of the many restaurants. Afterwards, ride to the perfect Renaissance town of Pienza, which was designed and built by a local boy who made it big: Pope Pius II, who decreed that his home town was to become a center of art and humanistic scholarship. It was completely rebuilt between 1459 – 1462 according to the latest Renaissance styles. You then have a leisurely ride back to your lovely hotel in San Quirico. Take in the views while enjoying a glass of wine before dinner at the restaurant Al Vecchio Forno. Overnight San Quirico d'Orcia. Hotel, breakfast, and dinner included.

Day 5 – Thursday: the Gothic city of Siena

Our last ride takes us along one of the most scenic roads in Tuscany. Stop for a coffee break in Asciano, a medieval walled town whose inhabitants have ingeniously incorporated the old defensive walls into their homes. From there you ride to Siena, where you'll drop off your trusty Vespa and head into the historical center. Siena's Gothic architecture was left perfectly preserved after the city was taken over by Florence in 1585, and its main square, “Il Campo,” is considered by many to be among Italy’s finest. Enjoy lunch in town and then learn all about the famous bareback horserace known as "il Palio" from our local guide, who will also take us to visit the cathedral and its medieval treasures. You have free time this afternoon to explore Siena's colorful shops and backstreets, and also time to rest at our hotel before enjoying a final dinner together in town. Overnight in Siena in a centrally located superior three star hotel. Breakfast, dinner and hotel included.

Day 6 – Friday: end of trip

Enjoy breakfast, then take a short 10:30 a.m. transfer to the Siena train station. There is a direct train at 11:18 to Florence (travel time 1.5 hrs), and from there you can get connections to the rest of Italy (Rome is 1.5 hrs by train from Florence). If you want to leave earlier, there is a 9:18 train to Florence and we can organize a taxi for you (at your expense). Or you may want to extend your stay in Siena. Breakfast, and one group transfer to Siena train station included.

Note on Itinerary: Although we do our best to adhere to the schedule listed above, this itinerary is subject to change for numerous reasons beyond our control, such as the weather

Trip Cost Includes: 5 nights accommodation (4 nights at four-star hotels, 1 night at three star in Siena), 5 breakfasts & dinners + 1 lunch; bilingual guide; *provision of a 125cc Vespa™ scooter with rear carrier bin and helmet; related third party liability insurance as required by Italian law (but not insurance covering damage to the scooter caused by you); fuel; van pick-up on Day 1 from Hotel Orto de' Medici in Florence (you and your luggage), bag transfer from the first hotel to the second and the third, final van transfer to the Siena train station (you and your luggage); entrance to the park and gardens of Brolio castle, guided visit of Siena with licensed city guide and entrance to the cathedral.

Booking: e-mail us to receive a booking contract (or use the "Reservation" page).

Insurance: We highly recommend the purchase of Trip Insurance. We recommend "Travel Guard" to our North American clients, just click on the logo below.  Australian, New Zealand, and British travelers, please consult your insurance brokers.

We look forward to having you join us for the trip of a lifetime!

* Vespa™ is a trademark of Piaggio, SpA

travel Guard insurance

Getting There: make your way independently to Florence to meet your group at 9:30 a.m. at the Hotel Orto de’ Medici for a one-hour van transfer to pick up our scooters in the Chianti countryside. We’d be happy to book your a room at the Orto if you arrive the night before, or you can simply store your luggage there and explore the city if you arrive that morning.

Air: The closest airport to the trip is Florence, but you can also fly into Pisa, which receives many low-cost flights from around Europe and is only an hour away by bus or train (see the airport websites for more information).

Rail: Eurostar and the new Italo high-speed trains connect Florence with Milan (travel time about 3 hours), Bologna (travel time 35 minss) and Rome (travel time 1 hour 35 minutes). See our Transport Information page for detailed information about the Italian train system and relevant airports.

Getting Away at the End of the Trip: the trip ends on Friday at the Siena train station at 10.30 a.m. From here you can take the train back to Florence (1.5 hr) or other destinations. Should you require an earlier departure we can arrange a private transfer (at your expense).

If you book a trip with us you will receive detailed information about how to get to and from the trip, and of course you can e-mail us with any questions.

4.88 out of 5
Ratings based on 12 Verified Reviews

Average ratings
Quality of itinerary
Food quality & variety
Value for money
Right amount of activity
Overall satisfaction

by Wendy from Auckland
Posted Dec 02, 2015

Our Scooterbella tour of Tuscany, based at exquisite Fontebussi and with our superb guides, Sara and Marco, far exceeded all expectations. Any preliminary anxiety was quickly dispelled by the outstanding professionalism of the whole experience. Our safety and enjoyment was paramount to Scooterbella and consequently we had one of the best adventures of our lives. The beauty of Tuscany is unparalleled and we saw it at its best. We look forward to another experience with you in the future.

by Terry from Auckland, New Zealand
Posted Nov 03, 2015

Our Vespa tour through the lanes and villages of Tuscany was the highlight of our European tour. Our guides Sara and Marco from the outset were engaging, interesting and a whole lot of fun and every day exceeded the last. Our accommodation was fabulous, our itinerary varied and interesting and the food and wine was outstanding. To be able to ride through the Tuscan countryside with a warm breeze in your face and smelling the grapes from harvest was a very special experience. We're already planning our next Scooterbella experience !

by B Crawford from Auckland, New Zealand
Posted Aug 23, 2015

Tuscany by Vespa - everything you imagined and more. Once again Sara and Marco made the trip something we will always remember. Already planning our next scooter trip with Scooterbella. The best and most knowledgeable guides, off the beaten track highlights, fantastic food and wine - like us - you will go home and talk about this trip for years to come.

by WendyD from Sydney Australia
Posted Jun 08, 2015

We travelled through Tuscany in 2014 with Marco as our guide. We had an amazing adventure, met great people and the food, wine, accommodation and scenery throughout were exemplary. Marco is a walking encyclopedia on food, wine and travel and nothing was too much trouble. Brett, Sara and the team were helpful and thorough. Great trip, great organisation. Would love to do it all again sometime. Well done and thanks!

by J Smith from Taupo
Posted Jun 01, 2015

Tuscany by Vespa in May 2014 was magic, all thanks to Sara our Guide and the ScooterBella team. We were immersed each day into the life of Tuscany, visiting villages that weren't on tourist route and wineries along the way. A year on and we have fond memories of our 4 days scootering around Tuscany. Highly recommend.

by Jen from MELBA
Posted May 28, 2015

The Tuscany by Vespa Tour was amazing! The food, wine, accommodation, quiet country roads, hidden away little villages and postcard worthy views made for a once in a life time holiday! However, I plan to make it a twice in a lifetime experience and do the Puglia tour as well. Vespas are so much fun! Sara our guide was lovely and obviously knew the area inside out, a real joy to travel with and covered all aspects to make our trip easy. Thank you ScooterBella for a truly beautiful holiday

by J Stokie from Australia, Melbourne
Posted May 27, 2015

Fantastic experience. Marco is an amazing host who shares the Italian / Tuscan way of life with you for the 5 days.

by Cappuccino Chapter co-founding member! from Manchester
Posted May 26, 2015

Professional well organised fun tours conducted by a fabulously knowledgeable, passionate, warm and relaxed intimate team. You soon learn there is a lot that goes into the planning of these tours. I amm sure you could hire a scooter independently for a fraction of the cost but I’m equally certain you could not emulate the success and enjoyment of these tours. I have enjoyed two and I’m planning my third.

by I Birtwhistle from Sydney Australia
Posted May 26, 2015

This had to be one of our best holidays ever. We went on the Tuscany by Vespa.The scenery was great, food and accommodation even better . There was just the right amount of time on and off scooters with interesting stops and things to see. Best of all our guide Sara was outstanding she really looked after us and I cannot recommend Scooterbella enough.

by Simon from Auckland NZ
Posted May 25, 2015

Our Scooterbella tour was the absolute highlight of a recent visit to Europe. That is really saying something as we had just arrived in Italy after a fascinating time in Turkey. The Scooterbella team by Brett know their business, right from initial contact to post tour advise. Sara is a star - she looked after our every need, providing expert guiding with her unique wit and charm. Thanks Scooterbella - we have recommended this tour to several friends

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