Il Giro Classico
LabellaItalia
Italy, the land of pizza, pasta, and endlessly flowing wine The country where food lovers, nature enthusiasts, city breakers, and beach bums can indulge themselves Italy is known for its charming cities, enchanting landscapes, hospitable locals, and so much more!
And not only for that, but also for its rich history, this country attracts many travelers every year For example, the Romans first conquered Italy from the city of Rome, later forming an empire that stretched from England to Syria and from Romania to Morocco an area larger than the current European Union!
Italy is a boot-shaped country located in Southern Europe, with many islands, including the most famous: Sicily and Sardinia
In the north of the country lie the Alps, a mountain range bordering Austria, France, and Switzerland. The Alps are an impressive natural wonder you'll never tire of, making them the ideal holiday destination for avid cyclists, hikers, and winter sports enthusiasts
Prefer a combination of sun and sea rather than an active holiday? With a total length of approximately 7,500 km of coastline, there are plenty of beaches to enjoy The total land area is 300,000 km², which is 10 times the size of Belgium or 7 times that of the Netherlands Italy has a population of approximately 59 million, the national language is Italian, and the currency, like most European countries, is the euro
Tuscany
Italy is divided into twenty different regions One of these is Tuscany, located in the heartland of Italy This region is known for its vast landscapes, impressive Renaissance heritage, and timeless charm. From the cypress-lined lanes that wind through the countryside to the medieval hilltop towns, Tuscany offers an enchanting diversity of nature and culture
The capital, Florence, is the cultural heart of the region The city exudes Renaissance charm and is known for its impressive art treasures, magnificent cathedral with Brunelleschi's iconic dome, and as the birthplace of artists such as Michelangelo and Leonardo da Vinci.
The region is renowned for products such as Chianti wine, truffles, and pecorino cheese In cities like Siena, Pisa, and Lucca, you'll find a harmonious blend of medieval heritage, lively squares, and an authentic Italian lifestyle.
TypicalTuscany
The vast landscapes, framed by the characteristic Italian cypress trees – an image that immediately comes to mind when you think of Tuscany With its diverse vineyards, medieval towns, art, and culture, Tuscany is undoubtedly Italy's most famous region.
Tuscany has something for everyone For "Vespisti," Tuscany offers numerous hilly routes with stunning views, delicious authentic gastronomy for the connoisseur, and artists, photographers, poets, and writers will also find plenty to enjoy with the region's rich concentration of art, history, and culture
Florence, Lucca, Siena, and Pisa will ring a bell for most of you. These cities are all located in Tuscany. You can't say you've truly seen Tuscany without visiting at least one of these cities We guarantee you: after a short walk, you'll be immediately convinced by the charm and magic these cities exude!
Vineyards
Tuscany is home to one of Italy's most important wine regions: the Chianti region. The wine produced here, Chianti Classico, is renowned worldwide Using Sangiovese grapes, among other grapes, the region boasts numerous beautiful grape varieties and wines Besides the renowned Chianti region, Montalcino, Montepulciano, Carmignano, and Bolgheri are also well-known wine regions
Tuscany boasts many high-quality wines, thanks to its unique soil structure and climate
They ensure that the wines are made primarily from red grapes. The region produces 11 DOCG wines and an impressive 40 DOC wines
Tuscany offers several wine routes you can follow We'll take you to Chianti, where, if you'd like, you can participate in a wine tasting at an authentic winery.
andscapes
acteristic cypress-covered imate, and fertile valleys egetation, Tuscany is a 't soon forget
st idyllic rural spots you'll slowly lifts the morning y enchanting effect
btedly linked to cypress g a photo without one in u'll easily recognize them ontours.
Medievalcities
You can easily spend hours strolling through the medieval towns brimming with history.
The most famous cities are Florence, Siena, Lucca, and Pisa But perhaps San Gimignano also sounds familiar The atmosphere of the Middle Ages is still palpable here. The symbol of this town is the 14 medieval towers that still stand
They were built to defend against attackers This allowed wealthy families to demonstrate their privileged position and power to the outside world
In 1990, the center of San Gimignano was even recognized as a UNESCO World Heritage Site for its architecture and historical setting.
The Il Giro Classico
with your own Vespa guides you through Tuscany
Theroute
Il Giro Classico starts and finishes in Pisa, with stages ranging from 70 to 120 km each You can choose to complete the route independently each day (using a roadbook and GPS), or follow our guide for a completely worry-free ride
KM 128 KM
This route takes you to one of the world's most beautiful skylines, San Gimignano It follows the rural and authentic winding roads that so beautifully grace the Tuscan landscape You'll find excellent lunch spots so you can continue your journey to beautiful Siena with a full stomach
You'll discover the famous wine route that takes you past vast vineyards and numerous wineries in Chianti Endless vineyards and rolling hills will appear before your eyes
PISA - SIENA
122
SIENA - FLORENCE
FLORENCE - LUCCA
This route is designed for Vespa travel there's no other way! The roads are too narrow to navigate by car Here you'll explore Leonardo da Vinci's birthplace
LUCCA - PISA
If you'd prefer a rest day, you can opt for a shorter leg and a day at the beach. You'll eventually end up back in Pisa. If you can't get enough of the Vespa and the culture, you can take a short detour to the beautiful historic village of Montefegatesi After 95 km, you'll end back in Pisa
Theweeklyprogram
P
I S A
On the first day, you'll be welcome at the hotel from 3 p m You can then check into your room and receive a brief explanation from the Vespa tour guides
After that, you can explore the city at your leisure In the evening, the guide will invite you, free of obligation, to join all the Vespa tour participants for a drink at one of Pisa's best bars.
If you've never ridden a Vespa before, we strongly recommend taking the Start-to-Vespa course This can be booked as an add-on and is led by our Vespa tour guide, who will teach you how to navigate this elegant scooter through the Italian countryside
DID YOU KNOW ...
Did Galileo Galilei conduct experiments from the Tower of Pisa to prove his theories about gravity? Legend has it that in the 16th century, he dropped various objects from the tower to demonstrate that they all fell at the same speed, a revolutionary idea that contradicted Aristotle's then-prevailing ideas
Whether this story is historically accurate is still debated by scientists What is certain is that Galileo was a professor in Pisa and regularly used the tower for his research on motion and falling objects. His observations laid the foundation for our modern understanding of physics.
The tower is also a symbol of scientific progress. Every visitor who climbs its 294 steps today literally follows in the footsteps of one of the greatest thinkers in history.
P I S A - S I E N A
On day two, The Vespa Trip truly begins, and you'll immediately leave the bustling, touristy city of Pisa for the charming, winding, rural roads that grace the Tuscan landscape The first stop of The Vespa Trip will be near Pontedera, the birthplace of the Vespa. This is where the Vespa factory (Piaggio) is based, along with an accompanying museum showcasing the most colorful and historic models
After this stop, you'll head to the Tuscan city of San Gimignano, home to one of the world's most beautiful skylines Just before arriving, you can stop to capture the view You can also enjoy a delicious lunch there before heading to the day's final destination, the beautiful city of Siena.
DID YOU KNOW ...
A spectacular horse race takes place twice a year in Siena's famous Piazza del Campo The Palio is an explosion of medieval traditions, rivalry, and Sienese pride Ten of the city's seventeen districts compete in a race that lasts barely ninety seconds, but takes months to prepare for
The atmosphere is electric: jockeys ride bareback, spectators crowd the central square, and afterward, the winners burst into wild celebration Each district has its own colors, symbols, and centuries-old traditions.
It is also the only horse race where a horse can win without a rider.
2 July & August 16, 2026
S I E N A - F L O R E N C E
The third day of your trip is an absolute highlight You'll drive through the famous Chianti region, visiting numerous picturesque villages along the way
You'll leave Siena along the city walls and immediately enter the Chianti region, surrounded by endless vineyards You'll likely see several impressive castles along the way before arriving in Radda in Chianti This is the perfect stop for a coffee break
Then you'll head to another gem of the region, Greve in Chianti It's the official capital of the Chianti region Greve in Chianti boasts an impressive central square and countless authentic shops, such as the Macelleria Falorni, perhaps the oldest butcher shop in the world.
On your way to Florence, you'll pass through the historic village of Montefioralle, before arriving via Piazza Michelangelo in one of the world's most beautiful cities!
Piazzale Michelangelo
DID YOU KNOW ...
In Florence, you can get wine from a window, a tradition dating back to the 17th century The buchette del vino are small hatches in the walls of old palazzos where winemakers used to sell their wine without direct contact During the plague, these windows became a safe way to trade: money was placed in a container with vinegar for disinfection, after which the wine was passed through the hatch.
Florence still has about 150 of these historic wine windows, but only a handful are still in use What was once a clever solution during dark times is now a charming tradition that surprises you with a glass of wine to-go, Florentine style
Osteria Belle Donne
F L O R E N C E - L U C C A
This morning you'll have some time to explore the beautiful city of Florence Because the stage is a bit shorter, you can take a leisurely stroll towards Lucca in the afternoon
You'll leave Florence via the winding roads of the Florentine hills, which offer impressive views of the Tuscan landscape The roads are just too narrow to drive through
A few dozen kilometers further on, you can stop at a lake where you can relax for a while before heading back to Leonardo da Vinci's birthplace
From Vinci, you can drive straight to the favorite city of many Italian connoisseurs: Lucca.
DID YOU KNOW ...
Lucca is also called the "City of 100 Churches"? Everywhere you go, you'll encounter a church facade, a monastery, or a hidden chapel. From the imposing Cathedral of San Martino to small parish churches nestled in narrow alleyways, Lucca exudes religiosity and history
L U C C A - P I S A
On this fifth and final day on the Vespa, you have two choices
You can either spend a day at the beach and ride your Vespa for just a few kilometers.
Or you can take a beautiful loop via the Bagni di Lucca and a historic village completely secluded from the outside world: Montefegatesi.
On the way to Montefegatesi, you'll follow the Lima River, where you can enjoy a refreshing dip in a secluded spot
The spot isn't marked on the map and can only be found using the GPS coordinates provided
The day ends back in Pisa, where you can spend your last evening in this beautiful city. Here you'll say goodbye to your steel friend and conclude your Vespa adventure.
P I S A
On the sixth day, you can still enjoy a leisurely breakfast at the hotel, but after this, the trip is sadly over You can choose to continue your journey through Italy, or you can return home with many wonderful memories.
We have selected hotels for you that are perfectly located for your road trip through Tuscany
LaPace
Voted the hotel with the best breakfast in all of Pisa, Hotel La Pace certainly won't disappoint! It's located right next to Pisa's city center and train station Upon entering, you'll immediately feel transported back to the charming Italy of yesteryear
Camplus
At Hotel Camplus, you'll enjoy a modern room where you can relax after a day of exploring. The hotel also offers shared facilities such as a terrace, gym, and restaurant.
Siena
Depending on when you travel to Tuscany, you'll stay in a different hotel Each hotel offers a warm welcome The hotels are just a short Vespa ride from the center of Siena Breakfast is served daily with local products
Carignano
This hotel is situated in the peaceful countryside surrounding Lucca It's ideally located for nature lovers, surrounded by fruit trees, vineyards, and olive groves The hotel features air conditioning, a traditional restaurant, and a swimming pool with hillside views
PISA
SIENA
FIRENZE
LUCCA
Howdoigetthere?
The best way to travel to Italy for your Tuscany trip is by flying to Pisa International Airport (PSA) From Belgium, you can easily find flights with Ryanair departing from Brussels South Airport (Charleroi) From the Netherlands, you can easily reach Pisa by taking a Transavia flight from Amsterdam You can find more information about flights on our website
Pisa Airport is located quite close to the hotel where your Vespa trip begins. Therefore, we do not provide shuttles. From the airport, there are three different ways to reach the hotel:
Or you can take the PISAMOVER, an electric metro that takes you to Pisa train station in 5 minutes, from where the hotel is just a 2-minute walk away. A ticket costs €6.50 per person and can be purchased at a ticket machine on site This mini-metro departs every 5 to 15 minutes
You can also take a taxi from the airport to the hotel, which costs a maximum of €20 and takes about 10 minutes
Since the airport is only 1 7 km from the hotel, you can also walk the distance. This takes about 20 minutes.
Didyouknow?
Your luggage is carefully transported from one hotel to the next every day by Vespa tour guides?
Tuscany is a volcanic island, and that Napoleon stayed there for a year during his first exile? Yep, that happened on the island of Elba.
Isn't the Leaning Tower of Pisa the only one? It certainly is the most famous, but the Campanile San Michele degli Scalzi and the Campanile di San Nicola (both also in Pisa) are at least as tilted
Is Tuscany the region of all origins?
Think of the well-known Pinocchio story, delicious gelato, the well-known saying "all roads lead to Rome," and even the Italian language! Each of these originated in Tuscany.
Seven monuments in Tuscany have been awarded UNESCO World Heritage status? That's even more than Australia and South Africa combined!
That you can eat the best ice cream in the world in San Gimignano? We'll reveal where in our app
Food&drink
SOME RECOMMENDATIONS
RISTORANTE BAGOGA
SIENA
This beloved spot near Siena Cathedral is a must-visit if you're looking for authentic regional cuisine Family-run since 1973, the warm atmosphere is palpable right down to your plate!
In our opinion, this is one of the best pizzas in Tuscany. The menu is so extensive that you'll be a little overwhelmed by the choice, but whichever pizza you choose, you won't be disappointed!
FLORENCE
It's a bit further from the center, but it's definitely worth it because it has a beautiful secret garden! The food here is a bit more expensive and refined than in your average osteria, but definitely recommended!
OSTERIA IL GIARDINO DI BARBANO
PIZZERIA SANTA MARIA
LUCCA
TheVespaTripChianti
Starting this year, we're also organizing a Vespa trip specifically in the Chianti region, known for some of the world's finest wines Tuscany has so much to offer and so many cities to explore, yet we've noticed that some of you prefer a more leisurely pace We completely understand, of course, as this allows you to fully immerse yourself in the surroundings and enjoy them even more That's why we've created a new 5-day Vespa adventure for you in this beloved region Instead of changing hotels daily, you'll stay in one place for the entire trip: Villa Cesi Resort & Spa in Impruneta From here, you'll take daily Vespa tours through the Chianti region and to nearby villages
HIGHLIGHTS OF THIS TRIP
Chianti Wine Region: Drive past vineyards and villages like Greve and Radda San Gimignano: Discover the medieval town with its towers Florence & Fiesole: Day trips to the Tuscan capital and panoramic viewpoints Villa Cesi Resort & Spa: Relax by the pool after your Vespa ride
WHO IS THIS TRIP FOR?
Rest seekers: you don't want to pack and unpack every day
Enjoy life: wine, local cuisine, and relaxation are just as important as driving. Slow travelers: shorter distances and a single base reduce stress
Theroute
The routes always depart from the Villa Cesi Resort & Spa hotel, where you explore the region in a loop, returning to the hotel You can choose to ride the route alone each day (using a road book and GPS) or follow our guide This way, you'll have complete peace of mind If you ride solo, you decide which route to take each day. If you ride in a group, you and your guide will decide the order of the routes for your week together.
MONTESPERTOLI -
SAN GIMIGNANO
102 KM
This first route is also the longest. It takes you first to Montespertoli, a charming town known for its expansive vineyards and panoramic views. Then, you continue to the historic city of San Gimignano.
THE HEART VAN CHIANTI
78 KM
This second route is dedicated to small wine villages. You'll ride through the Tuscan hills and past ancient castles. You'll stop in Lucolena, Radda, and Greve in Chianti: each one a charming village where authenticity can be tasted in various forms: artisanal dishes or flowing wine
FIESOLE & FLORENCE
52 KM
On this day of riding, you'll discover the colorful city of Fiesole, situated above the worldfamous city of Florence It's the perfect place to take a break and prepare for your visit to the city From Fiesole, you'll descend into Florence, arriving in time to spend a full afternoon in one of the world's most iconic cities
Florence is truly an open-air museum where you'll never be bored Enjoy the vibrant atmosphere created by the many street musicians The return trip to your hotel is shorter from here, so take your time exploring this beautiful city!
Thehotel
Nestled in the rolling hills of Impruneta, just outside Florence, Villa Cesi Resort & Spa offers comfortable rooms, a refreshing swimming pool, and a delicious breakfast each morning
Its central location makes it the perfect base for exploring the Chianti region and the historical treasures of Florence
The nearby town offers plenty of bars and restaurants for enjoying the summer evenings
Howdoigetthere?
The best way to travel to Italy for your Tuscany trip is to fly into Florence Airport (FLR) The Vespa Trip doesn't offer flights, so you'll need to book them yourself If you have any questions, feel free to email us, and we'll be happy to help
On the first and last days of your Vespa Trip, you can book a shuttle for €40 per person (per ride) that will take you directly from the airport or train station to Villa Cesi Hotel & Spa, and from the hotel back to the train station or airport.
From the airport, you can take the metro (T2) to Florence train station From there, take a bus (36 or 36B) to Impruneta. It takes about 1.5 hours to get from Florence to the hotel.
From Florence Airport to the hotel, it's about a half-hour taxi ride (25 km) If you book a taxi in advance, you'll pay around €130-€160 If you don't book a taxi and take one at the airport, you'll easily pay a bit more
C H I A N T I
Discover the heart of Tuscany's wine region. Are you a wine lover? Then this region is perfect for you. During this trip, you'll visit various wineries and world-famous Florence and medieval San Gimignano
You'll stay in the same charming hotel every day This trip consists of 4 nights and 3 days of driving
The difference with Il Giro Classico?
The stages of the Giro Classico are longer than on this trip, and you'll sleep in a different location each day This ensures you see a lot in a short time, but it also means a brisk pace Prefer a more leisurely pace? Then the Chianti trip is more suitable for you! It also offers a perfect mix of nature and city, but it's just a bit more peaceful.
Period: June - September
A M A L F I
Do you love cities, culture, and picture-perfect scenery? Then The Vespa Trip Amalfi is for you. Ride your Vespa along one of the world's most beautiful coastlines. This vibrant region is the definition of La Dolce Vita
You'll stay in the same comfortable hotel every night
This trip consists of 5 nights and 4 days of riding This trip is for experienced Vespa riders!
At The Vespa Trip, you'll discover both the highlights of the region and hidden gems far from the tourist trail
Period: May - October
S A R D I N I A
Are you a beach lover? Then Sardinia is perfect for you. This island offers sun, sea, and sand. Here you can completely unwind with panoramic views of the Mediterranean. Sardinia boasts unspoiled nature and villages both authentic and glamorous Perfect for a coffee break or lunch
You'll stay in the same charming hotel every night This trip consists of 5 nights and 4 days of riding
Highlight: During this Vespa adventure, you'll take your Vespa on a ferry to explore the La Maddalena archipelago
Period: May and June
V E N E T O
Have you ever heard of Veneto? Chances are you haven't, as this tranquil region is still relatively unknown. Yet, this hidden gem has much to offer. Think numerous prosecco houses and views of the impressive Dolomites
You'll stay in the same charming hotel every night
This trip consists of 5 nights and 4 riding days
This trip is for experienced Vespa riders!
Because this region is still relatively unknown, it's still untouched by the crowds It's the ideal getaway to recharge in nature and enjoy the finest prosecco
Tip: If you'd like to extend your trip, you can visit romantic Venice.
Period: mid June - mid July
P U G L I A
Looking for a travel destination where you can experience the perfect late summer? Then consider Puglia. This authentic region in southern Italy exudes a relaxed atmosphere. You'll find a dramatic coastline and many authentic, charming villages
You'll stay at the same masseria every night
This trip consists of 5 nights and 4 days of riding
During this trip, you'll stay at an authentic Masseria This is a country house run by locals All food is freshly prepared
Tip: Are you a foodie and crazy about Italian cuisine? Then you can take a cooking class during this trip where you'll learn the secret ingredients of Southern Italian cuisine.
Period: mid August - end of October
TheVespaTrippers
Many Vespa trippers have thoroughly enjoyed their time on their Vespa. They took these beautiful photos to share with family and friends the fantastic landscapes and views.
Be sure to bring your camera on your Vespa trip so you can capture all the wonderful moments. Who knows, your photo might be featured here next year!
The Vespa Trippers
@thevespatrip
