Italy is a peninsula in southern Europe shaped like a boot, stretching into the Mediterranean Sea. With a history spanning over three millennia, it is home to some of the most influential civilizations the world has ever known, from the Roman Empire to the Renaissance city-states. Rome, the capital, was once the center of the known world, and its ruins — the Colosseum, the Pantheon, the Forum — still draw millions of visitors every year. Italy is also home to two independent states within its borders: Vatican City and San Marino.

Italian cuisine is arguably the most beloved in the world, and for good reason. Each region has its own culinary identity — Naples gave us pizza, Bologna its rich ragù, Sicily its arancini and cannoli. Italians take their food seriously, with strict unwritten rules about when to eat what: no cappuccino after 11 in the morning, no parmesan on seafood pasta, and absolutely no pineapple on pizza. Meals are social events, often stretching over multiple courses with family and friends around the table.

The Italian landscape is remarkably diverse for a country of its size. In the north, the snow-capped Alps and the stunning lakes of Como, Garda, and Maggiore offer dramatic scenery. The rolling hills of Tuscany and Umbria are dotted with vineyards, olive groves, and medieval hilltop towns. Further south, the Amalfi Coast clings to rugged cliffs above turquoise waters, while the islands of Sicily and Sardinia offer wild coastlines and ancient ruins baked in year-round sunshine.

Italy’s contribution to art and architecture is unmatched. Florence alone contains more Renaissance art than most entire countries, with masterpieces by Michelangelo, Botticelli, and Leonardo da Vinci packed into its churches, palaces, and galleries. Venice, built on 118 small islands connected by over 400 bridges, is an architectural marvel that defies logic. From the mosaics of Ravenna to the Baroque churches of Lecce, every corner of Italy tells a story in stone, paint, and marble.

Despite its rich heritage, modern Italy faces real challenges. The economic divide between the industrialized north and the more agricultural south remains significant. Bureaucracy is legendary, and political instability has been a constant theme — Italy has had over 70 governments since World War II. Yet Italians navigate it all with a characteristic blend of pragmatism and joy, embodied in the concept of la dolce vita — the sweet life — which prioritizes beauty, pleasure, and human connection above all else.

The Vespa Trip

This season, we’re excited to unveil a new Vespa Trip through the heart of Chianti, Tuscany’s most iconic wine region. Think winding roads, sunny vineyards, and charming medieval towns.

Alongside Chianti, you can still explore the Amalfi Coast with its coastal roads, the southern simplicity of Puglia, the rugged landscapes of Sardinia, and the prosecco hills of Veneto. For those craving a more classic road trip, our original Tuscany trip remains.

Looking for a break from the ordinary? The Vespa Trip is your chance to experience Italy’s most breathtaking regions through a perfect mix of adventure, culture, and cuisine

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Destinations

You can click on a destination below to see more information.


The Vespa Trip Italy

Find your perfect destination

Italy has so much to offer that choosing the perfect Vespa trip can be a challenge! With our short quiz, we make it easy for you: discover in just a few steps which of our six unique trips is the perfect match for your needs and driving experience.

Just be careful on the road and you will be fine!

Why The Vespa Trip?

Italy is made to be explored, one curve at a time.

They had the time of their lives

Pick your destination & book your Vespa Trip

Our bookings for the 2026 season are open! Ready to explore Italy on a Vespa? Find your perfect travel period below and book your adventure today!

 

  • Example trip
    Monday 20 Jan 2025
    Sunday 26 Jan 2025
    Available
    € 1450
    Available
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  • Example trip
    Monday 20 Jan 2025
    Sunday 26 Jan 2025
    Available
    € 1450
    Available
    More info Less info
  • Example trip
    Monday 20 Jan 2025
    Sunday 26 Jan 2025
    Available
    € 1450
    Available
    More info Less info
  • Example trip
    Monday 20 Jan 2025
    Sunday 26 Jan 2025
    Available
    € 1450
    Available
    More info Less info
  • Example trip
    Monday 20 Jan 2025
    Sunday 26 Jan 2025
    Available
    € 1450
    Available
    More info Less info
  • Example trip
    Monday 20 Jan 2025
    Sunday 26 Jan 2025
    Available
    € 1450
    Available
    More info Less info

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