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2025 Tuscany 5, 6, 7 days "Chianti" Ride Vacation
January 1, 1970
Join us and ride the Tuscany hills to create an unforgettable memory. Stay at a high-end 4-star Villa on a scenic hill, explore local activities, meet the locals, and conquer a thrilling 100-kilometer ride through the Chianti Valley along with hundreds of other Vespas coming from all over Italy & Europe. Secure your spot now and get ready for the ride of a lifetime.
The only requirements? Prior experience riding on a two-wheel vehicle, motorcycle, or scooter, and the desire to have a lot of fun!
2026 4 & 5 days Veneto "Prosecco & Dolomites" Ride Vacation
January 1, 1970
Trip Riding Skill Level: Intermediate to Advanced
Experience the magic of Italy’s Prosecco region on a 4-day Vespa adventure based in Vittorio Veneto, where each day blends scenic rides with rich cultural encounters and local flavors. From exploring the UNESCO-listed hills of Valdobbiadene and tasting world-class Prosecco, to visiting historic villas, medieval castles, and alpine malghe for hearty mountain meals, this itinerary captures the essence of slow travel. Evenings return you to the comfort of your boutique base for relaxed aperitivi and dinners in welcoming local osterie, making this the perfect journey for those seeking beauty, connection, and the real Italy—one ride, one bite, and one village at a time.
2025 5-day Sicily Taormina Ride Vacation
January 1, 1970
This curated 5-day Vespa adventure is based just outside Taormina, blending the thrill of open-road riding with the charm of Sicily’s coastlines, volcanoes, and hilltop villages. Each day invites you into a new story: cooking with nonnas, sunset aperitivos in Castelmola, vineyard tastings on the slopes of Mount Etna, hidden canyons and river trails, seaside lunches along the Riviera dei Ciclopi, and cinematic experiences such as the Godfather villages nd the White Lotus hotel. With a boutique stay as your home base, you’ll enjoy scenic daily rides (never over 70 km), hands-on local experiences, and plenty of time to savor Sicilian food, culture.
2026 5-day Puglia "Valle D'Itria" Ride Vacation
January 1, 1970
Imagine yourself zipping through Puglia on a classic Vespa. Ride past endless olive groves to the whitewashed town of Ostuni, where narrow alleyways and panoramic views await. Journey through the scenic Valle d'Itria, dotted with unique trullo houses, and towards the baroque splendor of Lecce, experiencing the rustic charm of local villages and the vibrant city life. Along the way, meet local Vespisti from nearby clubs, sharing stories and a passion for the ride. Continue to the ancient town of Alberobello and the picturesque coastal city of Otranto. Visit the world-famous and charming fishing village of Polignano a Mare, where the sun sets over stunning cliffside vistas. Each twist of the road offers new breathtaking scenes, immersing you in the rich history, culture, and flavors of Puglia.
The only requirements? The desire to have a lot of fun!
2025 5-day Puglia "Valle D'Itria" Ride Vacation
January 1, 1970
Imagine yourself zipping through Puglia on a classic Vespa. Ride past endless olive groves to the whitewashed town of Ostuni, where narrow alleyways and panoramic views await. Journey through the scenic Valle d'Itria, dotted with unique trullo houses, and towards the baroque splendor of Lecce, experiencing the rustic charm of local villages and the vibrant city life. Along the way, meet local Vespisti from nearby clubs, sharing stories and a passion for the ride. Continue to the ancient town of Alberobello and the picturesque coastal city of Otranto. Visit the world-famous and charming fishing village of Polignano a Mare, where the sun sets over stunning cliffside vistas. Each twist of the road offers new breathtaking scenes, immersing you in the rich history, culture, and flavors of Puglia.
The only requirements? The desire to have a lot of fun!
2025 Sept 6-13, Puglia "Valle D'Itria" Ride Vacation
September 6, 2025
Imagine yourself zipping through Puglia on a classic Vespa. Ride past endless olive groves to the whitewashed town of Ostuni, where narrow alleyways and panoramic views await. Journey through the scenic Valle d'Itria, dotted with unique trullo houses, and towards the baroque splendor of Lecce, experiencing the rustic charm of local villages and the vibrant city life. Along the way, meet local Vespisti from nearby clubs, sharing stories and a passion for the ride. Continue to the ancient town of Alberobello and the picturesque coastal city of Otranto. Visit the world-famous and charming fishing village of Polignano a Mare, where the sun sets over stunning cliffside vistas. Each twist of the road offers new breathtaking scenes, immersing you in the rich history, culture, and flavors of Puglia.
The only requirements? The desire to have a lot of fun!
2026 10-day Sicily Taormina Ride Vacation
June 13, 2026
This curated 5-day Vespa adventure is based just outside Taormina, blending the thrill of open-road riding with the charm of Sicily’s coastlines, volcanoes, and hilltop villages. Each day invites you into a new story: cooking with nonnas, sunset aperitivos in Castelmola, vineyard tastings on the slopes of Mount Etna, hidden canyons and river trails, seaside lunches along the Riviera dei Ciclopi, and cinematic experiences such as the Godfather villages nd the White Lotus hotel. With a boutique stay as your home base, you’ll enjoy scenic daily rides (never over 70 km), hands-on local experiences, and plenty of time to savor Sicilian food, culture.
2026 5-day Sicily Taormina Ride Vacation
January 1, 1970
This curated 5-day Vespa adventure is based just outside Taormina, blending the thrill of open-road riding with the charm of Sicily’s coastlines, volcanoes, and hilltop villages. Each day invites you into a new story: cooking with nonnas, sunset aperitivos in Castelmola, vineyard tastings on the slopes of Mount Etna, hidden canyons and river trails, seaside lunches along the Riviera dei Ciclopi, and cinematic experiences such as the Godfather villages nd the White Lotus hotel. With a boutique stay as your home base, you’ll enjoy scenic daily rides (never over 70 km), hands-on local experiences, and plenty of time to savor Sicilian food, culture.
2026 Tuscany 5, 6, 7 days "Chianti" Ride Vacation
January 1, 1970
Join us and ride the Tuscany hills to create an unforgettable memory. Stay at a high-end 4-star Villa on a scenic hill, explore local activities, meet the locals, and conquer a thrilling 100-kilometer ride through the Chianti Valley along with hundreds of other Vespas coming from all over Italy & Europe. Secure your spot now and get ready for the ride of a lifetime.
The only requirements? Prior experience riding on a two-wheel vehicle, motorcycle, or scooter, and the desire to have a lot of fun!
2026 Sept 5-12 Puglia "Valle D'Itria" Ride Vacation
September 5, 2026
Imagine yourself zipping through Puglia on a classic Vespa. Ride past endless olive groves to the whitewashed town of Ostuni, where narrow alleyways and panoramic views await. Journey through the scenic Valle d'Itria, dotted with unique trullo houses, and towards the baroque splendor of Lecce, experiencing the rustic charm of local villages and the vibrant city life. Along the way, meet local Vespisti from nearby clubs, sharing stories and a passion for the ride. Continue to the ancient town of Alberobello and the picturesque coastal city of Otranto. Visit the world-famous and charming fishing village of Polignano a Mare, where the sun sets over stunning cliffside vistas. Each twist of the road offers new breathtaking scenes, immersing you in the rich history, culture, and flavors of Puglia.
The only requirements? The desire to have a lot of fun!
Tuscany June 20-28 2025
June 20, 2025
Join us and ride the Tuscany hills to create an unforgettable memory. Stay at a high-end 4-star Villa on a scenic hill, explore local activities, meet the locals, and conquer a thrilling 100-kilometer ride through the Chianti Valley along with hundreds of other Vespas coming from all over Italy & Europe. Secure your spot now and get ready for the ride of a lifetime.
The only requirements? Prior experience riding on a two-wheel vehicle, motorcycle, or scooter, and the desire to have a lot of fun!
2026 Tuscany 5-day Chianti & VESPA CLUB Experience
June 19, 2026
Join us and ride the Tuscany hills to create an unforgettable memory. Stay at a high-end 4-star Villa on a scenic hill, explore local activities, meet the locals, and conquer a thrilling 100-kilometer ride through the Chianti Valley along with hundreds of other Vespas coming from all over Italy & Europe. Secure your spot now and get ready for the ride of a lifetime.
The only requirements? Prior experience riding on a two-wheel vehicle, motorcycle, or scooter, and the desire to have a lot of fun!




