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Tuscany

Discover Tuscany—Italy’s heart of rolling hills, sprawling vineyards, iconic cypress trees, and charming medieval towns. With its stunning landscapes and rich artistic heritage, it's the perfect backdrop for your next Vesping Around adventure!

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Tuscany is a dream destination for those seeking a perfect blend of breathtaking landscapes, rich history, and world-class wines. From the famous rolling hills of Chianti to the charming hilltop towns like San Gimignano, riding through Tuscany offers a unique way to experience its picturesque countryside, historic landmarks, and mouthwatering local cuisine. For those who crave a coastal adventure, Tuscany’s rugged coastline provides scenic rides with stunning views, while a quick tour of its beautiful islands, such as Elba, offers a refreshing seaside escape. Whether you're exploring ancient vineyards, cruising along the coast, or discovering tranquil islands, Tuscany’s timeless beauty makes for an unforgettable Vespa adventure.

EXPLORE ALL DESTINATIONS

2025

Itinerary name: "Chianti 100km"

Lenght: 8 days

Campbase: Poggibonsi (Siena)

Riding Skill: Intermediate
Distance: over 100km

Booking Status: Open

Itinerary Explained: 

Perfect for wine lovers, culture seekers, and anyone eager to experience the Tuscan countryside up close, this journey takes you through rolling vineyards, charming medieval towns, and iconic landscapes.

2026

Itinerary name: "Chianti 100km"

Lenght: 8 days

Campbase: Poggibonsi (Siena)

Riding Skill: Intermediate
Distance: over 100km

Booking Status: Open

Itinerary Explained: 

Perfect for wine lovers, culture seekers, and anyone eager to experience the Tuscan countryside up close, this journey takes you through rolling vineyards, charming medieval towns, and iconic landscapes.

The Vesping Around
Gear

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Every trip includes a Travel Kit which includes gear you can wear and use before and after your memorable trips.

  • Backpack 

  • Collectable patch to glue to your backback

  • Commemorative sticker

  • Commemorative T-shirts

  • Rain jacket/pants for those rainy days

  • Reusable water canteen

REQUEST MORE INFO OR BOOK A CALL WITH A TRIP PLANNER

Select Interest Area
Tuscany
Puglia
Bespoke Trip
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