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!
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 PACKAGES
2025
Itinerary name: "CHIANTI VESPA CLUB"
Itinerary Explained:
Lenght: 5 days
Campbase: Poggibonsi (Siena)
Riding Skill: Il Viaggiatore (Intermediate)
Distance: over 100km
Booking Status: Open
All the charm of our classic Tuscany tour, plus something special for Vespa enthusiasts: join the local Vespa Club for a 100km ride through the heart of Chianti. It’s an unforgettable way to connect with the local riding community while exploring some of the region’s most scenic and spirited terrain.
Itinerary name: "CHIANTI"
Lenght: 5 days
Campbase: Poggibonsi (Siena)
Riding Skill: Il Principiante (Easy)
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—with curated stops for food, wine, and cultural discovery each day.
2026
Itinerary name: "CHIANTI"
Lenght: 5 days
Campbase: Poggibonsi (Siena)
Riding Skill: Il Principiante (Easy)
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—with curated stops for food, wine, and cultural discovery each day.
Itinerary name: "CHIANTI VESPA CLUB"
Itinerary Explained:
Lenght: 5 days
Campbase: Poggibonsi (Siena)
Riding Skill: Il Viaggiatore (Intermediate)
Distance: over 100km
Booking Status: Open
All the charm of our classic Tuscany tour, plus something special for Vespa enthusiasts: join the local Vespa Club for a 100km ride through the heart of Chianti. It’s an unforgettable way to connect with the local riding community while exploring some of the region’s most scenic and spirited terrain.
Why Vesping Around
Vesping Around offers immersive, all-inclusive, multi-day trips that is perfect for those seeking.a bit of adventure along with comfort and curated experience. It’s not just a ride—it’s a journey you’ll never forget.
24/7 Guided
Vesping Around provides expert, native guides available 24/7 to ensure a smooth, informative, and worry-free experience throughout your journey.
Small Groups
With small groups, you’ll enjoy a more intimate, personalized experience, allowing for deeper connections and a truly impactful adventure.
Multi-Day
Our multi-day itineraries let you fully immerse yourself in the culture and landscapes, giving you ample time to explore and savor each destination.
All-Inclusive
Every Vesping Around tour is all-inclusive, covering everything from Vespa rentals and accommodations to meals and guided excursions, so you can relax and enjoy the ride. Oh, and you get the sought after Vesping Around Travel Kit!
Hands-On
Engage in hands-on food and cultural experiences like cooking classes, workshops, local museums, and more, allowing you to actively connect with local culture.
Off Beaten Path
We take you off the beaten path, exploring hidden gems and quiet spots away from the tourist crowds for a truly authentic experience.
The Vesping Around
Gear
Every trip includes a Travel Kit which includes gear you can wear and use before and after your memorable trips.
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Backpack
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Collectable patch to glue to your backback
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Commemorative sticker
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Commemorative T-shirts
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Rain jacket/pants for those rainy days
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Reusable water canteen
REQUEST MORE INFO OR BOOK A CALL WITH A TRIP PLANNER