Vespa Tour in Chianti, Tuscany

The heart of Tuscan wine country

Chianti is the landscape that defines Tuscany in the world's imagination — a tapestry of vineyard-draped hills, cypress-lined roads, and stone farmhouses perched above valleys cultivated since Etruscan times. The Chianti Classico appellation, designated in 1716 by Grand Duke Cosimo III de' Medici, is one of the world's oldest defined wine regions. Today the black rooster (Gallo Nero) on every Chianti Classico bottle marks wines that capture the essence of this storied terroir.

There is no better way to feel Tuscany than from the saddle of a vintage Vespa, cypress-lined road unrolling in front of you, the cooling air of Chianti in your face. Our half-day tour pairs you with a local guide who knows every shortcut, viewpoint and family-run trattoria off the SS222.

Routes are tailored to your group's confidence — beginners practise on quiet back roads first; experienced riders explore deeper into the back country. Stops include a hilltop village for espresso, a panoramic photo point, and (optionally) a small winery for a tasting. A back-up van follows for luggage and for non-riding companions.

What's included

  • Vintage Vespas (automatic or manual)
  • Local guide-rider in front
  • Quiet back-road routes
  • Hilltop village + viewpoint stops
  • Optional winery tasting + chase van

Plan your Chianti stay

Our concierge designs every vespa tour around your group's pace, dietary preferences and travel dates. One email is all it takes to start.

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