Top 5 Vespa Tours to Discover Tuscany

May 22, 2025

Ride through vineyards, hilltop towns and postcard-perfect roads

Introduction

Is there anything more iconic than exploring Tuscany on a vintage Vespa? The wind in your hair, the scent of cypress trees, and sweeping views make for a romantic and unforgettable adventure. In this guide, we share the top 5 Vespa tours starting from Montepulciano.


1. Montepulciano – Pienza – Monticchiello Tour

A timeless route through rolling hills and medieval villages. Stop in Monticchiello for a walk and in Pienza for a cheese tasting or glass of wine.