If you’re wondering what to do on a weekend in Tuscany, far from the crowds and surrounded by rolling hills, vineyards, and postcard-perfect villages — we have the perfect experience for you. Exploring the Chianti region on a Vespa isn’t just a day trip: it’s a way of traveling — slow, authentic, and full of emotion.

For years, we’ve been guiding curious travelers along the scenic roads of Chianti, offering two tours designed for those who love two-wheel adventures, great wine, and the beauty of the Tuscan countryside.

Tour 1: “Discovering Chianti by Vespa”

If you only have one day but want to enjoy a memorable experience, this is the perfect tour for you.

Explore the authentic flavors of Chianti with a stop at the bioshop of Sting’s estate — yes, the legendary English singer — who chose this land as his second home. Then continue to the historic Poggerina estate, where the Friars Servants of Mary produce wine and olive oil following centuries-old traditions. Ride on to Dudda and the iconic Castello di Querceto, before diving into the unique charm of Greve, Panzano, and Radda — each village with its own history, characters, and local treasures. End your tour with a stop in Volpaia, a hidden medieval gem nestled in the hills.

What’s included:

• Vespa rental (for 2 people) for the entire day, with initial briefing

• Scenic itinerary through Chianti’s hills, vineyards, and villages

• Stop wherever and whenever you want to take photos or enjoy the views

Why choose it:
This tour is ideal for an original day trip, a chance to rediscover the pleasure of slow travel, breathe in nature, and enjoy an unforgettable experience off the beaten path.

👉🏼 Click here to book now or give it as a gift with an open-date Gift Card!

Tour 2: “Weekend in Chianti by Vespa”

Looking to fully unplug and treat yourself to a weekend of beauty, flavor, and freedom? This tour is much more than a Vespa ride.

Explore the authentic flavors of Chianti with a stop at the bioshop of Sting’s estate and the historic Poggerina, where wine and oil are crafted with passion and tradition. Continue through Dudda and visit the famous Castello di Querceto, then immerse yourself in the charm of Greve, Panzano, and Radda, with their artisan shops, stories, and breathtaking views. End the tour in Volpaia, a real medieval jewel in the heart of Chianti.

What’s included:

• Vespa rental (for 2 people) for 2 full days, with initial briefing

• Overnight stay in a charming Tuscan accommodation

• Wine tasting at a selected local winery

• Authentic Tuscan lunch with vineyard views

Why choose it:

This is the perfect weekend escape for couples or friends. It combines a true wine & food experience with the freedom of the Vespa — the best way to explore Tuscany like never before.

👉🏼 Click here to book now or surprise someone with a Gift Card!

Why choose Tour in Vespa

• Ride the most iconic Italian scooter: the Vespa

• Carefully curated routes for beauty, safety, and unforgettable views

• Authentic, local experiences to share with the people you love

Conclusion: Discover the Best of Tuscany — On Two Wheels

Whether you’re planning a refreshing day out or a full weekend of relaxation and exploration, our Chianti Vespa tours are the ultimate answer to:“What should I do for an authentic experience in Tuscany?”

Book your next Tuscan getaway today.
Chianti is waiting — with the engine running and your heart wide open. ❤️