




From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine
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Ride a Vespa exploring scenic Chianti countryside winding roads
Off-the-beaten-path adventure discovering San Gimignano hidden gems
Three-course authentic Tuscan lunch with regional wine pairing
Learn local history culture gastronomy from knowledgeable tour guide
Chianti Vespa Adventure: Tuscany’s Scenic Roads, Wine, and Hidden Gems
Set off from Florence into the rolling landscapes of the Chianti region on a classic Vespa adventure that blends freedom, exploration, and authentic Tuscan charm. As you ride along quiet country roads, the scenery unfolds with vineyards, olive groves, stone farmhouses, and cypress-lined hills stretching into the distance. Led by a knowledgeable local guide, the journey offers both direction and discovery, sharing stories about the region’s history, traditions, and rural way of life.
The route is designed to showcase the quieter side of Tuscany, away from the busy tourist paths. Along the way, you pass through scenic countryside near San Gimignano and other medieval surroundings, where hilltop silhouettes and open valleys create a constantly changing backdrop. Riding your own Vespa adds a sense of independence and excitement, allowing you to experience the landscape at a natural pace while staying connected to the rhythm of the road.
A highlight of the adventure is a stop at a traditional Tuscan winery, where a relaxed three-course lunch is served in a picturesque vineyard setting. Each dish is paired with locally produced wines that reflect the character of the region, offering a true taste of Chianti’s culinary identity. The experience combines food, wine, and scenery in a way that feels both immersive and unhurried.
This Vespa journey brings together adventure, culture, and gastronomy in one seamless experience. From winding countryside roads to the warmth of Tuscan hospitality at the winery, every moment is designed to create lasting memories. It is a unique way to connect with Tuscany beyond the usual sightseeing routes, capturing its spirit through movement, flavor, and landscape.
Chianti Vespa Adventure: Tuscany’s Scenic Roads, Wine, and Hidden Gems
Set off from Florence into the rolling landscapes of the Chianti region on a classic Vespa adventure that blends freedom, exploration, and authentic Tuscan charm. As you ride along quiet country roads, the scenery unfolds with vineyards, olive groves, stone farmhouses, and cypress-lined hills stretching into the distance. Led by a knowledgeable local guide, the journey offers both direction and discovery, sharing stories about the region’s history, traditions, and rural way of life.
The route is designed to showcase the quieter side of Tuscany, away from the busy tourist paths. Along the way, you pass through scenic countryside near San Gimignano and other medieval surroundings, where hilltop silhouettes and open valleys create a constantly changing backdrop. Riding your own Vespa adds a sense of independence and excitement, allowing you to experience the landscape at a natural pace while staying connected to the rhythm of the road.
A highlight of the adventure is a stop at a traditional Tuscan winery, where a relaxed three-course lunch is served in a picturesque vineyard setting. Each dish is paired with locally produced wines that reflect the character of the region, offering a true taste of Chianti’s culinary identity. The experience combines food, wine, and scenery in a way that feels both immersive and unhurried.
This Vespa journey brings together adventure, culture, and gastronomy in one seamless experience. From winding countryside roads to the warmth of Tuscan hospitality at the winery, every moment is designed to create lasting memories. It is a unique way to connect with Tuscany beyond the usual sightseeing routes, capturing its spirit through movement, flavor, and landscape.
- Roundtrip minivan bus transportation
- Third party insurance
- Helmet and fuel
- Orientation and driving test
- Typical Tuscan lunch
- Wine tasting local winery
- Cruise vineyards olive groves
- Medieval villages scenic route
- Views of San Gimignano
- Engaging professional tour leader
- Automatic Vespa scooter
- Gratuities
$ 177.98
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Activity Provider: Authentic Italy Adventures
Customer Reviews

Some experiences don't fade, they settle into you instead. Riding a Vespa through the Tuscan countryside was one of those moments of pure peace. Seeing the countryside has been on my bucket list for years and it was better than I had imagined. The cloudy skies didn't take away from the stunning views of the rolling hills. Our guide, Ben, made the whole day feel personal and relaxed. He was friendly, full of life, and knowledge of the Tuscan area. My husband are I were blessed to be able to spend two weeks exploring Italy. This tour was by far one of our favorite parts. If you ever find yourself in the Tuscany region, this Vespa tour is definitely something to add to the list of experiences.

Fillipo and the whole team were fantastic from start to finish. Funny, friendly and informative, the tour was absolutely amazing fun. The food and wine was also great and in a great location, served in a 12th century castle in the Tuscan countryside. I would recommend to anyone thinking of a guided tour whilst in Tuscany.

We had such a great time on our Vespa tour! Riding through the countryside was the perfect way to take in the beautiful views—rolling hills, small villages, and vineyards everywhere you looked. The pace was relaxed, and it felt like something out of a movie. We stopped along the way and Angus took some great photos of us, and our guide gave us some background on the area and its history. One of the highlights was visiting a castle where we got to try some local wine and olive oil—both were excellent and made the experience feel even more authentic. Overall, it was the perfect mix of adventure and relaxation. Definitely recommend it if you’re looking for a fun and scenic way to experience the area!












