Sidecar tour in Florence and Chianti with wine tasting and lunch - The Marvelous View from Piazzale Michelangelo

Sidecar tour in Florence and Chianti with wine tasting and lunch

Experience Florence and Chianti on a 5-hour sidecar tour with wine tastings and a Tuscan lunch, led by friendly guides in small groups for an intimate adventure.

Exploring Florence and Chianti becomes an unforgettable experience with this sidecar tour, priced at $240.85 per person. Spanning approximately 5 hours, the tour combines scenic rides, cultural highlights, and authentic wine tastings. It starts from Café Pasticceria Gamberini in Florence and takes you through iconic spots like Oltrarno, Piazzale Michelangelo, and Impruneta. What makes this journey stand out is the chance to visit a small, family-run boutique winery in Chianti, sample Chianti wines, and enjoy a Tuscan lunch with local products—all in a small group of up to 6 travelers.

This tour is ideal for those who appreciate a personal touch, want to combine sightseeing with wine tasting, and enjoy the fun of riding in a vintage sidecar. It’s a relaxed, engaging way to see both the bustling city and the peaceful countryside. Be aware that booking typically occurs 110 days in advance, reflecting high demand for this unique experience.

Key Points

Sidecar tour in Florence and Chianti with wine tasting and lunch - Key Points

  • Small-group experience with a maximum of 6 travelers ensures intimacy and personalized attention.
  • Includes visits to Florence’s Oltrarno district, Piazzale Michelangelo, and Impruneta.
  • Rides on a vintage sidecar provide a fun and scenic way to explore the Tuscan countryside.
  • Wine tasting at a family-run boutique winery in Chianti with a Tuscan lunch featuring local products.
  • Duration of about 5 hours makes this a perfect half-day adventure with plenty of photo opportunities.
  • Free cancellation up to 24 hours in advance, with weather considerations affecting the experience.

Scenic Ride Through Florence’s Oltrarno District

Sidecar tour in Florence and Chianti with wine tasting and lunch - Scenic Ride Through Florence’s Oltrarno District

The tour kicks off in Florence’s Oltrarno district, known for its artisan workshops and charming streets. The guide takes you up and down the district’s winding roads, offering insights into local life. You also make a quick stop at Piazzale Michelangelo, which provides a breathtaking view of Florence’s skyline. This spot is perfect for capturing memorable photos of the city’s rooftops and dome.

The 45-minute ride through this historic neighborhood sets a relaxed tone for the day, blending city sights with the thrill of riding a vintage sidecar. The guide’s friendly approach makes this segment both informative and enjoyable. Since admission is free at these stops, there’s no extra cost, and you can focus on the scenery and the experience.

Transition to the Tuscan Countryside on the Chiantigiana Road

Leaving Florence behind, the tour heads along Strada Statale 222 Chiantigiana, the scenic route into Chianti’s rolling vineyards. This part of the journey is a highlight, as the sidecar ride offers unspoiled views of vineyards, olive groves, and Tuscan hills. The rider and guide point out notable features of the landscape, making the drive both relaxing and educational.

After about 4 hours on the road, the group arrives at a small, family-run boutique winery. Here, visitors explore a historical cellar, where wine has been produced for generations. This stop provides an authentic taste of Chianti wine, with tastings included in the experience. The winery’s intimate setting allows guests to learn about wine production directly from the winemakers, adding depth to the tasting.

The winery visit is a key highlight for wine enthusiasts, offering a chance to savor quality Chianti in a welcoming atmosphere. The lunch served in the winery’s setting features regional products, making it a true taste of Tuscany.

The Marvelous View from Piazzale Michelangelo

Sidecar tour in Florence and Chianti with wine tasting and lunch - The Marvelous View from Piazzale Michelangelo

On the return leg from Chianti, the tour makes a brief stop at Piazzale Michelangelo. This famous lookout point offers a panoramic view over Florence, showcasing the city’s red rooftops and iconic landmarks from above. Visitors can snap stunning photos and enjoy the cool breeze while soaking in the scenery.

The 15-minute stop is designed to give travelers a moment of reflection and picture-taking before heading back into the city or further exploring the countryside. This spot is a favorite for capturing the essence of Florence’s beauty from a high vantage point.

Impruneta’s Terracotta Traditions

Sidecar tour in Florence and Chianti with wine tasting and lunch - Impruneta’s Terracotta Traditions

The tour then visits Impruneta, a town renowned worldwide for its terracotta production. Known for its longstanding ceramics tradition, Impruneta’s pottery has been crafted here for centuries. Typically, this stop offers a quick chance to enjoy coffee, or simply to admire the town’s artisanal craftsmanship.

While brief, the visit underscores how deeply rooted local craft is in the region’s identity. Travelers get a glimpse of the town’s famous terracotta, which is often used in Tuscan architecture and art. The stop provides a relaxing break before heading back to Florence.

Logistics and Meeting Points

Sidecar tour in Florence and Chianti with wine tasting and lunch - Logistics and Meeting Points

The tour departs at 10:00 am from Café Pasticceria Gamberini in Florence’s city center. The meeting point is near public transportation, making it easy to access. The activity ends at the same location, providing a convenient finish to the day’s adventures. The group size is limited to ensure a personal experience, and service animals are allowed.

Since the tour involves riding a vintage sidecar, some basic comfort and balance are recommended, but no specific physical requirements are noted. The tour is suitable for most travelers, including those with an interest in wine, scenic views, and unique transportation.

The Experience in Practice: What Guides Do Well

Sidecar tour in Florence and Chianti with wine tasting and lunch - The Experience in Practice: What Guides Do Well

The guides, including Gilberto and Tommy, are praised for their friendly demeanor and knowledge. They offer engaging stories about Florence’s history and the wine regions, making the experience both fun and educational. The laid-back atmosphere ensures guests feel comfortable, and the small group size enhances the chance for personalized interactions.

Reviews highlight the beautiful setting, the delicious Chianti wines, and the relaxed pace of the tour as key strengths. The lunch with local products is appreciated as a tasty and authentic part of the day.

Booking and Cancellation Policies

Sidecar tour in Florence and Chianti with wine tasting and lunch - Booking and Cancellation Policies

This tour offers free cancellation up to 24 hours in advance, which provides flexibility for planning. It is weather-dependent, and if canceled due to poor weather, an alternative date or full refund is provided. Since the experience is popular, booking about 110 days in advance is recommended, especially during peak seasons.

Who Should Consider This Tour?

Sidecar tour in Florence and Chianti with wine tasting and lunch - Who Should Consider This Tour?

This sidecar adventure appeals most to those wanting an offbeat way to explore Florence and Chianti. It’s perfect for wine lovers, photography enthusiasts, and those looking for a fun, memorable journey with a small, friendly group. The combination of city sightseeing, scenic countryside, and wine tasting creates a well-balanced day out, especially for travelers eager to avoid the typical crowded tours.

Final Thoughts on the Florence and Chianti Sidecar Tour

The $240.85 price reflects a comprehensive experience that includes city highlights, scenic rides, wine tasting, and lunch in a small-group setting. The vintage sidecar adds a distinctive touch, making the journey more engaging than standard bus tours. The high ratings and positive reviews speak to the quality of guides and the overall memorable nature of the experience.

This tour offers a personal, scenic, and tasty way to enjoy Florence and Chianti, ideal for those who value authenticity, beautiful views, and a relaxed pace. It’s a solid choice for adventure-seekers and wine enthusiasts alike.

Ready to Book?

Sidecar tour in Florence and Chianti with wine tasting and lunch



5.0

(6)

100% 5-star

“Such a fun time riding through Florence with Gilberto learning about history on the way to Luiano for our wine tour. Beautiful setting, very laid …”

— Sarah B, May 2025

Frequently Asked Questions

What is included in the tour?
The tour includes city sightseeing stops, a visit to a boutique winery with wine tasting, a Tuscan lunch with local products, and scenic rides on a vintage sidecar.

How long does the tour last?
The total experience lasts approximately 5 hours, starting at 10:00 am and ending back at the starting point.

Where does the tour start and finish?
The tour departs and concludes at Café Pasticceria Gamberini in Florence city center.

Is this tour suitable for children or people with mobility issues?
While most travelers can participate, the sidecar ride requires some balance and comfort in riding; specific mobility restrictions are not detailed.

Can I cancel this tour if my plans change?
Yes, free cancellation is available up to 24 hours in advance. Weather cancellations are also possible with full refunds or rescheduling.

What makes this tour special?
The combination of scenic rides, cultural stops, and wine tasting in an intimate small-group setting makes it stand out, along with the fun of riding in a vintage sidecar.

What kind of wine is tasted during the tour?
Guests sample Chianti wines at a family-run boutique winery, adding an authentic taste of the region.

How is the lunch described?
The Tuscan lunch includes regional local products and is served in the winery’s setting, complementing the wine tasting experience.

Is the tour weather-dependent?
Yes, adverse weather may lead to cancellations, but in such cases, alternative dates or full refunds are offered.

How far in advance should I book?
Booking typically occurs about 110 days in advance, reflecting high demand for this sought-after experience.