Chianti Wine Tastings at Sunset Day Trip from Florence - Exploring the Medieval Charm of Greve-in-Chianti

Chianti Wine Tastings at Sunset Day Trip from Florence

Experience sunset in Tuscany with a 5-hour small-group tour from Florence, including visits to wineries, charming villages, and a delicious Italian snack.

Losing yourself in the beauty of the Chianti region at sunset is a highlight of any trip to Florence. Priced at $149.78 per person and lasting approximately 5 hours, this small-group tour offers an intimate glimpse into Tuscany’s famed vineyards and picturesque villages. With just eight people per group, the experience feels personal, allowing for more direct interaction with guides and hosts. The tour begins in Florence at the Piazza dei Cavalleggeri and takes you through rolling hills, vineyards, and classic Tuscan landscapes, all with the chance to sip Chianti Classico and Super Tuscan wines at a family-run estate.

This trip is ideal for those who appreciate wine, scenic drives, and small-group experiences. It combines wine tastings, historic villages, and stunning sunset views, making it a well-rounded, relaxing excursion. Though reviews mention a few minor points—like limited snacks and dinner options—the overall value and quality of the experience make it a popular choice for visitors wanting a taste of the Tuscan countryside.

Key Points

Chianti Wine Tastings at Sunset Day Trip from Florence - Key Points

  • Small group size of up to eight travelers for a more personalized experience
  • Includes visits to two wineries, with cellar tours and tastings of Chianti Classico and Super Tuscans
  • Sunset timing enhances the wine tasting with golden hour views over vineyards
  • Visit to Greve-in-Chianti, a charming medieval village, and stops at Montefioralle and Badia a Passignano
  • Tour duration is approximately 5 hours, starting and ending in Florence at Piazza dei Cavalleggeri
  • Includes a traditional Italian snack of bruschetta and cheese, with optional dinner at an extra cost

From Florence to the Rolling Hills of Chianti

Chianti Wine Tastings at Sunset Day Trip from Florence - From Florence to the Rolling Hills of Chianti

The tour departs from Piazza dei Cavalleggeri in Florence, where an air-conditioned minivan waits for the small group. The scenic drive along the Via Chiantigiana offers sweeping views of cypress trees, vineyards, and stone farmhouses, setting a relaxed tone for the afternoon. The focus on a small group size ensures plenty of opportunities for questions and personal interactions.

Travel time to Chianti takes roughly an hour, during which the guide shares insights into the region’s history and landscape. You can expect a comfortable ride with panoramic views, making the journey itself a highlight that prepares you for the picturesque stops ahead.

Exploring the Medieval Charm of Greve-in-Chianti

Chianti Wine Tastings at Sunset Day Trip from Florence - Exploring the Medieval Charm of Greve-in-Chianti

Your first stop is the decorated medieval town of Greve-in-Chianti, famous for its historic town square. Here, strolling around, browsing local shops, and soaking in the classic Tuscan atmosphere become part of the experience. Greve’s historic architecture and lively square provide great photo opportunities and a chance to enjoy the authentic local vibe.

This stop offers a good break from the vehicle, with enough time to explore at your own pace. It’s appreciated for its well-preserved medieval charm, setting the tone for the scenic beauty that follows.

Montefioralle and its Picturesque Views

A brief photo stop at Montefioralle lets you capture views of one of the region’s most charming hilltop villages. Known for its narrow streets and centuries-old architecture, Montefioralle provides a quintessential Tuscan scene. While brief, this stop adds to the tour’s photo collection and offers a peaceful moment amid the landscape.

Visitors should note that Montefioralle is a small village, so the stop is mainly for photos and quick walks. It’s a highlight for those who love picture-perfect villages with history and charm.

The Family-Run Vineyard Experience

Chianti Wine Tastings at Sunset Day Trip from Florence - The Family-Run Vineyard Experience

The main highlight of the day is the visit to a family-run vineyard, known for producing Chianti Classico and Super Tuscans. Here, the guide leads you through a cellar tour, explaining traditional production methods. This estate is praised for its authentic, non-commercial feel, giving a genuine insight into Tuscan winemaking.

At the cellar, you’ll taste four different wines, including Chianti Classico and other premium Super Tuscans. The wine tasting coincides with the golden hour before sunset, making the landscape glow as you savor the wines. A typical Tuscan snack of bruschetta and cheese accompanies the tasting, enhancing the experience with local flavors.

Sunset Over Vineyards and a Tuscan Snack

Chianti Wine Tastings at Sunset Day Trip from Florence - Sunset Over Vineyards and a Tuscan Snack

The timing of the tasting is carefully scheduled to catch the sunset, washing the vineyards in warm, honey-colored light. This creates a memorable ambiance perfect for sipping wine and taking photos. The snack of cheese and bruschetta offers a taste of Tuscany’s culinary simplicity and quality.

Guests often mention that this moment is the essence of the tour — combining beautiful scenery, excellent wines, and authentic snacks. The sunset view over the vineyards is frequently highlighted as the most memorable part.

Additional Village Stop in Badia a Passignano

Chianti Wine Tastings at Sunset Day Trip from Florence - Additional Village Stop in Badia a Passignano

On the return journey, the guide makes a photo stop at Badia a Passignano, a picturesque village with a historical abbey. This brief stop offers more scenic views and a taste of local history. It’s appreciated for its peaceful atmosphere and beautiful setting, perfect for a few more photos before heading back to Florence.

Dinner Options and Practical Tips

Chianti Wine Tastings at Sunset Day Trip from Florence - Dinner Options and Practical Tips

While the tour includes a Tuscan snack, an optional dinner in a restaurant is available at an extra cost. The dinner is pre-arranged and offers a chance to enjoy local dishes, though reviews mention that the menu is set, with limited choices and no vegetarian options in some cases. Travelers should be aware that the dinner may not include vegetarian options and that the dinner setting is sometimes at night with no views.

The tour ends back at Piazza dei Cavalleggeri in Florence, typically around 10 PM, providing ample time for a relaxed evening or further plans.

Practical Considerations and Customer Feedback

Chianti Wine Tastings at Sunset Day Trip from Florence - Practical Considerations and Customer Feedback

The group size of up to 8 makes for a personal experience, which many reviewers praise. Guides like Giacomo, Alaa, and Michael are frequently highlighted for their enthusiasm, knowledge, and friendly approach. They go out of their way to make the experience special, explaining regional history, wine details, and local culture.

Some reviews note that snacks are small, and the dinner menu can be limited, especially for those with specific dietary preferences. The timing of the tour can extend beyond five hours, often reaching 7 hours, which is something to keep in mind when planning your evening.

The cost of around $149.78 is seen as good value by most, considering the quality of wine, stops, and scenic experience. The tour is booked roughly 55 days in advance on average, reflecting its popularity.

The Sum Up: A Scenic and Intimate Taste of Tuscany

This sunset wine tour in Chianti offers a well-balanced experience of vineyard visits, historic villages, and beautiful landscapes, all delivered with a small-group atmosphere. It’s ideal for wine lovers, those seeking authentic experiences, and visitors who want a relaxed pace to enjoy the Tuscan countryside.

While the dinner options might be limited for some, the wine tastings, scenic stops, and sunset views make this tour worth considering. It’s especially recommended for travelers who appreciate personalized service and want to avoid large group tours. With knowledgeable guides and memorable vistas, this tour truly captures the charm of Tuscany’s most scenic corners.

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Chianti Wine Tastings at Sunset Day Trip from Florence



4.5

(150 reviews)

“We had a brilliant trip with Dimitri as our guide. He was top class, very knowledgable, accommodating, genuine and polite, he really made a great d…”

— jonathon s, Featured

Frequently Asked Questions

What is the duration of the tour?
The tour lasts approximately 5 hours, starting and ending in Florence.

What is included in the wine tasting?
You taste four different wines, including Chianti Classico and Super Tuscans, along with a cellar tour.

What is the meeting point?
The tour begins at Piazza dei Cavalleggeri in Florence.

Is food included?
A traditional Tuscan snack of bruschetta and cheese is included; dinner is available as an optional extra.

How many people are in each group?
Groups are limited to eight travelers for a more intimate experience.

Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours in advance.

Are children allowed?
Yes, child rates apply when sharing with two paying adults.

What is the best time for this tour?
The golden hour before sunset is ideal for the wine tasting, usually in the late afternoon.

Is this tour suitable for non-wine drinkers?
Yes, the scenic drives and village visits make it enjoyable even for those who prefer not to drink wine.

Are vegetarian options available?
The tour’s dinner menu is set, and some reviews suggest limited options for vegetarians. It’s best to confirm in advance if dietary restrictions are important.