Afternoon in Siena and Chianti Wine Tour with Dinner from Florence - Siena Duomo: Gothic Art and Architecture

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence

Discover Siena and Chianti on this 7-hour tour from Florence, featuring sunset exploration, wine tasting, and a Tuscan dinner for $82.55 per person.

A charming way to experience Tuscany’s classic sights and flavors, the Afternoon in Siena and Chianti Wine Tour with Dinner from Florence offers an affordable and memorable escape. Priced at $82.55 per person, this 7-hour journey departs from central Florence and takes you through scenic landscapes, medieval streets, and lush vineyards. The tour’s highlights include free time in Siena, a guided visit to a Chianti wine estate, and a delicious Tuscan dinner paired with local wines. It’s well-suited for those who prefer to avoid crowds and enjoy a relaxed evening in Italy’s countryside, although the group size is capped at 30 travelers for a more personal experience.

While the tour provides a good overview of Siena and Chianti, it’s important to note that the time in Siena is limited to about two hours, which may not satisfy those eager for an in-depth exploration. Plus, the bus parking situation can be inconvenient, as some reviews mention the coach parking far from the city center. Still, the knowledgeable guides, spectacular views, and quality wine and food make this a solid choice for anyone wanting a taste of Tuscany’s beauty and flavors in one afternoon.

Key Points

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence - Key Points

  • Affordable price at $82.55 per person for a 7-hour guided tour from Florence.
  • Visit Siena with free time to explore the medieval streets and see Piazza del Campo.
  • Enjoy a guided tour of a Tuscan wine estate in Chianti, including wine tasting and dinner.
  • Dinner features Tuscan specialties paired with up to four glasses of local wine.
  • Sunset viewing in Siena offers a beautiful photo opportunity, although the time is limited.
  • Tour includes transportation in an air-conditioned vehicle and a professional guide.

Scenic Drive from Florence to Siena

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence - Scenic Drive from Florence to Siena

The tour begins at Piazzale Montelungo in Florence, easily accessible from Santa Maria Novella train station. After boarding a comfortable coach, the guide shares insights into the history and culture of Tuscany during the approximately one-hour drive through olive groves and rolling hills. This scenic journey sets the stage for the afternoon exploration, making the most of the countryside’s peaceful landscapes.

Exploring Siena’s Medieval Charm

Once in Siena, the guide leads a walk through the city’s well-preserved medieval streets. You’ll find yourself in the central Piazza del Campo, famous for its large oval shape and vibrant atmosphere. The square is the hub of local life and hosts the annual Palio horse race. You’ll have about two hours of free time to wander the artisanal shops, cafes, and alleyways. Notable sights include the Siena Duomo, an impressive Gothic cathedral with a colorful façade and interior frescoes by Renaissance masters such as Michelangelo and Pinturicchio.

Siena Duomo: Gothic Art and Architecture

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence - Siena Duomo: Gothic Art and Architecture

The Siena Cathedral is a highlight for architecture lovers; its pink, green, white, and black marble exterior immediately catches the eye. Inside, the marbled mosaics on the floors depict biblical scenes, while Renaissance artworks by Donatello and others adorn the interior. Although admission to the Duomo costs about 7 euros, visits are optional, and the Piccolomini Library offers a special glimpse of deep-colored frescoes.

Sunset in Piazza del Campo

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence - Sunset in Piazza del Campo

As the afternoon turns to evening, the sunset casts a warm glow over Siena’s main square, offering excellent photo opportunities. Locals gather on the wide slopes of the piazza, creating an authentic atmosphere. This moment provides a perfect backdrop for capturing the city’s timeless charm and enjoying a peaceful pause before heading to the winery.

Touring a Chianti Wine Estate

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence - Touring a Chianti Wine Estate

After Siena, the coach takes you to a Tuscan farmstead in the Chianti wine region, renowned for its ruby-red wines. At the estate, a guided cellar tour reveals the wine production process, emphasizing the aging and blending techniques used to craft Chianti Classico. The estate overlooks rolling hills and vineyards, characteristic of Tuscany’s landscape.

Wine Tasting and Dinner Experience

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence - Wine Tasting and Dinner Experience

The wine estate hosts your dinner setting, either indoors or outdoors, depending on the weather. The meal features Tuscan specialties like bruschette, salami, and fresh cheese, followed by home-cooked pasta using local ingredients. Up to four glasses of wine are served, including Chianti Classico, while the guide explains the flavor profiles of each pour. The atmosphere under the sunset sky creates a romantic backdrop for the meal.

Parking and Group Size Considerations

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence - Parking and Group Size Considerations

One common issue mentioned in reviews is the bus parking situation; some travelers find the coach parks far from Siena’s city center, causing inconvenience, especially for older guests. The group size, limited to 30 travelers, helps maintain a personalized experience, but some reviews note that the free time in Siena feels brief, with only about two hours allocated for exploration and photos.

Pacing and Duration of the Tour

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence - Pacing and Duration of the Tour

The tour’s 7-hour duration includes transportation, exploration, wine tasting, and dinner. The drive is approximately one hour each way, with about two hours in Siena and two hours at the winery. The timing means the experience is relaxing but not exhaustive; travelers eager to explore Siena in depth or visit multiple wineries may find it somewhat limited.

Food Quality and Wine Selection

The dinner at the Chianti estate is praised for delicious Tuscan dishes, paired with local wines that are described as high-quality. Several reviews highlight the passion of the winery owners and the excellent variety of wines, particularly Chianti Classico. The meals are considered good value and add a memorable touch to the overall experience.

Transport, Accessibility, and Comfort

The air-conditioned coach is designed for comfort during the scenic drive, but some reviews note that lack of air conditioning on the bus from Siena to the winery can make the hour-long ride uncomfortable in hot weather. The meeting point at Piazzale Montelungo** is convenient for most travelers, but parking the bus far from Siena can be frustrating.

Tour Reviews and Ratings

The tour receives a solid 4 out of 5 stars from over 280 reviews. It is especially appreciated for knowledgeable guides, beautiful views, and quality wine and food. However, some reviews mention disappointment with the limited time in Siena and the lack of a guided tour in the city. The bus comfort and parking issues are also noted as drawbacks, but these do not overshadow the overall positive experiences.

Siena and Chianti: The Perfect Evening Escape

This tour offers a relaxed way to see Siena’s highlights and enjoy a taste of Chianti’s wine culture. The sunset in Siena and the wine tasting dinner create an atmospheric experience, ideal for photography lovers and food and wine enthusiasts. The guided cellar visit and Tuscan dinner add depth to the trip, making it more than just a sightseeing outing.

While some limitations in timing and comfort exist, the value for money and authentic Tuscan flavors make this tour worth considering. It’s best suited for those who want an overview of Siena and Chianti without the commitment of a full day or multiple winery visits.

Ready to Book?

Afternoon in Siena and Chianti Wine Tour with Dinner from Florence



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“The whole tour and programme of this event were great! The tour guide was patient, knowledgeable and very polite. She took us through some of the m…”

— Hristiyan B, Featured

Frequently Asked Questions

How long is the tour from Florence?
The tour lasts about 7 hours, including transportation, exploration, and dinner.

What is included in the package?
The package includes air-conditioned transportation, a professional guide, dinner at a wine estate, and wine tasting.

Is there free time in Siena?
Yes, there is approximately two hours of free time to explore Siena independently, visit the Duomo, and take photos.

Can I visit the Siena Duomo?
The admission to Siena Duomo costs about 7 euros and is not included in the tour price. It is recommended to visit if time permits.

What wines are served at dinner?
Up to four glasses of local wines, including Chianti Classico, are served during dinner, with explanations from the guide.

Are dietary requirements accommodated?
Yes, travelers are advised to inform about dietary needs at booking, and the meal features Tuscan specialties suitable for most diets.

Is the bus comfortable?
The coach is air-conditioned; however, some reviews note the lack of air conditioning on the return trip from Siena to the winery as a drawback.

What is the cancellation policy?
Bookings can be canceled free of charge up to 24 hours in advance for a full refund.

Who operates this tour?
The tour is provided by Ciao Florence Tours Srl, with contact info available upon booking.