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Discover Florence through a 2-hour sunset walking tour featuring iconic sights, artisan neighborhoods, and a wine tasting with local foods, led by expert guides.
Florence’s Sunset Wine Tour offers a charming way to experience the city’s lively Oltrarno district, blending scenic views, cultural insights, and delicious local flavors. Priced at $161.39 per person, this approximately 2-hour guided walking experience is designed to showcase Florence’s most captivating landmarks while providing a relaxed opportunity to taste Tuscan wines paired with local foods. The tour has earned a 4.5 out of 5 rating from 70 reviews, with many praising the knowledgeable guides, authentic wine tastings, and the intimate group size, which typically limits the tour to 8 travelers.
This tour suits those eager to combine sightseeing with wine and food in a small-group setting. It begins at Ponte Vecchio, one of Florence’s most famous bridges, and winds through vibrant neighborhoods such as Oltrarno and San Frediano. While it features a sunset wine tasting at a local cellar, it’s important to note that the tour involves moderate walking, and some expectations around multiple wine stops may not align with actual stops. Still, for lovers of Florence’s lively atmosphere and authentic local spots, this tour offers a warm and engaging introduction to the city.


The tour kicks off at Ponte Vecchio, an iconic Florence bridge known for its historic shops and stunning views of the Arno River. Meeting here allows for a central start in Florence’s bustling old town, with the guide ready to lead the group through the city’s lively streets and quiet alleys. This spot offers an immediate sense of Florence’s charm and provides a scenic backdrop for photos. The tour typically begins with a brief introduction before setting out on the walking route.
It’s advised to arrive at least 15 minutes early to organize and get ready for the experience. The meeting point’s proximity to public transportation makes it convenient for most visitors. The tour ends back at the starting point, making it easy to continue exploring Florence afterward.
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The Oltrarno district is a highlight of this experience, known for its craft workshops, artisan shops, and authentic local atmosphere. The guide leads visitors through this vibrant neighborhood, offering insights into Florence’s traditional trades. Walking along its lively streets provides a glimpse into Florentine life beyond the tourist hotspots.
The tour includes a visit to Santo Spirito Square, famous for its wine bars and lively piazza. This area embodies Florence’s relaxed yet vibrant spirit, perfect for soaking up the local culture. Expect to see bustling cafes, small artisan boutiques, and hear stories about Florence’s social customs. The guide shares local history throughout the walk, making it both an educational and enjoyable part of the tour.

One of the tour’s key moments involves crossing Ponte Vecchio, the most significant bridge in Florence. Over 10 minutes, the group admires its medieval architecture and unique shops. The guide encourages taking photos by the riverside, capturing views of the Arno River and the city’s skyline—the perfect opportunity to appreciate Florence’s historic charm.
This stop is especially scenic during sunset, with the soft evening light illuminating the bridge and cityscape. The guide shares interesting facts about this landmark, giving visitors a deeper understanding of its history and significance.

The highlight of this tour is the sunset wine tasting held in a traditional Florence wine cellar. After a walk through lively neighborhoods, the group pauses to enjoy a glass of Tuscan wine—focused on Chianti—as the sun begins to set over Florence’s skyline.
The wine is paired with a platter of crostini, a typical Tuscan snack, offering a flavorful taste of the region. The wine tasting is relaxed, with the guide sharing insights into wine production and regional differences, making it suitable even for those new to wine. The experience is further enriched by the atmospheric setting, with flickering streetlamps and floodlit landmarks providing a dramatic backdrop.

Following the wine tasting, the tour proceeds across the Arno River into Florence’s historic center. Here, the Duomo dome and other Renaissance landmarks are illuminated, creating a magical scene. The guide discusses Florence’s artistic heritage, weaving in stories about its famous Renaissance figures.
Later, the group visits Piazzale Michelangelo, renowned for panoramic views of Florence. Although the weather can impact the sunset experience—as noted in reviews where fog prevented views—the overall ambiance of the illuminated city remains captivating. A second wine toast caps off the outing, adding a convivial touch to the evening.
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Multiple reviews praise the knowledgeable guides, often mentioning guides like Giacomo and Nadia for their friendly approach and local insights. Guides are appreciated for sharing stories about Florence’s history, social customs, and wine traditions, making the tour both informative and personable.
The small group size, usually capped at 8 travelers, ensures a relaxed atmosphere, allowing everyone to ask questions and enjoy personalized attention. Several reviews highlight the guides’ enthusiasm, humor, and genuine hospitality as key to making the experience memorable.

The tour operates in all weather conditions, so travelers are encouraged to dress appropriately for the evening. Confirmations are received at booking, and the activity features a mobile ticket for convenience.
For those requiring additional assistance, hotel pickup and drop-off are available upon request for an extra fee, making this tour accessible to a wider audience. The tour involves moderate physical activity, including walking through uneven streets and small alleys, so travelers should be comfortable with about an hour of walking.

While the tour is well-loved for its guides and atmosphere, some reviews mention discrepancies between expectations and actual stops. For example, some expected multiple wine venues, but the experience primarily involves one wine cellar at sunset, with other tastings being limited to a single location.
Plus, some reviewers felt the walking pace could be faster, or that the guide did not always provide detailed commentary during walks. There is also a note that the initial hour is more about exploring than wine tasting, which may surprise those expecting frequent wine stops along the route.
The Florence Sunset Wine Tour offers an engaging way to see Florence’s iconic sights while enjoying local wines and authentic snacks in a small-group setting. The guided walk through Oltrarno and historic landmarks, combined with the sunset wine tasting, creates a memorable atmosphere especially suited for those seeking a relaxed, culturally rich experience.
Although not a multiple-venue wine tour, it excels in its personalized approach, knowledgeable guides, and scenic backdrop. It’s particularly ideal for visitors wanting a gentle introduction to Florence’s neighborhoods, history, and flavors without the rush of larger tours.
This tour provides good value, blending sightseeing, local culture, and wine in a way that’s both welcoming and informative, especially for first-time visitors or those celebrating a special evening in Florence.
“I loved this tour right in the heart of Florence at a local wine shop with delicious wines and charcuterie. Giacomo was the guide and he was fantas…”
Is this tour suitable for children?
Yes, the tour includes light refreshments for guests under 18, making it appropriate for all ages. Children must be accompanied by an adult.
Does the tour include hotel pickup?
Hotel pickup and drop-off are available upon request for an additional cost. Otherwise, the tour starts at Ponte Vecchio.
What should I wear?
Since the tour operates in all weather conditions, it’s advisable to dress appropriately for the weather—either layers for cooler evenings or rain gear if needed.
How much wine will I taste?
The tour includes a wine tasting with local food pairings, focusing on Tuscan wines like Chianti, with generous portions at the cellar. Some reviews mention that the experience may not include multiple wine stops.
How long in advance should I book?
This tour is typically booked around 60 days in advance, indicating good availability for most travelers planning ahead.
Are there any physical requirements?
The tour involves moderate walking through uneven streets and alleys; travelers should have a moderate physical fitness level.