Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Florence’s charm with this sunset wine tour featuring scenic walks, artisan neighborhoods, and tastings of Tuscan wines and local foods.
Travelers looking to combine the allure of Florence’s historic sights with a taste of local wine and food will find this Florence Sunset Wine Tour a charming addition to their itinerary. This two-hour guided walk explores the vibrant Oltrarno district, crossing iconic landmarks like the Ponte Vecchio and winding through lively neighborhoods. It ends with a cozy wine tasting that pairs perfectly with Tuscan snacks, making it an ideal choice for those seeking a relaxed yet insightful evening.
What we particularly love about this experience is how it balances sightseeing with authentic tastings, providing a genuine feel for Florentine life. The knowledgeable guides, such as Giacomo and Nadia, are frequently praised for their friendly approach and deep local insights. However, a common consideration is that some guests expected more wine at each stop — the tour concludes with just two tastings, which might not satisfy true wine aficionados. Still, it’s a delightful experience for anyone wanting a leisurely, cultural introduction to Florence’s food and wine scene.
This tour suits first-time visitors eager to get their bearings and meet fellow travelers in a small-group setting, with only up to 8 participants. If you’re after a casual, well-organized evening that combines history, local flavor, and scenic views, this is a solid pick.


We loved the way this tour offers a relaxed yet immersive introduction to Florence. It’s not just about ticking landmarks off a list but experiencing the city’s vibrant neighborhoods and local culture in a friendly, engaging manner. The fact that this tour operates in the late afternoon, with sunset views included, adds a special magic — especially if your timing aligns with the season. And the small group size means you get plenty of personal attention and insider tips.
One of the most praised aspects is the guides’ knowledge and warmth. For example, Catharine called Giacomo “fantastic,” highlighting how his storytelling and wine knowledge made the experience memorable. Similarly, Nadia’s charm and friendly demeanor made the evening feel intimate and relaxed, according to reviews. This personal touch elevates the tour beyond just walking and tasting — it’s about feeling connected to the city through stories and shared experiences.
However, some travelers note that expectations around the wine tasting could be clearer. Multiple reviews mention that they anticipated more frequent wine stops or different venues, but the tour mainly focuses on one main cellar with two tastings. For those who want a multi-stop wine adventure, this might be a minor disappointment. Plus, the tour is about two hours long, so those seeking a full-blown wine tour or a dinner experience might want to look elsewhere.
In terms of value, at around $161 per person, it’s a bit on the higher side for just two tastings. Yet, considering the inclusion of a guided walk, local insights, and the scenic sunset, it offers a well-rounded and authentic experience that justifies the price for many. Plus, the opportunity to enjoy Tuscan wines and delicacies in a cozy setting is hard to beat.
Evening activities in Florence include these interesting options

The tour kicks off at the famous Ponte Vecchio, Florence’s oldest bridge, which itself is a sight to behold. Walking across it, you’ll see centuries of history, and your guide will share snippets about its significance. Reviewers lauded this as the perfect starting point to soak in the city’s vibe, with one noting that the tour’s pace was comfortable, allowing plenty of time for photos and appreciation.
Next, the walk takes you into the Oltrarno district, renowned for its artisan workshops and lively atmosphere. This neighborhood feels more authentic and less touristy than Florence’s main attractions. Our guides often stop here to point out local shops, workshops, and hidden gems, giving a sense of Florentine craftsmanship. Reviewers like Abigail appreciated this part, mentioning the stories and background shared about local artisans, making it more than just a stroll.
The tour pauses at Piazza Santo Spirito, a beloved local square filled with cafes and wine bars. This is where many guests experience a relaxed vibe, perfect for sampling light refreshments and soaking up the evening atmosphere. The lively ambiance and friendly chatter here get high marks from travelers, especially those who enjoy people-watching and local flavors.
Wine enthusiasts might appreciate these other Florence tasting experiences
From here, the group heads to Piazzale Michelangelo, famed for panoramic views of Florence. While the sunset view might depend on the weather (some reviews noted fog or overcast skies), the chance to see Florence from above is a bonus. Guests often mention the stunning cityscape as a highlight, especially when the city lights start flickering on.
The core of the experience is a visit to a local wine cellar for the aperitivo, where guests sip Chianti and other Tuscan wines. The guide introduces the wines’ background, explaining their significance and tasting notes. To sate appetites, a platter of crostini — crispy bread topped with various spreads — is included, showcasing a regional specialty. Reviewers like Natalie praised the “marvelous time” tasting multiple wines, calling the guide “incredible” and highlighting the relaxed, intimate atmosphere.
As darkness settles over Florence, the group crosses back into the historic center, admiring the floodlit Duomo and other landmarks. The tour concludes with a second wine tasting and toast, offering a final chance to reflect on the evening’s discoveries. Some reviews mentioned that the tour felt a bit brisk, but overall, the balance of walking and tasting kept the experience lively and engaging.

This experience shines brightest for first-time visitors wanting a gentle introduction to Florence’s neighborhoods, culture, and flavors. It’s a great choice for couples, small groups, or solo travelers who appreciate storytelling, scenic views, and wine in a cozy setting. If you’re a dedicated wine enthusiast, you might find the tastings a bit limited, but if you’re after a relaxed evening with beautiful sights and local bites, this tour hits the mark.
Ideal for those with moderate physical fitness — the walk is manageable, but some inclines and cobblestones require comfortable shoes. It’s also perfect for travelers who enjoy guided experiences rather than self-directed wandering.

Is the tour suitable for children?
Yes, children can join the tour and will receive light refreshments; it’s a family-friendly activity.
Does the tour include transportation?
No, it’s a walking tour starting and ending at the same point, near public transportation.
Can I book hotel pickup?
Not by default, but hotel pickup and drop-off are available for an additional fee upon request.
How long does the tour last?
Approximately 2 hours, making it a relaxed yet engaging experience.
What is included in the price?
The price covers guided walking, wine tastings, and light snacks for younger guests.
Are the wines local?
Yes, you’ll taste Tuscan wines, including Chianti, from the famous region.
What happens if the weather is bad?
The tour operates in all weather conditions; dress appropriately, and the tour will go on even in rain or fog.
Is there a limit on group size?
Yes, a maximum of 8 travelers, ensuring an intimate atmosphere.
Can I purchase wine during or after the tour?
Wines are available for purchase after tasting at the cellar.

The Florence Sunset Wine Tour offers a delightful mix of scenic views, local culture, and authentic Tuscan wines. It’s a well-paced, intimate experience that provides meaningful insights into Florentine neighborhoods and their artisans. The guides’ warmth and knowledge enrich this walk, making it a memorable way to wind down your day — especially if you’re lucky enough to catch a sunset.
While it may not satisfy hardcore wine lovers craving multiple stops or extensive tastings, it compensates with its charming atmosphere and educational storytelling. For those seeking a gentle, culturally enriching evening that combines Florence’s best sights with a taste of local life, this tour is a smart choice.
In the end, it’s best suited for first-timers, small groups, and anyone wanting a peek into Florence’s vibrant neighborhoods paired with good wine and beautiful views. It’s a relaxed, friendly way to end a day in one of Italy’s most beloved cities.
Note: Always confirm the current availability and weather conditions before booking to ensure the best experience.