Wine Windows Walk with Wine Tasting and Appetizers

Explore Florence’s hidden wine windows, enjoy tastings of three Tuscan wines, and savor local appetizers on this intimate guided walk.

If you’re visiting Florence and want a mix of history, local flavor, and a bit of wine indulgence, the Wine Windows Walk with Wine Tasting and Appetizers is worth considering. This tour promises an insightful stroll through the city’s lesser-known medieval secrets—its wine windows—all while offering generous sips of Tuscan wines and tasty bites. As travel lovers ourselves, we’re always on the lookout for experiences that blend culture and culinary delight, and this one checks those boxes nicely.

What we really like about this tour is its small-group setup, which makes the experience feel personal and relaxed. Plus, the fact that you get to taste wine directly from historic wine windows makes it uniquely immersive. Having a knowledgeable guide to explain Florence’s sights adds context to the picturesque streets you’ll wander. The only potential downside? Some reviewers mention a discrepancy between expectations and what’s delivered, so it’s good to be clear on what’s included before booking.

This experience suits anyone with an interest in Florence’s history, wine, or both—especially those who appreciate authentic, off-the-beaten-path encounters. Whether you’re a first-timer eager to see the city’s major sights and learn the stories behind them or a wine enthusiast wanting to taste local varieties in a historic setting, this tour offers a charming mix of both.

Key Points

Wine Windows Walk with Wine Tasting and Appetizers - Key Points

  • Intimate group size ensures a relaxed, personalized experience.
  • Expert local guide shares fascinating insights into Florence’s history and wine culture.
  • Tastings of three different Tuscan wines plus a glass from a historic wine window elevate the experience.
  • Includes traditional Tuscan appetizers like cured meats, olives, and more.
  • A walk through main sights such as Piazza della Repubblica, Duomo, and Piazza San Lorenzo.
  • Relevant for history buffs and wine lovers alike, with a flexible itinerary that balances sightseeing and tasting.

A Closer Look at the Tour Itinerary

The tour kicks off at Via Ricasoli, where you meet your guide and start a journey through Florence’s rich past. The first stop is a building that was once home to Medici bankers, including Lorenzo the Magnificent. This Renaissance palace isn’t just eye candy; it’s a reminder of Florence’s banking and artistic prowess during the 15th century. Your guide will share stories about the Medici family’s influence, making the history come alive as you stand outside this iconic structure.

Next, your walk takes you to Cathedral Square, home to the beautiful Dome by Filippo Brunelleschi. Here, you’ll learn about the cathedral’s legendary construction—how it was a marvel of engineering at the time—and admire the Baptistery and its famous doors. From there, the route crosses through the heart of Florence to reach the wine windows—tiny, arched openings in buildings that allowed wine to be served directly to eager customers centuries ago.

The stops along the way include a Renaissance palace linked to one of Florence’s oldest wine-making families. It’s not just about tasting wine here; it’s about understanding how deeply woven wine was into Florence’s social fabric. The visual highlight is the wine windows, which are surprisingly common across the city—over 100 of them—and many are still visible today. You’ll get a chance to peek through one and sample a glass of wine brewed or stored nearby.

The tour winds through Piazza San Lorenzo, where you’ll see the first Renaissance church designed by Brunelleschi. Your guide shares tales of Michelangelo fleeing Florence and why the façade of this church was left unfinished—details that make the city’s architecture even more intriguing.

The Final Destination: An Extended Wine Tasting in Mercato Centrale

After exploring Florence’s sights, the tour culminates in Mercato Centrale, a bustling food market. Here, you’ll settle into a cozy tasting session featuring three types of locally produced wines. You’ll savor each sip alongside classic Tuscan appetizers like prosciutto, olives, and salami, providing a full sensory experience that pairs well with the historic ambiance.

This hour-long tasting isn’t just about drinking; it’s a chance to understand the flavors typical of Tuscany, guided by local experts who can tell you how these wines fit into Florence’s culinary scene. It’s a perfect way to relax after the 1.5-hour walking tour, and most reviews highlight how much they appreciated this thoughtful conclusion.

What’s Included and What’s Not

Wine Windows Walk with Wine Tasting and Appetizers - What’s Included and What’s Not

The tour is priced at approximately $114.09 per person, which might seem steep at first glance—but when you consider the guided walk, multiple tastings, and appetizers, the value adds up.

Included:
– A 1.5-hour guided tour led by a local expert, packed with stories and insights.
– A glass of wine from a historic wine window, adding authenticity.
– A 1-hour wine tasting with three types of wine and traditional Tuscan snacks.

Not included:
– Hotel pick-up or drop-off, so you’ll need to arrange your own transportation to the starting point.

The tour is designed for most travelers, with a small group limit of just ten people, which keeps the experience intimate. The meeting point is conveniently located near public transportation, making it easier for you to plan your day.

The Real People, Real Experiences

Wine Windows Walk with Wine Tasting and Appetizers - The Real People, Real Experiences

One of the most praised aspects from past participants is their guide’s knowledge—the way they share stories about Florence and its wine culture makes the experience memorable. For example, one reviewer, Giuseppina, mentioned, “Our guide was very nice and interesting. She gave us a lot of information,” highlighting the friendly and informative nature of the tour.

Another reviewer, JoAnne_D, called it “very educational regarding the sights in Florence,” and appreciated learning about the over 100 wine windows around the city. This detail hints at how much you can discover on this walk, even after the tour ends.

However, not all reviews are glowing. Imelda_L pointed out that only one actual wine tasting took place, despite expectations of more. She noted that the guide left during the wine tasting and appetizers, which was disappointing. It’s important to understand that this is a 2-hour walking tour that ends with a separate, hour-long tasting session—so the tasting is not part of the walk itself.

Practicalities and Tips

Wine Windows Walk with Wine Tasting and Appetizers - Practicalities and Tips

  • The tour begins at 5:00 pm, ideal if you want a leisurely late afternoon or early evening activity.
  • Confirmations are immediate, but cancellation is free if you cancel at least 24 hours in advance.
  • Since the group is small, booking tends to fill up around 49 days in advance, so plan ahead if you’re set on the date.
  • If you’re sensitive to alcohol, this might not be suitable, but most people can participate comfortably.
  • Dress comfortably for walking—Florence’s cobblestones can be uneven.

Who Should Consider This Tour?

Wine Windows Walk with Wine Tasting and Appetizers - Who Should Consider This Tour?

This experience is well-suited for history buffs, wine lovers, and cultural explorers. It’s perfect if you want to see Florence from a different angle—beyond the usual highlights—and enjoy tasting authentic Tuscan wines in a historic setting. It’s also a good choice for those who prefer small-group, guided experiences over solo exploring.

If you’re traveling with children or prefer a more family-oriented activity, this tour might not be ideal, given the focus on wine and the walking distance. But if you’re an adult keen to soak up Florence’s secrets and savor local flavors, it’s a charming addition to your itinerary.

Final Thoughts: Is It Worth It?

Wine Windows Walk with Wine Tasting and Appetizers - Final Thoughts: Is It Worth It?

All things considered, this tour combines history, culture, and wine into a compact experience that leaves you with stories and flavors to remember. The small-group setup enhances the personal touch, and the chance to taste wine from Florence’s iconic wine windows adds a layer of authenticity most tours can’t offer.

While some reviews suggest expectations around multiple tastings weren’t fully met, the overall experience seems to deliver a good balance of sightseeing and tasting, especially given the expert guidance. The combination of discovering hidden city corners and indulging in good wine with local bites makes it a well-rounded option for a relaxed, culturally rich afternoon.

This tour is best for travelers who value storytelling and authentic experiences over large group tours or purely self-guided visits. When booked well in advance, it can be both educational and delicious—an experience that offers a window into Florence’s unique past and vibrant present.

✨ Book This Experience

Wine Windows Walk with Wine Tasting and Appetizers



4.5

(8 reviews)

“The experience was very educational regarding the sights in Florence. We didn't realize there are over 100 wine windows around Florence. We notic…”

— JoAnne D, May 2025

Frequently Asked Questions

Wine Windows Walk with Wine Tasting and Appetizers - Frequently Asked Questions

Is this tour suitable for families or children?
Since the tour involves wine tastings and is designed for adult participants, it’s best suited for travelers of legal drinking age. It’s not specifically geared toward children or families, but older teenagers with an interest in history and wine could enjoy it.

What’s the main highlight of this experience?
The highlight is the chance to taste wine directly from Florence’s historic wine windows while learning about their history. The guided walk also offers a chance to see Florence’s major sights with insider stories.

How long does the entire experience last?
The guided walking tour lasts about 1.5 hours, followed by a 1-hour wine tasting and appetizer session at Mercato Centrale. Total time commitment is roughly 2 hours 30 minutes.

What’s the price, and is it good value?
At just over $114 per person, the price includes guided sightseeing, multiple wine tastings, and appetizers. Considering the small-group setting and the unique wine windows experience, it offers fair value, especially if you’re keen on wine and local history.

Are there any scheduling restrictions?
The tour starts at 5:00 pm, and it’s recommended to book well in advance (about 49 days on average) since spaces are limited. Cancellations are free if done 24 hours prior.

Is transportation provided?
No, the tour does not include hotel pickup or drop-off, so you’ll need to make your way to the starting point via public transport or other means.

In the end, whether you’re a wine enthusiast or a history lover, this Florence tour offers a charming glimpse into the city’s secret past and delicious present. Just be sure to set your expectations accordingly, enjoy the stories, and savor those Tuscan wines—you might find yourself looking at Florence in a whole new light.