The 7 Best Wine Window Tours in Florence

1.Florence Walk Tour + Wine Windows Option | Discover, Sip, Enjoy!

★★★★★★★★★★4.5 · 245 reviews · 1 hour 30 minutes (approx.) · from $22Our pick

Join an English-speaking local guide for a 90-minute walk through Florence’s historic center, from Piazza della Repubblica to the Duomo, Medici landmarks, Ponte Vecchio, and Piazza della Signoria. Choose the seasonal wine-window option for a glass of wine and a surprise tasting.

“Our guide was knowledgeable and easy to understand! This was a great way to orient ourselves in the historic part of the city.”

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2.City Highlights Walking Tour + Wine Windows Option

★★★★★★★★★★4.6 · 147 reviews · from $15Best value

Meet your English or Spanish-speaking guide at Piazza della Repubblica for a lively 90-minute walk through Florence’s center. Learn about the Medici, Michelangelo, and Leonardo da Vinci, then choose the wine option for a glass poured through a traditional buchetta del vino and a surprise tasting.

“Enjoyed the tour enormously. Guide was great. Explained everything very well. Highly recommend the tour.”

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3.Wine Windows Walk with Wine Tasting and Appetizers

★★★★★★★★★★4.7 · 56 reviews · 2.5 hours · from $116

Walk central Florence with an English-speaking guide such as Vera, Laura, Lori, or Tommy, stopping at historic wine windows and major sights. One window serves a glass of wine, then a local expert leads a one-hour tasting of three Tuscan wines with cured meats, cheeses, bruschetta, olives, or vegetarian options.

“This tour was fabulous! We got to see where many of the wine windows were, active and inactive and learn about their history along the way. Our guide Laura was just fabulous!!”

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4.Florence Vespa Tour as a Passenger, max 6 people + Wine Window!

★★★★★★★★★★5.0 · 32 reviews · 1 hour 30 minutes (approx.) · from $114Top rated

See Florence from the back of a chauffeured Vespa on a 90-minute small-group ride for up to six people. Your English-speaking guide takes you to Piazzale Michelangelo, Fiesole, San Miniato al Monte, and a historic wine window. Guides have included Diego, Alexa, Giovanni, and Dan.

“Definitely the highlight of our time in Florence! My husband (he’s a big dude) was a little nervous at first. But the professionalism, communication, and joy of the experience had him smiling and having fun in no time! An absolute must do!”

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5.Wine Windows Walk with Wine Tasting and Appetizers

★★★★★★★★★★5.0 · 21 reviews · 2 hours 30 minutes (approx.) · from $118

Start near the Duomo at 5 pm for a small-group walk through Medici Florence, Renaissance palaces, San Lorenzo, and historic wine windows. Your local guide, such as Vera, Laura, or Chiara, leads the 1.5-hour route, followed by three Tuscan wines, olives, prosciutto, and salami at Mercato Centrale.

“A passionate tour guide and a very walkable tour through the main parts of Florence. Come ready for history of the Medicis and excellent appetizers and wine at the finish.”

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6.Michelangelo’s David & A Sip Through a Wine Window

★★★★★★★★★★4.8 · 17 reviews · 1 - 2.5 hours · from $54

Join an English-speaking guide such as Giada, Leonardo, or Rosanna for skip-the-line Accademia entry, Michelangelo’s David, San Lorenzo, Medici landmarks, and a Tuscan wine-window stop. The small group has up to 12 people and ends at Mercato Centrale.

“The tour was great. Rosanna was very knowledgeable and the museum isn’t very large so it is easy to see it all. We were able to stay and see areas we missed after the tour. There was never any mention of going to a wine window during the tour even though it was in the tour name.”

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7.Riding discovering the wine windows

★★★★★★★★★★5.0 · 3 reviews · from $0

Pedal through Florence with Biking with the Wolf on a relaxed 2.5-hour ride. See major squares, quieter lanes, and historic wine windows, then taste wine served directly from one. Groups are capped at eight, and the route returns to its starting point.

“It rained the day of our adventure. The guide was concerned about the slippery streets and navigating in the rain and suggested we cancel. I asked and He met us anyway, gave us valuable information and maps to the windows. I asked for Read more”

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