Private Wine Windows guided tour & other Florence secrets

This is not your typical tour. With a dedicated local guide at your side, you'll wander Florence’s cobbled alleys at twilight, discovering a world of forgotten legends, noble traditions, and hidden architectural details. Crafted for those who seek more than just monuments, this private experience reveals the city’s soul through curious stories, off-the-map locations, and authentic flavors.

Discover a hidden side of Florence with this evening walking tour. Stroll through the charming streets of the Oltrarno, the city’s most authentic neighborhood, and uncover fascinating legends, lesser-known stories, and unique spots away from the usual tourist crowds. Perfect for Instagram photo spot seekers! Starting from Piazza della Repubblica, you’ll stroll through the heart of Florence, stopping at iconic yet secretive spots. At the Loggia del Porcellino, rub the nose of the famous bronze boar for good luck before uncovering the curious legend behind it. Continue through Via delle Terme and Piazza del Limbo, one of Florence’s oldest squares, where you’ll enjoy a surprise tasting, an authentic Tuscan delicacy. As you follow the path of the Vasari Corridor from the outside, your guide will reveal stories of Medici power and mystery. Cross the elegant Ponte Vecchio, once filled with butchers before being transformed into a world of goldsmiths. In Oltrarno, Florence’s most authentic district, discover historic wine windows, many of which have been recently restored. These small openings in noble palaces were used in the past to sell wine directly to Florentine citizens—today, they make for a perfect photo spot and an unforgettable experience. Your journey continues past Palazzo Pitti and Piazza Santo Spirito, where lively trattorias and historic shops still preserve Florence’s spirit. End your tour near Palazzo Strozzi, where you’ll enjoy a glass of Tuscan wine served from an original wine window, just as locals did centuries ago. A tour filled with history, legends, and hidden gems—perfect for those seeking an alternative and authentic experience.