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Dark Side of Florence Night Walking Tour

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When the sun sets on Florence, another side of the city comes to life. Hear the intertwined tragic love stories and gruesome family feuds, and learn about a much older and more captivating view of Florence in this night tour. With your expert guide, relive the darker side of Florence during the Medieval Ages, full of treachery and betrayal, cutthroat businesses, dark winding alleys, and sordid stories. Learn about the scandals and legends that infused Medieval Florence with dark grandeur.


Many visitors to Florence are dazzled by its beautiful architecture and artwork. Wandering the halls of the Uffizi and gazing on Michelangelo's David, it is hard to imagine the scandal and violence that characterized Florence before the Renaissance. On this night walking tour we peel back the layers to uncover an older, darker side of the city, telling you the legends and mysteries that shed new light on some of the city's most important sites.

Our tour reveals sordid tales of the true Florence of the Medieval Ages, when cutthroat business (sometimes literal) was the name of the game, and protecting your tower home from intruders meant keeping a cauldron of oil always on the boil. It was a time when streets deemed too dark were closed as a matter of public safety and traitors were burned, their bodies hung out in public as a warning to all. Hear about the series of events that led to the attempted assassination of the Medici heirs (in a church no less!) and the love stories that set medieval Florentine tongues wagging.

For two hours, your expert English-speaking guide will lead you around the city of Florence, uncovering the history hidden behind stone walls. You will see Palazzo di Bianca Cappello, a palace built by the Grand Duke for his mistress, and discover the cause of their mysterious deaths, only recently brought to light through the use of modern technology. With Piazza Signoria and Ponte Vecchio on our route, you will see some of the most famous sites of Florence, although the stories you hear there and the details you notice will be a lot less well known.

It is not all treachery and treason though. We will end our tour on a sweet note with a stop at one of Florences best gelaterias, for a gelato of your choice.

Traveling in small groups of 25 people or less, your guide will be easy to interact with and your group small enough to navigate the streets and piazzas of Florence without disturbing the peace.

Join us on this original night walking tour and experience the city as you would never have seen it otherwise. Florence as it was before the Renaissance, a defensive city of tragic love stories, fatal pride and feuding families.


  • Palazzo Strozzi

  • Palazzo di Parte Guelfa

  • Piazza della Signoria

  • Galleria degli Uffizi

  • Ponte Vecchio

  • Palazzo Pitti

  • Palazzo di Bianca Cappello

  • Gelateria


  • Headsets

  • Gelato

  • English-speaking guide
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Dark Side of Florence Night Walking Tour

Duration: 2:30 hour(s)
Available: Mon, Wed, Fri and Sat
Pick-up: Not available
Inclusions: Headsets / Gelato / English-speaking guide
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  • 19:35

    Meet Your Local Guide at Piazza degli Strozzi

  • 19:45

    Your tour begins!

  • Palazzo di Bianca Capello

    See Palazzo di Bianca Cappello, a palace built by the Grand Duke for his mistress, Bianca Cappelo. Discover the cause of their mysterious deaths which only recently brought up with the help of modern science.

  • Palazzo Strozzi

    The palace is built for Filippo Strozzi the Elder, a rival of the Medici who came back to the city 1466. He desired for the most majestic palace which serves as a political statement of his status and for his family's continued prominence.

  • Palazzo di Parte Guelfa

    Visit Guelph's Palace, a historical building which was once the headquarters of the Florentine Guelph party.

  • Piazza della Signoria

    Marvel at the L-shaped square, Piazza della Signoria which is the center of origin and history of the Florentine Republic and is still the political hub of the city in the present.

  • Galleria degli Uffizi

    The Uffizi Gallery is one of the largest and most renowned art museum in the world. It's a home to a collection of art works, particularly from Italian Renaissance period.

  • Ponte Vecchio

    Take a scenic view of the Old Bridge over the Arno River, popular for the numerous shops along the bridge.

  • Palazzo Pitti

    The palace is currently the largest museum complex in Florence, housing treasures of paintings, plates, jewelries and more. It was originally the town residence of Lucca Pitti, a Florentine banker. It also became home to the ruling families of the Grand Duchy of Tuscany.

  • Finish at Local Gelateria

    Drop by at one of Florence's best gelaterias, for a gelato of your choice.

  • 21:45

    Tour Ends at Ponte Santa Trinità

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  • This tour is unable to accommodate guests with wheelchairs or any impairments requiring special assistance, as well as strollers or baby carriages on group tours.

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Cancellation Policy

  • Any cancellations made within 3 business days of your activity (after 18:30:00 local time) will be subject to a charge of 100% of the total amount.

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