Top Tuscany Crime Tours in 2026

Walk through Florence's shadowed streets on this self-guided Dark Mysteries and Legends tour, brought to you by the Trippy Tour Guide. Discover the friar who burned the city's art and was burned in return, a ghost who has kept a window open for five hundred years, and a bride who clawed her way out of her own tomb. Pass the hospital where a nurse has never stopped working, a palazzo window bricked shut as punishment for conspiracy, and a stone marking a deal made with the devil. Visit the cathedral where a family was stabbed at Easter Mass, cross the bridge haunted by a murdered nobleman, and uncover the unsolved story of the Monster of Florence. Finish by the Arno, where beauty and darkness have always shared the same light.

Shake up your sightseeing routine and skip the bland group tour with this app-based quest that leads you through Siena’s medieval center via engaging puzzles and challenges. Solve clues as you stroll through the old town at your own pace, learning about the city’s history and taking in landmark sights along the way. Delve into the power struggles between Siena’s ruling families in the Middle Ages and admire the squares, churches, and palaces they built.

The Medici family financed much of the Renaissance—but the connection between their banking empire, political power, and the art and architecture they commissioned is difficult to piece together without a guide to link the sites. This small-group tour covers the Cappelle Medicee, Palazzo Medici Riccardi, Palazzo Pitti, Ponte Vecchio, and the Duomo, tracing the Medici story across all five.

See what Tuscany has to offer without breaking the bank on this budget-friendly day trip to the region's highlights from Florence. Save hours with coach transportation and enjoy free time to explore the medieval old towns of Siena and San Gimignano, plus the sights of Pisa. Upgrade to a guided tour of Siena, or add-on a 2-course lunch with wine pairing for a hassle-free, all-inclusive day.

History enthusiasts will love this World War II private, guided walking tour of Florence, which you can customize to suit your own pace and interests. You’ll benefit from your guide’s expert insights and commentary as you explore sites such as the Ponte Vecchio, the Pitti Palace, and more, tracing the true stories of Benito Mussolini and the rise of fascism in Italy.

As a centuries-old city, Florence hides more than just a Renaissance heritage. On this small-group walking tour, see the city from a different perspective by learning about the darker aspects of local history. Hear tales of political intrigue at the former Medici palace, learn about the mysterious death of one of the key builders of the Florence Duomo (Cattedrale di Santa Maria del Fiore), and much more.