The tour starts at the 13th-century Gothic House, the most representative antique house in the historic quarter of Tivoli. The 3-floor structure made from mansory bricks with a unique external staircase gives off such a storybook-esque vibe that it looks like something walking out of the books of Brothers Grimm or Harry Potter. Adding to the vintage beauty of the house is its location on the romantic Villa d'Este Street, one of the oldest corners in the historic town. Browsing through a mysterious maze of cobbled alleys characterized by gently graded steps, vines spilling down walls, and mystic medieval buildings offers you a journey back to the Middle Ages.

Next, walk by the oldest church in the Old Town, Tivoli Cathedral. The original 8th-century cathedral, which has been renovated many times, was built by Roman Emperor Constantine, the first Roman emperor to convert to Christianity, in honor of Pope Simplicius who was born at Tivoli in the 5th century.

Continue to cross the picturesque Gregorian Bridge, from which you can capture all the beauty of Villa Gregoriana Park, a grandiose 19th-century masterpiece of hydraulic engineering built to put an end to disastrous flooding, with its large waterfall, a valley of lush vegetation, cliffs, caves, and vestiges of ancient buildings, most notably the Roman Temple of Vesta and the Temple of Sibyl.

Proceed to pass by the lively Plebiscito Market, nestling among lovely arcade cafés in the cozy namesake square. Displaying a variety of fresh produce and regional specialties, the colorful and aromatic stalls offer a chance to get immersed in the daily life of Tivoli.

Then, go up a slightly sloping street running along the 2nd-century Bleso Amphitheatre. The ruins of the ancient stadium consisting of an oval-shaped stage and part of the auditorium provide you with a flashback of bloody gladiatorial fights held there more than two millennium years ago.

At the end of the street prominently stands the 15th-century Rocca Pia Castle, the emblematic icon crowning the skyline of Tivoli. Built by Pope Pius ll, the medieval symbol of papal power will thrill you with historical stories from the Middle Ages.

Finally, marvel at Villa d'Este Garden, recognized by UNESCO as one of the first models for wonder gardens all over Europe, in all its glory from the highest viewpoint of the Vialone Terrace. From here, you have a good starting point to explore the breathtaking landscapes of the Italian-Renaissance garden from the 16th-century, which features numerous dramatic fountains, mythological statues, and a special organ that creates audible effects created by water.