Southern Hills Loop
Cycling RouteThis slightly more demanding route ventures out of the immediate valley and into the picturesque rolling hills to the south. You will ride past historic villas, thick olive groves, and tall cypress trees that define the classic Tuscan landscape. The elevation gain rewards you with phenomenal, sweeping views looking back down over the terracotta roofs of the city. It feels like an entirely different world just minutes away from the busy centre.
SURFACE BREAKDOWN
ELEVATION PROFILE
WHY WE LOVE THIS ROUTE
This ride appeals to those wanting a taste of the famous Tuscan countryside without straying too far from the city. The combination of challenging inclines and incredibly rewarding panoramic views makes it a highly satisfying short adventure.
RIDER'S NOTEBOOK
- • Consider renting an electric bike if you want to enjoy the views without struggling up the steep inclines.
- • Time your arrival at the final terrace to coincide with the spectacular sunset lighting.
- 1VIEWPOINT
Michelangelo Square
PIAZZALE MICHELANGELOA sweeping, panoramic terrace offers the most famous and comprehensive view of the entire city skyline. Catching your breath here while looking out over the magnificent cathedral dome is an unforgettable experience.
FULL PLACE DETAILS
OVERVIEW & STATS
- Established
- In 1869, making it 157 years old
to next stop - 2WAYPOINT
Arcetri District
ARCETRIThis quiet, elevated neighbourhood is famously associated with the final years of Galileo Galilei. The narrow roads wind past beautiful historic homes and offer glimpses of the surrounding agricultural land.
to next stop - 3WAYPOINT
Imperial Hill
POGGIO IMPERIALEA steady climb up a wide, tree lined avenue leads to the grounds of a grand former Medici villa. The impressive scale of the estate showcases the immense wealth of the historic ruling family.
FULL PLACE DETAILS
ARCHITECTURE & HERITAGE
- Heritage Status
- Italian National HeritagePart Of Unesco World Heritage Site
- Architectural Styles
- Neoclassical
WEB & AMENITIES
to next stop - 4WAYPOINT
Roman Gate
PORTA ROMANAThis massive, well preserved medieval gate marks the traditional southern exit from the historic city. Passing through its grand archway feels like leaving the urban environment behind.
FULL PLACE DETAILS
OVERVIEW & STATS
- Established
- In 1328, making it 698 years old
Other Cycling Routes
Check out other routes in Florence
Arno River Greenway
This leisurely ride follows the mostly flat paths alongside the river, taking you away from the dense tourist centre into expansive green spaces. The route provides gorgeous, uninterrupted views of the water reflecting the historic bridges and colourful riverfront buildings. It is an incredibly relaxing way to spend a morning, offering a gentle breeze and plenty of opportunities to stop for a scenic break. You will eventually reach the largest public park in the city, perfect for a sunny picnic.
view route
Fiesole Ascent
This challenging ride takes you high up into the mountains overlooking the city to an ancient Etruscan settlement. The winding roads test your endurance but reward you with spectacular scenery of the entire valley unfolding below. The destination is a quiet, aristocratic town filled with ancient ruins and elegant villas. It is a fantastic physical challenge that pairs athletic effort with incredible archaeological history.
view route
Alternative Ways to Tour the City
Switch your pace. Discover curated routes by bike, foot, or self-guided exploration.
Left Bank Artisans
This captivating walk takes you through the fiercely authentic neighbourhoods located south of the river. Wandering these narrow streets reveals a dense network of traditional artisan workshops creating everything from bound leather books to gilded frames. The atmosphere is distinctly local, filled with the sounds of craftsmanship and the chatter of residents. It provides a deeply intimate look at the enduring traditions that keep the city's historic economy alive.
Medici Dynasty Trail
This immersive journey traces the dramatic rise, absolute dominance, and ultimate decline of the city's most legendary ruling family. You will connect the monumental palaces they built, the churches they funded, and the secret corridors they used to maintain control. The route reveals how a single banking family managed to shape the entire architectural and cultural legacy of the Renaissance. It is a fascinating exploration of ruthless ambition, incredible wealth, and political cunning.