City Walls Promenade
Walking RouteTracing the northern and western edges of the city, this stroll follows the line of the ancient defensive walls and public gardens. It offers a wonderful contrast between the dense urban architecture on one side and the sprawling green valleys on the other. It is a flatter, more open route favored by locals taking their evening exercise.
SURFACE BREAKDOWN
ELEVATION PROFILE
WHY WE LOVE THIS ROUTE
It provides a continuous series of stunning panoramic views, allowing you to comprehend the layout of the city and its relationship with the surrounding landscape.
WALKER'S FIELD NOTES
- • Pick up some gelato near the gardens; it is highly acceptable to eat it while strolling along the ramparts.
- 1FREE THING TO DO
Camollia Gate
PORTA CAMOLLIAThe famous inscription above the arch declares that the city opens its heart wider than this gate to visitors.
to next stop - 2PARK & NATURE
La Lizza Gardens
GIARDINI LA LIZZAThe manicured lawns and equestrian statue create a peaceful, shaded retreat from the stone streets.
FULL PLACE DETAILS
OVERVIEW & STATS
- Established
- In 1779, making it 247 years old
ARCHITECTURE & HERITAGE
- Architects
- Antonio Matteucci
to next stop - 3PARK & NATURE
Medici Fortress Ramparts
BASTIONI DELLA FORTEZZA MEDICEAThe vast defensive walls offer sweeping, unobstructed panoramas of the Tuscan hills and the cityscape.
FULL PLACE DETAILS
OVERVIEW & STATS
- Established
- In 1561, making it 465 years old
ARCHITECTURE & HERITAGE
- Heritage Status
- Italian National Heritage
- Architectural Styles
- Renaissance
to next stop - 4HIGHLIGHT
Saint Dominic Viewpoint
BELVEDERE DI SAN DOMENICOThe elevated plaza presents a flawless, postcard-perfect view of the cathedral sitting atop the opposite hill.
FULL PLACE DETAILS
OVERVIEW & STATS
- Established
- In 1226, making it 800 years old
ARCHITECTURE & HERITAGE
- Heritage Status
- Part Of Unesco World Heritage Site
- Architectural Styles
- Gothic
WEB & AMENITIES
Other Walking Routes
Check out other routes in Siena


Medieval Alleys Walk
This walk deliberately avoids the main commercial streets, seeking out the narrowest, most atmospheric brick alleyways in the historic centre. It focuses on the architectural details, dramatic archways, and sudden, surprising viewpoints that define the city's unique urban fabric. It is a quiet, contemplative journey through the shadows of the past.
view route



San Martino Quarter Stroll
Exploring the south-eastern third of the city, this route uncovers a quieter, deeply residential neighbourhood. It meanders past hidden churches, grand Renaissance palazzos, and sudden drops overlooking lush valleys. The atmosphere here is noticeably slower and more intimate than the busy areas near the cathedral.
view route
Alternative Ways to Tour the City
Switch your pace. Discover curated routes by bike, foot, or self-guided exploration.


Chianti Castles Trail
Heading north, this ride weaves through the lush vineyards and dense oak forests of the world-famous Chianti wine region. The path connects several historic estates and medieval fortified hamlets. The landscape here is softer and greener, characterized by perfectly aligned vines and ancient stone walls.




Gothic Architecture Trail
This tour focuses on the stunning architectural unity that defines the city's golden age. It traces the evolution of Sienese Gothic design, from early fortified towers to elaborate, multi-coloured marble facades. By observing the distinct pointed arches, slender columns, and crenelated rooflines, you can read the history of a wealthy republic obsessed with beauty and civic pride.