Choose a few reliable anchors: a panoramic lookout, a beloved central park, a vibrant neighborhood market, and any museums with free hours. Anchors keep you oriented, offer natural rest points, and create storytelling pivots that connect neighborhoods without repetitive backtracking or unnecessary transit costs. When energy dips, returning to an anchor restores momentum, letting you decide confidently whether to extend the loop, pause for a snack, or pivot toward a sunset spot recommended by someone you just met.
Cluster sights by proximity and vibe, not just fame. Favor compact walking loops that pass transit hubs, drinking fountains, and shade. Download offline maps, mark restrooms, and note stair-heavy streets. Fewer transfers mean more serendipitous encounters, better conversations, and less time puzzling over tickets or timetables. Embrace side streets with cafés, corner groceries, and murals; these connectors become living museums where routine daily scenes reveal context, character, and gentle humor you might miss on main boulevards.