Tallinn's compact Old Town means visitors can cover centuries of history without long detours. Start at Town Hall Square, the medieval core still ringed by merchant houses, then follow Pikk Street past St. Olaf's Church, once among the tallest structures in the world, toward the fortified Tallinn Town Wall for sweeping views over red rooftops. The onion domes of Alexander Nevsky Cathedral add a striking Russian Orthodox contrast just steps away. For a break from cobblestones, Kadriorg Park and its palace grounds offer green space, while Telliskivi Creative City and Kalamaja reveal the city's converted-factory, street-art side. Together these stops balance old and new Tallinn efficiently.