Set yourself up the right way with perfect handmade pasta at long-standing Italian resident Café Di Stasio on Fitzroy Street. Curving around onto the Esplanade, join in at the iconic Esplanade Hotel (aka the Espy) for bay-view pints and gastropub classics.
Cross Catani Gardens to the foreshore and stroll along the beach to landmark Stokehouse, where you can choose from fish 'n' chips, casual grills or upstairs dining. A little further along the strand is luxe foodie Donovans for chef's-hatted Mediterranean fare.
Pop back up to the Esplanade for a colourful latte and Instagrammable vegan inventions at Matcha Mylkbar, and side-step onto Carlisle Street for Radio Mexico's rockling ceviche and other fresh flavours. Along pedestrianised Acland Street, try your luck at another popular Mediterranean institution, Cicciolina, where the adjoining bar makes it worth the wait for a table (no reservations taken). Now you've hit your stride, step it up at the Newmarket Hotel on Inkerman Street for fusion pub grub. 2.8 km