Concierge.com's insider take:
This tiny harbor, circled by the gaily painted facades of what were once fishermen's houses but have since become millionaire's retreats, is excessively pretty. The high water mark of the Portofino legend came in the '50s, when a procession of film stars came to stay (many of them friends of Rex Harrison, who owned a villa here). By 1954, the picturesque fishing port was so well known that it became a film location itself, in Joseph Mankiewicz's The Barefoot Contessa. This is where you'll find the Splendido, a former monastery, then a patrician villa, and now one of Europe's most exclusive, and expensive, hotels. Though cruise ships and bus tour parties have since democratized the Portofino experience, the place still retains an aura of exclusivitypartly thanks to stringent local planning regulations. There's not much to do here except sip an aperitivo down by the port (try La Gritta, at 20 Calata Marconi, with its floating pontoon terrace), browse the luxury brand boutiques, or wander up to the Castello Brown, the castle that dominates the harbor and that takes its name from the English consul who turned it into a private residence in 1870. You could also try for lunch at Puny, the most celebrated of Portofino's waterside restaurants. There's another side to Portofino, though, that has more to do with nature and hiking boots than dry martinis. The rocky, densely wooded promontory behind the town has long been a regional park, and several marked footpaths traverse it. One of the best is the two-hour trek via Pietre Strette to San Fruttuoso, a 10th-century Benedictine abbey that stands in a tiny inlet. You can continue across to San Rocco on the other side of the promontory. This stone village offers extraordinary views down the coast toward Genoa, and a fine end-of-trek trattoria, La Cucina di Nonna Nina. San Fruttuoso can also be reached by boat, from Portofino or Camogli.