Ripper & Co

You'll walk into Ripper & Co on Osborne Road expecting a trim, but you're actually walking into one of Southsea's cleverest bar concepts. It's a proper working barber shop downstairs—they take their cuts seriously—but head upstairs and you've got a fully stocked cocktail bar that feels like you've stumbled into someone's sophisticated living room. The whole thing works because it doesn't try too hard; it's just a genuinely nice space where locals come for both a fade and a Negroni, sometimes on the same visit. With a 4.8 rating from hundreds of reviews, people clearly rate what they're doing here.