Tony's Martini Bar

While Little Chef down the block is strictly takeout infrastructure, Tony's actually wants you to stay awhile. This is a proper cocktail bar—shakers, garnish trays, bartenders who know ratios—but it exists in the body of an OB dive, all dark wood and worn-in booths and nobody checking your shoes at the door. The espresso martini earns its cult status here, which is saying something in a town with no shortage of them. It's caffeinated, balanced, doesn't taste like dessert—the kind of drink that justifies ordering a second even when you know you shouldn't.

The rest of the menu runs classic: actual martinis, Manhattans, the standards made correctly without the upcharge you'd pay ten blocks inland. Pool table anchors the back, beer's available if your friends aren't in a shaking mood, and the vibe toggles easily from pre-show warmup to solo nightcap depending on when you show up. Late-night service runs later than most spots on Newport, though they will start the exit process before official close—plan accordingly.

Door policy can be inconsistent, which is the tax you pay for an actual bouncer in a neighborhood where most bars just prop the door open and hope for civility. Come midweek for elbow room and Kayla's pours. Come weekends if you want the full energy, though expect tighter quarters and slower service when it's packed. This isn't the kind of place you stumble into by accident—the exterior reads anonymous even by OB standards—but once you know it's here, it becomes the go-to when you want a real drink without leaving the neighborhood.