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Checking in With SD’s Oldest Bar, Where Tequila is Cheaper Than Therapy

Bebemos cofounder Preston Caffrey and Waterfront Bar & Grill’s Dennis Glover talk cocktails, what makes a good regular’s bar, and running a local legacy
Photo Credit: Erica Joan

This week on Happy Half Hour, the crew posts up at the iconic Waterfront Bar & Grill, open since 1933 and still run by the same family. Co-hosts Troy Johnson and Jackie Bryant are joined by Bebemos Tequila cofounder Preston Caffrey and Waterfront GM Dennis Glover for a drink-fueled dive into one of San Diego’s most beloved institutions. They talk through the bar’s nearly century-old history, why Bebemos’ $15 pour might be the best deal in town, and what it means to run a bar that still feels like home but serves some of the most high-quality pub grub in the city.

By Jackie Bryant

Jackie is San Diego Magazine's and Studios' content strategist. Prior to that, she was its managing editor. Before her SDM career, she was a long-time freelance journalist covering cannabis, food/restaurants, travel, labor, wine, spirits, arts & culture, design, and other topics. Her work has been selected twice for Best American Travel Writing, and she has won a variety of national and local awards for her writing and reporting.

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