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

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.

Jackie is 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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