Checking in With San Diego's Oldest Bar, Where Tequila Is Cheaper Than Therapy

from San Diego Magazine's Happy Half Hour · host San Diego Magazine

#411 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. To follow Waterfront click here. Discover more at San Diego Magazine

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This episode is 1 hour and 14 minutes long.

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This episode was published on December 11, 2025.

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