San Diego's arts scene gets undersold because the weather makes the outdoors the obvious competition. Don't let it. The Old Globe alone is worth a weekend trip from anywhere on the West Coast, and La Jolla Playhouse has a founding story better than most theater origin myths.
The Globe and Its Legacy
The Old Globe in Balboa Park has been sending shows to Broadway since 1935 - three stages including an outdoor amphitheater for summer Shakespeare, a Tony Award on the shelf, and a setting inside one of the most beautiful urban parks in California. The outdoor stage in summer is a full evening: arrive early, walk the park, get a drink from the venue bar, watch something excellent. It doesn't require prior Shakespeare appreciation. It creates it.
La Jolla and the Wildcards
La Jolla Playhouse has a wilder founding story than any theater in the country: Gregory Peck and a group of Hollywood names started it in 1947 on the UCSD campus. It's been sending original productions to Broadway ever since - Jersey Boys, Come From Away, and a list that keeps growing. If something on their calendar sounds unfamiliar, that's almost always a reason to go rather than a reason to skip. Dinner first at George's at the Cove down the hill - get the terrace, the ocean view from up there is genuinely absurd.
Civic Theatre is the large house for Broadway touring productions when you want the full formal night out - 2,900 seats, chandeliers, the whole setup. It handles the big musicals that need scale.
Laugh Track
American Comedy Co. in the Gaslamp gets the Netflix special headliners in an intimate enough room that every seat feels close. National Comedy Theatre on 5th Avenue runs interactive improv that pulls the crowd in - it sounds like a gimmick right up until you're inside watching it actually work. Find San Diego theater and comedy tickets on Evil Tickets.