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This is Oly Bennet, your globe‑trotting sports nut parachuting into San Diego, where the vibes are so chill even the seagulls look semi‑retired.
If you want in‑the‑know fun this week, start today at the Makers Arcade Holiday Fair on Broadway Pier, running December 13 and 14, 2025, with more than 140 local makers, live bands, gourmet food trucks, craft cocktail bars, photo booths, and hands‑on art stations, according to San Diego Made. It’s peak “I just came for one candle and left with a new personality” energy.
Then pivot to pure chaos: SantaCon San Diego on Saturday, December 13, 2025, kicking off at Whiskey Girl in the Gaslamp, where PubCrawls.com says hordes of Santas, elves, and slightly confused reindeer turn a bar crawl into a full‑contact endurance sport. Hydration, my friends.
For holiday lights with a Top Gun twist, the USS Midway Museum’s Jingle Jets runs select nights through December 30 with more than a million lights and live performances on the flight deck, according to the Midway. It’s the only place you can sip cocoa while standing under a fighter jet and debating who’s the real Maverick.
Sports junkies, your sneaky gem is pickup and league play at the basketball courts by the PB Rec Center and Mission Bay Park, but for organized action, the San Diego Winter Classic at Alliant International University brings youth hoops to town December 13–20, 2025, as listed by Blacktop 24/7. Scout future stars, yell “ball don’t lie,” and call it cardio.
For live music that still feels local, Brick by Brick on Buenos Avenue has The Red Jumpsuit Apparatus on Saturday, December 13, 2025, per the venue calendar. It’s a compact, loud, sweat‑on‑the‑walls rock box where you can pretend it’s 2007 and your knees don’t hurt.
Art lovers, slide into Balboa Park and hit the San Diego Museum of Art and MOPA@SDMA. The museum notes they’re decked out for the holidays, with art, food, and shopping wrapped in twinkly décor. Perfect pre‑or‑post stroll before grabbing tacos in South Park and arguing about which mural is most Instagrammable.
Speaking of neighborhoods, La Mesa’s Holiday in the Village runs December 13, 2025, from noon to 9 p.m. along La Mesa Boulevard, according to the La Mesa Village Association. Expect craft vendors, live music, fire pits, and that small‑town‑inside‑a‑big‑city feeling where you accidentally join a caroling group and somehow know all the words.
Night owls, Nova SD on Sixth Avenue is hosting the Night Trip Holiday Party with a secret house music lineup on Friday, December 19, 2025, with doors at 10 p.m., according to Nova SD. If you like your cardio with lasers and bass drops, this is your arena.
Hidden‑gem adventuring? Hit Sunset Cliffs for golden‑hour walks and impromptu yoga sessions, then grab birria tacos from a food truck in Logan Heights before wandering Barrio Logan’s street art and indie galleries like you’re drafting the city’s unofficial culture guide. For a quieter flex, locals love sunrise paddleboarding on Mission Bay and trail runs in Tecolote Canyon—nature workouts that absolutely justify three California burritos afterward.
Food‑wise, chase trending spots in North Park and University Heights: craft beer flights, natural wine bars, and pop‑up kitchens slinging smashburgers, birria ramen, or ube‑everything. If something has a line and a neon sign, odds are it’s all over social right now.
San Diego is basically an endless tournament of “most fun way to spend a day,” and you, listener, are in the finals.
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