For that sports fan you have your eye on, ask them out to an A’s, Warriors, or Raiders game.
Better yet, if that person is originally from another city, buy tickets for a game where the Oakland team is playing their home team.
If sports aren’t your thing, the Coliseum also hosts the occasional monster truck rally (you know they’re a keeper if they know who Grave Digger is).
Street festivals occur in Oakland throughout the year, but the Art and Soul Festival in Downtown Oakland is one of the largest.
The waterfront restaurant is a great option day or night, when the lights around the lake are guaranteed to give an extra romantic touch.