Channel your inner tourist in Old Town
At only 12 acres, Old Town San Diego isn’t especially big -- but it is another opportunity to show off that big brain of yours. A number of historical buildings reside on the property which are free to walk around, including the old schoolhouse and graveyard that make up the first Spanish settlement on the West Coast. Once you’ve been reminded how sweet it is to be living in the 21st Century, head over to one of the cantinas for a margarita.
Stroll (and maybe drink?) down Cedros
The main drag of the charming North County town of Solana Beach, the Cedros Avenue Design District makes for a damn fine cheap date. Most of the galleries and boutiques feature items so expensive that your date would never expect you to actually purchase them (hopefully), and the occasional free wine tasting can be stumbled upon (and away from) on Friday and Saturday nights. The highlight? That’d have to be renowned surf photog Aaron Chang’s gallery -- clad in board shorts and a t-shirt, Chang frequently stops in to chat with patrons about having the coolest job in the world.