Babies, it's chilly outdoors.
Happy hour at Taylor Shellfish Co. Catch it Monday–Friday from 4–6 p.m. Start off your late afternoon date with some oysters and bubbles.
Browse the art galleries. Pioneer Square is home to many established galleries. Pretend you're in the market from some fine art and pick out a favorite piece in each gallery.
Dinner at Damn the Weather. Cozy, brick-lined interior with a menu that features upscale shitty weather comfort foods like spaghetti bolognese, french fries, and caesar salad sandwich. Cocktails are broken into categories such as "Short, Fresh" and "Boozy, Evocative."