The Financial District and Embarcadero can be full of expense account- and tourist-traps, but The Barrel Room is definitely neither. Get to know your new potential someone over a dignified glass of wine (or beer or something stronger, if you prefer) in a calm setting, where you can order food if that's where the evening takes you.

This being downtown, most coffee shops in this neighborhood are grab-and-go affairs. Not so with Mazarine, which has plenty of seating to choose from, an essential when it comes to date number one. Plus, if things really get going (or really go south, depending on your outlook), there's beer and wine on offer here, too.

Reasonably priced Italian small plates and lots of wine in a bustling, pretty setting are solid starters for a great second date. The conversation's up to you, but Barbacco has the rest covered.

The view from luxe seafood spot Waterbar is all you need to signify serious. Located at the base of the Bay Bridge, the best time to go is at sunset, sitting on the heated patio while watching the sun go down and the bridge lights start to dance in front of you.

When's the last time you wandered through the Ferry Building? The vendors have only gotten even better, and the best time to go is on Saturday mornings to fully enjoy the farmers market. Prep yourself with patience for the inevitable crowds, but if you go with the right expectations, the outing can turn into a fun, all-day way to rediscover what you love so much about this city.

So long as you don't go during a sports game, Irish Times has the quick in-and-out service, simple drinks, and the somewhat private space you need to cut the cord.