Union Square-Financial District

Cantina
580 Sutter St
+1 415 398-0195
M-Sa 5PM-2AM
between Mason St & Powell St

Part of the new wave of "mixologists" that have been sweeping over San Francisco. Classic cocktails are well-made, although more exotic choices can leave something to be desired, and it doesn't present the most affordable of options. Unfortunately, most of the bartenders think far too highly of themselves and expect tips accordingly. Weekend nights are quite busy as well as the after work crowd on weekdays.

E&O Trading Company
314 Sutter St
+1 415 693-0303
M-Th 11:30AM-10PM, F-Sa 11:30AM-11PM, Su 5PM-9:30PM
at Grant

Decked out in an upscale but not trying decor, EO Trading has the kind of cocktail list that impresses but doesn't overwhelm. The menu of small plates and appetizers of Asian fusion cuisine, satay platters and a selection of naan bread is the perfect partner for their lychee martinis and Anchor Steam beers. Happy hour is from 3 to 6PM.

83 Proof
83 1st St
+1 415 296-8383
between Elim St & Mission St

This narrow lounge sits precariously between a Walgreens and a Wachovia. Friendly bartenders will concoct any type of drink you desire, which makes it great for a quick, after-work drink or late-night cocktails. 83 Proof is also well-suited to group outings with its cozy atmosphere and chill vibe. Along with the DJ, weekend nights can get pretty loud sometimes.

Harry Denton's Starlight Room
450 Powell Street
+1 (415) 395-8595
Tue-Sat 6 pm - 2 am Sun 11 am - 3:30 pm
In the Sir Francis Drake Hotel

Not for a visitor that's light in the wallet, but the view and setting from this lounge are undeniably hard to beat. Opulent is probably the best description. Dress well if going as the crowd that attends is there to be seen.

Lefty O'Doul's
333 Geary Street
(415) 982-8900

Less than a block from Union Square, just up Geary, this is considered to be a "dive bar" in the area, although for true dives, one needs to continue further up Geary and in to the Tenderloin. Well-known for their Bloody Mary and history, it's a decent place to stop in for a drink, although the crowd will most definitely not be locals.

Press Club
20 Yerba Buena Ln
+1 415 744-5000
between Market St & Mission St

This bar focuses on wine, with some of the finest from the nearby Wine Country. Sneak a peek at the wine cellar, and don’t be surprised if you’re super critical of the next glass of wine you drain outside the Press Club. Be prepared, however, to put a dent in your credit card or wallet by the end of the night.

Tunnel Top
601 Bush St
+1 415 722-6620
between Burritt St & Stockton St

This two-floor, cash-only bar is a neighborhood staple, where you’ll find an eclectic mix of locals downing the very excellent mojitos, shots of Fernet-Branca the unofficial drink of San Francisco, or egging on the bartenders to make up a new drink.