38. Ocho Lounge at the Hotel Havana

CITY: San Antonio, Texas
ADDRESS: 1015 Navarro St.
WEBSITE: havanasanantonio.com

San Antonio's famous Riverwalk can get touristy: waddling couples with circling kids and lots of camera equpiment. Ocho will make you forget all about that. Soft candlelight swims over the velvet couches and antique leather club chairs in this basement lounge. The cocktails lean heavily on tequila, but not the sort of firewater that blacks out college students and leads to awkward mornings. This is grown man business. Of course, that can still include the night blurring into the morning. But given how swank this gets, you can dispel the awkwardness. Everyone here is a pro.