The Sail Inn

The fact that it's been a bar since 1953 makes the Sail Inn Tavern a historic neighborhood bar. The boat on its roof and its staunchly loyal locals make it an institution. The place is so beloved, the bartenders come up through the ranks after many years as regulars. Decorated with salvaged nautical elements such as portholes, ocean maps and boat ropes, and personal memorabilia from the bar "family," the place is both kitschy and homey. With just one pool table and a few TVs, the real entertainment comes from the characters: bikers, golf and tennis pros, writers, tattooed bad asses, loudmouthed lesbians, metal heads, meatheads, and the late-night party set. With the best Jäger bombs ever, don't plan on getting tanked and sleeping it off on site. The Sail Inn doesn't actually offer lodging, but the name is a convenient setup for its motto: "Sail Inn, stumble out!"