Concierge.com's insider take:
There are two kinds of nightlife on Nantucketcarousing with the locals, or coasting with the navy-blazer-andLilly Pulitzer set (although as the night wears on, those lines begin to blur). Restaurant bars get lively once the kitchens stop serving (generally by 10) until closing time at 1 am. The busiest are the bars at LoLa 41 (15 South Beach St.; 508-325-4001), 21 Federal; Boarding House, and the Straight Wharf, which tend to attract a blend of young visitors, all-summer bluebloods, and welcoming locals. The Club Car, a former railroad car that somehow also has room for a piano is a favorite of the over-50 bracket (1 Main St.; 508-228-1101; www.theclubcar.com). A jazz vocalist and trio entertains from 6 until 10:15 pm at the White Elephant's harborside Brant Point Grill, and there's somewhat more sedate piano music at the Piano Bar at the Summer House in Sconset, where you're likely to rub elbows with multimillionaires and CEOs (17 Ocean Ave.; 508-257-9976; thesummerhouse.com/summerrest). As the night rolls on, those in the know descend on Slip 14, a party for anyone over 21 right beside the water, with an open-air bar; but the biggest party on the island is just outside of town at the Chicken Box, a onetime restaurant (it still serves fried chicken) with live music three nights a week from June through August. Here all distinctionslocal, visitordisappear on the dance floor or over a game of pool or a Whale's Tale at the bar (16 Dave St.; 508-228-9717; thechickenbox.com).