1 Best Nightlife in North Long Island: Cape Santa Maria to Gray's, The Southern Out Islands

Stella Maris Resort

This resort often has live music on the weekends, including Rake 'n' Scrape. Every Thursday night is their Rum Punch Party, which includes rum punch, conch fritters, and dinner ($55 for nonguests). The clubhouse bar has a pool table and foosball, plus a huge rum collection. The restaurant has an excellent selection of wines. Ask about the frequent (in winter) Cave Party, where folks gather round and dine on barbecued treats in a cave. Call ahead to make reservations.