4 Best Restaurants in Cayman Islands

You'll find happy locals mingling with island visitors at this friendly place with a fun atmosphere, working air-conditioning (not a given on this island), delicious cocktails, ice-cold beers, and welcoming bartenders. It's locally famous for its wood-burning oven and New York–style pizzas, live music, and domino games. There's also free Wi-Fi and coffee (espressos, cappuccinos, and lattes).

This weathered, powder-blue, wooden building wouldn't be out of place on some remote New England shore, except perhaps for the garish pirate at the entrance. The nautical yo-ho-hokum continues inside—painted oars, model sailboats, and droll touches like a skeleton with a chef's toque—but fortunately the kitchen isn't lost at sea, despite voyaging from India to Italy. Teriyaki chicken and scampi Florentine are worthy house specialties. Lunch is less expensive, and includes classic standbys (wraps, burgers, nachos, Lolita's chicken-fried tacos, fried or blackened grouper) and more creative options like "honey-stung" chicken fried in chili powder and crushed corn chips. The outdoor poolside bar is a popular hangout for dive masters.

This seaside eatery daubed in a virtual rainbow of blues from turquoise to teal serves up fine local food, emphasizing fresh seafood and, on weekends, mouth- and eye-watering barbecue. The lusciously painted outdoor bar offers equally colorful sunsets, cocktails, and characters (one regular swears, "If I were any better, I'd be dangerous," before buying another round). At night, spotlights illuminate the reef sharks and lobsters lurking in the turtle grass below the patio. The congenial owner, Carlton Ebanks, offers regular entertainment from DJs to fashion shows and domino tournaments, whenever possible on weekends in season.