Casual only by the very chic and Instagrammable Shore Club standards. Walk into a breathtaking indoor / outdoor open air space - with lush greenery and an imposing almond tree - the setting alone is amongst the best on the island. Many nights enjoy the smooth vocals of resident musician Janardo Laporte. Get dolled up or go casual chic and enjoy a lovely dinner or just pop in for nibbles and a craft cocktail in the bar / lounge area.

One of the go to spots in Grace Bay for nightlife. Enjoy resident musician Tess Charles for dinner and entertainment on Tuesday evenings or go any night of the week for some of TCI’s hottest DJs and late night vibes. The bottom floor transforms into a club like atmosphere as the night goes on or head upstairs to the terrace / hookah area on the weekends. Swanky and sophisticated restaurant and lounge experience in an impeccably designed indoor outdoor setting - be sure to dress to impress!

Designed for all ages with a very family friendly feel, the weekly beach BBQ in front of the Somerset Resort is a lively way to spend your Tuesday evening on Grace Bay. With Raj the Entertainer running the show and an incredible fire dancer - you will want to get to the generous buffet early so you are not too stuffed for the party or the limbo contest!

Elevated but never stiff, Barbetta is one of Grace Bay’s more refined dinner spots — without the resort-only vibe. Expect mellow live music on Fridays, a stylish courtyard, and a real bar room for drinks or tapas. Whether you stay for the full dinner or pop in for small plates, it’s polished, warm, and worth dressing up just a little.

Centrally located in Regent Village in Grace Bay, do not miss this small gem of a spot that packs a punch! With some of the best prices on drinks and light snacks / sandwiches, Blu Bar & Lounge has outdoor lounge seating and an intimate indoor bar area. Come for a great chilled out happy hour every day and stay on in the evening Wed to Sunday as resident DJ Trinity takes over and transforms the inside into a lively nightlife scene!

Beachfront seafood and laid-back vibes at Blue Water Bistro — open-air tables on Grace Bay sand, Caribbean dishes, cocktails, and live music several nights a week. Great for sunset dinners, casual meals with friends, or a relaxed night out by the water.

Grab a table if you are lucky or simply pull up around around the bar, but head here on Wednesdays to hear the island's quintessential expat band - the Original Bar Band - play from 7pm. Bob’s Bar maintains that island laid-back feel from years ago that is becoming harder to come by on the island. Great island feel and breeze as you overlook the South Side Marina

Relaxed beach / pool bar by day offering casual beachside dining at night. A great place to kick back and enjoy a drink or sit down for a decent meal as the sun sets without having to fuss about reservations or what you are wearing. Features chilled out live music 3 times a week - check out Elroy Simmons on Mondays, Gordon Lightbourne on Wednesdays, and Dwayne Thomas on Friday evenings.

Refined and romantic without being too formal, Casa Nonna is The Ritz’s Italian flagship — with ocean views, soft lighting, and live music on Sunday and Monday evenings. Start with the octopus appetizer and settle in for a quiet, well-paced evening.

A floating tiki bar off Long Bay Beach that keeps things simple: cold drinks and a surreal setting surrounded by turquoise water. Captain Oak’s draws locals, boaters, and curious travelers looking for something casual and real — just good island energy with zero pretension.

Leading the charge on the live music scene on the island, Castaways is set up for musicians to take center stage. Throw in a truly tropical vibe, a great happy hour, some yummy food, no need for reservations, and the most central location in Grace Bay, and you see why this place might quickly become your home over your holiday week. Grab a drink from the boat bar (yes it is an actual boat) or sit down for a lovely meal, you’ll find people laughing and dancing here every night of the week. Walking distance from Grace Bay hotels.

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Local‑style BBQ, jerk and comfort food done right — Chinson’s Grill Shack keeps it simple and satisfying. Big portions, reasonable prices, and a laid‑back vibe make it a solid stop if you’re after real island‑style eats, occasional live music or a DJ night.

Neon lights, DJs, and a full club-style setup — Cielo is one of the few Grace Bay spots built purely for nightlife. Open Thursday to Sunday with indoor and outdoor space, it’s made for dancing, drinking, and going late.

Such an unexpected gem in the evening, especially when live music is playing on Friday nights. Upbeat tunes by the A+ Band, a nice breeze, and good lighting - plus a locally inspired menu and friendly bartenders - gives this roadside spot a surprisingly tropical atmosphere with a great local feel. Also worth checking out on some Saturdays when they host a lively, local brunch with music