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Cayman Islands nightlife

On Grand Cayman, they know how to party, especially on weeknights, when most establishments stay open until 1 am. There is a range of beach bars and cocktail spots on the west coast, extending from the refined Grand Old House and wide-open My Bar south of George Town to the swim-up Seven Mile Beach Bar and seaside Tiki Beach, along with hidden gems like chill-out Osetra Bay. But on this heavily church-going island, licensed pubs and clubs must shut down by midnight on Saturday and Sunday. Last call comes even earlier on the sedate Sister Islands, where most bars are located at dive-oriented resorts and the customers require ample rest before their morning scuba sessions.—Christopher Cox

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Aqua Beach Restaurant & Bar, Seven Mile Beach, Grand Cayman

Never mind that the bar is actually several hundred yards off the beach, this casual spot on West Bay Road is a popular hangout for twenty-something locals and...more

Editors' Pick
Hotel Photo
Grand Old House, George Town, Grand Cayman

For a quiet, cozy drink, head for the small, elegant bar of this seaside restaurant a mile south of George Town. Set in a turn-of-the-century plantation house...more

Editors' Pick
Hotel Photo
Kaibo Beach Bar & Grill, North Side, Grand Cayman

Just south of Rum Point, this tiki-hut-style grill manages to be both casual and contemporary, with a mix of funky signage and a Balearic-beat soundtrack. The...more

Editors' Pick
My Bar, George Town, Grand Cayman

One of the largest watering holes on Grand Cayman, this bar-restaurant at Sunset House is perched on the island's west coast, making it an ideal locale for...more

Editors' Pick
Osetra Bay, West Bay, Grand Cayman

This chic, chill-out lounge wouldn't look out of place in South Beach or Seminyak. The main deck overlooking North Sound holds an open-air dining area that is...more

Editors' Pick
Hotel Photo
Pelican's Reef, East End, Grand Cayman

Although there's no beach ambience at this second-story space in the East End's Reef Resort, it is the exclusive venue for Cayman's resident troubadour, George...more

Editors' Pick
Hotel Photo
Rum Point Wreck Bar & Grill, North Side, Grand Cayman

Yes, the bar closes promptly at five o'clock, but this Grand Cayman landmark on the far side of North Sound is worth the 45-minute drive (or much quicker boat...more

Editors' Pick
Seven Mile Beach Bar, Seven Mile Beach, Grand Cayman

One of the perks of being a guest at Grand Cayman Beach Suites is the palm-shaded, five-stool swim-up bar on the east side of this Seven Mile Beach hotspot....more

Editors' Pick
Tiki Beach, Seven Mile Beach, Grand Cayman

Capped by a towering, open-sided Thai-style pavilion and fronted by several large decks outfitted with bamboo furniture, Tiki Beach aspires to be a...more

Editors' Pick
The Whistling Duck, Cayman Brac

The in-house bar of Cayman Brac's only boutique hotel, the outdoor Whistling Duck overlooks the western rim of Salt Pond, the home of its namesake bird, which...more

Editors' Pick
Results 1-10 of 10  |  
Information may have changed since date of publication. Please confirm details with individual establishments before planning your trip.

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