The Best Bars in the Cayman Islands

@afar
 on 2022.02.03
None
8 Places
@afar
No matter how you spend your day on the Cayman Islands, it's certain you'll build a mighty thirst. The sun will do that to a person. Lucky you: there are good watering holes scattered around Grand Cayman and the Sister Islands. From The Wreck at Rum Point to Coccoloba, right on the sand at Seven Mile Beach, there's rum and joy ahead.  Credit: Collected by AFAR Editors, AFAR Staff
afar.com/travel-tips/the-best-bars-in-the-cayman-islands

Kimpton Seafire Resort + Spa

Hotel

"Grand Cayman, known for its sprawling Seven Mile Beach and world-class scuba diving, has its first new resort in more than a decade. Most of the 266 rooms at the Seafire offer views showcasing the sunsets that inspired the property’s name. The three restaurants include the seasonal, small-plate Ave, whose 24-seat chef’s counter, Avecita, serves a Spanish tapas tasting menu. At the bar off the lobby, try a cocktail featuring tepache , a beverage made from fermented pineapple rinds."

Photo by Kimpton Seafire Resort + Spa

Sunset House, Grand Cayman's Hotel for Divers, by Divers

Hotel

"Sunset House Hotel Though it lacks a beach, this family-owned and professional diver–managed resort on the rocky coast just south of George Town has direct ladder access into the Caribbean. Grand Cayman’s two famous underwater sites, Eden’s Rock and Devil’s Grotto, are just a short swim away, and boat trips offer the option of two daily dives (including night dives). Images by some of the world’s most respected underwater photographers decoratemany of the tiled and comfortable smoke-free rooms, some of which have kitchens and private balconies or terraces. The vibe is laid-back; post dive, guests sit by the pool or swap stories at the palapa bar, which has the island’s best sunset vista. Managers Anne Briggs and Lisa Evans, the granddaughters of Sunset House’s founders, make sure everything runs smoothly and ensure visitors explore the best of Grand Cayman both on shore and underwater."

Photo courtesy of Sunset House Hotel

Lone Star Bar & Grill

Permanently Closed

"Lone Star Bar and Grill This honky-tonk-inspired bar has a hometown feel and a country vibe, and has great local beers on tap—like Grand Cayman's classic premium lagers, the CayBrew and Caylight­. Don’t miss out on the Thursday night Rock & Roll Bingo: It can get rowdy and is a lot of fun. Lone Star Bar and Grill is well known for its BBQ, including Texas-style ribs as well as barbecue chicken and burgers. When you get the munchies after a few beers it's a nice break from the gamut of seafood offered at other establishments. By Jordyn Kraemer"

Photo courtesy of Lone Star Bar and Grill

The Wharf Restaurant & Bar

Restaurant

"Sophisticated Seafood at the Wharf Order Caribbean rum at the oceanfront bar Ports of Call before sitting at your candlelit table overlooking the shoreline for dinner. During your meal, you may see the large tarpons slowly circling in the waters just below your table as they anxiously await the nightly 9:00 p.m. feeding that the Wharf Restaurant provides. The food is high-end seafood with French inspiration. Nibble on escargot and caviar while sipping some of the finest wines offered on the island. Come on Tuesdays to dine and dance during the free salsa nights—they provide an instructor during the first hour to guide you into your swanky Latin moves. By Jordyn Kraemer"

Photo The Wharf Restaurant

The Outpost Bar

Permanently Closed

"The Outpost Bar Giving new life to an old haunt, the Cayman Spirits Company has turned the onetime bar area of the historic Pedro St. James into a rum-centric saloon and café: the Outpost Bar. Go for a tasting, and you’ll try as many as five local rums, one of which—the 1780—is aged and available exclusively on-site. The next most important variety to sample here is the Seven Fathoms, if only so you can say you’ve tasted rum that’s been anchored and aged 42 feet (i.e., seven fathoms) below the Caribbean’s surface. Of course, considering the Outpost’s view—prime, uninterrupted seascape—you could have pretty much any drink in hand and be happy."

Photo courtesy of The Outpost Bar

Dragon's Pearl

Lodging

"Rum Point and the Wreck Bar Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with aridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar."

Photo by Maurice Snell/age fotostock

The Bird

Bar

"Island Nightlife and Good Vibes at O Bar O Bar is consistently popular with a young and hip crowd on the island and is one of the few places open late into the night. The music is fairly standard—house, hip hop, pop—but the vibe is right."

Photo by Blacren/Flickr

Coccoloba Bar

Restaurant

"Rarely does a tropical cocktail feel virtuous, but the fresh-pressed organic juices and locally sourced herbs that go into, say, the Loba-Rita at Coccoloba (with tequila, charred pineapple, spiced agave nectar, triple sec, lime, and orange juice) conspire to create a sense of righteousness in the imbiber. Magnifying the effect are the otherworldly rays that start streaking the sky and sea at sunset—arguably the best time to visit this beach-hut-taco-stand hybrid. Rounding out the experience is the Edenic abundance on the menu, from the Tropical Salad (mango, pineapple jicama, hearts of palm, roasted red pepper, arugula, and citrus-chipotle vinaigrette) to the strawberry-guava or mango- chamoy Popsicles."

Photo courtesy of Kimpton Seafire Resort + Spa
@afar
AFAR
Terms of Use • Privacy Policy • Cookie Policy
 © 2025 Postcard Technologies, Inc.