Cayman Nightlife: Music, mixology and merriment


Cocktails, how do we love thee? Let us count the ways. You’re spoilt for choice along the Seven Mile strip, and with all that competition out there, bars try to entice patrons with attractive food and drink deals, particularly around Happy Hour time. We’re not talking about watered-down well-level ingredients either.

SIDEbar at Grand Cayman Beach Suites has customers showing up in droves on a nightly basis for its amazing 2-for-1 special on all drinks. It gets steady business through the week, but Friday is particularly popular. If you want a seat inside or out on the patio, get there early.

Whiskey Mist in The Strand is also a much revered hangout, thanks to its regular schedule of live music, fabulous décor, and drink specials. Check out its Facebook page to see what’s on the calendar, including the Monday Night Club offering $20 bar tabs, and “Beat the Bartender” Wednesdays, where 50 percent off drinks kicks in from 9 p.m.

Royal Palms’ beach bar is another great choice, starting off the week with a 2-for-1 Happy Hour on Mondays, followed by its “Six on the Beach” promotion from Tuesday through Saturday.
Royal Palms always has top DJs spinning tunes into the night, which creates the ultimate beach party atmosphere, and if you need some hair of the dog, the Rehab Pool Party on Sundays is a must. Bloody Marys and Caesars, Mojitos and glasses of prosecco are only $5.

When heading out to West Bay, stop by Macabuca on the coast, or if you’re driving in the other direction, you can take a seat at the South Coast Bar or the Lighthouse in Breakers; drink a beverage at Eagle Rays or Tukka in East End; and sink your toes in the sand at Rum Point or Kaibo.

There are way too many deals and bars to list here, so take a look at our Diversions section (pages 30-35) to get some more ideas on where you can enjoy more bang for your buck.


A number of venues closed over September to give their staff members a
break and much-needed vacation, but now that October is here, it’s time
to gear up for the party season ahead. Live music, DJs, karaoke, trivia
nights and happy hours can be found from one end of the island to the
other, so head out of your cave and see what’s hot after the sun goes

Clubs have opened and closed on a fairly regular
basis in Cayman, and it’s always interesting to see which ones will go
the distance, and which will falter. O Bar in Queen’s Court Plaza has
certainly achieved the longevity that many clubs envy. With locally
famous bartenders, a DJ booth that looks down on a dancefloor covered in
lights, and many comfy seats to accommodate friends out on the town, O
Bar clearly offers a consistently good product that keeps it rockin’
year after year.

Lillie’s in The Strand may be relatively new to the
field, but it too seems to be doing everything right. Its design is
reminiscent of a Parisian boudoir with a heavy touch of Moulin Rouge
mixed in. At the moment it’s only open on Friday nights, but is
available for private bookings when you really want to make a splash.
The two-tiered room can accommodate a good number of revelers, and it’s open until the wee hours of Saturday morning.