Cayman’s crystal clear waters offer the perfect spot for an array of daytime watersports and activities, but why let the fun stop at sundown? Time on the water can be extended into the twilight hours and beyond on one of the many cruises and activities Cayman has to offer.

Sunset Sails


Red Sail offers two hour sunset sails along Seven Mile Beach, giving guests the chance to relax on the trampoline nets as the sun sets. Hors d’oeuvres are included and there is a cash bar on board the 65-foot catamaran.
The sail sets off on Mondays and Wednesdays at 5.30 p.m., and 6 p.m. on Fridays and costs $45 for Adults and $22.50 for children 3-11. The sail departs from the Westin and the Grand Cayman Beach Suites.

Dinner Cruises

Also on a Red Sail Catamaran, a 3 hour 15-minute dinner cruise is available on their Spirit of the Islands catamaran. Departing from the Westin and the Grand Cayman Beach Suites at 5:30 p.m. on Tuesday, Thursday and Saturday, the cruise meanders along Seven Mile Beach while guests enjoy cocktails from the cash bar, and a three course meal made to order on the catamaran’s grill. Guests should pre-order their meal choices when they book, with menus found at

Jolly Roger

The Jolly Roger is a popular evening activity for many, offering something slightly different to a normal happy hour or sunset sail.

The distinctive ship, which can be seen cruising along Seven Mile Beach or docked in George Town, is a two-thirds replica of the Nina, one of Christopher Columbus’ ships.

As well as a day cruise, three evening and night cruises are available: The Sunset Cruise along Seven Mile Beach, on Tuesdays, Wednesdays, Thursdays and Saturdays from 6 – 8 p.m. complete with open bar; The Booze Cruise on Fridays from 6 – 8 p.m. with open bar and music; and the Full Moon Party which takes place on the full moon. All cruises are $49.


Atlantis Submarine

The Atlantis Submarine may not strictly be on the water, but it certainly is under it, and aside from its daytime dives, the company offers night dives as well at 7 and 8 p.m.

Diving at night offers glimpses of a very different world than the daytime dives with nocturnal fish and a different array of colors at depths of nearly 100 feet.

The one-and-a-half-hour tour, with 45 minutes spent underwater, costs US$109 for adults, and US$69 for children.