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Information about Entertainment

Entertainment Cayman Islands style in Grand Cayman after dark is night dives, live music, dancing, dinner shows, sunset cruises, beach parties and festivity. Entertainment abounds in Grand Cayman, offering an enticing array of entertainment, dining and romance.

Begin your Cayman Islands evening with a charismatic sunset stroll along Seven Mile Beach. Look for the legendary green flash where the sun meets the sea at the instant it disappears behind the horizon. Non-divers can enjoy the thrill of a night dive without getting wet aboard an Atlantis submarine Adventure. As most divers know, the reef takes on a whole new persona at night and can often be even more entertaining than during the day.

Grand Cayman offers sunset dinner and cocktail cruises, creating awe-inspiring romantic entertainment. All Cayman Activity Guide recommended resorts feature the most popular shows, entertainment, happy hours, nightly specials and every form of entertainment imaginable. See our Night Spots, Happy Hour and Dining directories for listings; for the very latest information, check our Nightly Events section in the current issue of Cayman Activity Guide Magazine online.


  • Cayman Cookout
  • Cayman Islands Cancer Society Stride Against Cancer Walk
  • Taste of Cayman Food & Wine Festival
  • National Arts & Culture Awards
  • The Cayman Heart Fund Red Dress Valentine's Gala
  • Big Brothers & Big Sisters
  • Valentine's Moonlight & Movies
  • Agricultural Show
  • Off The Beaten Track
  • Red Sky at Night
  • Cayman Islands Orchid Show
  • Rotary Bed Race for Polio
  • St. Patrick's Day 5K Irish Jog
  • Kaibio Kitefest
  • Humane Society Annual Fur Ball Gala
  • Cayman Islands International Fishing Tournament

NORCECA Beach Volleyball

  • Batabano Carnival Junior Parade
  • The Cayman Hospice Care Big Bash
  • Earth Day Clean Up
  • Cayfest
  • The National Trust Golf Tournament
  • Rundown
  • Cayman Carnival Batabano
  • Rotary Club Camelot Auction
  • Cayman Islands International Fishing Tournament
  • CayFilm
  • Summer Moonlight & Movies Series
  • Big Brothers Big Sisters
  • Restaurant Month
  • The Cayman Islands Breast Cancer Foundation Gala

Halloween Spooktacular

  • The National Trust Gala Dinner
  • NCVO Radio/Telethon Event
  • Cayman Islands Triathlon
  • Annual Christmas Tree Lighting
  • Movember/CI Cancer Society
  • Cayman National Cultural Foundation
  • Gimistory
  • Cayman Hospice Care Light Up A Life
  • The Pink Ladies Annual Tea and Bazaar
  • Christmas Evening Market
  • Parade of Lights
  • Christmas Moonlight & Movies
  • Cayman Islands Marathon
  • The National Trust Christmas Lights Tours Fundraiser
  • New Year's Eve Fireworks at Camana Bay