Grand Cayman Events

Celebrate the culture of beautiful natural hair with Cayman’s 3rd Annual Natural hair show! This grand display of crowns for all occasions will bring together naturalists from all hair types, across the island and the world for an evening of unforgettable hair art display. Enjoy showcase of Natural Hairstyles from salons all over the island, […]

Nothing lifts the spirit like good music. Head out to the Saturday Sessions at Kaibo Beach to enjoy chill out tracks play on the decks, and live musician Denys Carbo playing saxophone to lunchtime diners. It's the soundtrack to your awesome weekend!

Thursday night is Jazz Night at Union. Listen to the polished sounds of local legend Devon Edie on sax. Thirsty Thursdays just got a whole lot better! Dine at a table or the bar.

Enjoy Corona sunset sessions at Macabuca. There'll be Corona specials from sunset to late night. Live dj, BBQ (5pm-10pm) and Happy Hour until 10pm!

Every Wednesday, Open Canvas provides a public venue for local artists to display their talents and work on their latest creations. Art enthusiasts can join the gathering and watch paintings come to life one brushstroke at a time. Bring your own art supplies! Additional Information Please bring your own art supplies.

Sing and dance along as live local musicians take to the stage at The Hive every week! Enjoy happy hour from 4pm-7pm, followed by a delicious plate of BBQ and finish with a live show by one of Cayman's local bands.

Join The Outpost at Rackams for Jam Nights! Join other musicians and enjoy creating/listening to live music. Drink specials and the largest variety of imported craft beers exclusive to this location. Let's Jam, Cayman!

The Stingray Tourism Award is an annual event hosted by the Cayman Islands Tourism Association (CITA), celebrating excellence within the tourism and hospitality industry of the Cayman Islands. The event honors individuals, organizations, and businesses that have significantly contributed to enhancing the island's tourism sector, whether through exceptional service, innovation, or commitment to sustainable tourism practices. Held […]

Join us for an unforgettable evening as we honour the first-ever all-women cohort inducted into the International Scuba Diving Hall of Fame. Set against the stunning backdrop of the Hotel Indigo, this inspiring celebration will spotlight the courage, brilliance, and legacy of women who have made waves in the world of diving. From captivating stories […]

Le Petit Bar Tasting Series 2025–2026 From September 30 to May 28, LPB transforms into a world of unforgettable wine & spirits adventures — from rare Bordeaux verticals and Escape-the-Cellar puzzle nights to indulgent pairings of cheese, charcuterie & chocolate. Why pick just one tasting… when you can have them ALL? Season Passes Now Available   Grand Cru Pass ($1,350) – […]

Pilates for Pink 2025 – Heart + Core Date: Saturday, October 4, 2025 Location: ARC, Cayman International School Time: 9:00 AM – 10:00am – Pre Pink Party, 10:00am – 11:00am Pilates for Pink Power Workout Join us for Cayman’s 19th annual Pilates for Pink — a high-energy, all-levels Pilates mat workout that moves your body […]

The Annual Miss Global International Pageant Returns to Cayman! This October, the Cayman Islands proudly hosts the empowering and highly-anticipated Miss Global International Pageant for its 21st edition, a beacon of transformation and inspiration. Women from every corner of the world will unite, competing for the esteemed title of Miss Global International 2025. Prepare for […]