Finding Grand Cayman Events is easy with this up-to-date calendar.
When you venture out to any part of the island, you’ll find plenty of exciting events and things to do in George Town, Grand Cayman, Seven Mile Beach, and beyond.
Head to a beach BBQ, a music festival, or a fishing tournament – and so much more – your next epic day is ready and waiting in Grand Cayman.
Check back often for updates to the calendar and even more ideas for how to enjoy Grand Cayman all year long.
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 […]
Attendees will have the opportunity to experience a variety of sessions led by Infinite Mindcare’s team of Masters and PhD CPAM-registered therapists. Every hour there will be four (4) sessions for attendees to choose from with topics such as Cultivating Self-Esteem, Setting Healthy Boundaries, Managing our Anxiety, Intergenerational Trauma, Mindfulness and Meditation, Society’s Impact on […]
Tortuga’s Annual Wine & Spirits Festival Returns to Cayman! This October, Tortuga brings back its much-anticipated Wine & Spirits Festival for its fifth sensational year– a vibrant celebration of flavour and discovery. Expect an unforgettable evening of live music, exciting giveaways, and generous pours. Meet the masters behind the labels, and explore a curated global […]
Now in its fifth year, the brunch has become the most anticipated event of its kind, selling out each year while uniting a diverse group of women to empower and uplift one another. More importantly, the event serves a greater purpose—raising vital funds for APF.
Jasmine’s Spotlight returns to the Harquail Theatre on October 17–19 with this year’s theme, Spotlight on Memories —a musical journey through the decades, bringing back timeless and unforgettable hits. With dynamic vocals and lively choreography, it’s a celebration of music that spans generations. This year’s production is presented in celebration of World Hospice & Palliative Care […]
Cayman’s premier wine experience showcasing over 150 quality wines from leading producers of the world’s finest wine-growing regions.
From the renowned Stingray City to a trip to a turtle Centre to cultural activities at the Mission House, explore Cayman Visitor and find the Grand Cayman places and activities – on and off the beaten path.