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.
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) – […]
This October the Cayman Islands Tourism Association marks the 12th anniversary of Restaurant Month, a vibrant celebration of Cayman’s diverse and outstanding culinary scene. For 31 delicious days, local restaurants and bars will highlight the passion, expertise, and signature Caymankind service that firmly positions the Cayman Islands as the culinary capital of the Caribbean This […]
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.
As we gear up for the third installment of Cars & Caffeine, we’re also celebrating Tony’s Toys 25th Anniversary. This year’s event is not just a gathering of car enthusiasts, but a milestone celebrating 25 years of support from our community. We’re thrilled to partner with local charities to ensure that this year’s event has […]
The Return of the Super American Circus to Grand Cayman – A Thrilling Family Experience! Get ready for 90 minutes of non-stop excitement as the Super American Circus brings the magic of the circus and the spirit of Christmas to the Island! This high-energy, family-friendly show features jaw-dropping acrobats, mesmerizing aerialists, fearless daredevils, hilarious clowns, […]
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.