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.

Stingray Award 2025

Grand Cayman Marriott Beach Resort , Cayman Islands

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, […]

International Scuba Diving Hall of Fame

Hotel Indigo Cayman Islands , Cayman Islands

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 […]

Wine & Cheese Tasting

Le Petit Bar

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 […]

Restaurant Month

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 […]

Pilates for Pink 2025

Camana Bay ARC Centre, Cayman International School

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 […]

Miss Global International 2025

Hotel Indigo Cayman Islands , Cayman Islands

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 […]

2025 World Mental Health Day Symposium

Camana Bay Cinema

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 […]

Cayman Wine Fest

Westin Grand Cayman Beach Resort

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 […]

Women Empowerment Brunch Empower HER

Kimpton Seafire Resort , Cayman Islands

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 […]

Spotlight on Memories

Harquail Theatre, FJ Harquail Cultural Centre , Cayman Islands

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 […]

Salud 2025

Hotel Indigo Cayman Islands , Cayman Islands

Cayman’s premier wine experience showcasing over 150 quality wines from leading producers of the world’s finest wine-growing regions.

Our Favorite Things To Do

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.

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