Grand Cayman Events

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) – […]

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 […]

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.