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  • Souq Night, Anchor & Den

    Grand Cayman Marriott Beach Resort , Cayman Islands

    Immerse yourself in a world of sensory delights with A&D's special, Middle East-inspired all-you-can-eat menu. Breathe in the enticing aromas that fill the air, feast your eyes on the vibrant […]

  • Cayman Island Margarita Festival

    Seven Mile Palms

    The island’s most flavorful celebration returns! The 4th Annual Cayman Islands Margarita Festival brings together the best bartenders, boldest flavors, and biggest vibes for one unforgettable day of sunshine, salt, […]

  • Cayman Natural Hair Show

    Harquail Theatre, FJ Harquail Cultural Centre , Cayman Islands

    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, […]

  • Saturday Session at Kaibo

    Saturday Session at Kaibo

    Kaibo Beach

    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 […]

  • Dinner Jazz Union Grill Bar

    Dinner Jazz, Union Grill & Bar

    The Cresent, Camana Bay , Cayman Islands

    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 […]

  • Corona Sunset Session at Macabuca

    857 North West Point Road, West Bay, Grand Cayman 857 North West Point, West Bay, Cayman Islands

    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!

  • Open Canvas at Karoo Grand Cayman

    Karoo Camana Bay, Grand Cayman

    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 […]

  • Live Band Thursday at the Hive

    Canal Point Drive, off West Bay Road, Seven Mile Beach, Grand Cayman

    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 […]

  • Jam Night Mondays, GT Post

    The Outpost at Rackams, George Town Waterfront

    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 […]

  • 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 […]