• 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 […]

  • 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 […]