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.

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

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 […]

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 […]

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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