What’s on in Cayman Islands

Find what’s on in Cayman Islands: 60+ events, festivals, markets, nights out and clubs. Free to use, no account needed — dates and details updated regularly.

• See Exhibition — 2026-06-15 — National Gallery of the Cayman Islands
• Cask Whisky — 2026-06-16 — Camana Bay
• Wednes-date Night — 2026-06-17 — Vines to Ocean (V₂O)
• Deadline registration: June 18th at 12PM — 2026-06-18 — Cayman Islands Tennis Club
• June 18th at 10AM — 2026-06-18 — Cayman Islands Tennis Club
• Pane & Pasta — 2026-06-18 — Camana Bay
• Thursdays Uncorked — 2026-06-18 — Vines to Ocean (V₂O)
• Union Grill & Bar — 2026-06-18 — Camana Bay
• Chef's Jam 2026 — 2026-06-19 — The Brasserie
• Happy Fri-YAY — 2026-06-19 — Vines to Ocean (V₂O)
• The Waterfront Urban Diner — 2026-06-19 — Camana Bay
• Union Grill + Bar — 2026-06-19 — Camana Bay
• CayMAS Carnival — 2026-06-20 10:00 — George Town
• Cayman Islands Live Music Event — 2026-06-20 18:00 — Grand Cayman venue
• Family Festival — 2026-06-20 — Cayman Islands Tennis Club
• Sushi Saturday — 2026-06-20 — Vines to Ocean (V₂O)
• TFCI CITC Singles Open 3 — 2026-06-22 — Cayman Islands Tennis Club
• See Exhibition — 2026-06-24 — National Gallery of the Cayman Islands
• Wednes-date Night — 2026-06-24 — Vines to Ocean (V₂O)
• Cayman Islands Food & Drink Event — 2026-06-25 18:00 — Grand Cayman venue
• SWIRL: Best of Australia & New Zealand — 2026-06-25 — The Brasserie
• Thursdays Uncorked — 2026-06-25 — Vines to Ocean (V₂O)
• Happy Fri-YAY — 2026-06-26 — Vines to Ocean (V₂O)
• Next: Friday, June 26 — 2026-06-26 — Jacks Beach Bar
• Margarita Masters Season 2 — 2026-06-27
• Sushi Saturday — 2026-06-27 — Vines to Ocean (V₂O)
• JUNIOR SUMMER CAMP — 2026-06-29 — Cayman Islands Tennis Club
• Cayman Islands Market Event — 2026-06-30 18:00 — Grand Cayman venue
• Wednes-date Night — 2026-07-01 — Vines to Ocean (V₂O)
• Thursdays Uncorked — 2026-07-02 — Vines to Ocean (V₂O)
• Happy Fri-YAY — 2026-07-03 — Vines to Ocean (V₂O)
• STREET VYBZ — 2026-07-03
• Island Vibes: Flavors of America Beach BBQ — 2026-07-04
• Next: Saturday, July 4 — 2026-07-04 — Jacks Beach Bar
• Sushi Saturday — 2026-07-04 — Vines to Ocean (V₂O)
• Cayman Islands Family Event — 2026-07-05 18:00 — Grand Cayman venue
• Constitution Day at Camana Bay — 2026-07-06 12:00 — Camana Bay Harbour
• Constitution Day - 6th July 2026 — 2026-07-06 — Explore Cayman annual events
• Summer Moonlight & Movies — 2026-07-07 19:30 — Camana Bay
• Cayman Islands Culture Event — 2026-07-10 18:00 — Grand Cayman venue
• M.V.P. Jersey Party – World Cup Edition — 2026-07-17 — See source
• World Cup Final Viewing Party — 2026-07-19 12:00 — Hotel Indigo
• Coca-Cola World Cup Final Viewing Party at Hotel Indigo — 2026-07-19
• Cayman Islands Margarita Festival — 2026-07-25
• Concacaf Under-20 Championship — 2026-07-25 — CONCACAF
• (before fees & tax) — 2026-08-13 — Abita Kai — Grand Cayman Villas
• See Exhibition — 2026-08-15 — National Gallery of the Cayman Islands
• JUNIOR SUMMER CAMP — 2026-08-18 — Cayman Islands Tennis Club
• JUNIOR SUMMER CAMP — 2026-08-28 — Cayman Islands Tennis Club
• The Big Shave — 2026-09-12 10:00 — Grand Cayman
• Concacaf Nations League — 2026-09-21 — CONCACAF
• See Exhibition — 2026-09-30 — National Gallery of the Cayman Islands
• Cayman Restaurant Month — 2026-10-01 18:00 — Restaurants island-wide
• Restaurant Month — 2026-10-01 — Driftwood Bar & Grill
• TFCI CITC SINGLES OPEN 4 — 2026-10-05 — Cayman Islands Tennis Club
• Women’s Empowerment Brunch 2026 — 2026-10-11
• Cayman Cocktail Week — 2026-10-12 17:00 — Bars island-wide
• Thu Oct 23 – Blind Tasting Flight Night — 2026-10-23 — Le Petit Bar Cayman
• Oktoberfest Cayman — 2026-10-24 15:00 — Grand Cayman
• junior october mid-term camp — 2026-10-24 — Cayman Islands Tennis Club

More small-island what’s-on across 45 jurisdictions at Rockhopping