Cayman Restaurant Month 2026
October is serving up something special with Cayman Restaurant Month 2026, taking place from October 1–31, 2026...
The lively Cardboard Boat Regatta kicks off Pirates Week with one of its most entertaining waterfront traditions, as teams race hand‑built cardboard vessels across George Town Harbour in a hilarious test of creativity, balance, and sheer determination. Spectators pack the shoreline to cheer on the colourful, often outrageous designs as they battle waves, wobble dramatically, and frequently sink in spectacular fashion. Blending friendly competition with family‑friendly fun, the Regatta sets the tone for the festival’s opening weekend and remains a beloved highlight for locals and visitors who enjoy a playful, high‑energy start to the Pirates Week celebrations.