AdvertisementRegion CaribbeanCaribbean hurricane season runs June 1 to November 30, with the greatest danger from August through October. A hurricane hole — a well-protected, small, mangrove-lined anchorage where you set heavy ground tackle and tie into the shore. The honest rule of thumb: hauled-and-tied beats a great hurricane hole beats a marina slip beats staying aboard — and being out of the zone beats all of them. A hurricane hole is an advanced-anchoring problem, so pair this with our complete guide to anchoring in the Caribbean. Hurricane season: June 1–November 30.