Visiting Key West in May: Weather, Events, Packing Tips, and Travel Planning

Visiting Key West in May: Weather, Events, Packing Tips, and Travel Planning Host Michele O'Connor introduces the Fun in Key West podcast and shares an insider guide to visiting Key West in May, calling it a sweet spot with fewer crowds, mid-80s daytime highs, upper-70s evenings, less rain, and generally more forgiving hotel rates before hurricane season begins June 1. She covers what to pack (reef-safe sunscreen, hat, breathable clothes, comfortable shoes, lightweight jacket, reusable water bottle) and how to get there by driving the Overseas Highway, flying into the updated Key West International Airport, or taking the Key West Express ferry. Lodging choices depend on desired vibe and proximity to Duval. Recommended activities include Mallory Square Sunset Celebration, Fort Zachary Taylor Historic State Park, booking Dry Tortugas far in advance, museums, and water excursions. May highlights include Songwriters Festival, Walk on White, First Fridays on Fleming, markets, Monday night jazz jams, and the Schooner Wharf Minimal Regatta. Tips include skipping a rental car, not overpacking, not overplanning, and hydrating. 00:00 Welcome to Key West 01:26 Why Visit in May 04:49 May Weather Guide 06:35 What to Pack 08:48 Getting to Key West 11:44 Where to Stay 14:38 Must Do Highlights 18:23 May Events Calendar 23:46 Perfect May Day Plan 24:48 Common Travel Mistakes 27:32 Wrap Up and Resources 29:20 Final Farewell https://funinkeywest.com/key-west-in-may/