Key West Events Calendar
There’s always something happening in Key West. Discover local activities and seasonal events, or enjoy live music at the famous Sunset Pier, located at our sister property, Ocean Key Resort & Spa.
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Jul11
Island Experiences
Sunset Sails
There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier...
Date: May 9, 2026 - July 31, 2026Time: Saturday's, Varies (sunset)Location: Off-Site (Key West waters)
Jul12
Island Experiences
World Class Fishing
The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarp...
Date: May 10, 2026 - July 31, 2026Time: Sunday's, Varies by charterLocation: Off-Site (Florida Keys waters)
Jul16
Island Experiences
Haunted Tours
Explore the SPOOKY side of Key West with a haunted historical tour.
Date: May 14, 2026 - July 31, 2026Time: Thursday evenings (varies by operator)Location: Off-Site (Key West – walking or trolley tour)
Jul16
Art
Key West Farmers Market
Visit the Key West Farmers Market every Thursday at the Truman Waterfront.
Date: May 14, 2026 - July 31, 2026Time: Thursday's, 2:00 pm – 7:00 pmLocation: Truman Waterfront
Jul17
Spa
Be Transformed at SpaTerre
Find tropical serenity at SpaTerre, located within our sister property, Ocean Key Resort & Spa.
Date: Friday's through July 31, 2026Time: All day (by appointment)Location: SpaTerre
Jul17
Island Experiences
Snorkel Experience
Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental Unit...
Date: May 8 - July 31, 2026Time: Friday's, varies by tour operatorLocation: Off-Site (Catamaran / Key West waters)