Key West Events Calendar
Good times and good vibes are always on deck. Check out our activities and the local music scene at Ocean Key Resort and Sunset Pier.
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Jul28
Island Experiences
Double Dip Snorkel Trip
Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles a...
Date: May 12, 2026 - July 31, 2026Time: Tuesday's, 2:00 pm – 5:00 pmLocation: Off-Site (Catamaran / Key West reef)
Jul28
Music
Live at Sunset Pier - Reggae Lou & The Kind Buds
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and...
Date: July 16, 21, 23, 28, 30, 2026Time: 7:00 pm - 9:00 pmLocation: Sunset Pier
Jul29
Island Experiences
Zero Duval Scavenger Hunt
Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero D...
Date: May 13, 2026 - July 31, 2026Time: Wednesday's, 10:00 am – 12:00 pmLocation: Old Town Key West (starts at Zero Duval)
Jul29
Food & Drink
Muddle & Mingle
We invite locals and resort guests to a spirited midday escape, blending cocktail craft, island flavor and ...
Date: July 6, 2026 - August 30, 2026Time: 12:00 PMLocation: Sweet Bird Bar
Jul29
Music
Live at Sunset Pier – Jerico Rockability Quartet
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and...
Date: Wednesdays & Fridays | July 1 - 31, 2026Time: 7:00 pm - 9:00 pmLocation: Sunset Pier
Jul30
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)