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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Sep15
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 - December 31, 2026Time: Tuesday's, 2:00 pm – 5:00 pmLocation: Off-Site (Catamaran / Key West reef)
Sep15
Music
Live at Sunset Pier - Tom Curtis
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and...
Date: September 1, 2026 | September 3, 2026 | September 8, 2026 | September 15, 2026Time: 6:30 pm - 8:30 pmLocation: Sunset Pier
Sep16
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: September 2, 2026 | September 9, 2026 | September 16, 2026 | September 23, 2026 | September 30, 2026Time: 6:30 pm - 8:30 pmLocation: Sunset Pier
Sep17
Island Experiences
Haunted Tours
Explore the SPOOKY side of Key West with a haunted historical tour.
Date: May 14, 2026 - December 31, 2026Time: Thursday evenings (varies by operator)Location: Off-Site (Key West – walking or trolley tour)
Sep17
Spa
SpaTerre VOYA Treatments
Relax and rejuvenate the natural way! VOYA Organic Seaweed Treatments.
Date: May 14, 2026 - December 31, 2026Time: Thursday's, All day (by appointment)Location: SpaTerre
Sep17
Food & Drink
Romance at Hot Tin Roof
Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your...
Date: May 14, 2026 - December 31, 2026Time: Thursday's, During Hot Tin Roof dining hoursLocation: Hot Tin Roof