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.
Filter By:
Oct07
Food & Drink
Savor the Season
Celebrate Sober October with Ocean Key Resort and Best Day Brewing.
Date: October 1, 2026 - October 31, 2026Time: All dayLocation: Sunset Pier
Oct07
Music
Live at Sunset Pier – Nina Newton
Join us at the Sunset Pier for live music over the water as you enjoy tropical libations and delicious bite...
Date: October 7, 2026Time: 1:00 pm - 4:00 pmLocation: Sunset Pier
Oct07
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: October 7, 2026 / October 14, 2026 / October 21, 2026Time: 6:00 pm - 8:00 pmLocation: Sunset Pier
Oct08
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
Oct08
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)
Oct08
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