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The Robert Albury Band on stage performing in Key West

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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Hot Tin Roof bar with tropical mural and teal barstools at Ocean Key Resort in Key West, Florida
Nov13
Food & Drink

Thanksgiving Cocktails

Savor the season with festive fall cocktails at Hot Tin Roof.

Date: November 2026Time: All dayLocation: Hot Tin Roof
Purple and pink orchids with some wellness lotions
Nov13
Spa

Be Transformed at SpaTerre

Coconut Crush Body Renewal. Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells ...

Date: May 15 - March 31, 2027Time: Friday's, All day (by appointment)Location: SpaTerre
A woman snorkelling with a sail boat in the water
Nov13
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 - March 31, 2027Time: Friday's, varies by tour operatorLocation: Off-Site (Catamaran / Key West waters)
Outdoor waterfront dining under green umbrellas and string lights at Sunset Pier, Ocean Key Resort in Key West, Florida at dusk
Nov13
Music

Live at Sunset Pier – Adam Lufkin

Join us at the Sunset Pier for live music over the water as you enjoy tropical libations and delicious bite...

Date: Fridays | November 13 - November 27, 2026Time: 1:00 pm – 4:00 pmLocation: Sunset Pier
Live rockabilly music at Sunset Pier, Ocean Key Resort, Key West, Florida — Jerico band on stage
Nov13
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: Wednesday & Fridays | November 4 - November 25, 2026 & November 6 - November 27, 2026Time: 5:00 pm - 7:00 pmLocation: Sunset Pier
2 large sailboats on the water during a gorgeous sunset
Nov14
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 - March 31, 2027Time: Saturday's, Varies (sunset)Location: Off-Site (Key West waters)