

Live at Sunset Pier – Jerico Rockability Quartet
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Date
September 2, 2026 | September 9, 2026 | September 16, 2026 | September 23, 2026 | September 30, 2026
Time
Location
Sunset Pier
More DetailsCalendar of Events
Oct08Savor the Season
Celebrate Sober October with Ocean Key Resort and Best Day Brewing.
Date: October 1, 2026 - October 31, 2026
Time: All day
Location: Sunset Pier
Oct08SpaTerre VOYA Treatments
Relax and rejuvenate the natural way! VOYA Organic Seaweed Treatments.
Date: May 14, 2026 - December 31, 2026
Time: Thursday's, All day (by appointment)
Location: SpaTerre
Oct08Haunted Tours
Explore the SPOOKY side of Key West with a haunted historical tour.
Date: May 14, 2026 - December 31, 2026
Time: Thursday evenings (varies by operator)
Location: Off-Site (Key West – walking or trolley tour)
Oct08Romance at Hot Tin Roof
Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals
Date: May 14, 2026 - December 31, 2026
Time: Thursday's, During Hot Tin Roof dining hours
Location: Hot Tin Roof
Oct08Ocean Key Lime Bike Tour
Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops!
Date: May 14, 2026 - December 31, 2026
Time: Thursday's, 10:00 am – 12:00 pm
Location: Key West (guided bike tour)
Oct08Key West Farmers Market
Visit the Key West Farmers Market every Thursday at the Truman Waterfront.
Date: May 14, 2026 - December 31, 2026
Time: Thursday's, 2:00 pm – 7:00 pm
Location: Truman Waterfront
Oct08Live 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 bites.
Date: Thursdays: October 1 - October 29, 2026
Time: 6:00 pm - 8:00 pm
Location: Sunset Pier
Oct09Be Transformed at SpaTerre
Coconut Crush Body Renewal. Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration.
Date: May 15 - December 31, 2026
Time: Friday's, All day (by appointment)
Location: SpaTerre
Oct09Snorkel Experience
Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States.
Date: May 8 - December 31, 2026
Time: Friday's, varies by tour operator
Location: Off-Site (Catamaran / Key West waters)
Oct09Live at Sunset Pier – Adam Lufkin
Join us at the Sunset Pier for live music over the water as you enjoy tropical libations and delicious bites.
Date: October 2, 2026 / October 9, 2026/ October 30, 2026
Time: 1:00 pm – 4:00 pm
Location: Sunset Pier