Calendar of Events
Sep06Sunday Brunch
Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates.
Date: May 17, 2026 - December 31, 2026
Time: 11:45 am – 12:45 pm
Location: Hot Tin Roof
Sep06Live at Sunset Pier - Mike Stack & DLew
Join us at the Sunset Pier for live music over the water as you enjoy tropical libations and delicious bites.
Date: Sunday | September 6, 2026
Time: 1:30 pm - 4:30 pm & 6:30 pm - 8:30 pm
Location: Sunset Pier
Sep07Just a Few Friends, Favorite Son Celebration
Just a Few Friends is a one-of-a-kind festival celebrating music, community, and island life in beautiful Key West over Labor Day Weekend.
Date: September 3 - 11, 2026
Time: Varies by event
Location: Key West (multiple venues)
Sep08Double Dip Snorkel Trip
Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more.
Date: May 12, 2026 - December 31, 2026
Time: Tuesday's, 2:00 pm – 5:00 pm
Location: Off-Site (Catamaran / Key West reef)
Sep08Live at Sunset Pier - Tom Curtis
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Date: September 1, 2026 | September 3, 2026 | September 8, 2026 | September 15, 2026
Time: 6:30 pm - 8:30 pm
Location: Sunset Pier
Sep09Live 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: 6:30 pm - 8:30 pm
Location: Sunset Pier
Sep10SpaTerre 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
Sep10Haunted 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)
Sep10Romance 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
Sep10Key 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
