Calendar of Events
Oct05Live at Sunset Pier – Rolando Rojas
Join us at the Sunset Pier for live music over the water as you enjoy tropical libations and delicious bites.
Date: October 5, 2026 / October 12, 2026 / October 26, 2026
Time: 1:00 pm – 4:00 pm
Location: Sunset Pier
Oct05Live at Sunset Pier – The 4 Amigos
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Date: October 5, 2026 / October 12, 2026 / October 26, 2026
Time: 6:00 pm - 8:00 pm
Location: Sunset Pier
Oct06Savor 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
Oct06Live at Sunset Pier – Billy Ruegger
Join us at the Sunset Pier for live music over the water as you enjoy tropical libations and delicious bites.
Date: October 6, 2026 / October 13, 2026 / October 27, 2026
Time: 1:00 pm - 4:00 pm
Location: Sunset Pier
Oct06Double 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)
Oct06Live at Sunset Pier - Jacob Harshman Project
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Date: October 6, 2026
Time: 6:00 pm - 8:00 pm
Location: Sunset Pier
Oct07Live 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: October 7, 2026 / October 14, 2026 / October 21, 2026
Time: 6:00 pm - 8:00 pm
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
