Calendar of Events
Sep26Live at Sunset Pier - Meghan Barter
Join us at the Sunset Pier for live music over the water as you enjoy tropical libations and delicious bites.
Date: September 12, 2026 | September 19, 2026 | September 26, 2026
Time: 1:00 pm - 4:00 pm
Location: Sunset Pier
Sep27World Class Fishing
The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna.
Date: May 10, 2026 - December 31, 2026
Time: Sunday's, Varies by charter
Location: Off-Site (Florida Keys waters)
Sep27Sunday 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
Sep27Live 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: September 13, 2026 | September 20, 2026 | September 27, 2026
Time: 1:30 pm - 4:30 pm
Location: Sunset Pier
Sep27Live at Sunset Pier - Disco Nap
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Date: Sunday | September 27, 2026
Time: 7:00 pm - 9:00 pm
Location: Sunset Pier
Sep28Live 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: September 14, 2026 | September 21, 2026 | September 28, 2026
Time: 6:30 pm - 8:30 pm
Location: Sunset Pier
Sep29Double 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)
Sep29Live at Sunset Pier – Billy Ruegger
Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.
Date: September 22, 2026 | September 29, 2026
Time: 6:30 pm - 8:30 pm
Location: Sunset Pier
Sep30Live 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
Oct01Autumn Glow
Embrace self-care this fall with a rejuvenating facial at SpaTerre available October 1 – November 30.
Date: October 1, 2026 - November 30, 2026
Time: By reservation
Location: SpaTerre
