Water Activities
Around the Resort
calendar of events

October 23, 2015 - October 24, 2015
Goombay Festival
Celebrate the kick-off of the 37th Annual Fantasy Fest with Goombay Festival 2015! This exuberant street party showcases island arts and crafts, music and food in the heart of Key West’s historic Bahama Village neighborhood. The festival’s main entertainment stage is located at the corner of Emma and Petronia streets, and features nonstop musical entertainment ranging from gospel to reggae. This family friendly street party continues on Saturday!
Noon to midnight; FREE.

October 23, 2015 - November 01, 2015
37th Annual Fantasy Fest
Ladies and Gentlemen, Come one come all to Fantasy Fest 2015! Each year Fantasy Fest adopts a theme to help inspire out of this world costuming and bone chilling parade floats. This year's theme is “All Hallows Intergalactic Freak Show”. You can explore the traditional Halloween route of goblins and ghouls, let your freak flag fly as the bearded lady or the infamous lizard boy, or hop aboard a UFO with your Martian friends. For those of you true ringmasters of creativity, combine them all for something eerily out of this world! Don’t be a human block-head. Get those costumes ready because this October, Key West will play host to thousands of haunted, interstellar freaks!

Contact 305-296-1817 or visit for more information.

October 28, 2015
The top professional burlesque performers from around the world will compete in the 3rd Annual Fantasy Fest Burlesque and Pole Performance Competition. A stunning combination of costuming, choreography and incredible talent will grace the stage of the Sunset Pier as performers compete for cash, prizes and envied titles. Applications to compete are available at . Tickets for this fabulous event are available exclusively at VIP Tickets include assigned seating with an open bar and light food. Sunset Pier, 0 Duval. Doors open at 8 PM.

October 29, 2015
Creativity and attention to detail are the key elements of these works of art, come be amazed by the combination of beauty and imagination that is The Original Homemade Bikini Contest. A bevy of beauties vie for $2,000 in cash and prizes! Join the Backstage VIP section with an open bar, light food and a contestant meet & greet. For contest entry information contact the Sunset Pier at 305- 295-7045 or Contestant participation is free. Doors open at 8 PM; FREE event. Backstage VIP Tickets available at or at The Sunset Pier Bar.

October 30, 2015
Contestants will use the human form as a living canvas for artistic expression in competition for $2,000 in cash and prizes; drink specials and live entertainment! Join the backstage VIP section with an open bar, light food and a contestant meet & greet. For contestant entry information contact the Sunset Pier 305-295-7045 or; Doors open at 8pm; Sunset Pier at 305-295-7045; FREE event; Backstage VIP tickets available at or at Sunset Pier Bar.

November 04, 2015 - November 08, 2015
24th Annual Parrot Heads "Meeting of the Minds"
The annual event for those interested in the tropical lifestyle and music that Jimmy Buffett personifies. Visit for more information. contact: Andrew Talbert

November 08, 2015 - November 15, 2015
35th Annual Key West World Championship Super Boat Races
Super Boat International returns with teams from all around the world who compete April through October in the National Series Points races and concludes in November for the famous Key West World Championships. For more information, contact Super Boat International at 305-296-6166 or visit

November 27, 2015 - November 29, 2015
This annual event comprises three days of artistry throughout historic Old Town, with spotlight events rotating among the island's multiple cultural districts. Highlights include live mural painting, gallery openings and showcases, performance art, theater and musical performances.
Contact: Lee McMannis 305-619-9459

December 05, 2015 7:00 PM
Key West Annual Holiday Parade
Truman Avenue & Duval Street
Contact the City Manager's Office at 305-809-3881

December 12, 2015 8:00 PM
Annual Lighted Boat Holiday Parade
Schooner Wharf Bar & Galley Lighted Boat Parade
24th Annual - The Holidays' Magical Nautical Display of Lights and Creativity.

The Judges' Stand is located at Schooner Wharf
A "Not-to-be-Missed" Event.