Westwinds Inn

A Classical Key West Inn

Toll  Free:  800-788-4150 / Front Desk:  305-296-4440

Events 2015


Contact for Performance


  • Armory, The Studios of  Key West (TSKW)
  • FKCC/Tennessee Williams Theatre
  • Red Barn Theatre
  • San Carlos
  • Waterfront
  • 296-0568
  • 296-1520
  • 296-9911
  • 849-1927
  • 294-5015

Please Note: Local area code 305 & <www> of Internet address are omitted.

NOTE: 24 Hr. Clock is used so 8:00 PM = 2000 hrs.

October 2015 Events

23rd - 24th35th Annual Goombay Festval; 1000 hrs – 2300 hrs; Petronia Street festival (begins at Duval Street); good food, drinks, live music; fun for the whole family. FREE

23rd - 1st November: 36th Annual Key West Fantasy Fest; Don't miss the celebration! Our theme this year is “All Hallows Intergalactic Freak Show”.  Go to Fantasy Fest's <Schedule> to see what's happening. Have fun!

26thHeroes or Villians 5 Mile Run/Walk; 1800 hrs; Southernmost on the Beach; win a prize for most creative, best group, scariest or funniest costume. Awards Ceremony after the race. See who won! ENJOY the beach party at sunset! If you are interested in entering the contest, please <REGISTER Online>.

November 2015 Events

1st36th Annual Key West Fantasy Fest - the celebration continues; our theme this year is “All Hallows Intergalactic Freak Show”. Have fun! Fantasy Fest's <Schedule>

4th - 8th24th Annual Meeting of the Minds 2015: A Salty Piece of Land – Parrothead Convention; Click on <Schedule> to view the Daily Events; music performances by Thom Shepherd & Coley McCabe, Jerry Diaz & Friends and other fun-filled events.

6thMargaritaville Street Fest: 1300 hrs; corner of Duval Street and Fleming Street; performances by Don Middlebrook and the Pearl Divers, as well as The Young Rebel Goombas begin at 1730 hrs. Have fun dancing in the street! FREE

8th - 15th35th Annual Key West World Championship; "catch the action" at 100+ mph as the best powerboat and offshore racers compete for the title; view the race from the Key West harbor or Fort Zachary Taylor State Park (end of Southard Street). Enjoy the race! <Racing Schedule for 2015>

10th - 12th23rd Annual Key West Powerboat Poker Run; teams from the Florida Powerboat Club begin their journey in Miami. ENJOY watching these sleek powerful vessels as they enter the Key West harbor.  <Powerboat Poker Run Schedule>

18th - 22nd4th Annual Film Festival; join the festivities - movie screenings, awards and more! Kick-off party on the beach. For more information, call 941-527-9385.  <Schedule of Events>

25th - 30th November: International Sand Sculpting Competition; 0900 hrs - 1800 hrs; Casa Marina Resort beach (1500 Reynolds Street); watch the creative professionals bring a sand sculpture to life; enjoy music, good food and drinks; fun for the whole family. ASK about the Mel Fisher Treasure Dig. FREE

Westwinds Inn wishes you a Happy Thanksgiving!