Westwinds Inn

A Classical Key West Inn

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

Events 2015

Sunset Sail

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.

February 2016 Events

7thSuper Bowl; WATCH the action of NFL's 50th Annual Championship game at any of our local bars.

12th - 13th 56th Annual Key West House & Garden Tour; 1000 hrs - 1600 hrs; private homes and gardens are open to visitors; enjoy the beautiful restorations and renovations of these exquisite architectural designs. Transportation between homes NOT included. PURCHASE TICKETS ONLINE (

14th HAPPY VALENTINE'S DAY! Our romantic tropical island offers everything two people in love can enjoy from the beach to waterfront dining and sailing off into the sunset.

27th - 28th Old Island Days Art Festival; 1000 hrs– 1700 hrs; Whitehead Street & Caroline Street; artists from all over the country display their art at Key West's outdoor art festival; enjoy buying a gift for someone or something special for yourself or home. So many interesting and creative items - paintings, sculpture, photography and more. FUN for the whole family. Visit <KeyWestArtCenter>

March 2016 Events

1st - 31st Tennessee Williams 105th Birthday; Enjoy the celebration! Visit the historic Tennessee Williams Key West Exhibit (513 Truman Avenue); OPEN Monday - Saturday: 1000 hrs - 1700 hrs (and) Sunday: Noon - 1700 hrs. Do you love to write poetry? If so, enter your poem in our Poetry Contest; Theme: Tennessee Williams, The Painter; deadline for the Poetry Contest is March 17th. POETRY REGISTRATION FORM. Do you like to write short stories? If so The deadline for our Short Story Contest is March 5th. The story must be 1500 to 4000 words. SHORT STORY REGISTRATION FORM  Other events include PLEIN AIR PAINTING CONTEST & EXHIBITS, staged readings from Tennessee William's plays, and much more. March 26th from 1800 hrs - 2000 hrs; Birthday Reception and Awards Presentation; Tennessee Williams Center; Wine, Hors d’oeuvres and Birthday Cake. For the date and times of each event, click EVENT SCHEDULE.

5th Conch Shell Blowing Contest; Noon; in the garden at the Oldest House (322 Duval Street); enjoy making "music" with a fluted conch shell; prizes are awarded to different age groups. FUN for the whole family! For more information, CALL 305-294-9501. FREE

11th - 12th Harry S. Truman Legacy Symposium; Little White House (111 Front Street); Kathy Stevens, former US Ambassador to Korea, is the presenter; panel discussion topic is Harry’s War… The Legacy of the Korean War. <Truman Little White House>

11th - 12th 56th Annual Key West House & Garden Tours; 1000 hrs - 1600 hrs; visit five homes that were restored and renovated with an exquisite troplical flair. Transportation between homes not included. PURCHASE TICKETS ONLINE at OIRF, Key West Oldest House and Museum.


27th HAPPY EASTER! Many restaurants offer a special Easter Brunch menu.