Key West Events
Vacation Homes of Key West brings you an updated calendar Key West Events to help you plan the trip you are dreaming about. Choosing a vacation rental property from Vacation Homes of Key West will provide you with a beautiful, and usually the most affordable place to stay for your favorite Key West events. If you are planning to come to the island for a more popular event, such as Fantasy Fest or New Years, we suggest you reserve your vacation rental well in advance so you don't miss out on your favorite place to stay.
May 2012May 18 to May 19 The Presidents and Civil Liberties. As President Truman faced Loyal Oaths and McCarthyism, we are facing the TSA and Patriot Act. Tour The Little White House (located in Truman Annex) where President Harry Truman worked and recreated while he was in offi... May 19 A 100 or 50 mile marathon race down the Florida Keys. A point-to-point event that begins at the top of the Florida Keys in Key Largo (for the 100 mile race) or Marathon (for the 50 mile race), and ends in Key West, the Southernmost point in the USA. Suppor... 10th Annual Yamaha Dolphin (Mahi-Mahi / Dorrado) Masters InvitationalMay 28 Tournament attracts experienced anglers for off shore fishing competition for Dolphin FISH (Mahi-Mahi or Dorrado). This is NOT the marine mammal with the same name! Dolphin fish run offshore Key West in the summer, and this is a very exciting fishing event...
June 2012Jun 6 to Jun 10 A festival honoring the Key West concept of "One Human Family" that embraces and honors diversity, openness and freedom in the little island city that is recognized as one of the world's top gay and lesbian vacation destinations. The celebration hosts a va... Key West Gator Club Dolphin DerbyJun 22 to Jun 24 A summertime favorite fishing event. Dolphin (mahi-mahi) FISH tournament (we repeat... this is not the mammal!). Anglers compete off shore for the prizes. This is a benefit for college scholarship funds.
July 20124th of July in Key WestJul 4 Celebrate Independence Day in Key West 'island style' with locals and visitors alltogether. Key West loves a celebration and the 4th of July is no exception. Fabulous fireworks are displayed on the Southern end of the island just off the White Street Pier... Del Brown Permit TournamentJul 15 to Jul 18 An invitational fly-fishing tournament, named after the infamous Del Brown, held on the back-country flats. Brown caught over 500 permit fish in his lifetime and inspired this event. Competitive anglers complete to catch the largest number of permit fish, ... Jul 19 to Jul 21 This will be the 31st celebration of the legendary Ernest Hemmingway's work and lifestyle in Key West and Cuba. It features literary readings, short story competition, fishing tournament and Sloppy Joe's Ernest Hemmingway Look-Alike Contest. (Literary even... Jul 25 to Jul 26 A 2 day extravaganza with the opening of 'lobster season,' held the last consecutive Wednesday and Thursday of each July, right before the regular season begins. Diving for your own lobsters in prime lobster season is an amazing and unforgettable experienc...
August 2012Aug 3 A day of drunkenness in costume for a good cause, locals get together to ‘down the booze’ in a major relay race drinking competition to raise money for charity. One of the most party-hearty local events you’ll find in Key West, this will ... Aug 12 to Aug 14 Lobsterfest is an annual Key West local celebration marking the official opening of lobster season. A yummy street party on Duval Street celebrating the world famous spiny crustacean, this is a real Caribbean style island party with live local music and en...
September 2012Sep 1 to Sep 4 Beer lovers take note... beer is here and it is delicious! What a better way to celebrate labor day weekend then to sip and relax in Key West. Taste award winning microbrews and bottled favorites in the southernmost city of the USA. This years promises ove... Sep 4 Key West welcomes women from all over the globe to Womenfest Key West, the southernmost party for lesbians and their friends. Social activities staged at various locations around the island of Key West. This is the 22nd legendary event for women! Activitie... Sep 7 to Sep 9 Captain Tony Terracino is a legend and Key West will celebrate his legacy at the 1st Annual Captain Tony Days. One of Key West’s most colorful characters, he ‘ wore many hats’ in Key West, including boat captain, bar keeper, and Mayor of K... Sep 13 to Sep 16 From Miami to Key West, over 10,000 dedicated bikers in leathers and motorcycle enthusiasts from all over the U.S.A. ride down the Overseas Scenic Highway from the mainland of Florida to Key West stopping along the way to raise money for charity. Riders co...
October 2012Oct 19 to Oct 28 Fantasy Fest is an annual 'over the top' week long adult 'Mardi-Gra' style festival. This year the theme is "Aquatic A Frolic," and you can expect to see all kinds of unusual 'fish out of water.' Come and see some of most outrageous, creative, and revealin...
November 2012Nov 1 to Nov 4 20th Annual Convention Meeting of the Minds. Parrothead Jimmy Buffet fans meet in Key West every year for the "Meeting of the Minds"; "Don't Stop the Carnival" is the theme for 2011. To attend you must be a member in good standing of a Parrot Head Club. (I... Nov 4 to Nov 11 30th Annual Super Boat International Super Power Boat Championship. Some of the top powerboat and off shore super boats in the world gather to race through Key West Harbor at 100 plus mph, for title of World Champion. Fantastic viewing points for spectator... |
