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.
February 2012Feb 25 to Feb 27 Fort Zachary Taylor. Civil War scenes are staged and re-enacted by actors in full Civil War costume. Tour the Fort and learn about our islands' past. Feb 26 to Feb 27 46th annual Fine Art Show in Key West. A nationally recognized event attracts fine artists from across the country. "Exhibitors include painters, sculptors, photographers, collage artists and other non-functional fine art. Reports from the 2010 show exhibi...
March 2012Mar 5 The 1st Annual "Conch Fest - A Celebration of Conch Heritage" held at Bay View Park. If you are visiting Key West and want to "meet the Conchs", be sure to attend. Key West locals who are born in Key West are affectionately called "Conchs" among themselves... Mar 11 to Mar 13 Kick-off for annual seasonal-long tournament. Prizes and awards for best catches. Visit web site for the entry form. Key West Cuban Cultural Exposition and Hot Havana NightsMar 13 to Mar 26 Key West Tropical Forest & Botanical Garden Cuban Cultural Exposition opens Sunday, March 13, at 2pm with exhibit "Viva Cuba Libre - The Chugs of Cuba". Don't miss the compelling photographic exhibition of Benjamin "Dink" Curry-Bruce. that capture Cuban r... Mar 18 to Mar 19 A popular event that was featured in February returns again in March where you can tour inside and the outside gardens of another selection of unique homes of Key West. Even if you attended in February, come back to tour new amazing addresses. Presented ... Mar 27 The ever popular annual Schooner Wharf Wrecker's Cup Race Series featuring local captains, crews, and passengers racing on boats in 5 different classes. The race is a zany yet competitive 7 mile race to Sand Key for the revered prize of "bragging rights." ... Mar 27 A popular annual Key West Golf Club tournament with great prizes benefits a scholarship fund. Register as soon as you can since it does sell out and is limited to the first 152 applying players. $100. Per player. Located at the Key West Golf Club, a newly ...
April 2012Apr 17 to Apr 19 The 9th annual World Sailfish Championship is one of South Florida's most prestigeious sailfish tournaments. Elite anglers compete for $125,000 in cash that includes a $75,000 guaranteed 1st place, $25,000 2nd place, and $10,000 3rd prize Check their websi... Apr 18 A major annual benefit for AIDS Help, Inc is a Key West tradition staged on the Truman Waterfont. Join us in this amazing culinary celebration that includes booths of over 50 of Key West's restaurants presenting delectable samples of their best cuisine an... Apr 20 to Apr 29 29th Anniversary of the birth of a micro-nation, 'The Conch Republic.' Celebrate the spirit of the Conch Republic with a commemoration of its founding in response to a U.S. Border Patrol roadblock that stopped traffic in and out of the Florida Keys on Apri... Apr 21 One of the most unique running races in the world attracts 1500 runners from around the world. The race spans the 7 mile Bridge spanning out over the Florida Keys on the spectacular Overseas Highway from Marathon, Florida. Apply early as it fills up fast o...
May 2012May 1 Tournament is held at the Key West Golf Club. Join the local golfers for a great day on the greens. Presented by the Key West Chamber of Commerce. Call the Key West Golf Club for details. May 2 to May 6 16th Annual Key West Songwriters' Festival showcase features some of America's foremost performing and upcoming songwriters. Concerts in intimate casual settings including beautiful resort settings, popular bars, and historic meeting venues throughout the.. May 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... |
