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.
Jun 5 to Jun 9
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 Derby
Jun 21 to Jun 23
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.
The celebration is set to take place at the luxurious Casa Marina Resort
Jul 11 to Jul 14
Each year a celebration is held in honor of the anniversary of Mel Fisher’s discovery of the Motherlode of the Atocha. This year we celebrate the 28th anniversary. A series of events are scheduled that will run from July 11-14, 2013. 100% of all net proceeds from these events will be donated to Wesley House Family Services, Inc
Jul 14 to Jul 17
The Del Brown Permit Tournament is dedicated to the man who made permit fishing with a fly rod famous, the late Del Brown. Brown caught 513 permit on a fly rod in his lifetime.
Brown tied a fly called the “Merkin” that was a close enough representation of a crab that permit rushed to eat it. Today there are many styles of the Merkin fly, most of them are a representation of Brown’s crab.
Jul 16 to Jul 21
33rd ANNUAL HEMINGWAY DAYS - JULY 16-21, 2013
During his Key West residence, Ernest Hemingway wrote some of his most enduring works and spent his leisure hours fishing and socializing with local and literary cohorts. Each year, fans of his writing and exuberant lifestyle come together for Hemingway Days.
Jul 24 to Jul 25
Every July the coastal areas of Florida are flooded with lobster hunters trying to get their share of this year's bounty when the offical mini lobster season kicks off. There are two Florida Lobster Seasons, the 2 day mini season and the 8 month regular lobster season. The mini lobster season is always the last consecutive Wednesday and Thursday in July. This year the mini season falls on July 24th and 25th. Make sure to always verify dates and regulations with Florida Fish and Wildlife It begins at 12:01 am on Wednesday and ends at 12:00 midnight on Thursday.
Aug 1 to Aug 3
Honoring Captain Tony Tarracino
Come celebrate with the Captain’s friends and family celebrating the life of Capt. Tony at the annual Capt. Tony Days in Key West in August. August 2013
20th Annual Battle of the Bars
A "not to be missed event!!!
Registration and Entry Form ~ coming soon
Aug 8 to Aug 11
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 entertainment, arts and crafts, and plenty of delicious lobster from our local waters to indulge in. This year promises a "Duval Crawl" on Friday night, a free concert and street fair on Saturday, and a decadent Sunday Brunch the day after.
Aug 29 to Sep 2
Because last year’s BrewFest was such a success, we’re doing it again! Join us, in Key West over Labor Day weekend, August 29th – September 2nd 2013. The Southernmost Hotel Collection has teamed up with the Key West Sunrise Rotary of the Conch Republic to host Key West BrewFest. All proceeds to benefit the Rotary Club and their charitable efforts. Events from beer dinners, beer brunches, happy hour parties, pool parties, late-night parties, seminars and the Signature Tasting Festival Event are some of the great activities we have on tap for you! And, try tasting over 150 beers in one weekend!
Sep 3 to Sep 8
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 24nd legendary event for women! Activities include pool parties,late night dancing, dances women only sunset sails and dolphin watching.
Sep 7 to Sep 9
In the first of three tournaments in the annual Redbone Celebrity Tournament Series, also called The Trilogy, anglers target tarpon, permit and bonefish to achieve the coveted "flats grand slam." The event raises funds for the fight against cystic fibrosis.
Sep 19 to Sep 22
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 collect poker cards along the way and prizes are awarded to the best hand. The ride culminates with a final celebration in Key West where the bikes are parked on the street for all to enjoy.
Oct 18 to Oct 19
A local's favorite. This is an authentic Caribbean island street fair situated in the heart of Key West's unique Bahama Village. Some streets are closed to traffic, and locals and visitors alike stroll and enjoy local flavors, entertainment, and shop for crafts. Local's favorite event to meet in the street. Find the center of the festival around Petronia and Thomas Streets near Blue Heaven Restaurant at 729 Thomas St.
Oct 18 to Oct 27
Fantasy Fest 2013 “Super Heroes, Villains...
Oct 30 to Nov 3
22nd Annual Meeting of the Minds 2013
"Bring Back The Magic”
(Key West, Florida)
October 30th - November 3rd, 2013
Nov 3 to Nov 10
32nd 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 spectators along the quay and Fort Zachary Taylor State Park.
World Famous Dropping of 'The Conch Shell' at Sloppy Joes Bar at 201 Duval St. Watch the six foot Queen Conch Shell drop with synchronicity as the clock strikes mid-night to giant six foot tall bottles of champagne.
The Southernmost City also celebrates with a descending 6-foot red high heel shoe carrying drag queen Sushi at the Bourbon Street Pub/New Orleans House complex, 724 Duval St. Seconds before midnight, the high heel bearing a lavishly gowned and coiffed Sushi is to be lowered from the second-story balcony of the complex toward the cheering crowds below. As midnight strikes and the New Year officially begins, she will land and gleefully pop the cork on a ceremonial bottle of champagne.