Key West Events

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Beach Road Trip Weekend
Beach Road Trip Weekend @ Islamorada
Nov 4 all-day
This lively event features a large group of people taking a road trip to party on the beach, night and day, for an entire weekend. The festivities consist of uniquely themed all-inclusive parties with complimentary[...]
Robert James Sales Redbone Celebrity Tournament
Robert James Sales Redbone Celebrity Tournament @ Key Largo
Nov 4 all-day
Celebrities join other anglers to catch bonefish and redfish to raise money for cystic fibrosis research in the final event of the annual Redbone Celebrity Tournament Series., Contact: 305-664-2002, Email: [email protected]
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35th Annual Key West World Championship Races
35th Annual Key West World Championship Races @ Key West
Nov 6 all-day
Super Boat International returns with teams from all around the world who compete 4/through 10/in the National Series Points races and conclude in 11/for the famous Key West World Championships. High-speed offshore powerboats race in[...]
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Cheeca Lodge & Spa All-American Backcountry Tournament
Cheeca Lodge & Spa All-American Backcountry Tournament @ Islamorada
Nov 17 all-day
Anglers compete for prizes and trophies in this annual event targeting snook, redfish, bonefish, tarpon and permit. Proceeds benefit the Guides Trust Foundation. Highlights include a beachside barbecue and an awards banquet characteristic of Cheeca’s[...]
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International Sand Art Competition
International Sand Art Competition @ Key West
Nov 23 all-day
Nontraditional artistry and beachside fun combine in a unique creative experience for participants and spectators. Visitors can watch leading U.S. and international sand sculptors construct and display large-scale creations over Thanksgiving weekend on the Atlantic[...]
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Key West events are so much fun! There's always something going on in the Southernmost party city! So you're wondering what Key West things to do. Find what concert, musician, local bands and so much more on our Key West events party guide calendar.  Our Party in Key West destination guide will make your visit to Key West the best ever!

Key West Events

 

Dec
1
Thu
2016
Islamorada Sailfish Tournament @ Islamorada
Dec 1 all-day

The first leg of the triple-crown Florida Keys Gold Cup Championship series is the only tournament in the series to offer a junior division for anglers age 16 and younger. Unlimited anglers are allowed per vessel. d, Contact: Dianne Harbaugh 305-522-4868 , Email: [email protected], Key West /12/31/2016, New Year’s Eve Shoe Drop Celebration, The Southernmost City 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., Email: [email protected]

Key West Triathlon and Expo @ Key West
Dec 1 all-day

The Key West Triathlon and Expo expects to host a maximum of 1,000 participants and some of the sport’s best known triathletes; TRIKW allows you to bask in the warm weather and the waters of the Atlantic Ocean while the rest of the country is experiencing winter. Olympic and Sprint distances.

Dec
4
Sun
2016
“Key West Tropical Forest and Botanical Garden Guest Speaker Series” @ "Key West"
Dec 4 all-day

“Enjoy garden tours

Jan
24
Tue
2017
“Waterfront Playhouse presents: The Trip to Bountiful” @ "Key West"
Jan 24 all-day

“American masterpiece about the universal pull that we all feel for “home.” Carrie Watts is an elderly widow

Feb
2
Thu
2017
“Christopher Peterson’s EYECONS” @ "Key West"
Feb 2 all-day

“A master of impersonations

“Cuda Bowl” @ "Key West"
Feb 2 all-day

“Shallow water flats anglers and guides are invited to hook-up and fight their barracuda rivals. Event is to be headquartered at Hurricane Hole Marina

“Key West Garden Club Educational Lecture Series: Preparing for Zombie Apocalypse” @ "Key West"
Feb 2 all-day

“Educational lectures are open to the public

Feb
3
Fri
2017
“Civil War Heritage Days Festival” @ "Key West"
Feb 3 all-day

“Colorful Civil War re-enactments

“Islamorada Women’s Sailfish Tournament” @ "Islamorada"
Feb 3 all-day

“In this light-tackle challenge

“Randy Roberts Live!” @ "Key West"
Feb 3 all-day

“Female impersonator extraordinaire Randy Roberts brings a one man

“Swamp Guides Ball” @ "Islamorada"
Feb 3 all-day

“All-release tournament offers fishing for bonefish

Feb
4
Sat
2017
“23rd Annual Pigeon Key Art Festival” @ "Marathon"
Feb 4 all-day

“Artists and craftspeople are to exhibit their work from 10 a.m. to 5 p.m. daily at this weekend event

“Key West Gallery presents: The Collected Works of Peter Max” @ "Key West"
Feb 4 all-day

“With paintings on exhibition in hundreds of museums and galleries worldwide

Feb
7
Tue
2017
“Poor Girls Sailfish Tournament” @ "Key Largo"
Feb 7 all-day

“A large regional charity competition that typically draws more than 200 anglers

Feb
11
Sat
2017
“GardenFest: The Green Market Place” @ "Key West"
Feb 11 all-day

“A giant plant sale offers visitors the opportunity to peruse a wide array of native and exotic tropical plants

“Layton Garden Club’s Annual Flea Market” @ "Islamorada"
Feb 11 all-day

“From 8 a.m. to 1 p.m.

“Lionfish Derby for Divers” @ "Key Largo"
Feb 11 all-day

“Teams of up to four divers compete for cash and prizes. Derby divers who successfully remove invasive lionfish from sanctuary waters can win for most

Feb
12
Sun
2017
“Islamorada Bartenders Sailfish Open” @ "Islamorada"
Feb 12 all-day

“This fun day of fishing is only for actively employed bartenders and restaurant employees. Trophies are awarded to individual anglers as well as the bar a team represents

Feb
14
Tue
2017
“34th Annual Wesley House Valentine’s Day Gala” @ "Key West"
Feb 14 all-day

“This signature fundraiser features some of Key West’s most talented performing artists

Feb
17
Fri
2017
“57th Annual Key West House & Garden Tour” @ "Key West"
Feb 17 all-day

“Tour a series of elegant and unique private homes of Key West