Key West Events

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Seventh Annual Key West Brewfest
Seventh Annual Key West Brewfest @ Key West
Sep 1 all-day
More than 150 beers and micro-brews are on tap at this “tasty” annual event that benefits the charitable efforts of the Key West Sunrise Rotary Club of the Conch Republic. Events from beer dinners, beer[...]
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Heroes Salute Tribute Weekend
Heroes Salute Tribute Weekend @ Marathon
Sep 2 all-day
Each fall, Hawks Cay Resort on Duck Key hosts an annual Heroes Salute program to honor military, fire and rescue, law enforcement and medical personnel; a special Labor Day Weekend event is planned to include[...]
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Womenfest Key West
Womenfest Key West @ Key West
Sep 8 all-day
Thousands of singles, couples and groups of women flock to Key West each year for this renowned celebration for lesbians and their friends. Activities generally include dance parties, poolside gatherings, sailing and snorkeling, live music,[...]
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Robert James Sales S.L.A.M. Celebrity Tournament
Robert James Sales S.L.A.M. Celebrity Tournament @ Key West
Sep 9 all-day
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[...]
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44th Annual Phil Peterson’s Key West Poker Run
44th Annual Phil Peterson’s Key West Poker Run @ The Florida Keys
Sep 15 all-day
It’s an All-American event as motorcycle enthusiasts from around the U.S. travel the Keys’ scenic Overseas Highway – designated Florida’s only All-American Road – from mainland Florida to Key West to raise money for charity.[...]
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17th Annual Herman Lucerne Memorial Backcountry Fishing Championship.
17th Annual Herman Lucerne Memorial Backcountry Fishing Championship. @ Islamorada
Sep 16 all-day
Named after the man known affectionately as “Mr. Everglades,” the event is headquartered at the Islander Resort, A Guy Harvey Outpost. Anglers are challenged to target fish in multiple species only in the boundaries of[...]
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Take Stock in Children Backcountry Challenge
Take Stock in Children Backcountry Challenge @ Key Largo
Sep 23 all-day
This 17th annual tournament offers anglers the opportunity to win coveted trophies for trout, snook and redfish. A popular Sunday evening dinner and auction showcase is open to the public. Proceeds support local vocational scholarships[...]
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Conch Scramble “On the Water” Golf Tournament
Conch Scramble “On the Water” Golf Tournament @ Islamorada
Sep 24 all-day
Join an on-the-water wacky weekend charity golf tournament that brings together four-person teams to enjoy a game of nine holes by boat, to “drive” biodegradable golf balls toward floating greens – without any sand traps.[...]
Marathon International Bonefish Tournament
Marathon International Bonefish Tournament @ Marathon
Sep 24 all-day
This challenge recognizes individual and team champions scoring the largest bonefish and permit, and the top anglers in fly and grand slam divisions (for the top spin or fly angler who releases the largest bonefish,[...]
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REEF Fest
REEF Fest @ Key Largo
Sep 29 all-day
Join Reef Environmental Education Foundation (REEF) in a celebration of marine conservation. Morning activities include ocean adventures of kayaking, snorkeling and diving, all alongside marine life experts. Afternoons feature free seminars from renowned experts in[...]
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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

 

Sep
2
Fri
2016
Heroes Salute Tribute Weekend @ Marathon
Sep 2 all-day

Each fall, Hawks Cay Resort on Duck Key hosts an annual Heroes Salute program to honor military, fire and rescue, law enforcement and medical personnel; a special Labor Day Weekend event is planned to include an All-American barbecue, heroes tribute, country music concert and fireworks show., Contact: 1-877-484-9342, Email: [email protected]

Sep
8
Thu
2016
Womenfest Key West @ Key West
Sep 8 all-day

Thousands of singles, couples and groups of women flock to Key West each year for this renowned celebration for lesbians and their friends. Activities generally include dance parties, poolside gatherings, sailing and snorkeling, live music, comedy performances and more., Contact: 305-294-4603

Sep
9
Fri
2016
Robert James Sales S.L.A.M. Celebrity Tournament @ Key West
Sep 9 all-day

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., Contact: Susan Ellis 305-664-2002, Email: [email protected], Key Largo /9/10/2016, Lionfish Derby for Divers, 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, largest and smallest lionfish. The Upper Keys derby is held at John Pennekamp Coral Reef State Park. Visit REEF website to register; teams of up to four people can join. Divers can participate in a derby from their own private vessel or join a professional dive operator’s charter., Contact: REEF 305-852-0030, Email: [email protected]

Sep
15
Thu
2016
44th Annual Phil Peterson’s Key West Poker Run @ The Florida Keys
Sep 15 all-day

It’s an All-American event as motorcycle enthusiasts from around the U.S. travel the Keys’ scenic Overseas Highway – designated Florida’s only All-American Road – from mainland Florida to Key West to raise money for charity. Winner takes all, and can win a new Harley-Davidson Motorcycle or cash. Stops are arranged throughout the Keys with a final celebration in Key West. Keys-wide events are planned., Contact: Drew Peterson 305-235-4023, Email: [email protected]

Sep
16
Fri
2016
17th Annual Herman Lucerne Memorial Backcountry Fishing Championship. @ Islamorada
Sep 16 all-day

Named after the man known affectionately as “Mr. Everglades,” the event is headquartered at the Islander Resort, A Guy Harvey Outpost. Anglers are challenged to target fish in multiple species only in the boundaries of Everglades National Park, fishing areas that Lucerne favored., Email: [email protected], Islamorada /9/17/2016, Fourth Annual Islamorada Swim for Alligator Lighthouse, In the event’s fourth year, swimmers participate in a 9-mile roundtrip race from Islamorada to the Alligator Lighthouse and back. Proceeds benefit the Friends of the Pool in Islamorada, helping provide scholarship opportunities to those in need, and preserve treasured historic lighthouses on Florida’s coastal waterways., Contact: Rob Dixon 305-664-7149, Email: [email protected]

Sep
23
Fri
2016
Take Stock in Children Backcountry Challenge @ Key Largo
Sep 23 all-day

This 17th annual tournament offers anglers the opportunity to win coveted trophies for trout, snook and redfish. A popular Sunday evening dinner and auction showcase is open to the public. Proceeds support local vocational scholarships for all ages, and Take Stock in Children scholarships for financially challenged Upper Keys students., Email: [email protected]

Sep
24
Sat
2016
Conch Scramble “On the Water” Golf Tournament @ Islamorada
Sep 24 all-day

Join an on-the-water wacky weekend charity golf tournament that brings together four-person teams to enjoy a game of nine holes by boat, to “drive” biodegradable golf balls toward floating greens – without any sand traps. A live or silent auction as well as a 50/50 cash raffle also are planned. Proceeds benefit local Keys charities., Email: [email protected]

Marathon International Bonefish Tournament @ Marathon
Sep 24 all-day

This challenge recognizes individual and team champions scoring the largest bonefish and permit, and the top anglers in fly and grand slam divisions (for the top spin or fly angler who releases the largest bonefish, permit and tarpon “slam”). The event is one of the few tournaments where anglers can fish without a professional guide., Contact: Barb 305-304-8682, Email: [email protected]

Sep
29
Thu
2016
REEF Fest @ Key Largo
Sep 29 all-day

Join Reef Environmental Education Foundation (REEF) in a celebration of marine conservation. Morning activities include ocean adventures of kayaking, snorkeling and diving, all alongside marine life experts. Afternoons feature free seminars from renowned experts in topics like Marine Mammals, Shark Behavior, Deep Sea Exploration and Emerging Ocean Issues. Evenings boast food, drinks and fun with friends old and new. All events are open to the public., Contact: 305-852-0030, Email: [email protected]

Oct
6
Thu
2016
SoMo Marathon & Half Marathon @ Key West
Oct 6 all-day

Presented by Pat Croce’s Rum Barrel, this event is one of a kind! Imagine running through the southernmost island in the United States while enjoying a break from the ordinary. The Southernmost Marathon & Half promises just that- 26.2 or 13.1 miles of ocean and gulf views, as well as iconic Key West landmarks. A full weekend of events include the race and a Sunday Paddle Board race for the Special Olympics of Monroe County., Contact: 305-766-5284, Email: [email protected]

Oct
7
Fri
2016
Fifth Annual Downtown Key Largo Songfest @ Key Largo
Oct 7 all-day

A host of elite Nashville songwriters are to liven up three Key Largo stages during this Columbus Day weekend festival that features music in genres including jazz, blues, rock and roll, country and contemporary pop. In addition, music lovers can enjoy the stories behind yesterday’s favorites and today’s popular hits., Contact: Robert DiGiorgio 305-619-0172, Email: [email protected]

Robert James Sales Baybone Celebrity Tournament @ Islamorada
Oct 7 all-day

For the first time in 25 years, the second tournament in the Redbone Trilogy moves to Islamorada, and targets permit and bonefish to raise money for cystic fibrosis research. Past participants include legendary angler Stu Apte, former Denver Bronco and Tampa Bay Buccaneer Mark Cooper and Major League Baseball Hall of Famer Wade Boggs., Contact: 305-664-2002, Email: [email protected]

Oct
9
Sun
2016
Islamorada Fall All-Tackle Bonefish & Permit Championship @ Islamorada
Oct 9 all-day

Known locally as the “Fall All-Tackle,” the three-day fishing challenge attracts energized newcomers to face seasoned veterans, in a competitive format since 1970. Up to 25 participants can fish in the tournament; festivities kick off Oct. 9, fishing Oct. 10-12. One angler per boat pairs with a licensed captain to vie for division winners’ trophies. The three largest bonefish and three largest permit are to be scored by length, not weight., Contact: Betsy Bullard 305-587-1460, Email: [email protected]

Oct
12
Wed
2016
Fourth Annual Humphrey Bogart Film Festival @ Key Largo
Oct 12 all-day

The fourth annual Humphrey Bogart Film Festival is to screen a rotating selection of Bogie classics and a group of movies celebrating the life and films of the man the American Film Institute named “America’s greatest male screen legend.” The festival, hosted by the screen legend’s son, Stephen Bogart, is the only event of its kind, and is backed by the Bogart Estate.

Oct
21
Fri
2016
37th Annual Key West Fantasy Fest @ Key West
Oct 21 all-day

This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand parade that stars 3/ing groups, island-style bands and lavish floats. The/2016 festival theme is “Political Voodoo and Ballot-Box Barbarians.”, Contact: 305-296-1817, Email: [email protected], Key West /10/23/2016, Key West Halloween Half Marathon and 5K Run, Competitors are encouraged to dress in their favorite costumes for this Halloween-themed running event., Email: [email protected]

Goombay Festival @ Key West
Oct 21 all-day

Held in Key West’s historic Bahama Village neighborhood, the lively Goombay is known for its island-style food, arts and crafts, nonstop live entertainment and dancing in the streets. Visitors can experience sights, sounds and flavors recalling Key West’s Bahamian heritage.

Ladies Let’s Go Fishing!” Annual Keys Fishing University for Women @ Islamorada
Oct 21 all-day

Female fishing fans can learn or polish angling skills during the award-winning weekend seminar. More than 8,000 female graduates have immersed themselves in the lighthearted yet skill-heavy curriculum to learn and hone abilities in offshore, bottom, inshore and fly fishing., Contact: Betty Bauman 954-475-9068, Email: [email protected]

Oct
29
Sat
2016
Fall Backcountry Fly Championship Series @ Islamorada
Oct 29 all-day

Tournament anglers are to compete to catch the most inches of snook and redfish on fly in a challenge where one inch equals one point. Awards are to be given to the grand champion and runner-up, and to the anglers who catch the largest snook and redfish. The field is limited to 30 boats.

Nov
4
Fri
2016
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 drinks and food, parking and shuttle service over a three-day span in Islamorada., Contact: 954-608-3131, Email: [email protected]

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]