2026 Schooner Wharf Events |
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JANUARY |
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Jan. 21-23 |
Schooner Wharf Knot & Shot Competition
@ 8 pm
Two things Sailors have to know, how to tie a knot and how to
drink a shot!
Click here for Knot & Shot Crucial Information flyer.
2026 Knot & Shot Winners |
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2026 Knot & Shot Crucial Information |
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Jan. 24 |
Captain's Meeting
Schooner Wharf Wreckers Cup Race
7:00 p.m.
Race course and Race Rules are reviewed, while Captains and Crew
enjoy Complimentary Pusser's Rum Libations and Tall Sailing Tails!
Wrecker's Race 2026 Release Form and Entry Form
or register online: ONLINE ENTRY FORM |
2026 Wreckers Race Release Form & Entry Form |
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Jan. 25 |
Annual Schooner Wharf Wreckers Cup Race
1:00 p.m.
"All-in-fun" Reenactment of Days of Yore, with a Seven Mile Race
to Sand Key. |
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2026 Flyer |
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Jan. 25 |
Awards Ceremony, Schooner Wharf Wreckers Cup Race
7:00
p.m.
Race Video, B.B.Q. Dinner, Braggin' Rights, and Prizes for the
Victors!
2026 Wreckers Race Results |
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FEBRUARY |
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Feb. 8 |
Super Bowl Tailgate Party
Multiple TVs, Free Shooters, and Raffle.
Hosted by Key West Emcee and Personality Hoebee. |
2026 Flyer |
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Feb. 21 |
Captain's Meeting Schooner
Wharf Wreckers Cup Race
7:00 p.m.
Captains and Crew Contemplate Strategy while Reviewing Course and
Race rules. Complimentary Pusser's Rum Libations and Tall Sailing
Tales!
Wrecker's Race 2026 Release Form and Entry Form
or register online: ONLINE ENTRY FORM |
2026 Wreckers Race Release Form & Entry Form |
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Feb. 22 |
Annual
Schooner Wharf Wreckers Cup
Race
1:00 p.m.
2nd in the Popular Sailing Race Series to Sand Key. Visiting
Vessels and Local Captains and Crew are all invited to this "All
in-Fun" Event. |
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2026 Flyer |
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Feb. 22 |
Awards Ceremony, Schooner Wharf Wreckers Cup Race
7:00
p.m.
Racing Participants view their Sailing Vessels and Crew under Sail
on several screens while enjoying B.B.Q., Live Music and Bragging
Rights with Prizes for Winning Vessels.
2026 Wreckers Race Results |
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MARCH |
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Mar. 7 |
Annual Open Air Art & Music
Affair
9:30am to midnight
The Best of Key West's Colorful Art & Artists and Visiting Artists. Or for more info call (305) 292-3302. Music by Local and National Acts.
2025 Open Air Art & Music Affair Photos
Open Air Art & Music Affair Application to Exhibit & Show
Guidelines |
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2025 Flyer - 2026 Coming Soon |
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Mar. 17 |
Celebrate St Patrick's Day
Get Your Irish Up! All
Day Party
March 14- bar Stroll ends at Schooner Wharf Bar. |
2026 Flyer |
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Mar. 28 |
Captains' Meeting Schooner Wharf Wreckers Cup
7:00 p.m.
Race course and Race Rules are reviewed, while Captains and Crew
enjoy Complimentary Pusser's Rum Libations.
Wrecker's Race 2026 Release Form and Entry Form
or register online: ONLINE ENTRY FORM |
2026 Wreckers Race Release Form & Entry Form |
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Mar. 29 |
Annual Schooner Wharf
Wreckers Cup Race
1:00 p.m.
A Seven Mile "All-in-Fun" Reenactment Race to Sand Key. |
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2026 Flyer |
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Mar. 29 |
Awards Ceremony, Schooner Wharf Wreckers Cup Race
7:00
p.m.
Racing Participants view their Sailing Vessels and Crew under Sail
on several screens while enjoying B.B.Q., Live Music and Bragging
Rights with Prizes for Winning Vessels.
2026 Wreckers Race Results |
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APRIL |
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April 17-26 Conch Republic Independence
Celebration: Schooner Wharf is the Official Party Headquarters
of the Conch Republic Independence Celebration |
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Apr. 17 |
Kick-Off Party & Conch Shell Blowing Contest
Schooner Wharf is the Headquarters of the Conch Republic
Independence Celebration.
2026 Kick-Off Party Results |
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2026 Flyer |
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Apr. 23 |
Conch Republic Independence Celebration Parade Party & Awards
Ceremony
9:00 p.m.
Follow the parade Mardi Gras style for the Awards Ceremony!
2019 Conch Republic Independence
Celebration Parade Party |
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Apr. 24 |
Conch Republic Independence
Celebration Victory Party and Surrender Ceremony of the Great Sea
Battle
9
p.m.
"Conch-republicans" celebrate defeating the evil forces of the US
Government. |
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Apr. 25 |
Conch Republic
Independence Day Celebration Pirates' Ball & Pirate
Costume Competition
7:00
p.m.
The Difference Between Landlubbers and Pirates and Wenches is "The
Ability to Accessorize."
2024 Costume Contest
Winners |
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2026 Flyer |
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Apr. 25 |
Captains' Meeting Schooner Wharf Wrecker's Cup
7:00 p.m.
Race course and Race Rules are reviewed, while Captains and Crew
enjoy Complimentary Pusser's Rum Libations.
Wrecker's Race 2026 Release Form and Entry Form
or register online: ONLINE ENTRY FORM |
2026 Wreckers Race Release Form & Entry Form |
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Apr. 26 |
Annual Schooner Wharf Wreckers Cup Race
1:00 p.m.
"All-in-fun" Reenactment of Days of Yore, with a Seven Mile
Sailing Race
to Sand Key. Visiting
Vessels and Local Captains and Crew are all invited to this
"All-in-Fun" Event. |
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2026 Flyer |
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Apr. 26 |
Awards Ceremony, Schooner Wharf Wreckers Cup Race
7:00 p.m.
Racing Participants view their Sailing Vessels and Crew under Sail
on several screens while enjoying B.B.Q., Live Music and Bragging
Rights with Prizes for Winning Vessels.
2026 Wreckers Race Results |
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MAY |
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May 15 |
29th Annual
Anniversary of Schooner Wharf Magic Bar
7:00 p.m.
Celebrate with the Magic of Frank Everhart and his
"Chicago-Style"
Up Close and Personal Magic. |
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2024 Flyer - 2026 Coming Soon |
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May 24 |
Annual Schooner Wharf Minimal
Regatta
12:00 p.m.
We hope to make a splash with our homemade vessels created out of
plywood & duct tape.
Build a Boat from Minimal Materials and Compete against Others in
the Key West Bight. The Craziest Regatta You'll ever see, Join us
for some wet and wacky fun!
2025 Minimal Regatta Photos and Winners
Pick up your entry form at Schooner Wharf Bar today,
click here for printable version (coming soon) or
click here to register
online |
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2025 Flyer - 2026 Coming Soon |
JUNE |
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No events scheduled. |
JULY |
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No events scheduled. |
AUGUST |
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No events scheduled. |
SEPTEMBER |
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No events scheduled. |
OCTOBER |
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Oct. 16-25 |
Fantasy Celebration
Live Music, Cold Libations, Great Food, & Old and New Friends.
Schooner Wharfstock. Tune In, Turn On & Drop In! |
2024 Flyer - - 2026 Coming Soon |
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Oct. 21 |
60's Hippie Costume Contest
Party Starts @ 7 pm
Have Some Fantasy Fun & Win Great Prizes!
2023 Wharfstock & 60s
Costume Contest Winners
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NOVEMBER |
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Nov. - Jan. |
Bight before Christmas Holiday
Celebration
The Kick-Off to the Annual Key West
"Bight before Christmas Holiday Celebration!" and "The
Lighting of the Harbor Walk" - Come see...The Harbor Walk
of Lights throughout the Holidays |
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DECEMBER |
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Dec. 6 |
Rock Around Our Christmas Tree!
Schooner Wharf Bar Tree Trimming Party
6:00 p.m.
Toy Drive has changed to The Cheryl & Crystal Cates Holiday
Festival Angels Just for Kids to benefit Gerald Adams Elementary
School
2025 Winners Tree Trimming Party |
2025 Flyer - 2026 Coming Soon |
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Dec. 10 |
Captains' Meeting Schooner Wharf Lighted Boat Parade
8:00 p.m.
Maritime Parade Route is reviewed by Captains and Crew while
enjoying complimentary Libations and Hors d'oeuvres.
Lighted
Boat Parade Registration - Coming Soon |
2025 Registration Form - 2026 Coming Soon |
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Dec. 12 |
36th Annual Schooner Wharf Bar Lighted Boat Parade
8:00 p.m.
The Holidays' Magical Nautical Display of Lights and Creativity.
The Judges' Stand is located at Schooner Wharf. A
"Not-to-be-Missed" Event. |
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2025 Flyer - 2026 Coming Soon
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Dec. 10 |
Schooner Wharf Bar Lighted Boat Parade Awards Ceremony
8:00 p.m.
Boat Loads of Prizes awarded to Top 12 Vessels with Free Raffle
for all Participating Parade Entries.
2024 Lighted Boat Parade Winners
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Dec. 31 |
New Year's Eve Celebration
The Unique Schooner Wharf Bar's Seaport Tradition - Lowering of
the Pirate Wench at Midnight. Party starts early in the day with 3
Local and National Acts - Party Favors - Champagne & Fun
Rigging in 2019 with Schooner Wharf's unique New Year's Eve tradition of the "Lowering of the Pirate Wench" |
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2025 Flyer - 2026 Coming Soon |
