2025 Schooner Wharf Events |
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JANUARY |
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| Jan. 22-24 |
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 - coming soon 2025 Knot & Shot Winners |
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| Jan. 25 |
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 2025 Release Form and Entry Form or register online: ONLINE ENTRY FORM |
 2025 Wreckers Race Release Form & Entry Form |
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| Jan. 26 |
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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| Jan. 26 |
Awards Ceremony, Schooner Wharf Wreckers Cup Race
7:00 p.m. Race Video, B.B.Q. Dinner, Braggin' Rights, and Prizes for the Victors! 2025 Wreckers Race Results |
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FEBRUARY |
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| Feb. 9 |
Super Bowl Tailgate Party
Multiple TVs, Free Shooters, and Raffle. Hosted by Key West Emcee and Personality Hoebee. |
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| Feb. 22 |
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 2025 Release Form and Entry Form or register online: ONLINE ENTRY FORM |
2025 Wreckers Race Release Form & Entry Form |
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| Feb. 23 |
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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| Feb. 23 |
Awards Ceremony, Schooner Wharf Wreckers Cup Race
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MARCH |
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| Mar. 1 |
25th Annual Open Air Art & Music Affair 9:30am to midnight The Best of Key West's Art and Artists. To participate or for more info., call (305) 292-3302. Music by Local and National Acts. 2024 Open Air Art & Music Affair Winners & Photos Open Air Art & Music Affair Application to Exhibit & Show Guidelines |
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| Mar. |
Annual St. Paddy's Day Bar Stroll Get Your Irish Up! All Day Party - Stroll ends at Schooner Wharf Bar. |
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| Mar. 29 |
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 2025 Release Form and Entry Form or register online: ONLINE ENTRY FORM |
2025 Wreckers Race Release Form & Entry Form |
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| Mar. 30 |
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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| Mar. 30 |
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. |
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APRIL |
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| Apr. 18 |
Schooner Wharf Bar the Official Party Headquarters of the Conch Republic Independence Celebration Kick Off Party Schooner Wharf is the Headquarters of the Conch Republic Independence Celebration. 2024 Kick-Off Party Results |
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| Apr. 24 |
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 and Award Ceremony & Results |
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| Apr. 25 |
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. 27 |
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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| Apr. 26 |
Captains' Meeting Schooner Wharf Wrecker's Cup |
2025 Wreckers Race Release Form & Entry Form |
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| Apr. 27 |
Annual Schooner Wharf Wrecker's 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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| Apr. 27 |
Awards Ceremony, Schooner Wharf Wrecker's 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. 2025 Wreckers Race Results |
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MAY |
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| April 30 - May 4 |
Annual Songwriters Festival The Key West Songwriters Festival is the largest festival of its kind in the world, and known as a career starter for top country talent. |
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| May 15 |
28th 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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| May 26 |
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! 2024 Minimal Regatta Photos and Winners Pick up your entry form at Schooner Wharf Bar today or click here. - coming soon |
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JUNE |
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JULY |
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AUGUST |
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SEPTEMBER |
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OCTOBER |
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| Oct. |
Fantasy Celebration "It's a
90s Neon Cosmic Carnival" Live Music, Cold Libations, Great Food, & Old and New Friends. Schooner Wharfstock. Tune In, Turn On & Drop In! |
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| Oct. |
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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DECEMBER |
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| Dec. |
Annual Tree Trimming and Toys for
Tots and Angels Just 4 Kids Drive 6:00 p.m. Prizes for Original Ornaments plus Complimentary Holiday Beverages. 2023 Winners Tree Trimming Party |
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| Dec. |
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 |
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| Dec. |
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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| Dec. |
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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