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X-WR-CALNAME:Key West Historic Seaport
X-ORIGINAL-URL:https://keywesthistoricseaport.com
X-WR-CALDESC:Events for Key West Historic Seaport
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DTSTART;VALUE=DATE:20250126
DTEND;VALUE=DATE:20250127
DTSTAMP:20260404T195618
CREATED:20250123T162616Z
LAST-MODIFIED:20250123T173707Z
UID:8946-1737849600-1737935999@keywesthistoricseaport.com
SUMMARY:2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series
DESCRIPTION:2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series\n \nThe much anticipated Schooner Wharf Bar Wrecker’s Cup Race Series is scheduled for the last Sunday of January\, February March and April\, at 1:00 p.m. The course is 7 miles from Key West Harbor to Sand Key\, re-enacting the ancient wrecking tradition of Key West…a series of ruthless one way races to the reef to claim the booty. This all-in-fun race series recalls the tradition of the wreckers in the Key West of the 1800’s. Vessels laden with rich cargoes from Gulf and Caribbean ports often became victims of storm and the unmarked reefs off Key West. \nThe first wrecker to reach the site had the responsibility to save the passengers and crew—but they also won the right to salvage the cargoes. Some historians have written that it was not unusual for 20 or 30 boats to race to a wreck. The Captains’ Meetings are held on the upper deck of Schooner Wharf at 7:00 p.m. the Saturday before each race. Captains enjoy complimentary Pusser’s Rum punch and Schooner Wharf Galley hors d’oeuvres while reviewing race procedures. The Awards Ceremony & Party is held at 7:00 p.m. on Sunday\, race day. The popular Wreckers BBQ is served to captains & crew while they view film footage taken of the race by the official race committee boat and dance to some of the best live music offered on the island. \nTrophies\, Pussers Rum and Schooner Wharf bar tabs and Wrecker’s Race tee shirts are earned by the top 3 vessels in 6 classes –schooner\, multi-hull\, classic\, monohull and under\, monohull 30-39 feet and monohull 40 feet and over. At the race start Key West harbor is a magnificent sight\, filled with colorful sails and spinnakers on vessels ranging from 16 feet to 120 feet. This original nautical event is another creation of Schooner Wharf Bar owners\, Evalena and Paul Worthington\, and is enjoyed by visiting yachters\, local private boats and Key West charter vessels. You don’t need a boat of your own to participate\, book passage and crew on one of the charter boats in the Wreckers’ fleet. \n2025 Race Dates are Sunday\, January 26 – February 23 – March 30 and April 27.\nCome join the fun. Fair Winds and Full Holds — Wreck Ashore!\nFor information please call 292-9520. Visit SchoonerWharf.com. Photos of\nprevious races are available on the Schooner Wharf Facebook page.
URL:https://keywesthistoricseaport.com/event/2025-40th-annual-schooner-wharf-bar-wreckers-cup-race-series/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2025/01/Wreckers.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250223T130000
DTEND;TZID=America/New_York:20250223T170000
DTSTAMP:20260404T195618
CREATED:20250130T155936Z
LAST-MODIFIED:20250130T161517Z
UID:8954-1740315600-1740330000@keywesthistoricseaport.com
SUMMARY:2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series
DESCRIPTION:The 2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series\n \nThe 2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series The much anticipated Schooner Wharf Bar Wrecker’s Cup Race Series is scheduled for the last Sunday of January\, February March and April\, at 1:00 p.m. The course is 7 miles from Key West Harbor to Sand Key\, re-enacting the ancient wrecking tradition of Key West…a series of ruthless one way races to the reef to claim the booty. This all-in-fun race series recalls the tradition of the wreckers in the Key West of the 1800’s. \nVessels laden with rich cargoes from Gulf and Caribbean ports often became victims of storm and the unmarked reefs off Key West. The first wrecker to reach the site had the responsibility to save the passengers and crew—but they also won the right to salvage the cargoes. Some historians have\nwritten that it was not unusual for 20 or 30 boats to race to a wreck. The Captains’ Meetings are held on the upper deck of Schooner Wharf at 7:00p.m. the Saturday before each race. Captains enjoy complimentary Pusser’s Rum punch and Schooner Wharf Galley hors d’oeuvres while reviewing race procedures. \nThe Awards Ceremony & Party is held at 7:00 p.m. on Sunday\, race day. The popular Wreckers BBQ is served to captains &amp; crew while they view film footage taken of the race by the official race committee boat and dance to some of the best live music offered on the island. \nTrophies\, Pusser’s Rum and Schooner Wharf bar tabs and Wrecker’s Race tee shirts are earned by the top 3 vessels in 6 classes –schooner\, multi-hull\, classic\, monohull and under\, monohull 30-39 feet and monohull 40 feet and over. At the race start Key West harbor is a magnificent sight\, filled with colorful sails and spinnakers on vessels ranging from 16 feet to 120 feet. This original nautical event is another creation of Schooner Wharf Bar owners\, Evalena and Paul Worthington\, and is enjoyed by visiting yachters\, local private boats and Key West charter vessels. You don’t need a boat of your own to participate\, book passage and crew on one of the charter boats in the Wreckers’ fleet. \n2025 Race Dates are Sunday\, January 26 – February 23 – March 30 and April 27. \nCome join the fun. Fair Winds and Full Holds — Wreck Ashore! For information please call 292-9520 or visit SchoonerWharf.com.
URL:https://keywesthistoricseaport.com/event/2025-40th-annual-schooner-wharf-bar-wreckers-cup-race-series-2/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2025/01/Wreckers.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250329
DTEND;VALUE=DATE:20250331
DTSTAMP:20260404T195618
CREATED:20250114T180914Z
LAST-MODIFIED:20250114T180914Z
UID:8942-1743206400-1743379199@keywesthistoricseaport.com
SUMMARY:NAS Key West Southernmost Air Spectacular March 29 and 30\, 2025
DESCRIPTION:  \nThe Blue Angels & other military & civilian acts will fill the skies of the Florida Keys March 29-30th\, at the NAS Key West Southernmost Air Spectacular air show at Boca Chica Field. \nBuy tickets and learn more: https://air.show/key-west/ \n 
URL:https://keywesthistoricseaport.com/event/nas-key-west-southernmost-air-spectacular-march-29-and-30-2025/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250418
DTEND;VALUE=DATE:20250428
DTSTAMP:20260404T195618
CREATED:20250321T164311Z
LAST-MODIFIED:20250325T152524Z
UID:8990-1744934400-1745798399@keywesthistoricseaport.com
SUMMARY:43rd Annual Conch Republic Independence Celebration
DESCRIPTION: 43rd Annual Conch Republic Independence Celebration\n \n  \nGet your tickets here!\n  \n  \n \n 
URL:https://keywesthistoricseaport.com/event/43rd-annual-conch-republic-independence-celebration/
ATTACH;FMTTYPE=image/webp:https://keywesthistoricseaport.com/wp-content/uploads/2025/03/conchrepublicindependencecelebration2025.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250430
DTEND;VALUE=DATE:20250505
DTSTAMP:20260404T195618
CREATED:20250417T122031Z
LAST-MODIFIED:20250417T123509Z
UID:9017-1745971200-1746403199@keywesthistoricseaport.com
SUMMARY:Key West Songwriters Festival 2025
DESCRIPTION: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. The festival has kicked off the careers of household names such as Kacey Musgraves\, Florida Georgia Line\, Jake Owen\, Michael Ray\, Randy Houser and Maren Morris.\nIn its 29th year\, KWSF has grown into a top destination for music lovers who flock to Key West for five days and nights of live music and storytelling from veteran songwriters and the next big hit-makers!\n\nFor more information\, email marketing@ramsheadgroup.com or visit https://keywestsongwritersfestival.com!
URL:https://keywesthistoricseaport.com/event/key-west-songwriters-festival-2025/
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250525T130000
DTEND;TZID=America/New_York:20250525T170000
DTSTAMP:20260404T195618
CREATED:20250502T163855Z
LAST-MODIFIED:20250509T184242Z
UID:9023-1748178000-1748192400@keywesthistoricseaport.com
SUMMARY:2025 Schooner Wharf Bar Minimal Regatta
DESCRIPTION:2025 Schooner Wharf Bar Minimal Regatta\n \n  \nCalling All Ship Wrights! Sunday\, May 25\, 2025\nMinimal Regatta Construction Rules\n1. One sheet of 4′ x 8′ x 1/4″ plywood\n2. Two 2″x 4″ 8′\n3. One pound of fasteners\n4. One roll of 2″ x 60 yard duct tape\n5. No caulking or adhesives – Epoxy paint is permitted\n6. Painting of boats is optional\n7. Oars/Paddles must be made out of these materials\nThere are two categories of ‘Minimal Vessels’ Kayak/Canoe Design & Open Design \nCompetitors will win prizes in each design group for Fastest – 1st\, 2nd & 3rd Place\, Most Creative Designs – 1st & 2nd Place\, Best Paint Jobs\, Best Costumed Entries\, Sportsmanship Awards\, and Sinker Awards. \nThe $20 entry fee will benefit our local American Legion Post 28. Boats made of thin plywood and duct tape don’t sound very seaworthy\, but they’re the only vessels allowed in the 33rd annual Schooner Wharf Minimal Regatta\, expected to provide maximum merriment for spectators Sunday\, May 26. \nThe wacky Memorial Day Weekend regatta takes place off the Schooner Wharf Bar\, 202 William St.\, in the Key West Historic Seaport. A vessel inspection is set for 12:30 p.m. Sunday\, with the first heat around 1:30 p.m. Each team can use only the most minimal materials to build its boat: just a single sheet of 4-by-8-foot plywood\, two 8-foot-long two-by-fours\, a roll of duct tape and a pound of fasteners. Calking and adhesives are forbidden\, though epoxy paint is permitted. \n \nTeams are charged with keeping their homemade craft afloat long enough to complete a short course. Up to six members are allowed per team\, and at least one “designated passenger’ must crew the vessel throughout the regatta. Costumes and themed entries are encouraged\, and many boats end up being more scenic than seaworthy. Entries in past regattas have included alligators\, spaceships\, guitars\, wine bottles and replicas of schooners\, shrimp boats\, pirate vessels and paddle boats! Costumes have ranged from the crew of Gilligan’s Island\, the Adams family\, Spock and Star Trek\, Batman & the Joker\, Barbie and her Dream House\, Banana Splits and Red Hot Chili Peppers and Popeye! \nMultiple prizes are to be awarded in categories including fastest boat\, most creative designs\, best paint jobs\, sportsmanship and best costumed entries. In addition\, organizers plan to present the disheartening “sinker” awards to the hapless teams unable to stay above water. As well as regatta action\, Schooner Wharf Bar also plans to host its traditional Memorial Day weekend barbecue. Ya Gotta Regatta! \nEvent information: 305-292-9520\nRegister in person at Schooner Wharf Bar or online at https://schoonerwharf.com
URL:https://keywesthistoricseaport.com/event/2025-schooner-wharf-bar-minimal-regatta/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2017/05/2013_Minimal_Regatta_MileZERO_Photo-8671-3.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250622
DTEND;VALUE=DATE:20250630
DTSTAMP:20260404T195618
CREATED:20250617T185645Z
LAST-MODIFIED:20250617T190215Z
UID:9055-1750550400-1751241599@keywesthistoricseaport.com
SUMMARY:Key West Pride 2025
DESCRIPTION:KEY WEST PRIDE 2025! SPONSORED IN PART BY \nCelebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and accepting atmosphere. Whether you’re looking to party with friends\, travel with family\, or get lost in the magic of our tropical island\, rediscover Key West and discover how one island’s One Human Family philosophy has created one of the most integrated and unique communities in the world. Show us your pride\, we will show you our Key West Pride! \n \n  \nFor more information:  \nAddress: 808 Duval Street\nKey West\, FL 33040\nPhone: 800-535-7797 | 305-294-4603
URL:https://keywesthistoricseaport.com/event/key-west-pride-2025/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250822
DTEND;VALUE=DATE:20250823
DTSTAMP:20260404T195618
CREATED:20250827T171446Z
LAST-MODIFIED:20250827T171503Z
UID:9102-1755820800-1755907199@keywesthistoricseaport.com
SUMMARY:Taste of The Keys
DESCRIPTION:Taste the Keys is a month-long culinary celebration running October 1–31\, showcasing delicious cuisine from some of the best restaurants in the Florida Keys. Enjoy special menus\, unique flavors\, and the chance to explore the Keys’ local spots!
URL:https://keywesthistoricseaport.com/event/taste-of-the-keys/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250829
DTEND;VALUE=DATE:20250902
DTSTAMP:20260404T195618
CREATED:20250813T161502Z
LAST-MODIFIED:20250813T161737Z
UID:9095-1756425600-1756771199@keywesthistoricseaport.com
SUMMARY:Just a Few Friends Key West 2025
DESCRIPTION:Just a Few Friends Key West 2025\nAugust 29 – September 1\, 2025 \nA four-day island celebration honoring Jimmy Buffett’s legacy with live music\, food\, fun\, and unforgettable experiences in Key West.\n \n  \nCome to Key West for Labor Day weekend to celebrate the 2nd Annual Just a Few Friends memorial\, honoring our favorite son\, the late Jimmy Buffett. Festivities kick off with an official pre-party meetup on Thursday\, August 28. On Friday morning the City of Key West will proclaim “State of Florida Jimmy Buffett Day\,” followed by activities on and off the water\, foodie events\, and great times. Saturday features a run/walk\, the Margarita Bar Crawl\, along with tours\, lectures\, rum tastings\, and music events across town. Sunday’s highlight is the epic Second Line Parade starting at 5 p.m. culminating in a free music festival at Truman Waterfront Park with local and national entertainment\, food trucks and vendors. The events concludes with a Come Monday celebration with a variety of activities and entertainment options to suit every interest. \n \nCheck out the full event schedule here: https://www.justafewfriendskeywest.com/schedule-at-a-glance  \n 
URL:https://keywesthistoricseaport.com/event/just-a-few-friends-key-west-2025/
ATTACH;FMTTYPE=image/avif:https://keywesthistoricseaport.com/wp-content/uploads/2025/08/justafewfriendskeywest.avif
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20251017
DTEND;VALUE=DATE:20251027
DTSTAMP:20260404T195618
CREATED:20250811T142903Z
LAST-MODIFIED:20251007T151618Z
UID:9089-1760659200-1761523199@keywesthistoricseaport.com
SUMMARY:Key West Fantasy Fest 2025
DESCRIPTION:Key West Fantasy Fest 2025 – October 17-26\, 2025!\nFantasy Fest Background: Fantasy Fest is an annual 10-day party in paradise for grown-ups. Started in 1979 by a small group of Key West locals\, the party was created to bring visitors to the island in what was a typically quiet\, but beautiful season. It worked. Fantasy Fest has grown every year since its inception and is now the wildest extravaganza around! Fun-loving revelers from around the globe bring their creativity and imaginations as they descend upon Key West each year in October for 10 days filled with costuming\, parades\, libations\, and excitement! \nCheck out the full schedule here: https://fantasyfest.com/schedule/ \n \n2025 Daily Diversions\n\n# YOUR PICTURE WITH THE KING & QUEEN SCULPTURE\nStop by the Chamber of Commerce and snap a selfie with our Fantasy Fest King & Queen Sculpture! While you’re there\, grab some Official Fantasy Fest SWAG! Be sure to tag #Keywestchamber and #fantasyfest for a chance to win some cool Fantasy Fest prizes! 510 Greene Street | Open Daily | 9-5PM. \n\n\n“Q-RATED” A 20 YEAR EXHIBITION RETROSPECTIVE BY QMITCH\nOn display October 2-30\, 2025 The Studios of Key West – 533 Eaton St Gallery Hours: Tues – Sat\, 10am-4pm Free to visit! Mitchell “Qmitch” Jones’s “Q-Rated” is a dynamic exhibition honoring twenty years of bold fashion\, costume\, and design. By blending unique textiles\, sketches\, and playful creations\, the exhibition showcases his influence as a drag icon\, designer\, and community supporter. With a mix of fun\, texture\, and storytelling\, this show offers an intimate glimpse into his impact and influence in the world of art and festivities in Key West. More info click HERE . \n\n\n801 CABARET – Sushi & The 801 Girls\nCome join The World Famous Sushi & The 801 Girls – October 17th -23th and 26th. Shows are at 9PM and 11PM. The 801 Cabaret Drag Shows are the longest running shows in Key West . All guests must have a valid photo ID and MUST be at least 21 years old. Reservations are highly suggested for all shows so grab your NOW! Doors at 8pm. No shows Oct 24 & 25. Located at 801 Bourbon Bar – 801 Duval Street – 9pm & 11pm \n\n\nFANTASTIC BODY ART AND STUNNING SUNSETS AT SUNSET PIER\nJoin our premier\, all girl\, award winning team of body artists Femme Fatale Body Art\, October 17-25 starting each day at 1 PM at Sunset Pier\, 0 Duval Street. Our talented team wants to make YOU our next canvas! From small body art pieces (starting at just $60) to full body’s we can help your imaginations run wild! And we have waterproof and sweat proof options available! Book direct please by texting Amanda our body art team leader at 850-596-4065! Come join us at Sunset Pier for fantastic body art\, sunsets\, music\, fun and food!! 0 Duval Street Sunset Pier – find us just inside the parking garage area! \n\n\nFANTASY FACADE sponsored by HAUNTED KEY WEST\nThis year the Facade is sponsored by Haunted Key West. Tap into your Halloween horror spirit and creep out your crib to win cash awards and spooktacular prizes this Fantasy Fest! Open to all businesses and residents in Key West and Stock Island\, this spine-chilling contest offers a $1000 cash grand prize for the best Spooktacular Showstopper. Additional prizes will be awarded for Creepiest Concept\, Bloodiest Horror Scene\, Best Fantasy Fest Theme Integration\, and the coveted Great Pumpkin Award. Final day to register Mon Oct 13; judging Mon. Oct 20. Participating Facade Entries are found in the app Map! Entry form available HERE \n\n\nFURY WATER ADVENTURES DISCOUNT\nSave 10% off all Fury trips & 15% Off Rentals with promo code FANTASY. Book Online or visit the nearest authorized Fury Sales Booth. *Not valid with any other offer. One coupon per group. Blackouts and restrictions may apply. Limited Time Offer. Promotion valid 10/16/25 – 10/31/25. \n\n\nHAPPY HOUR AT ORCHID KEY INN BAR\nJoin us at our intimate poolside bar\, offering a boutique wine list & mixologist designed craft cocktails. Find pleasure in our home-made infusions and fresh squeezed juices. We promise\, it’s worth the effort to find us. Bar Open daily from 12PM – 10PM. Happy hour 5-7PM. \n\n\nIVs IN THE KEYS\nHappy Fantasy Fest! As Key West’s Original Medical Spa\, we’re here to meet your hydration needs. Fantasy Fest Special: Mobile Service Fee waived for groups of 5 or more. An additional 10 % discount for parties of 10 or more. Please call for after-hour appointments 305-395-8245. \n\n\nKARAOKE PARTY!\nKaraoke Lounge @ The Key West Empourium | 618 Duval St | 8PM-2AM Join us for a Karaoke party every night during Fantasy Fest week. Stars Karaoke Club\, DJ Rico\, hosts the best Karaoke party in town! Doors open nightly at 8 pm till 2 am “Where it’s ok to sing off Key in Key West!!” \n\n\nLOST. LUST. PIXIE DUST: A RETURN TO NEVERLAND\nShow Dates are : October 17\, 18\, 20\, 21\, 22\, 23. Doors at 7PM | Show starts at 7:30PM. Think a naughty thought and take flight… Second star to the right and straight into temptation! There’s a place with pirates pouring drinks\, mermaids singing from the shadows\, and longing\, laughter\, and misplaced memories tangle together in a bedtime story no one’s dared to tell. Lost. Lust. Dust: A Neverland Cabaret is an immersive experience of circus\, burlesque\, and comedy – electric with mischief and aching with delight. Starring internationally renowned performers\, the show brings to life the forgotten corners of Neverland— where innocence is lost\, lust is found\, and imagination becomes the most seductive magic of all. Guided by a glitter-drenched and dangerous Tinkerbell\, you’ll enter a world built for grown-ups who find that forgetting was the tragedy. But remembering? That’s the real adventure. Key West Theater | 512 Eaton Street | Tickets available at keywesttheater.com \n\n\nPHOTO OP FEST LETTERS ALL DAY\nStop by Conch Republic Seafood Company and snap a selfie with our Fantasy Fest Letters! Open daily at 11:30AM for lunch and dinner! One of the best Happy Hours on the island. Every day from 4-7PM in the Bar & Patio. 631 Greene Street. \n\n\nPOT STOP SELFIE CONTEST AT THE GREEEN HOUSE LOCATIONS\nStop in one of our stores\, grab some of our fun props and snap a selfie for a chance to win a Grand Prize valued at over $500. Shop the largest Cannabis selection in all of South Florida with 9 dispensary locations in the Florida Keys Full-Strength THC Products – No Medical Card Needed – 21 and Over – Money Back Guaranteed. Please toke responsibility. Stop on By and “Stay High.” Key West Locations – 211 Duval St.\, 532 Duval St.\, and 431 Front St. “The Mothership” 3128 N Roosevelt see more locations on the website HERE \n\n\nSLOPPY JOE’S HANGOVER HEADQUARTERS\nHungover? We have the cure! Head to Sloppy Joe’s Bar…Your Hangover Headquarters! Our perfect remedies include Deep Eddy Vodka Cocktails & Bloody Mary’s\, Dolce Vida Frozen Margaritas\, live entertainment & giveaways throughout the morning. Let the cold drinks\, air conditioning & live music ease you back to the festivities. The kitchen opens at 10am to help fuel the day. Whether you are nursing your glitter-covered self in sunglasses or dressed for the next party\, you will fit right in! Skip the morning-after regret\, and let us be your Hangover Heroes. Trust us\, this is one hangover cure you’ll want to remember! All week long 9am- RECOVERY! Sloppy Joe’s 201 Duval Street. #STILLTHEBESTPARTYINTOWN \n\n\nTHE ROCKY HORROR SHOW\nThe cult classic returns! The Waterfront Playhouse is thrilled to present our 5th annual production of The Rocky Horror Show — just in time to celebrate the 50th Anniversary of the legendary film that started a global phenomenon. Oct 15-24\, 2025\, 8pm. Read More →
URL:https://keywesthistoricseaport.com/event/key-west-fantasy-fest-2025/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2025/08/slide-blacklight.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20251105
DTEND;VALUE=DATE:20251110
DTSTAMP:20260404T195618
CREATED:20251022T202632Z
LAST-MODIFIED:20251023T123100Z
UID:9195-1762300800-1762732799@keywesthistoricseaport.com
SUMMARY:Key West Powerboat Races - Race World OffShore
DESCRIPTION:WAYS TO WATCH LIVE!\nKey West\, FL – November 5th\, 7th\, & 9th\, 2025\n\n\n\n\nRace World Offshore is gearing up to deliver an unforgettable week of offshore powerboat racing in Key West on November 2nd – 9th\, 2025. Fans don’t have to be at the waterfront to catch the action\, as the event will be streaming live across multiple platforms. From the roar of the engines to the thrill of the finish line\, every moment will be brought directly to fans through exciting live coverage. \nSupporters can follow the action on Race World Offshore’s official Facebook and YouTube channels and on the XINSURANCE Sports YouTube channel\, all completely FREE OF CHARGE! \n \nSponsored in part by one of our very own Key West Historic Seaport tenants\, Fury Watersports!
URL:https://keywesthistoricseaport.com/event/key-west-powerboat-races/
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251126T170000
DTEND;TZID=America/New_York:20251126T230000
DTSTAMP:20260404T195618
CREATED:20251021T154312Z
LAST-MODIFIED:20251022T202215Z
UID:9170-1764176400-1764198000@keywesthistoricseaport.com
SUMMARY:Bight Before Christmas Lighting of The Bight: Key West Harbor Walk of Lights 2025
DESCRIPTION:Wednesday\, Nov. 26 – Free\nThe Lighting of the 2025 “Harbor Walk of Lights”\nat the Key West Historic Seaport\nMain Harbor Walk Lighting at the 2025 “Fishing Buoy Christmas Tree”\nLights come on at 6:00pm – holiday music starts at 5:00pm – Greene and Elizabeth St. plaza.\nSanta and Mrs Clause will be making a NICE list and passing out treats! \nSECOND lighting of the 2025 “Lobster Trap Christmas Tree”\nLights come on at 7:00pm\, holiday music starts at 6:00pm – Margaret St. plaza (Old Lands End Village).\nThere will be holiday cookies and candy canes for the children! \nEnjoy creative holiday displays and thousands of lights honoring the “Maritime History of Key West”. \nWith 3 blocks of sparkling holiday lights and displays around the Key West Bight Marina and Historic Seaport\, the 2025 Key West “Harbor Walk of Lights” is destined to bring miles of holiday smiles to our One Human Family of visitors and locals alike. \nHarbor Walk of Lights is on every night from Thanksgiving eve through New Year’s eve! \nPlease join us at the “Lighting of the Harbor Walk” to kickoff the “Cheryl Cates Toy Drive”.\nBring a toy\, or toys will be available at the “Imagination Station” table to purchase and donate.\nALSO\, be there for a special announcement from the Cheryl Cates Toy Drive.
URL:https://keywesthistoricseaport.com/event/bight-before-christmas-lighting-of-the-bight-key-west-harbor-walk-of-lights-2025/
LOCATION:At the 16’ Nautical Christmas Tree on the Harbor Walk of Lights at William St.
ATTACH;FMTTYPE=image/png:https://keywesthistoricseaport.com/wp-content/uploads/2023/11/kwhstree.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251204T180000
DTEND;TZID=America/New_York:20251204T200000
DTSTAMP:20260404T195618
CREATED:20251024T172546Z
LAST-MODIFIED:20251024T173115Z
UID:9212-1764871200-1764878400@keywesthistoricseaport.com
SUMMARY:20th Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic
DESCRIPTION:Thursday\, December 4 – FREE to attend\n6:00pm – 8:00pm\n2025 Pet Pictures with Santa™ – Hosted by The All Animal Clinic\nProfessional photos by Rob O’Neal – $25 (cash only) to benefit our local Boys & Girls Club. \nLOCATION: At the 16’ Nautical Christmas Tree on the Harbor Walk of Lights at William St. \nThe “Pet Pictures with Santa” event always raises money for the Boys & Girls Club of Key West\, Please continue to support them all year by donating at bgckeywest.org. \nThank you for supporting the Boys and Girls Club and our lower Keys Children. \nDONATE\n \n  \nHOSTED BY: All Animal Clinic of Key West \nDr. Lisa Bramson DVM \nSanta is back at the Historic Seaport this year to take a break in Key West and to get a photo with you and your entire brood\, whether they include the dog\, the cat\, the rooster or even the kids. Santa will be waiting to get a great holiday photo with you and the entire family – and early enough for your custom Holiday card! \n\nAll photo sales to benefit The Boys & Girls Club of the Keys.\nAll participating pets and kids will receive goodies and treats including  Holiday pet bandanas\, doggie treats and toys\, coupons for the Clinic.\nFREE to attend! Photos by famous photographer Mary Martin.\nProfessional high resolution photos are $25 (cash only please – ATM on site) will be available online.\nAdditional cash donations happily accepted for the Boys & Girls Club of the Keys.\n\n  \nGraciously Hosted by:  \nAll Animal Clinic – Dr. Lisa Bramson DVM \n5450 MacDonald Ave Ste 13 \nKey West\, Fl (Stock Island) \n305-294-5255 \n \n  \n  \nServices for your family pet include: \n\nMedicine\, Cancer\, Cardiology\, Ultrasound\, Surgery\, Therapy\, In House Lab\, Endoscopy\, Dentistry\, Hospice\, Digital X-Ray & Pain management\nBoard Certified Radiologist\, Cardiologist & Ophthalmologist Available\nEmergency On Call Care Available 24 hours a day\nOpen 7 days a week\nBoarding & Grooming Available\n\nAll Animal Clinic is an AAHA (American Animal Hospital Association) accredited full service veterinary hospital that has been serving Key West pets for over 20 years. \nAll Animal Clinic is the only AAHA certified hospital in the lower keys. \nBBB (Better Business Bureau) accredited.
URL:https://keywesthistoricseaport.com/event/20th-annual-pet-pictures-with-santa-hosted-by-the-all-animal-clinic/
ATTACH;FMTTYPE=image/png:https://keywesthistoricseaport.com/wp-content/uploads/2019/09/Screen-Shot-2019-09-16-at-2.10.24-PM.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251206T183000
DTEND;TZID=America/New_York:20251206T203000
DTSTAMP:20260404T195618
CREATED:20251024T173314Z
LAST-MODIFIED:20251024T173314Z
UID:9217-1765045800-1765053000@keywesthistoricseaport.com
SUMMARY:2025 Key West City “Hometown Holiday Parade”
DESCRIPTION:Saturday\, December 6 – FREE\n2025 Key West City “Hometown Holiday Parade”\nStarts at 6:30pm \nLOCATION: Parade starts on Truman Ave. (at White St.) then proceeds to Duval St.\, then down Duval St. ending at Eaton St. The most charming hometown parade you’ll ever see with holiday floats\, and tons of kids (of all ages). Of course Santa will make a guest appearance!
URL:https://keywesthistoricseaport.com/event/2025-key-west-city-hometown-holiday-parade/
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251207T180000
DTEND;TZID=America/New_York:20251207T210000
DTSTAMP:20260404T195618
CREATED:20251024T180441Z
LAST-MODIFIED:20251024T180627Z
UID:9219-1765130400-1765141200@keywesthistoricseaport.com
SUMMARY:Schooner Wharf Bar 2025 Tree Trimming Party and Toy Drive
DESCRIPTION:Sunday\, December 7 – FREE to Attend\nSchooner Wharf Bar 2025 Tree Trimming Party and Toy Drive\nStarting at 6:00PM\nLOCATION: Schooner Wharf Bar and Galley On the Harbor Walk of Lights at William St. \nMaritime merry makers will deck the halls and make dreams come true at the popular waterfront winter wonderland. Great PRIZES for the Best Handmade Ornaments that are: \n\nMost Original\nMost Nautical\nMost Popular with the holiday crowd\n\nAll tree trimmers will be treated to a free holiday cocktail — egg nog\, hot apple jack or Swedish Glogg. \nThen step into Santa’s southernmost workshop at Schooner Wharf. Share the holiday spirit\, as local artists and authors sign and sell ORIGINAL WORKS for HOLIDAY GIFT GIVING. \nBring a donation for the “Cheryl Cates Memorial Toy Drive” by Angles Just 4 Kids! \nEach of Santa’s helpers who donates an unwrapped gift will also receive a free holiday drink from Schooner Wharf Bar. \nSome of our favorite local musicians will be playing Holiday Tunes\, Reggae\, and Calypso with the island sound of Steel Drums to round out the festivities.
URL:https://keywesthistoricseaport.com/event/schooner-wharf-bar-2025-tree-trimming-party-and-toy-drive/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2019/09/Schooners-Tree-Trim-Ad-2.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251213T193000
DTEND;TZID=America/New_York:20251213T213000
DTSTAMP:20260404T195618
CREATED:20251024T180801Z
LAST-MODIFIED:20251024T181031Z
UID:9222-1765654200-1765661400@keywesthistoricseaport.com
SUMMARY:Schooner Appledore Lighted Boat Parade Party
DESCRIPTION:Saturday\, Dec. 13\nSchooner Appledore Lighted Boat Parade Party\n7:30pm – 9:30pm \nBe a participant in the 2025 The Lighted Parade aboard the Schooner Appledore II Parade Boat!\nTrip Includes: Premium beer\, boutique wines\, wines and soft drinks. Very Limited Seating!
URL:https://keywesthistoricseaport.com/event/schooner-appledore-lighted-boat-parade-party/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2023/11/boat-parade-c-tedesco-5q0a7079-web.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251213T200000
DTEND;TZID=America/New_York:20251213T230000
DTSTAMP:20260404T195618
CREATED:20251007T150611Z
LAST-MODIFIED:20251007T151502Z
UID:9144-1765656000-1765666800@keywesthistoricseaport.com
SUMMARY:The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade
DESCRIPTION:The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade sails into the holiday season on Dec. 13th.\nKey West’s Historic Seaport has been transformed into a warm winter wonderland\, as the annual Lighted Boat Parade sails through the Key West Bight and Harbor on Dec. 13th\, bringing maritime merriment to the harbor.\nThis year marks the 34th anniversary of the Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade\, a must-see holiday event in the tropics. Vessels of all shapes and sizes deck their hulls\, and string lights in their rigging to twinkle through the night sky over Key West Bight and Key West Harbor. Schooner Wharf Bar is the holiday headquarters with festivities starting at 6 p.m. when Christmas takes on the sounds of the islands with the Bahama Village Music Program House of Pan Steel Band tapping out holiday favorites on steel drums. \nFollowed by the best music this island has to offer\, adding to the festivities. Come early for the best viewing spots and take a stroll along the Harbor Walk of Lights while watching the brightly lit boats\, captains and crews add their final decorations for the parade. \nThe 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade begins at 8 p.m.\, when the vessels in the harbor begin their festive procession past the judging stand at Schooner Wharf to compete for bragging rights and $40\,000 in prizes with a free raffle for boat entries. \nCaptains should register for the parade by Thursday\, Dec. 11th but entries will be accepted as late as the day of the parade. A Captains Meeting will take place Thursday\, Dec. 11th at 8 p.m. in the Sail Loft of Schooner Wharf and an Awards Ceremony Sunday at 8:00 p.m. For more information\, or to register for the parade\, call 305-292-9520.
URL:https://keywesthistoricseaport.com/event/the-34th-annual-schooner-wharf-bar-absolut-vodka-lighted-boat-parade/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2025/10/Izzy-Rose-Carol-Tedesco.jpg
ORGANIZER;CN="Schooner Wharf Bar":MAILTO:info@schoonerwharf.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251221T110000
DTEND;TZID=America/New_York:20251221T150000
DTSTAMP:20260404T195618
CREATED:20251030T195327Z
LAST-MODIFIED:20251030T195607Z
UID:9238-1766314800-1766329200@keywesthistoricseaport.com
SUMMARY:2025 “Holiday Classic Car Show” & Toy Drive
DESCRIPTION:Sunday\, December 21\nThe Florida Keys Southernmost Car Club presents \n2025 “Holiday Classic Car Show” & Toy Drive\nFREE • 11:00am – 3:00pm\nLOCATION: Conch Republic Seafood Company parking lot – on the Harbor Walk of Lights at Greene St. \nTOY DRIVE: Please bring an unwrapped toy for Monroe County Domestic Abuse Shelter. \nVOTE for the “Peoples Choice” award for: BEST sports car\, pick up\, engine\, interior\, original & custom\, pre & post 1950\, Best in Show. \nSee classic cars from every era decked out for the holidays!\nRun by the Florida Keys Southernmost Car Club\, honoring founder Dick Moody.\nNon-member cars may enter same day FREE with an unwrapped toy!
URL:https://keywesthistoricseaport.com/event/2025-holiday-classic-car-show-toy-drive/
LOCATION:Conch Republic Seafood Company parking lot – on the Harbor Walk of Lights at Greene St.
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251231T170000
DTEND;TZID=America/New_York:20260101T000000
DTSTAMP:20260404T195618
CREATED:20251030T200340Z
LAST-MODIFIED:20251030T200410Z
UID:9242-1767200400-1767225600@keywesthistoricseaport.com
SUMMARY:Lowering of the Pirate Wench at Midnight at Schooner Wharf Bar!
DESCRIPTION:Lowering of the Pirate Wench at Midnight!\nLOCATION: Schooner Wharf Bar and Galley On the Harbor Walk of Lights at William St. \nGreat Food\, Holiday Drinks and LIVE Music! \nParty starts early in the day with 3 Local and National Acts. Party Favors – Champagne & Fun \nThe Unique Schooner Wharf Bar’s Seaport Tradition!
URL:https://keywesthistoricseaport.com/event/lowering-of-the-pirate-wench-at-midnight-at-schooner-wharf-bar/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260116
DTEND;VALUE=DATE:20260119
DTSTAMP:20260404T195618
CREATED:20260114T172437Z
LAST-MODIFIED:20260114T172811Z
UID:9332-1768521600-1768780799@keywesthistoricseaport.com
SUMMARY:28th ANNUAL KEY WEST HALF MARATHON & RUNFEST
DESCRIPTION:28th ANNUAL KEY WEST HALF MARATHON & RUNFEST\nWeek-end of January 16-18\, 2026\n\nSaturday\, January 17th\, 2026 – 5K – Start time 7:00 am  – 10K – Start time 8:00 am\nSunday\, January 18th\, 2026 – Half Marathon – Start time 7:00 am – 8K – Start time 7:30 am \n\n\n\n\n\n\n\n\n \n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\nOriginal Paintings used for 2026 Shirts & Medals\nby Abigail White \nSo lace up your sneakers & make your #runcation rad by Registering Now!! \nThe 2026 Key West Half Marathon & Runfest will take place during the week-end of January 16-18\, 2026 > Click Here to Register \nContact: Barbara Wright\nPO. Box 1681\, Key West\, 33041\nEmail Us: info@keywesthalfmarathon.com
URL:https://keywesthistoricseaport.com/event/28th-annual-key-west-half-marathon-runfest/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260119
DTEND;VALUE=DATE:20260125
DTSTAMP:20260404T195618
CREATED:20260114T161449Z
LAST-MODIFIED:20260114T162009Z
UID:9319-1768780800-1769299199@keywesthistoricseaport.com
SUMMARY:The Southernmost Regatta 2026
DESCRIPTION:The Southernmost Regatta 2026\n \n  \nTop sailing teams from around the world compete in the azure waters off Key West\, showcasing colorful sails and avid sportsmanship during five consecutive days of racing. Competition is open to One Design and ORC Racing / Cruising Keelboats. Spectators can watch the races from various waterfront venues\, mingle with sailors and view sailboats at the Galleon Resort’s marina\, 617 Front Street\, after each day’s races. \n\n\n5 Days of Racing\n\n\n\n\nThe Southernmost Regatta offers 5 consecutive days of high-quality racing on the picturesque blue waters of Key West\, FL. The event is open to One Design and ORC Racing / Cruising Keelboats. Our plan is to provide a two races a day on two course\, a One Design Course and an ORC Course. We will also offer one distance race a day for ORC cruisers. \n\n\nBack to the Basics\n\n\n\n\nThe focus of The Southernmost Regatta is maximize your enjoyment on and off the water by getting back to the basics of what made racing in Key West great… the opportunity to race on blue water\, experience the island culture and reconnect with our friends during the cold winter months. \nFor more information\, please visit https://www.thesouthernmostregatta.com/ or contact: \nRegatta Chair: Martin Kullman\nEmail: martin.kullman@thesailinginc.com\nPhone: (727) 560-0164
URL:https://keywesthistoricseaport.com/event/the-southernmost-regatta-2026/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260127
DTEND;VALUE=DATE:20260201
DTSTAMP:20260404T195618
CREATED:20260114T162427Z
LAST-MODIFIED:20260114T162755Z
UID:9325-1769472000-1769903999@keywesthistoricseaport.com
SUMMARY:Mile 0 Fest 2026
DESCRIPTION:Mile 0 Fest 2026 Key West\nMile 0 Fest is a five-day Red Dirt and Americana music festival held every year in Key West\, Florida\, bringing together some of the best artists from Texas\, Oklahoma\, and beyond. It’s known for its intimate\, tropical vibe. Fans and artists love the laid-back island setting\, with shows happening at the iconic Truman Waterfront Amphitheater and across smaller bars\, beaches\, and poolside stages throughout Old Town Key West. Think of it as a vacation meets music festival in paradise with world-class live performances\, turquoise waters\, unforgettable sunsets\, and a community of passionate fans who return year after year. \nContact: 305-363-5899\nboxoffice@mile0fest.com
URL:https://keywesthistoricseaport.com/event/mile-0-fest-2026/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260215
DTEND;VALUE=DATE:20260217
DTSTAMP:20260404T195618
CREATED:20260114T175741Z
LAST-MODIFIED:20260114T180441Z
UID:9338-1771113600-1771286399@keywesthistoricseaport.com
SUMMARY:20th Annual Florida Keys Seafood Festival
DESCRIPTION:20th Annual Florida Keys Seafood Festival\nFEBRUARY 15-16\, 2026\n\nTwo Days of Seafood\, Music & Family Fun\nAttend the 20th Annual Florida Keys Seafood Festival at Truman Waterfront Park in Key West. For just $10 admission\, enjoy two full days of fresh\, local seafood\, live music\, activities\, and the vibrant island atmosphere that make this festival a Florida Keys favorite. This family-friendly event not only highlights the freshest local catch but also showcases the dedication of our commercial fishermen and women.\n \nSupporting the FKCFA\nThe Florida Keys Seafood Festival directly supports the mission of the Florida Keys Commercial Fishermen’s Association (FKCFA)\, an organization dedicated to protecting\, promoting\, and sustaining the Keys’ commercial fishing community. \n305-743-0294flkeysseafoodfestival@gmail.com PO Box 501404\, Marathon\, FL\, 33050-1404 \nMore information: https://www.floridakeysseafoodfestival.com/
URL:https://keywesthistoricseaport.com/event/20th-annual-florida-keys-seafood-festival/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260317
DTEND;VALUE=DATE:20260318
DTSTAMP:20260404T195618
CREATED:20260309T190729Z
LAST-MODIFIED:20260309T191142Z
UID:9395-1773705600-1773791999@keywesthistoricseaport.com
SUMMARY:SCHOONER WHARF WEEKEND OF ST. PATRICK’S DAY CELEBRATION 2026
DESCRIPTION:SCHOONER WHARF WEEKEND OF ST. PATRICK’S DAY CELEBRATION 2026\nCome and “Go Green” at Schooner Wharf Bar while enjoying Black and Tans\, green beer\, schnapps\, and of course\, some great Irish Whiskey. Traditional corned beef and cabbage dinner will be served up by the Schooner Wharf Galley. There is a lot of fun to be had at this popular\nwaterfront pub! \nThe Schooner Wharf stage will be clickin’ their heels all day and into the night. The St. Paddy’s Celtic Rock Celebration kicks off at noon with the Joy Galway Trio\, guitars\, fiddle\, Irish diddies and sing alongs. From 7- 11 The Scallywagz Band will keep your heels clickin’ and the green\nbeer flowing! Adding to the festivies\, the Schooner Galley will be serving up corned beef and cabbage with the traditional fixins’. Come celebrate St. Patrick’s Day — find your lucky charm\, friends and fun at Schooner Wharf Bar! Get your Irish up! \nFor more information\, please call (305) 292-9520\, visit Schoonerwharf.com!
URL:https://keywesthistoricseaport.com/event/schooner-wharf-weekend-of-st-patricks-day-celebrations-march-17-th/
ATTACH;FMTTYPE=image/png:https://keywesthistoricseaport.com/wp-content/uploads/2026/03/HC-gS0LW8AA8Q-P.png
ORGANIZER;CN="Schooner Wharf Bar":MAILTO:info@schoonerwharf.com
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260326
DTEND;VALUE=DATE:20260329
DTSTAMP:20260404T195618
CREATED:20260323T142000Z
LAST-MODIFIED:20260323T142150Z
UID:9415-1774483200-1774742399@keywesthistoricseaport.com
SUMMARY:Key West Sailfish Tournament 2026 Presented by Deep Eddy Vodka and Raymarine March 26-28\, 2026
DESCRIPTION:Key West Sailfish Tournament 2026 Presented by Deep Eddy Vodka and Raymarine\n\n\nThe 2026 KeyWest Sailfish Tournament presented by Deep Eddy Vodka and Raymarine will be south Florida’s destination Sailfish Tournament. World-class teams will converge on the sparkling blue waters of Key West and the lower Keys for a two day shoot out style tournament\, battling it out for the top of the leaderboard and prize money bringing teams from all over Florida and beyond\, the KeyWest Sailfish Tournament will be the tournament destination on any avid an angler’s calendar. \n\n\n\n\n\n\n\nDante’s Key West Pool Bar and Restaurant\n955 Caroline Street\nKey West\, FL 33040 \n\nSchedule \nThursday\, March 26\, 2026\nKick Off Party and Captain’s Meeting hosted by Dante’s Pool Bar and Restaurant\n5:00 pm – 7:30 pm\nMandatory Meeting / Rules begin promptly 6:30 pm \nFriday\,  March 27\, 2026\nFishing Day One – Lines in 8:00 am\nLines out 4:00 pm \nDocktail Party sponsored by Deep Eddy 4:00 pm -6 pm\n*enjoy complimentary cocktails on the Conch Harbor dock\nNOTE: Media/Weigh In deadline is 6:00pm! \nHappy Hour presented by Deep Eddy Vodka  6:00 pm -8:00 pm @ Irish Kevins Duval Street\, Key West\, FL! \nSaturday\, March 28\, 2026\nFishing Day Two –  Lines in 8:00 am\nLines out 3:00 pm \nDocktail Party sponsored by Deep Eddy 3:00 pm – 4:30 pm\n*enjoy complimentary cocktails on the Conch Harbor dock\nNOTE: Media/Weigh In deadline is 5 pm!\nAWARDS PARTY\nCocktail Hour 6:00 pm -7:00 pm sponsored by Deep Eddy\, Heaven Hill Brands and Caymus Wines\nDinner & Awards Ceremony 7:00 pm\nhosted by Dante’s Pool Bar and Restaurant. \nAfter Party and Raffle at Tattoo’s and Scars Saloon\, 512 Green Street 10:00 pm
URL:https://keywesthistoricseaport.com/event/key-west-sailfish-tournament-2026-presented-by-deep-eddy-vodka-and-raymarine-march-26-28-2026/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260329
DTEND;VALUE=DATE:20260330
DTSTAMP:20260404T195618
CREATED:20260209T150952Z
LAST-MODIFIED:20260309T190041Z
UID:9350-1774742400-1774828799@keywesthistoricseaport.com
SUMMARY:2026 41st Annual Wrecker's Cup Race Series!
DESCRIPTION:2026 41st ANNUAL WRECKER’S CUP RACE SERIES!\nCALL TO ALL WRECKERS! \nLadies and Gentlemen: Start Your Sails! The third race of the popular and much anticipated Schooner Wharf Bar Wreckers Cup Race Series is set for Sunday\, March 29th. This all-in-fun race series recalls the tradition of the wreckers in the Key West of the 1800’s. \nThe regatta includes 16′ Hobie Cats\, sloops of varying sizes\, recreational yachts\, live aboard vessels and majestic schooners gracing the Key West Harbor! Visiting yachters are invited to join our local “Wrecker’s Fleet.” Come meet fellow\nsailors\, enjoy a fun day on the water and celebrate the “victor’s spoils” at Schooner Wharf Bar. \nCaptains’s Meeting is held Saturday\, March 28 at 7:00 p.m. in the Schooner Wharf Sail Loft with complimentary Pusser’s Rum Punch and hors d’oeuvres from the Schooner Wharf Galley. \nAll participating vessels will be eligible for up to 4 BBQ pork dinners for captain & crew at the Awards Ceremony. The race is video taped\, see yourself under sail on big screen at the Awards Party! Entry fee for each vessel is $40.00\nFor more info: www.SchoonerWharf.com/25wreckersrace3.htm or call 305-292-9520.
URL:https://keywesthistoricseaport.com/event/2026-41st-annual-wreckers-cup-race-series/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2026/02/wreckers-race-jan-2026_roboneal_4608-scaled.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260415T080000
DTEND;TZID=America/New_York:20260419T200000
DTSTAMP:20260404T195618
CREATED:20260323T142525Z
LAST-MODIFIED:20260323T143031Z
UID:9420-1776240000-1776628800@keywesthistoricseaport.com
SUMMARY:City of Key West Sport Fishing Championship 2026
DESCRIPTION:Sport Fishing Championship – City Property Event Notice\n\nWednesday\, April 15 – Sunday\, April 29\, 2026\nEvent takes place at the Conch Republic Seafood Company paved parking lot at 631 Greene Street and the adjacent dirt parking lot. \n\n\n\n\n\nDate: April 15-19\, 2026\n\n\nTime: 8:00 AM - 8:00 PM\n\n\n\n\nAddress: 631 Greene Street\, Key West\, FL 33040\n\n\n\n\nContact: Casey Arnold 305-797-0164\n\n\nLink:\nClick Here for More Information\n\n\n  
URL:https://keywesthistoricseaport.com/event/city-of-key-west-sport-fishing-championship-2026/
LOCATION:Conch Republic Seafood Company parking lot – Greene & Elizabeth St.\, 631 Greene Street\, Key West\, FL\, 33040\, United States
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260417
DTEND;VALUE=DATE:20260427
DTSTAMP:20260404T195618
CREATED:20260211T141022Z
LAST-MODIFIED:20260323T165042Z
UID:9358-1776384000-1777247999@keywesthistoricseaport.com
SUMMARY:2026 Conch Republic Independence Celebration
DESCRIPTION:It’s Fun FOR ALL And ALL For FUN\nThe 44th Annivenersary of Our Independence!\n\n\n\n\nCalling Conch Republic Patriots\, Pirates and Partiers – Declare Your FUN-dependence!\nHead to Key West’s 44th Annual Conch Republic Independence Celebration 2026. Conch Republic Days 2026 celebrates Key West’s One Human Family and the diversity of its Conch-stituents dedicated to bringing Humor\, Peace and Respect to the world! \nVisit https://conchrepublic.com/ for the full schedule of events\, details\, and sponsors of this year’s Celebration! \n\n\n \n 
URL:https://keywesthistoricseaport.com/event/2026-conch-republic-independence-celebration/
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20260603
DTEND;VALUE=DATE:20260608
DTSTAMP:20260404T195618
CREATED:20260323T151335Z
LAST-MODIFIED:20260323T151742Z
UID:9426-1780444800-1780876799@keywesthistoricseaport.com
SUMMARY:Key West Pride 2026
DESCRIPTION:Key West Pride 2026\nEvery June\, Key West Pride turns the island into a vibrant\, inclusive festival full of color\, community\, and celebration. This weeklong event welcomes LGBTQ+ visitors\, allies\, and locals alike\, offering a packed schedule of pool parties\, drag shows\, comedy nights\, street fairs\, and sunset sail cruises—along with educational programs and cultural tributes that honor the history and resilience of the LGBTQ+ movement. The festival culminates in the spectacular Pride Parade\, where revelers dance along Duval Street carrying a 100-foot segment of Key West’s signature Sea-to-Sea flag in a dazzling display of unity and pride. \nOrganized by the Key West Business Guild and Gay Key West\, this year’s theme\, “Still Rising\,” reflects a spirit of perseverance and joy throughout the LGBTQ+ community. Anchored in Key West’s longstanding motto of “One Human Family\,” Pride seamlessly blends festive energy with meaningful moments—like the “Generations of Strength” Street Fair\, trolley tours honoring queer history\, and a floating Tea Dance at sunset. With its tropical setting\, eclectic events\, and inclusive vibe\, Key West Pride stands out as one of the most beloved and dynamic celebrations of identity and belonging in the Florida Keys. \n  \n \n  \n\nDaily Activities\n\n\nMuseums: Key West Butterfly Conservatory\, Little White House\, Key West Aquarium\, Mel Fisher Maritime Museum\, Key West Firehouse Museum\, Key West Light House\, Key West Ship Wreck Museum\,  Audubon House\, Oldest House and Garden Museum\, USCGC Ingham Museum\, Tennessee Williams Museum\, Hellings Curry Museum/ Home of the Key West Woman’s Club\, Ernest Hemingway Home & Museum \nLand Activities: Key West Food Tours\,  iWitness True Crime Tours\, Fort Zachary State Park\, West Martello Tower\, KW Tropical Forest and Botanical Garden\, Key West Cemetery\, Key West Adventures\, Papa’s Pilar Rum Distillery\, Ghost Hunt\, Old Town Trolley Tours\, Conch Tour Train\, Haunted Key West\, Ghosts and Mysteries\, Ghosts and Gravestones\, D’vine Wine Gallery\, Key West Fine Wine\, Key West Wildlife Center\, Tart Tales. \nWater Activities: Argo Navis\, Blu Q\, Classic Harbor Lines\, Cruisin’ Tikis\, Danger Charters\, Fish N Chicks\, Fury\, Island Vibe Charters\, Island Vibe Charters\, Java Cat\, Jolly Rover II\, Key West Eco Tours\, Key West Sailing Center\, Key West Snorkeling\, Hindu Charters\, Land Boat Charters\, Namaste All Day Key West \, Schooner America\, Sunset Sail Key West\, Sunset Watersports\, SV Argo Navis\, Yankee Freedom III \nFor all the details\, visit https://gaykeywestfl.com/pride/ 
URL:https://keywesthistoricseaport.com/event/key-west-pride-2026/
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