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X-WR-CALDESC:Events for Key West Historic Seaport
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20240526T120000
DTEND;TZID=America/New_York:20240526T170000
DTSTAMP:20260404T172708
CREATED:20240516T160509Z
LAST-MODIFIED:20240516T160811Z
UID:8606-1716724800-1716742800@keywesthistoricseaport.com
SUMMARY:Schooner Wharf Bar Minimal Regatta - May 26\, 2024
DESCRIPTION:Watch sailors make a splash in homemade vessels made from plywood and duct tape in the craziest regatta you’ll ever see on the waters of Key West Bight. Watch from the Historic Seaport walkways near Schooner Wharf. 12 noon at 202 William St. \nMore info: https://www.schoonerwharf.com/special.htm#current
URL:https://keywesthistoricseaport.com/event/schooner-wharf-bar-minimal-regatta/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2024/05/2024-Min-Regatta-FLYER.jpg
ORGANIZER;CN="Schooner Wharf Bar":MAILTO:info@schoonerwharf.com
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20240605
DTEND;VALUE=DATE:20240610
DTSTAMP:20260404T172709
CREATED:20240314T143612Z
LAST-MODIFIED:20240314T143742Z
UID:8556-1717545600-1717977599@keywesthistoricseaport.com
SUMMARY:Key West Pride 2024
DESCRIPTION:Celebrate 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! \nVisit https://gaykeywestfl.com/pride/?utm_source=Fla-Keys.com&utm_medium=Event+Listing&utm_campaign=General&utm_id=Sponsored+Event for more details and to see a schedule of events!
URL:https://keywesthistoricseaport.com/event/key-west-pride-2024/
ATTACH;FMTTYPE=image/png:https://keywesthistoricseaport.com/wp-content/uploads/2024/03/Pride-2024.png
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20240720
DTEND;VALUE=DATE:20240721
DTSTAMP:20260404T172709
CREATED:20240712T200924Z
LAST-MODIFIED:20240712T201333Z
UID:8658-1721433600-1721519999@keywesthistoricseaport.com
SUMMARY:Hemingway 5K Sunset Run & Paddleboard Race
DESCRIPTION:Runners\, walkvers and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday\, July 20th during the Hemingway 5k Sunset Run and Paddleboard Race. The athletic challenges are part of Hemingway Days! \n\n\nSATURDAY\, JULY 20\, 2024 – RACE DAY!\n3:00 pm – 7 pm: Race Registration Booth \n\nLocation:  Outside Southernmost Beach Cafe\, 1405 Duval Street\n\n5:30 pm: Start of Paddleboard Race \n\nLocation: Outside Southernmost Beach Cafe\, 1405 Duval Street\n\n7:30 pm: Start of 5K Run/Walk \n\nLocation: Southernmost Point\n\n\n\n\n\n\n8:00 pm – 10 pm The Awards/Beach Party featuring Tastings of Papa’s Pilar Rum\, Islamorada Beer and Snacks\, raffles and entertainment by Island Steel Drum Player Ivan Bertie!! \n\nLocation:  Outside Southernmost Beach Cafe\, 1405 Duval Street\nInside will be Happy Hour Prices on Food and Drinks all evening on the 20th.\n\nResults will be posted race evening www.keywesthalfmarathon.com and our Facebook page.
URL:https://keywesthistoricseaport.com/event/hemingway-5k-sunset-run-paddleboard-race-2/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2024/07/sub-pages_hw_details_all-scaled.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20240808
DTEND;VALUE=DATE:20240812
DTSTAMP:20260404T172709
CREATED:20230620T175258Z
LAST-MODIFIED:20240717T131601Z
UID:7957-1723075200-1723420799@keywesthistoricseaport.com
SUMMARY:27th Annual Key West Lobsterfest
DESCRIPTION:A Celebration of our favorite Crustacean: August 8-11\, 2024!\n\n\n\n\n\nLobsterfest Schedule of Events August 8 – 11\, 2024\n\n\n\n\n  \n\n\n\n\n\n\n\n\n\n\nThurs Aug 8\n\n\n\n\nOriginal Lobster Boil\n\n\nFeast on a traditional Lobster Boil at an historic Key West location! Space is very limited – Tickets Required \nEVENT DETAILS & Tickets \n\n\n\n\n\n\n6pm-9pm\n\n\nThe Porter Mansion courtyard at Caroline’s Cafe \n\n\n\n\n\n\n\n\n\n\n\n\nFri Aug 9\n\n\n\n\nPool Party at the Marker Resort\n\n\nParty poolside at the Marker Key West Harbor Resort – Free Admission \nEVENT DETAILS \n\n\n\n\n\n\n3pm-6pm\n\n\nMarker Resort \n\n\n\n\n\n\n\n\n\n\n\n\nFri Aug 9\n\n\n\n\nLobsterfest Duval Pub Crawl\n\n\nIncludes Official T-Shirt. Only $25 in Advance\, Best Deal on the Island!  \nEVENT DETAILS & Tickets \n\n\n\n\n\n\n8pm-12am\n\n\nDuval Street Bars \n\n\n\n\n\n\n\n\n\n\n\n\nSat Aug 10\n\n\n\n\nStreet Fair & Free Concert\n\n\nEnjoy a wide variety of lobster from booths set up along Duval Street. Free Admission \nEVENT DETAILS \n\n\n\n\n\n\n12pm-11pm\n\n\n100 – 500 Blocks of Duval Street \n\n\n\n\n\n\n\n\n\n\n\n\nSun Aug 11\n\n\n\n\nLobster Brunch\n\n\nLast chance of the weekend for fresh Florida Lobster. All you care to eat and drink. – Tickets Required. \nEVENT DETAILS & Tickets \n\n\n\n\n\n\n10am-2:30pm\n\n\nFirst Flight Island Restaurant & Brewery \n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\nFor more information and to purchase tickets\, visit https://keywestlobsterfest.com/.  \n 
URL:https://keywesthistoricseaport.com/event/27th-annual-key-west-lobsterfest/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2023/06/lobsterfest.jpg
ORGANIZER;CN="Key West Lobsterfest":MAILTO:https://keywestlobsterfest.com/contact
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20240814
DTEND;VALUE=DATE:20240819
DTSTAMP:20260404T172709
CREATED:20240814T154718Z
LAST-MODIFIED:20240814T180508Z
UID:8715-1723593600-1724025599@keywesthistoricseaport.com
SUMMARY:Inaugural Key West Rumfest
DESCRIPTION:Presenting the 2024 Rum Fest\n\n Welcome to America’s Southernmost continental Caribbean Island\, What better place is there to celebrate RUM. \nAugust 16th is National Rum Day. Events Aug 14-18 2024 \n“Celebrating our Inaugural year\, bringing the world of rum to the Southernmost city in the USA.” \nThe Key West Rum Festival is soon to be the renowned event that brings together rum enthusiasts\, experts\, and professionals around the world. \n\ninfo@rumfestkeywest.com/ \nQuestions? Call 910-599-6430 or email info@rumfestkeywest.com/ \nRestaurant partners include our very own Conch Republic Seafood Co!
URL:https://keywesthistoricseaport.com/event/key-west-rumfest/
ATTACH;FMTTYPE=image/webp:https://keywesthistoricseaport.com/wp-content/uploads/2024/08/rsw_1160h_1316.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20240829
DTEND;VALUE=DATE:20240903
DTSTAMP:20260404T172709
CREATED:20240809T162945Z
LAST-MODIFIED:20240814T170840Z
UID:8703-1724889600-1725321599@keywesthistoricseaport.com
SUMMARY:Key West Brewfest 2024
DESCRIPTION:Brewfest is a multi-day festival hosted by Southernmost Beach Resort! It includes beer pairing dinners\, pool parties\, tap takeovers\, and culminates with a signature tasting event with over 150 beers available for tasting. Events take place at many restaurants\, hotels\, and bars around town making Brewfest a great way to experience Key West!\nWhy Brewfest?\nAt its heart Brewfest is a fundraising event put on by the Rotary Club of Key West Sunrise in the Conch Republic\, a non-profit organization dedicated to serving the community and worldwide needs. Proceeds from the event benefit local scholarships and the Take Stock in Children program.\nLocation: Southernmost Beach Resort\n1319 Duval Street\, Key West\, FL 33040 \nSCHEDULE OF EVENTS:
URL:https://keywesthistoricseaport.com/event/key-west-brewfest-2024/
LOCATION:Southernmost Beach Resort\, 1319 Duval Street\, Key West\, FL\, 33040\, United States
ATTACH;FMTTYPE=image/png:https://keywesthistoricseaport.com/wp-content/uploads/2023/08/key-west-brewfest-640.png
ORGANIZER;CN="Key West Brewfest":MAILTO:keywestbrewfest@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20240830
DTEND;VALUE=DATE:20240903
DTSTAMP:20260404T172709
CREATED:20240726T161635Z
LAST-MODIFIED:20240726T161635Z
UID:8689-1724976000-1725321599@keywesthistoricseaport.com
SUMMARY:1st Annual Just a Few Friends Key West Favorite Son Celebration in Honor of Jimmy Buffett
DESCRIPTION:Come celebrate the life of Jimmy Buffett at the 1st Annual Just a Few Friends Key West Favorite Son Celebration August 30-September 2\, 2024! \n\n“Join us in Key West over Labor Day weekend for a thrilling lineup of events and activities. The festivities kick off on Friday\, August 30\, with brunch followed by a proclamation for Jimmy Buffett Day declared by the Florida State Legislature\, an author’s talk by Ryan White\, and a Cheeseburger Contest and tribute band welcome party on the beach. \nSaturday\, August 31\, features a5K run/walk\, our epic Margarita bar crawl\, sunset cruise\, and a variety of evening entertainment. Sunday\, September 1st begins with a luxury catamaran bubbles brunch\, pre-parties at various locations\, and the don’t-miss Second Line memorial walking parade. The day culminates with a free outdoor “Party in the Park” featuring live music on the Friends of Bubba stage overlooking the ocean at the picturesque Truman Waterfront Park\, where Will Kimbrough\, co-writer of “Bubbles Up\,” will be one of the performers! \nFinally\, Monday\, September 2\, offers a sailing adventure on a schooner\, a mustache contest\, pool party and a farewell but not forgotten concert with The Nautical Wheelers: A Tribute to Jimmy Buffett featuring Roger Bartlett. Each day brings dozens of diversions\, including live music\, walking & bicycle tours\, rum tastings\, meetups\, club events\, and much more. \nDon’t miss a moment of the fun—sign up to receive regular updates and order your souvenir parade pass to participate in Key West or virtually from home. Either way\, join Just a Few Friends for a fabulous celebration of life and a toast for our Favorite Son.” \n\nMORE INFORMATION: https://www.justafewfriendskeywest.com/ 
URL:https://keywesthistoricseaport.com/event/1st-annual-just-a-few-friends-key-west-favorite-son-celebration-in-honor-of-jimmy-buffett/
ATTACH;FMTTYPE=image/webp:https://keywesthistoricseaport.com/wp-content/uploads/2024/07/header.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20241018
DTEND;VALUE=DATE:20241028
DTSTAMP:20260404T172709
CREATED:20240820T190535Z
LAST-MODIFIED:20240820T190535Z
UID:8737-1729209600-1730073599@keywesthistoricseaport.com
SUMMARY:Key West Fantasy Fest 2024
DESCRIPTION:Key West Fantasy Fest 2024!\nKey West Fantasy Fest 2024 is an annual 10-day party in paradise for grown-ups!\nStarted 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! \nFor more information and to view the schedule of events\, visit https://www.fantasyfest.com/
URL:https://keywesthistoricseaport.com/event/key-west-fantasy-fest-2024/
LOCATION:Fantasy Fest\, 602 Greene Street\, Key West\, FL\, 33040\, United States
ATTACH;FMTTYPE=image/png:https://keywesthistoricseaport.com/wp-content/uploads/2024/08/fantasyfest2024.png
ORGANIZER;CN="Key West Tourist Development Association":MAILTO:info@fantasyfest.com
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20241127
DTEND;VALUE=DATE:20250102
DTSTAMP:20260404T172709
CREATED:20241021T143003Z
LAST-MODIFIED:20241022T220800Z
UID:8209-1732665600-1735775999@keywesthistoricseaport.com
SUMMARY:Bight Before Christmas Lighting of The Bight: Key West Harbor Walk of Lights 2024
DESCRIPTION:  \nBight Before Christmas Lighting of The Bight: Key West Harbor Walk of Lights 2024\nWednesday\, Nov. 27 – Free\n\n\nMain Harbor Walk Lighting at the 2024 “Fishing Buoy Christmas Tree”\nLights come on at 6:00pm – holiday music starts at 5:00pm – Greene and Elizabeth St. plaza.\nSanta and Mrs. Claus will be making a NICE list and passing out treats! \nSECOND lighting of the 2024 “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 2024 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! \n\n\n\n\nPhotos by Carol Tedesco & Rob O’Neal\n \nFor more information and to check out an updated schedule of events\, visit https://keywestchristmas.org/ 
URL:https://keywesthistoricseaport.com/event/lighting-of-the-bight-key-west-harbor-walk-of-lights-2024/
LOCATION:Harbor Walk of Lights – 16′ Nautical Christmas Tree at the foot of Williams St.
CATEGORIES:Holidays
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2023/11/HarborWalkLights_028.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20241201T180000
DTEND;TZID=America/New_York:20241201T220000
DTSTAMP:20260404T172709
CREATED:20241023T165127Z
LAST-MODIFIED:20241024T131846Z
UID:8824-1733076000-1733090400@keywesthistoricseaport.com
SUMMARY:Schooner Wharf Bar 2024 Tree Trimming Party and Toy Drive
DESCRIPTION:Sunday\, December 1 – FREE to Attend\nSchooner Wharf Bar 2024 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-2024-tree-trimming-party-and-toy-drive/
LOCATION:Schooner Wharf Bar\, 202 William St\, Key West\, FL\, 33040\, United States
ATTACH;FMTTYPE=image/png:https://keywesthistoricseaport.com/wp-content/uploads/2022/11/kwhs2022holidayevents.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20241205T180000
DTEND;TZID=America/New_York:20241205T200000
DTSTAMP:20260404T172709
CREATED:20241024T132324Z
LAST-MODIFIED:20241024T133704Z
UID:8826-1733421600-1733428800@keywesthistoricseaport.com
SUMMARY:2024 Pet Pictures with Santa™ – Hosted by The All Animal Clinic
DESCRIPTION:Thursday\, December 5 – FREE to attend\n6:00pm – 8:00pm\n2024 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 $20 (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/2024-pet-pictures-with-santa-hosted-by-the-all-animal-clinic/
LOCATION:At the 16’ Nautical Christmas Tree on the Harbor Walk of Lights at William St.
CATEGORIES:Holidays
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20241207T183000
DTEND;TZID=America/New_York:20241207T220000
DTSTAMP:20260404T172709
CREATED:20241024T135052Z
LAST-MODIFIED:20241024T144220Z
UID:8829-1733596200-1733608800@keywesthistoricseaport.com
SUMMARY:2024 Key West City “Hometown Holiday Parade”
DESCRIPTION:2024 Key West City “Hometown Holiday Parade”\nSATURDAY\, DECEMBER 7\, 2024 – FREE! \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/2024-key-west-city-hometown-holiday-parade/
CATEGORIES:Holidays
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250110T100000
DTEND;TZID=America/New_York:20250110T120000
DTSTAMP:20260404T172709
CREATED:20250106T122224Z
LAST-MODIFIED:20250106T122453Z
UID:8899-1736503200-1736510400@keywesthistoricseaport.com
SUMMARY:Key West Art & Historical Society Historic Seaport Sail: Harry S. Truman in Key West
DESCRIPTION:Key West Art & Historical Society Historic Seaport Sail: Harry S. Truman in Key West\nTwo Hour Historic Harbor Tour with Truman Little White House Docent Rick Warmbold on the S/V Argo Navis talking about ‘Harry S Truman’s Eleven Key West Visits’\nOn Friday\, January 10\, Warmbold will lead an illuminating morning seafaring excursion presented by Key West Art & Historical Society aboard the luxury catamaran SV Argo Navis\, departing from the dock at 0 Margaret Street at 10:00 a.m. and returning at 12:00 p.m. \nPassengers will enjoy Bloody Marys\, mimosas\, or non-alcoholic beverages along with lite breakfast fare as Warmbold dives into Truman’s eleven working vacations and shares how Key West was not only a place for the President to recharge his batteries – he will tell you how things in Key West would shape the country and world.  Truman’s staff said they got more done in Key West than in DC due to the peace and lack of distractions.  The Presidents never truly had a day off – there are 175 days of his working holiday to explore. \nThis project is sponsored in part by S/V Argo Navis. \n\n\nDate: January 10\nTime: 10:00am – 12:00pm\nCost: $85.00 – $95.00\nLocation: S/V Argo Navis\n\n\nEnjoy a 2-hour Historic Harbor Tour with Truman Little White House docent Rick Warmbold on the S/V Argo Navis\, talking about “Harry S. Truman’s Eleven Key West Visits.” The trips departs from the Historic Seaport docks at 0 Margaret St. at 10 a.m. and returns at 12 p.m. Passengers will enjoy Bloody Marys\, mimosas\, or non-alcoholic beverages along with lite breakfast fare as Warmbold dives into Truman’s eleven working vacations\, and shares how Key West was not only a place for the President to recharge his batteries – he will tell you how things in Key West would shape the country and world. Book reservations online in advance.
URL:https://keywesthistoricseaport.com/event/key-west-art-historical-society-historic-seaport-sail-harry-s-truman-in-key-west/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2025/01/truman-1536x1536-2.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250120
DTEND;VALUE=DATE:20250126
DTSTAMP:20260404T172709
CREATED:20250106T122747Z
LAST-MODIFIED:20250106T122952Z
UID:8904-1737331200-1737849599@keywesthistoricseaport.com
SUMMARY:The Southernmost Regatta - 2025
DESCRIPTION:The Southernmost Regatta – 2025\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. \n5 Days of Racing\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\n\n\n\n\n\n\n\n \n\n\n\n\n\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. \nRegatta Chair: Martin Kullman\nEmail: martin.kullman@thesailinginc.com\nPhone: (727) 560-0164
URL:https://keywesthistoricseaport.com/event/the-southernmost-regatta-2025/
ATTACH;FMTTYPE=image/jpeg:https://keywesthistoricseaport.com/wp-content/uploads/2025/01/330207172_594400025456379_780822969075915156_n.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20250126
DTEND;VALUE=DATE:20250127
DTSTAMP:20260404T172709
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:20260404T172709
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:20260404T172709
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:20260404T172709
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:20260404T172709
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/
ATTACH;FMTTYPE=image/avif:https://keywesthistoricseaport.com/wp-content/uploads/2025/04/1917bf_bbf0fafe99f6416ba9088871f3ccd5c9mv2.avif
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250525T130000
DTEND;TZID=America/New_York:20250525T170000
DTSTAMP:20260404T172709
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:20260404T172709
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:20260404T172709
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:20260404T172709
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:20260404T172709
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:20260404T172709
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:20260404T172709
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:20260404T172709
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/
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251206T183000
DTEND;TZID=America/New_York:20251206T203000
DTSTAMP:20260404T172709
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:20260404T172709
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:20260404T172709
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
END:VCALENDAR