Willie Wonka's Chocolate Festival
2024-04-21 11:00 - 15:00 (America/New_York) | The Mansion on the Sea, 1400 Duval St, Key West, FL, 33040, United States
Willie Wonka's Chocolate Festival is a Fundraiser for the Cancer Foundation of the Florida Keys. "What We Raise Stays!"
Join us for a fantastically decadent event.
Enjoy a day of desserts, and fun all for a great cause. This annual event supports our mission to help needy Cancer patients with their living expenses while in treatment.
Stop by the Southernmost House on Sunday, April 21st for a day of chocolate fountains, lollipops, and more.
See you there!

Party Like A Conch Star
2024-04-21 13:00 - 16:00 | The Gates Hotel, 3824 N Roosevelt Blvd, Key West, FL, 33040, United States
Embark on an unforgettable adventure under the sun and party like a genuine Conch Star!
Indulge in exclusive drinks and groove to the rhythms of a talented DJ.
With generous sponsorship from Mutiny Island Vodka and Liquor Split, this event is your ticket to an epic celebration—all completely free for everyone to savor.
Don't miss out on the chance to create memories that will last a lifetime.
Join and let the good times roll!

Jazz In The Gardens
2024-04-21 17:00 - 19:30, 2024-04-28 17:00 - 19:30 | The Gardens Hotel, 526 Angela Street, Key West, FL, 33040, United States
Immerse yourself in the captivating ambiance of a lush tropical garden, where every sip of wine is accompanied by the enchanting melodies of world-renowned jazz artists.
It's the ultimate destination to unwind and indulge in an evening of exquisite music and fine wine.
Best of all, this extraordinary experience comes to you completely free of charge.
For more information and to discover the magic awaiting you, visit GardensHotel.com.
Don't miss out on this opportunity to elevate your senses and create unforgettable memories in paradise.

Conch Republic Military Muster & Conch-Tail Party
2024-04-23 17:00 - 20:00 | Truman Waterfront Park, Southard St, Key West, FL, 33040, United States
Rub elbows with Conch Republic Military Admirals, Generals, Ambassadors, and Island Dignitaries at an exclusive event where you can sip on Truth Serum and savor the renowned "Auborne Skies."
Join forces with the CIA-Sshhh! Cuties in Action and the 82nd Auborne as they rally support for the Wesley House CR Foster Children’s Fund and the Flagship WOLF Preservation Society.
Generously sponsored by Jersey Mike’s and the Key West First Legal Rum Distillery, don't miss the chance to hop aboard their COUNTER-INTELLIGENCE PARTY BUS for refreshing beverages.
Indulge in live entertainment featuring performances by Sir CW Colt and Dani Hoy, and try your luck at winning big with a 50/50 Raffle.
For more details, contact cutiesinaction@gmail.com.
Don't wait—join the elite for an evening of excitement, camaraderie, and giving back to the community!

42nd Independence Day Ceremony
2024-04-23 17:30 - 18:30 | Truman Waterfront Park, Southard St, Key West, FL, 33040, United States
Join the festivities alongside Conch Republic Military Brass and esteemed Dignitaries, where you'll be treated to live performances by Sir CW Colt and Dani Hoy.
The ceremony will feature traditional elements such as the Conch Shell Salute, CR Pledge of Allegiance, CR Battle Hymn, Cannon Fire, and a 21 Gun Salute.
Reserve your advanced seating for the Ceremony & Muster Conch-Tail Party for an enhanced experience.
For additional information, reach out to cutiesinaction@gmail.com.

Parade Pre-Party & CR Military Commissioning Ceremony
2024-04-25 17:30 - 19:00 | The Mansion on the Sea, 1400 Duval St, Key West, FL, 33040, United States
Mix and mingle with Admirals, Generals, Pirates, and Parade Participants while enjoying live music and refreshing drinks against a stunning ocean backdrop.
Brought to you by The Mansion on the Sea and the Conch Republic Military Forces.
For further details, please visit ConchRepublic.com.

World's Looooongest Parade
2024-04-25 20:00 - 21:00 | Duval Central, 207 Duval Central, Key West, FL, 33040, United States
Don't miss the WORLD'S LONGEST PARADE on Duval Street!
This iconic and vibrant parade celebrates the independence of the Conch Republic, stretching from the Atlantic Ocean to the Gulf of Mexico, concluding at Schooner Wharf Bar in the Key West Historic Seaport.
Arrive early to meet the parade participants and their distinctive and quirky modes of transportation.
Participation is free!
Register your float, marching unit, or vehicle and be a part of this unforgettable parade experience!
Sign up online now.

Parade After-Party & Awards Ceremony
2024-04-25 21:00 | Schooner Wharf, 202 William St, Key West, FL, 33040, United States
Immerse yourself in the magic of dancing to fantastic live music beneath the twinkling stars, surrounded by esteemed Conch Republic Dignitaries, Military High Command, Pirates, and Patriots.
Get ready to showcase your creativity and originality with parade prizes awarded for the Best "Conch-cept," Most Original, and Most Creative entries.
For more details and to be a part of this unforgettable experience, visit SchoonerWharf.com.
Don't miss out on the chance to make memories that will last a lifetime!

42nd Annual CR Independence Naval Parade
2024-04-26 19:00 | Key West Harbor, Key West Harbor, Key West, FL, 33040, United States
Witness the awe-inspiring sight of the majestic Conch Republic Naval Fleet, Privateers, Charter Boats, and Private vessels as they gracefully sail past the Mallory Square Sunset Celebration.
Then, join in the excitement as they prepare for battle and cheer them on with enthusiasm.
You can enjoy the spectacle from the shore, secure passage on a passenger boat to be part of the parade, or even join the parade aboard your own vessel adorned with vibrant Conch Republic flags.
It's an opportunity to celebrate 42 Years of FUN-Dependence at sea in style!
Best of all, participation is completely free.
Don't miss this chance to be part of an unforgettable maritime celebration.
Set sail with us and make memories that will last a lifetime!

42nd Annual Reenactment Of The Great Sea Battle Of The Conch Republic
2024-04-26 19:00 | Mallory Square, 400 Wall St, Key West, FL, 33040, United States
Immerse yourself in the heart of the action as the Battle of Key West Harbor takes center stage in our celebration.
This epic and uproarious harbor battle brings together the Conch Republic’s Military Forces (Air Force, Army & Navy) and a colorful array of CR Privateers, facing off against their formidable opponent: a United States Coast Guard Cutter.
Sponsored by the Conch Republic Military Forces, USCG Station Key West, and TikiManRadio.com, this event promises non-stop excitement and entertainment.
For the best views of the action, head to the Mallory Square Sunset Celebration. And the best part?
Admission is completely free!
Don’t miss your chance to witness this thrilling showdown and be part of the festivities. Join and experience the thrill of the Battle of Key West Harbor!

42nd Annual “Surrender Ceremony & Victory Party” Conch Republic Sea Battle
2024-04-26 21:00 | Schooner Wharf, 202 William St, Key West, FL, 33040, United States
Step into history at the Historic Seaport and witness the uproarious 'Tongue-in-Cheek' Surrender Ceremony of the US Coasties to the CR Armed Forces—a farce that's not to be missed!
Experience the hilarity and excitement of this unique event, where laughter and entertainment are guaranteed.
Best of all, admission is free for all to enjoy!
For more information and to be part of this unforgettable experience, visit SchoonerWharf.com.
Don't miss out on the chance to witness history in the making and join in the fun at the Historic Seaport!

42nd Annual Conch Republic Blue Ribbon Bed Races
2024-04-27 13:00 - 18:00 | Duval Central, 207 Duval Central, Key West, FL, 33040, United States
Experience the epitome of fun with "The most fun you can have with your clothes on" at the zany bed race on Duval between Olivia and Southard.
Gather your team and get ready to decorate your own bed to compete for prizes in this uproarious race.
Arrive early to mingle with the teams and admire the crazy, colorful beds vying for the coveted 'BLUE RIBBON.' Plus, know that your participation supports a worthy cause—proceeds benefit Key West’s Sister Season, "Locals Helping Locals."
Don't miss out on this chance to be part of an unforgettable event while giving back to the community.
Join and let the laughter begin!
For more info, visit: SisterSeason.org.

1st Annual Conch Republic Brawl On Duval
2024-04-27 17:00 - 22:00 | Rick's & Dirty Harry's, 202 Duval st, Key West, FL, 33040, United States
Get ready for an electrifying night of amateur boxing in support of Key West PAL (Police Activities League)!
(in front of Ricks.)
Join as talented amateur boxers step into the ring to showcase their skills and determination.
By attending this event, you're not only in for an exciting evening of sportsmanship and athleticism, but you're also contributing to a vital cause.
Key West PAL plays a crucial role in providing positive recreational and educational opportunities for local youth, helping them build confidence, leadership skills, and positive relationships with law enforcement.
Your support will directly benefit the youth of Key West, empowering them to reach their full potential and become future leaders in our community.
So come out, cheer on the boxers, and show your support for Key West PAL. Let's make a difference together!

37th Annual Pirate Ball & Costume Contest
2024-04-27 19:00 | Schooner Wharf, 202 William St, Key West, FL, 33040, United States
Ahoy, matey! Prepare to embark on a thrilling adventure as we celebrate the pirate's life in style!
Immerse yourself in the world of swashbuckling swordplay and sing along to captivating sea shanties.
With live music, delectable food, and refreshing drinks, it's a pirate's paradise that you won't want to miss.
Join us as we raise our flags high and toast to the pirate life!
Come aboard and let the festivities begin—it's bound to be a treasure-filled evening of fun and excitement!

Key West Artisan Market
2024-04-28 10:00 - 14:00 | Higgs Beach, Key West, FL, 33040, United States
Join at the local hotspot where community spirit thrives!
Discover unique treasures from talented local artists, indulge in delicious offerings from specialty food vendors, and groove to the rhythm of live music—all in one vibrant setting.
Best of all, admission is completely free!
It's the perfect opportunity to support local artisans, savor mouthwatering delicacies, and immerse yourself in the lively atmosphere that makes our community truly special.
Don't miss out on this chance to connect with neighbors, celebrate local talent, and experience the heart and soul of our community.
See you there!
For more info, visit: KeysAritisanMarket.com.

39th Annual Schooner Wharf Wreckers Race Series Cup Race Series
2024-04-28 13:00 - 16:00 | Sand Key Lighthouse, SW of, Key West, FL, 33040, United States
Set sail on a memorable adventure aboard a majestic schooner, sloop, or multi-hull vessel, and experience the beauty of the waters off Key West like never before.
Our 'all-in-fun race series' pays homage to the rich tradition of the wreckers during the 1800s, adding an exciting and historical twist to your afternoon at sea.
Feel the wind in your hair, breathe in the salty sea air, and take in breathtaking views as you participate in this exhilarating race.
Whether you're an experienced sailor or a novice, there's something for everyone to enjoy on this delightful voyage.
Don't miss your chance to be part of this unforgettable experience.
Join for an afternoon of fun, adventure, and a nod to Key West's fascinating maritime history.
For more info, visit: SchoonerWharf.com.

37th Annual Schooner Wharf Wreckers Race Series Cup “Awards Party & Ceremony
2024-04-28 19:00 | Schooner Wharf, 202 William St, Key West, FL, 33040, United States
Experience the excitement of the race firsthand as you enjoy a BBQ dinner and live music while watching video highlights of the event.
It's the perfect way to unwind and celebrate the achievements of the participants while enjoying delicious food and fantastic entertainment.
Plus, don't forget about the coveted prizes awaiting the first-place finishers in each of our six classes.
From schooners to classic vessels, multihulls to monohulls of varying sizes, there's a category for everyone to compete in and a chance to claim victory.
Join for an unforgettable evening filled with camaraderie, music, and the thrill of the race.
For more info, visit: SchoonerWharf.com.

33rd Annual Schooner Wharf Bar Minimal Regatta
2024-05-26 13:00 | Schooner Wharf, 202 William St, Key West, FL, 33040, United States
The $20 entry fee for the 33rd annual Schooner Wharf Minimal Regatta will benefit the local American Legion Post 28.
This unique event, taking place on Sunday, May 26, near the Schooner Wharf Bar at 202 William St. in the Key West Historic Seaport, features boats constructed from minimal materials: 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.
Teams of up to six members must keep their boats afloat long enough to complete a short course, with at least one "designated passenger" on board.
The regatta encourages creative and themed entries, with past designs including alligators, spaceships, and pirate ships.
Costumes have ranged from Gilligan's Island characters to Batman & the Joker.
Prizes will be awarded for the fastest boat, most creative design, best paint job, sportsmanship, and best costumes, with "sinker" awards for boats that fail to stay afloat.
Additionally, the Schooner Wharf Bar will host its traditional Memorial Day weekend barbecue.

Caribbean Club: Memorial Day Weekend BBQ to Benefit Disabled Veterans
2024-05-26 13:00 - 21:00 | FL
Join us at the Caribbean Club for the 2nd annual BBQ Fundraiser, organized by the Lady’s Auxiliary of the American Legion Post 333, supporting Team River Runner and their work with disabled veterans. All proceeds from the delicious food will benefit this important cause.

Enjoy live music throughout the day, starting with:

Eddie James at 1pm
Jenny Kelly at 3pm
Dead Bronco performing old school honky tonk from 5 to 9pm.

This event supports Team River Runner’s OuttaSight program, where visually impaired veterans and their guides learn sea kayaking skills in Key Largo’s warm, welcoming community.
While the VA Adaptive Sports Grant Program covers some costs, Team River Runner relies on community support for travel, lodging, and food. Come join us for a fun-filled Sunday with great food and music, all for a wonderful cause.

Key West Pride Parade
2024-06-09 10:00 - 21:00 | FL
10 am – MCC Church Pride Service -1215 Petronia St.
10 am – St Paul’s Church – PRIDE Mass – 401 Duval Street
11 am – Unity of the Keys Pride Service – 1011 Virginia St.
11 am – One island Family Pride Service – 801 Georgia St
Noon – Key West Pride Drunken’ Drag Brunch at Mangoes – 700 Duval St. Celebrate Sunday Funday Key West style at Mangoes Drag Brunch Show. Mangoes Drag Brunch has been voted in the Top 10 Drag Brunch Shows in the USA by the Miami Herald. VIP tickets & General Admission tickets include: a fabulous Drag show, a live DJ, bottomless mimosas, & a portion of each ticket goes to the nonprofit partner. (VIP tickets have the best view of the show.) Mangoes offers a special a la carte brunch menu with delicious brunch specials. Stay after the show ends for the After Party to get your picture taken with the beautiful drag queens and keep dancing to DJ Jeff’s tunes. A portion of each ticket sold will go to our nonprofit partner for this month. THIS EVENT IS A 21+ EVENT. Tickets are available HERE.
Noon – HOT NAKED SUNDAY POOL PARTY at Island House Key West – 1129 Fleming St. After church, and before tea dance, comes Island House! Music Videos! Giveaways! Free Stoli shots! Pool boyz! A Gay Key West tradition for 2 decades! All gay, bi, queer, trans + brothers welcome.
4 pm – Pride Edition – Disco Tea Dance at La Te Da – 1125 Duval St. LaTeDa has the honor of hosting the closing event of Key West Pride 2024! Every Sunday since 1977 LaTeDa has hosted its famous Tea Dance. Tea Dance takes on epic proportions to celebrate the culmination of Key West Pride week! Local icon DJ Rude Girl will be spinning classic Disco tunes for four hours, so make sure you wear your dancing shoes and be ready to party. Socialize and revel with tourists and locals alike. Tea Dance at LaTeDa embraces the One Human Family attitude and is a window into the slightly raucous attitude of Old Key West.
5 pm – Key West Pride Parade – Celebrating the 70’s Disco Era. The parade will start at the Quay located at the Truman Waterfront, to Whitehead St, left on Whitehead to Front St., then right onto Duval Street, ending on United Street( ultimately Tea Dance).
8 pm –Drag Battle Royale Crown & Anchor Divas join the Aquanettes at Aqua Key West – 711 Duval St. Drag Queen Karaoke immediately following at 11 pm.

Key Largo 4th of July Parade
2024-06-21 08:00 - 17:00 | Key Largo, Northbound Lane of US 1
Key Largo's 48th annual 4th of July Parade will be held from 10 a.m. to noon in the northbound lanes of US 1.
The parade features patriotically decorated floats, including boats, cars, and bicycles, with participation from local schools and community groups.
The route runs along US 1 from mile marker 98.2 at Anthony's clothing store north to the Diver's Direct plaza.
A longstanding tradition involves "Super Soaker" water guns, with float participants spraying the crowd to help them "cool off."
If you prefer to stay dry, it's best to stand towards the back of the viewing area along the highway.

Key West Key Lime Festival
2024-07-03 08:00 - 2024-07-07 17:00 | Key West, 218 Whitehead Street, Key West, FL, 33040, United States
Key West's annual Key Lime Festival celebrates the world's most sensational citrus with a variety of festivities across the island where Key lime pie originated.
Over five days, lime enthusiasts can enjoy numerous activities including a thrilling :

Key lime pie drop competition from the top of the Key West Lighthouse
Key lime cocktail sip and stroll
Key lime brunches and dinners
Key lime pie eating championship at 1:30 p.m. on July 4th at Southernmost Beach Cafe, 1405 Duval St.
