BERKSHIRE HATHAWAY PARADE OF HOMES MEGA OPEN HOUSE EVENT
Berkshire Hathaway Keys Real Estate | Knight and Gardner Realty invites you to their PARADE OF HOMES EVENT Stop by any of their Open Houses and enter for a chance to win 4 tickets to their VIP viewing party on Duval Street . Visit their website for a full list of our open houses and check their Facebook page. October 24th from 11-3pm.
SOUTHERNMOST SCAVENGER HUNT'S 5th ANNUAL FANTASY FEST BAR CRAWL
Come one, come all and do the 5th Annual competitive Fantasy Fest Bar Crawl, sponsored by Dulce Vida Organic Tequila Grab your team of up to 6 people and see if you have what it takes to bring home the grand prize Must be 21 or older and you do not have to drink to participate. $45 per person includes the activity, the free drink, our exclusive scavenger hunt map with a value of over $160 and if you win you'll get a lot more Check in starts at 2:00pm and the crawl begins at 2:30pm sharp and ends at 4:30pm. Awards and winners will be announced at 5:00 pm. For more information and tickets click HERE
LES GREEENE and THE SWAYZEES POOL PARTY AT THE MARKER
Get your swimsuit and come out to party with Les Greene and the Swayzees Beyond his talent as a solo artist, Les Greene is also known for his dynamic live performances. Whether he’s commanding the stage with his soulful voice and blistering guitar solos or leading the tight-knit full band, The Swayzees through a funky groove; Greene is a consummate entertainer, capable of captivating audiences with his boundless energy and magnetic stage presence. His live shows are a testament to the transformative power of music – a shared experience that brings people together and leaves them uplifted and inspired. 2-5pm. FREE Reserve your space HERE
DANTE'S 18TH ANNUAL HALOS and HORNS POOL PARTY
Whether you wear the halo of an ANGEL or prefer devilish HORNS, GET WET and WILD at Dante's for a chance to win BIG $$$ Free body painting, live music, great giveaways, fantastic food, drink specials and our one of a kind stage in the CENTER of the POOL The party starts at noon and goes till 6 PM, pole dancing starts at 4:30 PM; Dante's Restaurant and Raw Bar, 951 Caroline Street next to the ferry terminal. 305-293-5123. $. Visit for more details danteskeywest.com.
FUNK IT UP PARTY
Road-tested, 4x Grammy winner, funk master Trae Pierce is here to Funk It Up at Green Parrot as he leads his T-Stone Band for a night of infectious beats. With sets at 5:30, 9:00 and 11:00, Pierce gets audiences fired up with his funky talk box versions of crowd favorites, like 2Pac’s “California Love,” Phil Collin’s “In the Air Tonight,” and “24K Magic” by Bruno Mars. The T-Stones’ lead vocalist and Trae's son, Ray Pierce, adds a hip-hop flavor to the music, while guitarist Grant ads a hard rock twist. Don’t miss out on the fun as Trae and his band use the Parrot stage as merely their launching pad as they swarm into the crowd for can't-stay-in-your-seat dance-moves and a damn good time.
4TH ANNUAL ROCK THE TATAS CONTEST
Hanks’ Hair of the Dog Saloon presents the annual charity event, Rock the Tatas Contest. Hosted by the "one and only" Elle Taylor with live music by Dj El Grace and special guest from Miami DJ Diego Barrera 9pm to close. Join us in the fight against Breast Cancer October 24th. Contest starts at 7 PM at Hanks Hair of the Dog Saloon located at 409 Caroline St. First place prize $500 With additional cash prizes for second and third place. Doors open at 5pm and contest awards at 9pm. Tickets are $20 with a portion of the proceeds go to “ Making Strides Against Breast Cancer” No Contest Entry Fee. Buy your tickets HERE
STAR WARS STRIPS: A BURLESQUE PARODY
In a galaxy far, far away… Key West Burlesque presents their most epic show ever, "Star Wars Strips: A Burlesque Parody". A night of lightsabers and laughs that puts a cheeky twist on your favorite and unforgettable characters, the production follows the storylines of episodes 4, 5 and 6: “A Nude Hope”, The Empire Strips Back” and “Return of the Hot Guy” from the ultimate cinematic universe. Location - Key West Theater 512 Eaton Street Doors -7pm Show - 8pm Tickets - $50-$125 per person. For more information please visit the website HERE
THAT ARENA ROCK SHOW
FREE Concert at the Sunset Pier The ultimate high energy and theatrical tribute to "Classic" Rock and Roll. Performing legendary rock anthems that rules the airwaves in the 70's and 80's. This show will take you on a trip back in time, turning Sunset Pier into an arena a night Get your lighters out and your fist in the air. The Rock Show is more than just music - it's an experience. Begins at 7PM - Donations accepted in support of MOTE Marine.
Ocean Key Sunset Pier’s Live Cam
41st ANNUAL HEADDRESS BALL
The Key West Business Guild is pleased to announce the 41st annual Headdress Ball, an outrageous showcase of talent for mask-makers and costumers, will take place Thursday, Oct. 24, at Key West’s Coffee Butler Amphitheater in Truman Waterfront Park. Hosting this year will be internationally celebrated female impersonator, Randy Roberts. Showtime at 8:00 PM. The Headdress Ball celebrates the creative and free spirit of Fantasy Fest, Key West’s 10-day costuming and masking festival set for Oct. 18th – 27th., the Headdress Ball is Fantasy Fests premier LGBTQ+ event, hosted by the Key West Business Guild. Plans call for it to feature more than 15 contestants, all in awe-inspiring, unique headdresses, each hoping to walk away with the top prize. Although most participants are costumed from head to toe, entrants will be judged only from the shoulders up as they vie for the first-place prize of $3,000. Joining Randy Roberts and along with the headdress presentations, music will be overseen by DJ Rude Girl. Both Randy Roberts and DJ Rude Girl will welcome an array of entertainment throughout the competition. Attendees will also enjoy libations and food service, courtesy of End of Summer Grill, all available to order online when you place your order. The Headdress Ball has been produced for the past 41 years by the Key West Business Guild, one of the oldest LGBTQ business organizations in the United States. Proceeds from the event help the guild support Key West’s gay and gay-friendly enterprises, community, and the island’s position as a leading LGBTQ vacation destination location. Tickets are $320 for a premium table for four people, $270 for a VIP table for four, $35 per person for chair seating and $30 per person for general admission with lawn seating. To purchase tickets and preorder food: www.keystix.com or click on link HERE . Proceeds from the Headdress Ball go to promote Key West as a major LGBTQ+ destination worldwide. For more information and to enter the Headdress Contest go to gaykeywestfl.com/headdress-ball or call 305-294-4603. Book early because this event always sells out.
FAT TUESDAY PINK PARTY
PARTY LIKE A FLOCK STAR Wear your sexiest pink costume or pink body paint to the best Thursday night party for over a decade. Featuring live entertainment with premier DJs and the Exuberant Emcee Carolyn Guarini Costume contest with a $500 bar tab for 1st place, $250 bar tab for 2nd place and $100 bar tab for 3rd place. 305 DUVAL STREET | THURSDAY 10/24; 8 PM - CLOSE
SLOPPY JOE'S 45th ANNUAL TOGA PARTY
Sloppy Joe’s Toga Party is “An ORIGINAL Fantasy Fest Event.” Get your toga ON and find out why we are “Still The Best Toga Party in Town ” Wear a traditional ancient Toga or dare to create your Toga using Fantasy Fest theme “It’s a 90’s Cosmic Carnival” Live music on stage all day Dancing starts at 5:30pm,Laura Lea and Tripp Fabulous on stage after the Toga contest, plus our house DJ makes the party happen all night. Sign up for Toga Contest 8:15pm, contest on stage at 9:00pm. You may enter contest as an individual or as a group (a group is a minimum of 2 people and maximum of 4 people) must be in Toga(s). Prizes: 1st place $500 Sloppy Joe’s Gift Card; 2nd place $250 Sloppy Joe’s Gift Card; and 3rd place $100 Sloppy Joe’s Gift Card. Other giveaways throughout the night. Sloppy Joe’s 201 Duval Street.
Sloppy Joe’s Live Stage Cam
Sloppy Joe’s Live Bar Cam
Sloppy Joe’s Live Crowd Cam
EXPOSED AT THE BOURBON ST. PUB ADULT ENTERTAINMENT COMPLEX 10PM-4AM (ALL WELCOMED)
10PM-4AM - Event Open to All The most risqué party of Fantasy Fest Play in the Poolside Foam Party Dance the night away on 2 Dance Floors or Splash around in our Pool and Jacuzzi Black Out and Black Light party inside,and exotic dancers VIP tickets $90 presales, $100 day of event. CC sales fees will apply. Rain or Shine. Full access to the Bourbon St Pub and New Orleans House pool area, free clothes check. Limited Free towels tickets will be on sale at the New Orleans House starting September 1st; open 8 AM-8 PM. Tickets available 305-293-9800; 724 Duval Street.; Or at Keystix.com, convenience fee will apply Doors will open, 9 PM ; Link HERE
IRISH KEVIN'S ANNUAL 80's PARTY
If you love rock and roll as much as we do, come bust a move at Irish Kevin's annual 80's party Prepare your leg warmers and Members Only jackets. Dress head to toe in your best 80's costume with awards given throughout the day. We have live entertainment from open to close, but at 10:30 PM our full 80's band will keep you fighting for your right to party into the wee hours of Friday morning. 211 Duval St; 305-292-1262; 10:30 PM
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