The vibrator races at Mary Ellen's Bar in Key West are a unique and raucous charity event held every Thursday night. Far from a quiet affair, these races involve a lively atmosphere with loud music, confetti, and a "dong gong" to mark the excitement.

Wear your Best Barbie or Ken pink costumes and join The Marker Key West Harbor Resort along with a fun pool party that will also make you feel good! Along with great music by DJ Top Jimmy and DJ Maya, we'll have a Barbie or Ken costume contest, Barbie pink pools, Barbie pink drink specials by Empress Gin, pink food specials, and more – all to benefit Womankind Key West.

Join the Florida Keys SPCA at the 2026 What I Did Fur Love Royal Coronation where we will celebrate all 4 candidates at the culmination of their 6 week fundraising campaign.

Kick off Fantasy Fest to see who becomes the King & Queen of Fantasy Fest 2026! This fabulous 2-hour stage show includes entertainment by local celebrities and the candidates themselves!

Tickets include reserved seatingand a 3-course plated dinner by Catered Affairs (vegan meal available upon request - please email Jennifer@fkspca.org to order in advance). Cash bar for all.

This fresh, fabulous new drag show is hosted by winner of Best in Drag at the 2026 Bubba Awards in Key West, Beatrix Dixie. HUSH MONEY dives headfirst into a deliciously naughty world of fame, fortune and temptation. 

Expect brand-new material, iconic drag classics, killer looks, comedy, glamour, and unforgettable performances from some of the best drag talent Key West has to offer. One minute you’ll be laughing, the next you’ll be gagging—and you may leave knowing a few things you probably weren’t supposed to hear.

Step into an evening of mystery and elegance at our High-Society, Great Gatsby Roaring Twenties Era.

 Masquerade Ball + Wine Tasting Dinner featuring Bogle Wines. Dress the part in your favorite mask and costumes and enjoy a night where fine wine, exquisite food and live music and entertainment comes together. Savor a multi-course dinner paired with wine, while the music sets the mood for a magical night of intrigue and celebration.

 $185 includes dinner, wine, and gratuity. Cocktails will be charged on consumption.

 A&B Lobster House - 700 Front St | Doors @ 6PM | Welcome drink @ 6:30PM | Dinner @ 7PM
Masks are REQUIRED, seats are limited

Bring all you favorite guys and ghouls for a one-of-a-kind TRIVIA experience. This spooky Fantasy Fest trivia features all the fun decorations of a proper Halloween Party, 6 great rounds of Trivia, Creepy drink specials, and the BEST part of all... all players in costume receive 5 bonus points! Reservations are a must; tables will fill fast! 6pm Sharp! $25, including your first spooky drink!

This unforgettable evening of creativity, glamour, and entertainment will once again be hosted by legendary Key West entertainer Randy Roberts, with music by WEOW’s RudeGirl. Guests will experience an extraordinary showcase as twelve to fifteen contestants unveil their stunning Headdress creations, judged from the shoulders up, all competing for the coveted $5,000 grand prize. The evening will also feature performances by some of Key West’s most celebrated local talent, making this a true highlight of Fantasy Fest. Guests can enjoy full bar service, specialty wines, and the convenience of preordered food delivered directly to their tables.

Fantasy Fest 2026, Poolside Dance Party / Street Fair T Dance at the Bourbon St Pub Adult Complex.

Get your groove on while dancing and drinking at the Duval Street T Dance or Poolside at the Bourbon St Pub! Live DJs, Boys, Beads and Booze, Drag Queens, games and MORE! 12 noon until 5-ish.

Soaking Wet Pool Party / Parade day.

Come splash around in the pool or jacuzzi while listening to music to get you hyped with live DJ and pool games.

Join us 12 Noon until 5pm at New Orleans House! Clothing Optional.

For one night, 319 Duval goes full rockstar!

Dress as your favorite music icon, enter through our private gate, pass the velvet ropes, and step into Studio 319. Grab a cocktail, take your reserved seat in our courtyard, and watch the Fantasy Fest Parade in first-class style from the heart of historic Duval Street.

Your ticket includes reserved courtyard seating, a chef-prepared gourmet buffet, handcrafted signature cocktails, sparkling clean private restrooms, and an exclusive VIP celebration behind the gates of one of Key West’s most iconic historic homes.

Join us a step above Duval Street for one of the most epic parties of the year! Mangoes Private Parade Party puts you right in the heart of the action with an elevated patio for prime parade viewing, incredible drink specials, air-conditioned indoor space, and a special parade-night dinner menu available for purchase.

Get ready for the most spectacular event of the year!
Vinos on Duval invites you to a special viewing party for the legendary Fantasy Fest Parade.

Located directly on Duval Street, Vinos offers a perfect vantage point to take in all the elaborate floats, wild costumes, and electrifying energy of the parade. Join us on Saturday, October 24th, as Key West transforms into a vibrant playground. Enjoy your favorite wine, a local beer, or a delicious mimosa as you watch the parade go by. With its intimate setting and prime location, Vinos on Duval is the ideal spot to soak up the atmosphere and celebrate Fantasy Fest in style.

Space is limited, so arrive early to secure your spot.

Ticket includes a welcome Prosecco or sangria and light snacks.

Join us for one of the best views of the Fantasy Fest parade on Duval St. from the Grand Balcony of the New Orleans House, 724 Duval St. Don't deal with the crowds! VIP high-end open bar and catered buffet/Mangoes Restaurant-no need to go anywhere else. Bags of beads to toss to the crowd below! MC'd by John "Ma" Evans. Private entrance and restrooms.

Don't miss this opportunity for a great vantage point to see the parade and a fantastic party. 

Join us for a girly movie night under the spell of Hocus Pocus.

Pajama party. Cozy. Curated menu.

Snacks included.

Come as you are (in your pajamas, that is) for a night of cozy magic, good company, and a little Halloween nostalgia. See you there, witches! 🕯️🍂

Step back in time for an unforgettable evening of music and dance! Williams Hall proudly presents Swing Dance Night featuring the high-energy sounds of The Paradise Swing Band, directed by Joe Dallas.

 Joining him on stage will be Donna DeForrest, Mark Rose, Skipper Kripitz, and Tony Elitcher—keeping the dance floor alive with classic swing rhythms.

The vibrator races at Mary Ellen's Bar in Key West are a unique and raucous charity event held every Thursday night. Far from a quiet affair, these races involve a lively atmosphere with loud music, confetti, and a "dong gong" to mark the excitement.

This fresh, fabulous new drag show is hosted by winner of Best in Drag at the 2026 Bubba Awards in Key West, Beatrix Dixie. HUSH MONEY dives headfirst into a deliciously naughty world of fame, fortune and temptation. 

Expect brand-new material, iconic drag classics, killer looks, comedy, glamour, and unforgettable performances from some of the best drag talent Key West has to offer. One minute you’ll be laughing, the next you’ll be gagging—and you may leave knowing a few things you probably weren’t supposed to hear.

Guest Chef Dave Fuhrman returns to Unity Table, bringing decades of culinary experience and a passion for fresh, local flavors. As chef and owner of Great Events Catering, a well-known Key West catering company, Dave is recognized for his creative flavor profiles and unique presentations. Join him for another of his always-popular four-course Chef’s Dinners.

Join Chef Martha Hubbard at Williams Hall’s Unity Table for an intimate six-course journey through Thailand, featuring distinctive dishes and flavors rarely found in the United States. This exclusive culinary experience promises a memorable evening, with only a limited number of seats available.

The vibrator races at Mary Ellen's Bar in Key West are a unique and raucous charity event held every Thursday night. Far from a quiet affair, these races involve a lively atmosphere with loud music, confetti, and a "dong gong" to mark the excitement.

Join local sommelier, Daniel McCurdy, for an educational wine experience and food pairing upstairs at Williams Hall’s Unity Table from 2pm to 4pm. Explore the wines of California’s Sta. Rita Hills through a special selection curated from Daniel’s recent travels to the region, accompanied by thoughtfully paired bites from Chef Martha Hubbard.

Join Chef Martha Hubbard of Unity Table at Williams Hall for a three-course dinner celebrating the classics that never go out of style. Familiar favorites get Chef Martha’s signature touch for an evening that feels both nostalgic and fresh.

Step back in time for an unforgettable evening of music and dance! Williams Hall proudly presents Swing Dance Night featuring the high-energy sounds of The Paradise Swing Band, directed by Joe Dallas.

 Joining him on stage will be Donna DeForrest, Mark Rose, Skipper Kripitz, and Tony Elitcher—keeping the dance floor alive with classic swing rhythms.

The vibrator races at Mary Ellen's Bar in Key West are a unique and raucous charity event held every Thursday night. Far from a quiet affair, these races involve a lively atmosphere with loud music, confetti, and a "dong gong" to mark the excitement.

Mac’s Place will partner with the Military Affairs Committee (MAC) to host a community Veterans fundraiser on Friday, November 13, 2026, bringing together local residents, businesses and military supporters for an evening of fundraising, recognition and community connection. The event is designed not only to raise funds for the MAC, but also to introduce more of the Key West community to the organization, the programs it supports and the important role it plays in connecting the local community with military members and families. 

Join local sommelier, Daniel McCurdy, for an educational wine experience and food pairing upstairs at Williams Hall’s Unity Table from 2pm to 4pm. Explore a selection of red, white, and rosé wines perfect for the flavors of fall, accompanied by thoughtfully paired bites from Chef Martha Hubbard.

Join local sommelier, Daniel McCurdy, for an educational wine experience and food pairing upstairs at Williams Hall’s Unity Table from 2pm to 4pm. Explore a selection of red, white, and rosé wines perfect for the flavors of fall, accompanied by thoughtfully paired bites from Chef Martha Hubbard.

Wine on the Water is a signature fundraising events hosted by the Florida Restaurant & Lodging Association Monroe Chapter. The experience is designed as an elegant sunset cruise with live music featuring A five-course pairing menu with five wine varietals prepared by a local celebrity chef showcasing the creativity and talent of the Florida Keys culinary community.

Get Ready for Local Laughs!
Comedy Screening & Filmmaker Q&A!
Mile Zeros: UnAnchored is a local comedy series filmed entirely in the Florida Keys! Full of fun, inside jokes for locals, Episode 1 takes aim at lobster mini season! In this pilot episode, two eccentric FWC officers (played by Chad Newman and Samantha Jindra) are trying to rack up some lobster season arrests for their scoreboard, when two unsuspecting honeymooners (Darby Sheehan and Luke Wright) go on a snorkeling trip and find themselves in the crosshairs of the two officers. Add in a shady bail bondsman (portrayed by Pedro Lara), and you have the zany world of the Florida Keys captured on film by the people who live it.

Chef Abigail Houff returns to Unity Table with a monthly vegetarian evening highlighting a specific region or cuisine. Specializing in plant-based cuisine with an emphasis on bright, clean flavors, she has prepared many memorable meals at Unity Table. For her first dinner of the season, she’s keeping us island-adjacent with some Caribbean-inspired flavors!

Settle into the flavors of fall with Chef Martha Hubbard of Unity Table at a cozy three-course dinner celebrating the warmth and comfort of the season. Thoughtfully prepared and just indulgent enough, it’s the perfect meal for a November evening.

Join local sommelier, Daniel McCurdy, for an educational wine experience and food pairing upstairs at Williams Hall’s Unity Table from 2pm to 4pm. Discover aromatic white wines from around the globe, featuring beautiful floral, citrus, tropical fruit, and herbal notes, accompanied by thoughtfully paired bites from Chef Martha Hubbard.

Kick off the new season with an evening of Italian food, music, dancing, and good friends!

The Key West Woman's Club invites members and one guest to our FREE Members-Only Italian Welcome Back Party.

Join us for an elegant four-course wine tasting dinner celebrating the rich heritage and exceptional wines of Domaine Joseph Drouhin. Founded in Beaune in 1880, Domaine Joseph Drouhin is one of Burgundy, France’s most respected and historic wine houses. Still family-owned today, the estate is renowned for producing elegant, terroir-driven wines that reflect the distinctive character of Burgundy’s vineyards.

Join local sommelier, Daniel McCurdy, for an educational wine experience and food pairing upstairs at Williams Hall’s Unity Table from 2pm to 4pm. Explore a selection of wines perfect for holiday dinners, festive gatherings, and celebrations with family and friends, accompanied by thoughtfully paired bites from Chef Martha Hubbard.

Join local sommelier, Daniel McCurdy, for an educational wine experience and food pairing upstairs at Williams Hall’s Unity Table from 2pm to 4pm. Explore a selection of wines perfect for holiday dinners, festive gatherings, and celebrations with family and friends, accompanied by thoughtfully paired bites from Chef Martha Hubbard.

Join Chef Martha Hubbard of Unity Table for a creative three-course dinner all about fennel. She’ll explore the ingredient in both savory and sweet dishes, showing just how versatile it can be.

Enjoy delicious finger sandwiches, petite quiches, scones, clotted cream & mini desserts at the beautifully decorated Hellings Curry Museum (home of the Key West Women's Club).  Includes specialty cocktails, hot tea and champagne.  All proceeds go to funding the KWWC Take Stock in Children Scholarship.