Womenfest: Events

Noon – 1 pm — Key West Business Guild Membership Luncheon. Join us at the Beachside Resort & Residences Key West – 3841 N Roosevelt Blvd. Speaker & sponsor TBD. Entry for KWBG members are $35, non-members are $45. More details to come.

6-8 pm — WOMENFEST 2025 — Decades of Divas!  Our official Welcome Party Birdcage Caberet. Join us for an evening of meeting new friends and reconnecting with old ones in a vibrant and welcoming atmosphere to kick-off to Womenfest, hosted by the glittery empress, Chantal P. Enjoy games, live music, drink specials, and small bites!

8:30 pm — Womenfest Edition Drag Show at Birdcage Cabaret – 504 Angela St. Stick around for a drag show designed specially for Womenfest Kick-off Party! More details to come.

12 – 3 pm — 5th Annual Corn Hole Tournament  & . Join us as we prepare for an epic day where the heat of competition meets the cool vibe of the ocean! This bash will feature intense corn hole matches & other games, sizzling music with DJ Erica, and discounted food & drinks! We have a total of 10 spots available, first come first serve. Whether you are a seasoned corn hole pro or first timer, there’s a spot for you! The cost is $25 per person, or $50 per team(teams are REQUIRED to play). Great prize for 1st place winners! May the best Women(persons) win! Sign up HERE!

6 pm — Second Annual “Women, Words, & Art Poetry Reading and Art Exhibition” featuring women poets of the Key West Poetry Guild and local artists. A combination of round-robin and open mic readings. @Little Room Jazz Club. This event will feature approximately 8 woman poets reading poetry in a round-robin fashion with an open mike session also. Jah Love of the Key West Poetry Guild will be hosting the poetry reading portion. At the same time, we will have an art display by women artists. Connie Gilbert Scholarship Fund – The Connie Gilbert Scholarship Fund is to benefit women in the Florida Keys who are returning to school from the workforce, seeking professional licensing or certification, or have completed at least one year of higher education.

6 pm — Argo Navis presents the annual Womenfest Sunset Sail, hosted in conjunction with the Key West Business Guild, is part of a 5-day island wide celebration of women worldwide!  Join us for 2 hours of sailing the magical green waters where the Atlantic Ocean meets the Gulf of Mexico.  Combine this with delicious food & drink, tropical breezes and the soothing sound of wind and waves as the sun sinks into the horizon, leaving us with a glorious show of color in the sky. Book your spot HERE!

9 pm — Greeen Party at the Birdcage Cabaret – 504 Angela St. Enter a world celebrating all things green! Dress in your best green and learn more about environmental efforts in the Keys, and dance the night away with the island’s best go-go dancers! Sponsored by the Greeen House  – We spell it with 3 E’s so that you can’t say it without smiling, and that’s the goal, right?

8-9 am — Early Bird Clean Up with Plogging the Keys, presented by Key West Womenfest  and Attorney Sherry Ivey Jones, P.A.  Join us for 1 hour to pick up litter. Vests, gloves, buckets, and pickers are provided. One hour makes a difference in keeping Key West Beautiful. Meet us at 808 Duval Street at the Gay Key West visitor center. Bagels, danish, and coffee will be provided by Goldman’s Deli afterward!

9:30 AM-11:30 PM— Join Key Lime Bike Tours for an unforgettable journey through the streets of Old Town Key West, a tour specially designed for Womenfest celebrating influential women! On this tour, you will discover the rich history and culture of Key West, while learning about the remarkable women who have made an impact on this beautiful island. Our knowledgeable and friendly guide will lead you on a leisurely bicycle ride through the charming streets of Old Town, stopping at significant landmarks and hidden gems along the way. As we ride through the picturesque neighborhoods and historic sites, you’ll hear stories of remarkable women who have called Key West home. At the end of your tour, we’ll finish with a delicious slice of Award Winning Key Lime Pie! Register HERE.

11 am — Clothing optional Sandbar Snorkel trip on the Blu Q. We will set sail on the Blu Q Catamaran to one of many remote reefs off the Florida National Marine Sanctuary for snorkeling with tropical fish and various marine life. Afterward, you are taken to a secluded sandbar where you can swim, or just relax in the crystal clear waters of the Keys. Get 10% off with the code WomenFest24. Purchase tickets HERE.

12 pm — All welcome pool party @Bourbon St. Pub

2 – 4 pm — Fire and Ice Jell-O Wrestling Match hosted by your referee, BruceKey @AquaPlex. Watch as participants take to the ring for some friendly, competitive Jell-O wrestling. Enjoy a fiery, high energy atmosphere, cool AC and ice cold drinks available! Wanna be a participant? Please email BruceKey at [email protected]

5 – 6:30 pm — Marjory Lee & The Misspellings “90s Female Alt Rock Band” Blast to the past Cover Show! Alanis, Gwen, Melissa, Sheryl, Fiona, Tracy, Joan…..gangs all here! Don’t miss this tribute to the badass female musicians of the 90s and all the closet doors they kicked down! Join us at the Marker – 200 William St. Marjory Lee is a full-time local musician in Key West bringing ALL the lady love you can handle. Free event.

6:30 pm – ADDED DUE TO HIGH DEMAND — Argo Navis presents the annual Womenfest Sunset Sail, hosted in conjunction with the Key West Business Guild, is part of a 5-day island wide celebration of women worldwide!  Join us for 2 hours of sailing the magical green waters where the Atlantic Ocean meets the Gulf of Mexico.  Combine this with delicious food & drink, tropical breezes and the soothing sound of wind and waves as the sun sinks into the horizon, leaving us with a glorious show of color in the sky. Book your spot HERE!

7 pm — “Womenfest Date Night” at the Tropic Cinema – 416 Eaton St. Featuring  the movie TÁR – From producer-writer-director Todd Field comes TÁR, starring Cate Blanchett as the iconic musician Lydia Tár. TÁR examines the changing nature of power, its impact, and durability in our modern world. admission includes your movie ticket and first drink including a small glass of wine, a bottle of beer, or free soda. entry is just $20 benefitting the Tropic cinema. The ticket link available HERE.

9 pm – 2 am —Pink Paradise Dance Party @Mangoes . Entry is just $20 per person – includes entry and your first drink. Dress in your best pink attire and join us for a unforgettable night of music, dancing, and pure joy – celebrating women. Don’t miss out on the ultimate ladies night out! This is a 21+ event. Tickets are now available HERE.

9:30 AM-11:30 PM— Join Key Lime Bike Tours for an unforgettable journey through the streets of Old Town Key West, a tour specially designed for Womenfest celebrating influential women! On this tour, you will discover the rich history and culture of Key West, while learning about the remarkable women who have made an impact on this beautiful island. Our knowledgeable and friendly guide will lead you on a leisurely bicycle ride through the charming streets of Old Town, stopping at significant landmarks and hidden gems along the way. As we ride through the picturesque neighborhoods and historic sites, you’ll hear stories of remarkable women who have called Key West home. At the end of your tour, we’ll finish with a delicious slice of Award Winning Key Lime Pie! Register HERE.

12-3 pm — “Kat & Beth’s Are you Wet Pool Party” @Alexander’s Guesthouse – HOST HOTEL with guest DJ. We have a special pool party lined up for you ladies! Kat D and Beth are BACK! She will be joined by guest DJ Erica to offer you the latest hits along with drink specials, complimentary food, games, and prizes!

8 PM— Fire and Ice Fantasy Prom featuring a special live performance by Antigone Rising @American legion Post 168 – 803 Emma St. DJ Rude Girl will be providing the tunes all night long, hosted by the glittery empress, Chantal P. Dress to impress for our inaugural Fire and Ice Ball! This queer prom promises to be nostalgic and unforgettable. Dance the night away to the electrifying beats of DJ Rude Girl and the powerful live performances of our special guests! Whether you are ready to ignite the dance floor or chill in the cool ambiance, this event promises to be the perfect highlight to our Fire and Ice Fantasy week! Let’s make it a night of elemental music, wonder, and memories together! Doors will open at 6 pm for VIP pass holders and sponsors and at 7 pm for general admission. G.A. and V.I.P. tickets are now available HERE. VIP tickets include early entry to VIP reception and seating with hors d’oeuvres and specialty drinks. This event is proudly sponsored by Mainely Education, Inc. in  collaboration with WomenFest Key West! 

11 PM— Heaven & Hell Dance afterparty @ the Birdcage Cabaret – 504 Angela. There’s no need to change, just join us after the Fire and Ice Ball for the perfect way to cap off an incredible evening! Don’t miss out on the Heaven and Hell Dance Party— where your wildest dreams and darkest fantasies come to life!

12 pm — Celebrate Key West Style! Mangoes Sunday Drag Brunch Show has been voted the Top 10 Drag Brunch Show in the USA. VIP tickets & General Admission tickets include: a fabulous show with incredible Drag Queens, a live DJ, amazing entertainers, and bottomless mimosas. Mangoes offers a special a la carte brunch menu with delicious brunch specials available. Stay for the After Party to get your picture taken with our 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, NO ONE UNDER 21 PERMITTED. NO REFUNDS. DOUBLE CHECK THE DATE BEFORE YOU CLICK PURCHASE – TICKETS ARE NON-REFUNDABLE. Purchase your tickets HERE.

Noon – 6 pm —  Sunday’sCool in collaboration with Hot Dog Church hosted by Laurie T and BruceKey! Ladies Sunday’sCool at AquaPlex will offer poker, cornhole, Women’s pro sports on big screens and many more bar games. Drink (frozen & mocktail) specials! If you’re looking for a laid-back atmosphere to break from all the partying you did all week, then this is the place for you! Yes, there will be hot dogs, there will be games, there will be chill vibes!

4 pm — The Original Tea Dance – a Key West Tradition. Join us for the last dance to close out Womenfest 2023 @La Te Da featuring DJ Rude Girl.

3–6 pm —Alyssa Goldstein performing daily during Happy Hour for the week of Womenfest, acoustic music spanning decades and genres for the last 30+ years at AquaPlex.

Museums: Ernest Hemingway, Key West Butterfly Conservatory, Little White House, Key West Aquarium, Mel Fisher Maritime Museum, Key West Firehouse Museum, Key West Light House, Key West Ship Wreck Museum, Audubon House, Oldest House and Garden Museum, USCGC Ingham Museum, Tennessee Williams Exhibit.

Land Activities: Key West Food Tours, Up the Keys Eco Tour, Fort Zachary State Park, West Martello Tower, Key West Tropical Forest and Botanical Garden, Key West Cemetery, Key West Adventures, Papa’s Pilar Rum Distillery, Ghost Hunt, Old Town Trolley Tours, Conch Tour Train, Haunted Key West, Ghosts and Mysteries, Ghosts and Gravestones, D’vine Wine Gallery.

Water Activities: Blu Q, Classic Harbor Lines, Cruisin’ Tikis, Danger Charters, Fish N Chicks, Fury, Island Vibe Charters, Java Cat, Jolly Rover II, Key West Eco Tours, Key West Sailing Center, Key West Snorkeling. Land Boat Charters, Off the Charts, Schooner America, Sunset Sail Key West, Sunset Watersports, SV Argo Navis, Yankee Freedom.