For women who have felt unseen, unheard, or untethered from their creative selves, this one’s for you. Key West Womenfest 2026 returns to our tiny piece of paradise on Wednesday, September 2 through Sunday, September 6 for five glorious
days of sisterhood and empowerment.
This year’s theme, “Lost Women in the Arts,” honors the creators, visionaries, performers, and makers who have drifted away from their craft, been written out of history, or are still searching for their voice. Created by women, for women, “Lost Women in the Arts” is designed for all women who is ready to reconnect with their artistry, their stories, and to one another.
From expressive themed gatherings, art exhibitions, and live performances, to poolside get-togethers, sunset sails, dance parties, and more, it’s an expressive celebration of the forgotten, the unfinished, the quietly brilliant, and the women reclaiming their place in the creative world. Key West Womenfest 2026 is your time to come as you are, and to be who you are.
For ticket links, more info, including an extensive list of available daily activities,
hit up gaykeywestfl.com/womenfest/.
Here’s a Quick Look at What’s Coming Up:
WEDNESDAY, SEPTEMBER 2
Noon – 1 pm
Key West Business Guild
Membership Luncheon
Sponsored by Mount Sinai Medical Center, this All-Welcome
Luncheon includes a special presentation by Jan Gary, the
Director of the Key West Elizabeth Bishop Committee –
“Elizabeth Bishop: Key West’s Most Famous Least Known Poet.”
Location TBD.
6 – 8 pm
WOMENFEST 2026 Kick-Off Party
Whether you’re a first-time visitor or a Womenfest regular,
this is the perfect way to begin an amazing week in Key West!
Meet other festival goers, explore unique works from talented
local creators, and start your Womenfest experience with great
entertainment and island vibes. Takes place at the American Legion
Post 168, 803 Emma St.
THURSDAY, SEPTEMBER 3
Noon – 3 pm
6th Annual Corn Hole
Tournament & Indoor Games
You don’t have to be a seasoned cornhole champion to have
fun at this lively afternoon of fun and games. It’s all about making
new friends, enjoying female camaraderie, and immersing yourself
Womenfest energy. Takes place at the American Legion Post 168,
803 Emma St.
5 pm
Words and Wine Happy Hour:
“The Love Poems of Elizabeth Bishop”
Kick back with a glass of complimentary wine and revel in the
poems of love and desire from one of the most important and
least known women poets of the 20th century. Takes place at
Island Books, 513 Fleming St.
5 – 7 pm
Drag King Bootcamp
Ever wanted to be a drag king for a day? Well here’s your
chance to take to the stage and step into the spotlight! Join
BruceKey for an interactive bootcamp where you’ll learn the
basics of creating your own “King Persona,” stage presence, and
performance style. Just bring your own costume and maybe a beard.
Makeup is provided to help complete your transformation. BTW:
Participants will have the opportunity to perform later alongside
professional drag kings at the “Greeen Goddess & Kings Party.”
Whether you’re trying drag for the first time or ready to unleash
your inner King, this is an experience you won’t want to miss!
Takes place at Bourbon St Pub, 724 Duval St.
6 pm
Womenfest 2026 Sunset Sail
Aboard Argo Navis
This breathtaking, all inclusive Sunset Sail includes six rounds
of passed appetizers, Florida craft beers, premium wines, Argo’s
select cocktails, and several non-alcoholic choices. Key West sunsets
always deliver, and Argo Navis boasts some of the best front row seats!
Shoves of from 0 Margaret St in the Historic Seaport. Info: 305-509-1771;
sailargonavis.com.
9 pm
Greeen Goddess & Kings Party
Get ready for a night of high-energy entertainment! Sponsored by
The Greeen House and hosted by local drag king BruceKey, this
Womenfest favorite celebrates the art of Drag King performance
with charisma, talent, and plenty of fun. In addition to performances
by acclaimed Drag Kings, Justin Case and Joey Night, the party also
debuts the top three participants from the Womenfest Drag King Bootcamp
who perform alongside the pros. Deejay Mr. Enjoy keeps the party going
long into the night. Takes place at the American Legion Post 168, 803 Emma St.
FRIDAY, SEPTEMBER 4
8 am
Plogging the Keys Waterfront Cleanup
Start your morning with purpose and give back to the place we
all came to enjoy. This community-driven cleanup supports Reef
Relief’s ongoing work to protect our local marine environment.
Kicks off from Reef Relief, 631 Greene St in the Historic Seaport.
10:30 am
Clothing-Optional Sandbar Snorkel trip
Aboard the Blu Q
This special WomenFest Trip is designed to offer a unique and
exhilarating experience where you can shed your inhibitions
and truly be yourself. Feel free to wear as much or as little clothing
as you like and enjoy the company of like-minded people in a safe
and welcoming environment. Shoves off from 120 Margaret St
in the Historic Seaport. Info: 305-923-745; sailbluq.com.
2 pm
All-Welcome Pool Party
Cool off and soak up the Key West sunshine at one of Key West’s
most iconic destinations. Grab a drink, take a dip, and mingle with
fellow Women-festers. Free entry. Takes place at Bourbon St Pub,
724 Duval St.
1 pm
Girls Just Wanna Have Pie!
This special Key Lime Pie Walking Tour introduces you to the amazing
women behind some of Key West’s most popular pie stops. Enjoy three
homemade slices of Key lime pie, a refreshing Key lime cocktail, local
tales, and plenty of laughs. Glitter and tutus encouraged! Reserve your
fork at TartTales.com
3 – 6 pm
The Lost Women Throw-Down:
Jell-O Wrestling
Host BruceKey referees the wildest, messiest, and most unforgettable event
of Womenfest! The “Lost Women Throw-Down” brings the laughs with outrageous
Jell-O wrestling, fierce competitors, a Wet T-Shirt Contest, and over-the-top
entertainment. Takes place at the American Legion Post 168, 803 Emma St.
8 pm
Maddie Rean in Concert & After Party
Raised in the rural heart of South Carolina, Maddie Rean brings a little
bit of rock, a whole lot of country grit, and a voice you won’t soon forget.
With soulful lyrics, a smoky, brassy voice, and an unpredictable energy that
can move from heartfelt storytelling to full-throttle country rock. Takes place
at the American Legion Post 168, 803 Emma St.
10:30 pm
Playgirl: An Original Femme-Focused
Cabaret-Burlesque
Staged by Hush Hush Theatre, this sexy celebration of “lost women in music”
includes everything from burlesque and comedy to drag, song and cirque. Expect
to see bold bodies, sharp wit and unapologetic fun from a cast of edgy beauties.
Takes place in an intimate setting at Viva Argentinian Steakhouse, 903 Duval St.
SATURDAY, SEPTEMBER 5
11 am – 2 pm
Lost Women, Found Art Gallery Trolley Tour
Celebrate the creativity and impact of women in the arts on this inspiring
trolley tour of Key West’s women-owned and women-managed galleries.
You’ll visit a curated selection of local galleries, meet the artists and gallery
owners behind them, and discover the stories, talent, and vision that
continue to shape Key West’s vibrant arts community. Each gallery stop
includes a complimentary beverage, giving you the chance to sip, socialize,
and enjoy each unique space while learning about the featured artists and
their work. Whether you’re an avid art collector or simply looking for a fun
afternoon exploring Key West’s creative scene, this tour offers an engaging
and memorable Womenfest experience. Meets at the KWBG Visitor Center,
808 Duval.
1 – 4 pm
Making Waves:
The Official Womenfest Pool Party
Bring your swimsuit, your sunscreen, and plenty of poolside energy for
a wild and wet afternoon of female fun! Hosted by BAM with DJ Erika,
“Making Waves” celebrates the women who have challenged conventions,
broken barriers, and left their mark. Enjoy great dance music, imbibe on
tropical libations, and connect with new and old friends. A $10 donation
gets you in! Takes place at the Lighthouse Hotel, 902 Whitehead St.
7 – 10 pm
Annual Womenfest 80’s, 90’s and Today’s Prom
Dust off your shoulder pads, tease up your locks, and dress up in your
favorite ’80s-inspired attire! This year’s celebration shines a spotlight on
the “Lost Women in Music,” honoring the groundbreaking female artists
whose voices, style, and influence helped define one of the most unforgettable
decades in music. Dance to the biggest hits of the decade, strike a pose for
prom-worthy photos, and celebrate the women who made the ’80s soundtrack
unforgettable. FYI: Costumes are NOT required so grab your date, your friends,
or come solo and make new ones as we relive the magic of prom, Womenfest style.
After Party to follow! Takes place at the American Legion Post 168, 803 Emma St.
SUNDAY, SEPTEMBER 6
10 am
Womenfest Community Worship Service
Rev Gina Durbin shares a message of hope, love, and community at this
special spiritual gathering. All are welcome to celebrate the diversity,
strength, and spirit of women in an all-inclusive and affirming faith community.
Takes place at the MCC Church, 1215 Petronia St.
Noon – 3 pm
Womenfest 2026 Closing Drag Brunch:
“You CAN Sit With Us”
Wrap up an unforgettable Womenfest at this fabulous All-Welcome
Closing Drag Brunch! Enjoy spectacular drag performances, a special
performance by Key West’s Queen Mother, Claire Brummell, delicious
food, and nonstop laughter as some of Key West’s most talented entertainers
take the stage. This year’s event includes three tiered seating options:
VIP Tickets at $75 include VIP seating, and a choice of unlimited Bloody Marys
or Mimosas, Buffet, Drag Show; General Admission Tickets at $50 include
Buffet and Drag Brunch; and Standing Room Bar Seating Tickets at $20 includes
Drag Show (Buffet NOT included). Reserve early — space is limited! Takes place
at The Key West Cooking Show, 291 Front St, Suite 207 (inside The Shops of
Mallory Square up the escalator).
3 pm
Hot Dog Church
If you’re ready for a laid-back break from all that partying, just head over
to Old Town for some tasty wieners, fun games, and chill vibes! Takes
place at the American Legion Post 168, 803 Emma St.
4 pm
The Original Tea Dance – A Key West Tradition
DJ Rude Girl rocks the house with the last dance of Key West Womenfest 2026.
Takes place at La Te Da, 1125 Duval St. And that’s a wrap!
Hope to see you back here for Womenfest 2027!
