Top Things to Do During Womenfest in Key West (2025 Guide)
Celebrate Women in Paradise at Key West’s Womenfest 2025
Get ready for five fabulous days of fun, empowerment, and fierce femininity at Womenfest Key West, the island’s iconic celebration designed by women, for women. From September 3-7, 2025, the Conch Republic transforms into a vibrant stage for dazzling themed parties, poolside festivities, live music, and inspiring workshops. This year’s theme, “Decades of Divas,” pays tribute to legendary trailblazers and pop culture queens—from Madonna and Beyoncé to everyday heroes shaping their own destinies.
Whether you’re channeling Taylor Swift vibes on Duval Street or dancing to disco classics under the stars, Womenfest is the ultimate girls’ getaway in paradise. Join an unforgettable community of bold, brilliant women in the heart of Key West—where pride, connection, and celebration come together in tropical style.
Official Womenfest Events
Whether you’re looking to party with friends, travel with family, or get lost in the magic of our tropical island, rediscover Key West and discover how one island’s One Human Family philosophy has created one of the most integrated and unique communities in the world.
Here’s just a taste of what’s in store in 2025:
- Wednesday kicks off with the official Welcome Party at Birdcage Cabaret hosted by the fabulous Chantal P, followed by a Womenfest-exclusive drag show.
- Thursday brings the fan-favorite Cornhole Tournament at American Legion Post 168; a poetry and art showcase featuring women poets of the Key West Poetry Guild and local artists at Tropic Cinema; and a scenic Argo Navis sunset cruise. Cap the night off with a groovy 1960s/70s-themed Greeen Hippies Party (spelled with three Es so that you can’t say it without smiling!).
- Friday gets active with an eco-friendly plogging cleanup, a women’s history-centric Key Lime Bike Tour through the streets of Key West (followed by a slice of Key Lime pie), and a clothing-optional Blu Q snorkel adventure, all leading up to a throwback 90s Alt-Rock cover concert headlined by Marjory Lee & The Misspellings at RamsHead Southernmost.
- Saturday turns up the heat with Kat & Beth’s Are You Wet Pool Party (location TBD) and at the glitter-drenched Decades of Divas 80s Prom at American Legion Post 168. Don’t forget your shoulder pads!
- Sunday winds down with Hot Dog Church (yes, it’s exactly what it sounds like) and the beloved Tea Dance at La Te Da featuring DJ Rude Girl.
Get Out to a Sandbar, like a local
Spend your vacation like a local, at the sandbar!
Explore the turquoise blue waters of Key West on your own boat rental. Stop at remote sandbars or just tour the island. There’s no better way to see Key West.
Be your own captain with a boat rental or let us do the driving and take one of our sandbar charters.
Womenfest Sunset Sail featuring the local diva and songstress, Michelle Dravis
This women only sunset cruise with Sister Funk offers an open bar and a Cuban themed dinner buffet. Enjoy this open air party while watching Key West’s famous sunset.
Sold out. Call Tammy to see about a waitlist 305-422-9811.
Hit a Food Truck
The Key West Food Truck scene is picking up. Garbo’s Grill is an old favorite. But, there are many other ones to try, like: Pescado for great specials and Lobster Rolls; Leila’s Latin Food; Taco Express; and The Blind Pig.
Visit a Bookstore
Stop at Judy Blume’s bookstore Books & Books, Key West’s locally-owned, nonprofit, independently-minded neighborhood bookstore.
Cruise Around Key West in Style
Cruise around Key West, island-style, with eco-friendly electric golf carts, Scooter Rentals, or gas-powered Golf Cart rentals. Discover the thrill of our roadworthy rentals, as they get you from one bucket-list spot to the next with a smooth and safe ride, perfect transportation experience for your vacation.
Local Tips for Womenfest in Key West
- Arrive a Day Early: Womenfest kicks off Wednesday, but arriving Tuesday gives you time to settle in, grab some Cuban coffee, and explore Old Town before the party starts.
- Get on the Water: Book a sandbar charter or rent a boat—Womenfest falls during calm water season, and locals swear by a morning swim on the backcountry flats before the crowds arrive.
- Diva Dress Code: Don’t forget your themed outfits! From disco queens to 90s icons, you’ll want to sparkle at the Decades of Divas 80s Prom and Greeen Hippies Party.
- Food Truck Crawl: Skip the crowds on Duval and try spots like Leila’s Latin Food, The Blind Pig, and Pescadofor quick bites between events .
- Shop Local: Stop by Judy Blume’s Books & Books for feminist reads, local poetry, and literary souvenirs you won’t find on Amazon .
- Transportation Hack: Parking is limited. Use electric golf carts, scooters, or bikes for a breezy island-style commute to and from events .
- Stay Hydrated, Stay Fabulous: Key West heat is no joke in September. Bring a refillable water bottle and a battery-powered fan for pool parties and parades.
Womenfest Event FAQs
When is Womenfest Key West 2025?
Womenfest runs from September 3–7, 2025, with events scheduled each day across the island
Who can attend Womenfest?
Everyone is welcome – lesbian, bisexual, queer, and trans women, plus allies. Events are 21+ only
Where can I get tickets and schedules?
Visit GayKeyWestFL.com for full event details, tickets, and travel info.
What are some must-attend events?
Highlights include the Welcome Party, Cornhole Tournament, Sunset Sails, Key Lime Bike Tour, Blu Q Snorkel Adventure, and the glitter-packed Decades of Divas Prom
Is September a good time to visit Key West?
Yes! It’s a local favorite – fewer crowds, warm water, and stunning sunsets make it a hidden gem for travelers
What’s the vibe like in Key West during Womenfest?
Tropical, welcoming, and celebratory. Key West lives by its One Human Family motto – expect inclusive energy everywhere
Do I need a car on the island?
Not really. Use scooters, golf carts, or electric carts to get around. Most events are in Old Town or nearby.
Can I rent a boat during Womenfest?
Yes! Many groups rent a deck boat, pontoon, or center console to visit the sandbars. Just book early – availability is tight during big events. Contact Tammy and see can help find the best for your trip.
What’s the best boat trip for a girls’ group trip?
For the ultimate girls’ getaway on the water, tiki boat charters are perfect for floating fun with drinks, music, and that laid-back island vibe. Want something more private? Book a custom sandbar charter – great for relaxing, swimming, and popping champagne with your crew. If your group loves nature, opt for an eco-friendly catamaran tour or snorkeling and sunset sails. For adventure-seekers, a center console rental is best for exploring mangroves or cruising to hidden coves.
Whatever your vibe, there’s a boat tour made for your Womenfest day on the water.
