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 Salty Chef Catering for an unforgettable evening of flavor, culture, and giving back at The Spain Tables — a Salty Chef Experience benefiting our local Marine Corps unit. Set at The Studios of Key West, this charity event brings together Spanish-inspired cuisine, live music, cocktails, and great people, all in support of the men and women who serve. A portion of proceeds goes directly to a local Marine Corps unit, helping support their mission, families, and community outreach.

Get ready to test your knowledge at the Key West Lobsterfest, featuring an evening of Pub Style Trivia with a Lobster Twist. For $50 per person, attendees can enjoy the competitive atmosphere along with a fresh lobster roll and a drink included with their entry. Not Hungry? For $25 per person, attendees can enjoy the competitive atmosphere along with a drink only included with their entry.

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.

Official Lobsterfest Event!

Lobster roll eating contest… $30 to enter. Comes with 1 lobster roll – the fastest to finish it completely, wins!

Tom Cruise. A shaker. The 80s at peak 80s.

Cocktail is back on screen, and there is no more perfect place in Key West to watch it than High Note. Specialty cocktails, obviously. Flair bartending appreciation, mandatory. Your best 80s energy is welcome.

Doors at 7. Film at 8ish. 

Join us for our second installment of Drink & Think's local lecture series at Rick's brand new Old Sailor Bar! Yvonne Jefferson, owner of iWitness: True Crime Tours, will take you through some of Key West's most notorious, and lesser known, true crime stories.

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.

Hosted by Brandon Beach.

One movie. One legendary album. Decades of people saying, “Okay, but hear me out…”

Whether you’re a true believer or convinced the whole thing is nonsense, it’s one of the weirdest and most entertaining movie experiences you’ll ever have.

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.

The Dude abides. And tonight, he abides at Mary Ellen’s.

The Big Lebowski gets better every time you see it, and even better with a cold drink and a room full of people who already know every line. White Russians will be served.

Get ready for a little friendly competition at the Annual Corn Hole Tournament & Indoor Games! Whether you’re a seasoned cornhole champion or just looking to have some fun, this event is the perfect opportunity to enjoy some spirited competition with fellow Womenfest attendees. In addition to the cornhole tournament, a variety of indoor games will keep the fun going for everyone. Grab a partner, make some new friends, and join us for an afternoon of games, camaraderie, and plenty of Womenfest fun!

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. In honor of this year’s Lost Women in the Arts theme, 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.

Dust off your shoulder pads, tease up your hair, and get ready to dance the night away at the Annual Womenfest ’80s Prom! 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. Come dressed in your favorite ’80s-inspired attire; whether you’re channeling an iconic music legend, rocking classic prom fashion, or creating your own totally rad look. 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. 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.

Often referred to as "Coral Reefer #1," Roger Bartlett was Jimmy Buffett's first guitar player and was the foundation of the Coral Reefer Band. Roger joined Jimmy on the hit "Come Monday," and returned to help in the production of the album Volcano. 

The main tasting event takes place on Saturday, October 3rd from 3-8pm. Expect over 60 beer vendors, more than 225 types of beers, live entertainment, and a guaranteed great time! Plus the Southernmost Beach Café will be open with beer hall food specials and cocktails for those who want to change it up!

VIP tickets: early 3pmadmission to beat the crowd, comes with a commemorative poster, special stainless steel VIP mug, and a Bavarian themed buffet - $125

GA tickets:  $50 (5-8pm)

Designated Driver: includes admission, soft drinks and a coupon good for 1 food item - $20

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.

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.