Fantasy Fest

10/12/2026

Be sure to swing in for a drink and explore all three floors of The Bull & Whistle Bar!

10/12/2026

🎭✨ We’re cheering on Carrie for Fantasy Fest Queen👑 She stopped by IV Hydration Station for a Myers cocktail and told us she felt great afterward! 💧💙

Getting ready for the Fantasy Fest fun? Make a little time for yourself before the costumes, music and celebrations! 🌴🎶

📍 328 Simonton St., Key West
📞 305-509-0919
💧 Walk-ins welcome!

TeamCarrie IVHydrationStation MyersCocktail IVHydration KeyWestWellness WalkInsWelcome

10/12/2026

Have you secured your costumes for Fantasy Fest yet? 🥳

If not, check out the Imagination Station Toys & Books! This local Family-run shop has costumes, card games and kites! 🛍️

10/12/2026

10/12/2026

10/11/2026

Our friends at IVs in the Keys are ready to welcome you for some hydration therapy! Staying hydrated help keeps the party going! 💦

Plus, their mobile service fee will be waived for groups of five or more and an additional 10% off will be given to groups of 10 or more! 🙌

10/10/2026

What better way to kick off Fantasy Fest than by joining us at The Marker Key West Resort for their annual Barbie’s Pink Pool Party for Breast Cancer Awareness?

Join us Friday, October 16th, from 4 to 7 p.m. for music by DJs Top Jimmy and Maya, a Barbie and Ken costume contest, pink food specials and pink drink specials by Empress Gin.

A $20 donation benefits Womankind Key West. Tickets are available at KeysTix.com/markerkeywest.

10/09/2026

Get ready to channel your inner superstar at the GREATEST HITS POOL PARTY at Winslow's Bungalows on Tuesday, October 20th!

Dress like your favorite musical icon, grab the mic and belt out your favorite hits with all-day poolside karaoke! 🎶 Between performances, keep the party going with a DJ spinning your favorite tunes.

🌟 Prizes for Best Dressed & Best Performance
🎤 Poolside karaoke all afternoon
🪩 DJ, dancing & plenty of music
✨ Fantasy Fest merchandise booth stocked with glitter, tutus and festival favorites!

🌴 Staying at Winslow's Bungalows? Hotel guests get the VIP Backstage Pass experience, featuring reserved poolside seating, complimentary cocktails and an exclusive welcome swag bag!

📅 Tuesday, October 20th
⏰ Noon–4 PM
📍 Winslow's Bungalows | 725 Truman Avenue

Whether you're a rock legend, pop diva or country superstar, this is your chance to steal the spotlight!

🎶 See the full Fantasy Fest schedule at the link in our bio!

10/09/2026

Dust off those platform shoes, break out the bell bottoms and get ready for a little FRIDAY NIGHT FEVER at Hog's Breath Saloon!

On Friday, October 23rd, Hog's Breath is turning back the clock to the disco days of the '70s, and you're invited to hit the dance floor in your best Saturday Night Fever-inspired look!

Think white suits, open collars, big hair and plenty of disco attitude. The legendary Hog's Breath stage will transform into its own version of the 2001 Odyssey Club, with live performers, disco classics and cold drink specials keeping the party going all night long!

🪩 FRIDAY NIGHT FEVER
📅 Friday, October 23rd
⏰ 7 PM until close
📍 Hog's Breath Saloon | 400 Front Street
🎟️ FREE ADMISSION!

Grab your dancing shoes and get ready to boogie, Fantasy Fest style!

See the full schedule at the link in our bio!

10/09/2026

🎉 Throwback Thursday! 🎉

Throwing it back to Fantasy Fest 2000! 🌈✨

Look who was enjoying the parade! Gordan Ross and Gerri Louise Gates, along with three mystery faces on the right.

Do you recognize a familiar face? 👀

Take a look at this colorful snapshot from Fantasy Fest history and let us know in the comments if you can identify any of the three unknowns!

📸KWAHS Collection 2018.29.2062