Welcome to the Captain Morgan Masquerade March! Put on by locals on the last Friday of our festival each and every year! This special walking parade involves plenty of costumes, people watching, and the occasional complimentary beverage from our friendly neighborhood guest houses & businesses! 🥳
It’s a fan favorite to say the least! Thank you to everyone who helped us take over Fleming, Simonton, and Duval tonight! 🙌
#FantasyFest #keywest #festival #islandlife #halloween #costume
🎤 Cue the spotlight… the curtain rises… and the crowd goes wild!
The official 2026 Fantasy Fest Theme is here:
✨ “Musical Icons & Iconic Musicals!” ✨
From rock legends and disco divas to Broadway lights and cabaret nights — get ready to turn Duval Street into your stage! 🎸💃
In true Key West fashion, we’re blending our island rhythm with the beats that shaped generations. After all, this island has always danced to its own tune — from Jimmy Buffett strumming at Capt. Tony’s to street performers serenading sunset at Mallory Square to the funky soul roots of the Green Parrot!
So warm up those vocal cords, dust off your sequins, and start dreaming up your show-stopping looks… because next year, it’s showtime in paradise! 🎶🌴
October 16th to the 25th, 2026
#FantasyFest #keywest #festival #musical #music
While every Tuesday is a Tutu Tuesday in Key West, during Fantasy Fest week, we go the extra mile to make Tutu Tuesday special with one of the largest parties of our festival! Literally the entire island turns into a tutu jungle!! 🙌🥳
Join us in Key West for Fantasy Fest 2026! 👏
#FantasyFest
"I love how everyone is being crazy having a blast and no one judges them. It's a place everyone is free to be themselves!" - Honest words from our friend Naomi 🙌
📸 by Virginia Wark
#FantasyFest #keywest #festival
Have you ever attended Fantasy Fest in Key West? If not, we can easily explain just from these 40 seconds how an amazing 10 days of costumes, parties, and themes transforms over our island! 🥳
So, plan your trip for October 16th to the 25th, 2026! 🙌
#FantasyFest #keywest
Have you joined us for one of the most creative parades in Key West each year? Share your favorite pictures from the past parades below! 🥳 🙌
📸 by Nick Doll
#FantasyFest #keywest #parade
Each and every year the creative humans of Key West go above and beyond at the Headdress Ball! This year was no different, with 12 contestants hitting the stage to show their Headdress creations! Make sure to add this to your must do list during Fantasy Fest!! 🥳
📸 by Carol Tedesco
#FantasyFest #keywest #creativity
We wanted to give a special shoutout to someone who is often behind the lens! She is capturing some of the funnest moments during our festival each year! Thank you Virginia Wark for sharing your talent with the world! 📸 🌎
#FantasyFest #keywest #festival #photographer
The only place we dream of being in October is Key West! Join us October 16th to the 25th for 10 days of parties, dancing, costumes, and just overall great vibes!! 🙌
#FantasyFest
Shoutout to our amazing people that helped us put on a memorable Fantasy Fest Parade in 2025! Following the Fantasy Fest celebration, we host an awards recognition party for all of the winners of the Fantasy Fest parade! It is just another way to say thank you to these creative people!!
📸 by Virginia Wark
#FantasyFest #keywest #parade
