Captain Morgan's Masquerade March

Join the hugely popular Fantasy Fest tradition, known as The Locals’ Parade, highlighting costumes, creativity and community. Strut with us through Old Town with music and noisemakers! Thirst quenchers provided at selected guesthouses. The Captain Morgan Masquerade March is a moving cocktail & dance party that traditionally begins at Old Town Wine and Spirits on the corner of Truman Avenue and Frances Street. NEW THIS YEAR, we give you 2 Starting Points to choose from!!! Revelers can join the mad march anywhere along the ONE route! It's Picture time at our Second Starting Line! Grab your costumed crew and feel like a celebrity with Key West's most infamous paparazzi, photo booths and 360 selfie stations. The Paparazzi Row Pre-Party begins at 4PM in the streets of Island House and Alexander's Guesthouse. Our official Drag Host will help us get this pre-party started with festive libations and sweet dance moves! This moving mosaic of costumed revelers sashay their wacky costumes on a route that winds its way down to Fleming Street stopping at participating guest houses, which – while supplies last – hand out complimentary beverages. When you have made your way through Old Town to Duval St. don’t worry, the party isn’t over! Keep on partying at Captain Morgan's Official Pirate After Party at Kaya Empourium or ride the wave on over to Hog's Breath Saloon for their Surf's Up Party!

You may also like the following events from Fantasy Fest:

• This October, 17th October, 12:00 pm, Fantasy Fest 2025 Bedtime Stories & Magical Monsters in Key West
• This October, 20th October, 09:00 pm, Sloppy Joe's Comic Book Cape-ers Party in Key West
• This October, 21st October, 03:00 pm, FLORIDA KEYS COUNCIL OF THE ARTS FANTASY FEST POSTER SIGNING PARTY in Key West

Also check out other Parties in Key West, Entertainment events in Key West, Music events in Key West.