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Sunday
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3 events,
We walk or ride our bikes down Simonton, Southard, Whitehead, and Fleming street without giving much thought to the streets’ namesakes or the history belonging to each. This lecture will take attendees on a tour of the island’s streets, learning a bit about the people the streets are named for, the streets’ historical importance and...
$12 – $15
The Florida Keys extends an invitation to all little adventurers to enjoy the Conch Republic this Fall wih our Key Kids Deals! During the six week celebration, your litte ones will be treated like island kings and queens with great deals and coupons to tours, attractions and tons of other perks throughout our island chain. 
Join us at The Gardens Hotel's d'vine wine gallery for an intimate journey through the vineyards of the world! In this immersive wine class, "Passport to the World," you'll explore a curated selection of exquisite wines from renowned regions. Make new friends and say cheers ten times! Come raise a glass and embark on this...
$35.00
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4 events,
Whether you are trying to unwind after a day of exploring Key West or prepping for a night out on nearby Duval Street, d'vine Wine Gallery at the Gardens Hotel is the perfect place to enjoy a glass of wine while listening to some great live music. The Gallery hosts live music performances Sunday evenings... |
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4 events,
Welcome to Sunset Watersports in Key West, your ultimate destination for thrilling adventures and unforgettable experiences! Join us this Columbus Day for a celebration like no other with our exclusive Trips and Tours. Immerse yourself in heart-pounding watersports, witness breathtaking sunsets, and create cherished memories with your loved ones. Get ready to seize the long... |
6 events,
Whether you are trying to unwind after a day of exploring Key West or prepping for a night out on nearby Duval Street, d'vine Wine Gallery at the Gardens Hotel is the perfect place to enjoy a glass of wine while listening to some great live music. The Gallery hosts live music performances Sunday evenings... 
Make sure to visit the family-friendly Monroe County Sheriff's Animal Farm, open on the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. The farm started as a haven for homeless animals. The first residents were Muscovy ducks and a group of...
Free
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4 events,
It's a 90s Neon Cosmic Carnivale" is the official theme for Fantasy Fest 2024–Key West’s annual multi-day costuming extravaganza in paradise. From October 18-27, revelers can explore an array of exciting events, including the all-hands-on-deck Captain Morgan Masquerade March (aka “Locals Parade”), the exuberant Goombay Festival in the streets, Royal Coronation of the 2023 Fantasy... 
The hit musical The Rocky Horror Show, returns to the Waterfront Playhouse! This wacky tacky musical comedy has played to standing room only houses for two seasons at the Waterfront. Rocking the stage in the iconic Waterfront Playhouse for one week only during our famous Fantasy Fest celebration.
$65
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8 events,
Whether you are trying to unwind after a day of exploring Key West or prepping for a night out on nearby Duval Street, d'vine Wine Gallery at the Gardens Hotel is the perfect place to enjoy a glass of wine while listening to some great live music. The Gallery hosts live music performances Sunday evenings... 
The Key West Artisan Market is a vibrant event that showcases the talent and creativity of local artisans and vendors in Key West, Florida. Held on Sundays (specified), this market offers a diverse array of handmade arts and crafts, unique jewelry, clothing, home goods, and much more. It's not just a shopping experience; it's a...
Free
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Join us for ZombieLand on Sunday, October 20 from 2:00 pm to 6:00 pm for a fun family friendly day with lots of great shopping, kids zone, entertainment and of course food & drinks before the Zombie Bike Ride departs Fort East Martello Museum and Gardens. Vendors, makers, artists, crafters, photographers, jewelry, apparel, costumers, non-profits,...
Free
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Come watch the thousands of Zombies bike by on Atlantic & White Streets and enjoy food stalls, bars and get your official Fantasy Fest gear.
Free
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5 events,
Journey into a realm of enchanting curiosity with the Old Town Trolley of Key West Halloween Sights and Lights Tour! Stroll along the historic streets of Cayo Hueso, the intriguing Isle of Bones, and unveil the mysteries of captivating Halloween light displays and decorations that are sure to send a playful shiver down your spine....
$19.95 – $30.45
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6 events,
It's the end of the world and we know it! Join us at Big Cheezees Pub & Grub for a true 90's themed Y2K End Of the World Party during Fantasy Fest 2024! We will have live 90's music blasting! Plus a costume contest with some great prizes that will be announced at midnight! And...
Free
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7 events,
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Fury's famed Commotion on the Ocean is getting a spooky season makeover, as we host our first Halloween Boos Cruise, complete with a costume contest and prizes. Join us for live music, munchies and mayhem as the sun sets into nature's most boo-tiful backdrop. We'll bring the booze, you bring the boos! Includes appetizers, beer,...
$79.95
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6 events,
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Join your fellow revelers Friday, October 25, 2024 from 10 am to 4 pm at the 3rd annual Fantasy Market for great shopping, original local art, costumes & accessories and great food and beverages. This year’s NEW location is conveniently just 2 blocks off Duval Street at the Conch Republic Seafood Company (parking lot on...
Free
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5 events,
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Watch the Fantasy Fest Parade from one of Key West’s best locations! Tickets include a seated three course dinner at decorated tables and two complimentary drinks at the gorgeous courtyard or porch of the historic Hellings Curry Museum. There will be two bars and beautiful clean bathrooms for our guests. Proceeds from the event go...
$300.00
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6 events,
Whether you are trying to unwind after a day of exploring Key West or prepping for a night out on nearby Duval Street, d'vine Wine Gallery at the Gardens Hotel is the perfect place to enjoy a glass of wine while listening to some great live music. The Gallery hosts live music performances Sunday evenings...
Make sure to visit the family-friendly Monroe County Sheriff's Animal Farm, open on the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. The farm started as a haven for homeless animals. The first residents were Muscovy ducks and a group of...
Free
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3 events,
Spooky Specials for Halloween! Sunset Watersports, Key West's original and most trusted family owned and operated watersports company offers discounted trips for the long holiday weekend! Join Sunset Watersports to get out on, in and above the turquoise waters surrounding Key West for your tropical, haunting Halloween Holiday. Enjoy parasailing, sandbar trips, jet skiing, spectacular... |
4 events,
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???????? FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market ???????? Mark your calendars for October 31 from 4pm to 7pm (the Market opens at 2pm) and join us for a spooktacular Halloween celebration at our regular Thursday Market! ????♂️????♀️ ????️ Treats and Tricks Await! ????️ Our vendors and community organizations will be decked out...
Free
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4 events,
Whether you are trying to unwind after a day of exploring Key West or prepping for a night out on nearby Duval Street, d'vine Wine Gallery at the Gardens Hotel is the perfect place to enjoy a glass of wine while listening to some great live music. The Gallery hosts live music performances Sunday evenings...
The Key West Artisan Market is a vibrant event that showcases the talent and creativity of local artisans and vendors in Key West, Florida. Held on Sundays (specified), this market offers a diverse array of handmade arts and crafts, unique jewelry, clothing, home goods, and much more. It's not just a shopping experience; it's a...
Free
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