Events in the Florida Keys
Event calendar provided with the courtesy of the Monroe County Tourist Development Council.
Events in Florida Keys for 2025
- Oct 16, 2025 - Oct 19, 2025
- REEF Fest 2025
- Website REEF Ocean Exploration Center
- 98380 Overseas Hwy Key Largo FL 33037
- 305-852-0030 E-mail
- Facebook Twitter Instagram
- Celebrate ocean conservation at REEF Fest 2025! Enjoy free ocean seminars at the REEF Ocean Exploration Center, connect with fellow ocean lovers, and explore ways to protect our blue planet. All are welcome!
- Oct 17, 2025 - Oct 26, 2025
- FANTASY FEST 2025 - Bedtime Stories & Magical Monsters
- Website Key West Fantasy Fest
- View video Facebook Instagram
- Fantasy Fest is an annual 10-day party for grown-ups. Fun-loving revelers from around the globe bring their creativity & imaginations travel to Key West each year in Oct for 10 days filled w/ costuming, parades, libations, & excitement! Many FREE events!
- Oct 06, 2025 - Oct 20, 2025
- Fantasy Fest 5K and Tipsy Fairy Mile-October 20th at 6:00pm
- Website Fantasy Fest 5K and Tipsy Fairy Mile-October 20th at 6:00pm
- Tiki Hut on Duval Street Key West FL 33040
- Jennifer Hampton
- We are THE Official Monday Night Party! Come RUN/WALK with us & see why it's More Than a 5K! Not ready for a 5K? Check out the Tipsy Fairy Mile & wear your flip-flops, drink & join the party! kicks off at the Tiki House Key West on Duval Street at 6:00PM
- Oct 01, 2025 - Oct 31, 2025
- TASTE OF THE KEYS
- Website
- 305-451-1414 E-mail
- Facebook Instagram
- Taste the Keys is a month-long culinary celebration running October 1–31, showcasing delicious cuisine from some of the best restaurants in the Florida Keys. Enjoy special menus, unique flavors, and the chance to explore the Keys' local spots!
- October 01 - October 31 Key Largo
- Key Largo: Taste the Keys
- Website
- The month-long Taste the Keys is a culinary journey through Key Largo and the Upper Keys to experience delectable Florida Keys cuisine on weekly foodie tours by trolley, culminating in a cook-off competition event. Participating locations include Skipper’s Dockside, Playa Largo, The Catch, Gus’ Grille at Reefhouse Resort & Marina, Mrs. Mac’s and many more.
- October 16 - October 19 Key Largo
- REEF Fest
- Website
- The annual REEF Fest, hosted by the Reef Environmental Education Foundation in Key Largo, enables ocean lovers to celebrate their love of marine life and learn about the latest in conservation through dive, snorkel and kayak trips along with ocean-themed seminars and social events.
- October 17 - October 20 Islamorada
- Ladies Let’s Go Fishing! Keys Saltwater Weekend Seminar & Fishing Fever Inshore/Offshore Tournament
- Betty Bauman 954-475-9068 Email Website
- Female fishing fans can learn or polish angling skills during the award-winning weekend seminar and Fishing Fever tournament. More than 8,000 female graduates have immersed themselves in the annual lighthearted yet skills-heavy curriculum to learn and hone abilities in offshore, bottom, inshore and fly fishing.
- October 17 - October 26 Key West
- Key West Fantasy Fest
- Website
- "Bedtime Stories & Magical Monsters" is the official theme for Fantasy Fest 2025, Key West’s annual multi-day costuming extravaganza in paradise. From October 17-26, revelers can explore an array of exciting events, including the the exuberant Goombay Festival in the streets, the Zombie Bike Ride, a Bedtime Stories and Magical Monsters-themed 5K run/walk, the Captain Morgan Masquerade March (aka “Locals Parade”), the Royal Coronation of the 2025 Fantasy Fest King and Queen, plus concerts, theater productions, the enchanting Key West Pet Masquerade, the 41st annual Headdress Ball pageant, and the world-famous Key West Fantasy Fest Parade on Saturday, Oct. 25.
- October 19 - October 19 Key West
- Fantasy Fest: Zombie Bike Ride
- Website
- The annual Rock n' Roll costumed Zombie bike ride returns for another wild run on Sunday, Oct. 19. The Zombieland pre-ride party takes place at Fort East Martello, 3501 S. Roosevelt, from 2 to 6 p.m. with face and body painters, food vendors and a full bar. The ride, with thousands of costumed zombies, rolls out at 6 p.m. going down A-1-A then through downtown. The ride ends with a dance party at the Coffee Butler Amphitheater at Truman Waterfront Park presented by Rams Head. Register online in advance for $10.
- October 24 - October 24 Key West
- Fantasy Fest: Masquerade March
- Website
- Join the hugely popular Fantasy Fest tradition known as the locals’ parade that highlights costumes, creativity and community. The Captain Morgan Masquerade March is a grown-up moving cocktail and dance party that begins at 5:30 p.m. at Truman Ave. and Frances St. The route winds its way north to Fleming St., stopping at participating guest houses that hand out complimentary beverages.
- October 25 - October 25 Key West
- Fantasy Fest Parade
- Website
- Join 70,000 exuberant partygoers as the Key West Fantasy Fest parade rolls down Duval Street featuring glittering floats, spectacular costumes and dazzling dancing groups, some dressed and decorated to illuminate this year's theme of "Bedtime Stories & Magical Monsters." It doesn’t get any wilder than this! Parade steps off at 7 PM; Free to attend for spectators.
- November 22 - November 22 Key West
- ReMARCable Tour de Keys
- Website
- The ReMARCable Tour de Keys is a one-day century ride (100 miles) by bicycle from Key Largo to Key West. Participants can opt for the half century ride (50 miles) from Marathon to Key West. The ride ends at Opal Key Resort in Key West. The ride raises money to support MARC, the Monroe County Association for ReMARCable Citizens, providing services for intellectually disable adults.