Calendar of Events
Current Florida Keys Events
- Sponsored Event
- Oct 22, 2021 - Oct 31, 2021 Key West
- Fantasy Fest 2021
- Website Key West
- 305-295-9112 E-mail
- Facebook Twitter Instagram
- This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions, and over 30 cleverly themed Parties and performances. Togas, Tutu’s, Body Paint and Burlesque, Halo’s and Homemade Bikinis. Join the fun!.
- Sponsored Event
- Nov 14, 2021 - Nov 14, 2021 Key Largo
- First State Bank Key Largo Bridge Run ~ Half Marathon & 5K Run/Walk
- Website Gilberts Resort
- 107900 Overseas Hwy Key Largo FL 33037
- Run over the Jewfish Creek Bridge overlooking the Key Largo Bay & finish at Gilbert's Resort. Awards for Overall Top 3 Finishers Male & Female, Overall Masters & age groups. Reunite with family & friends at Gilbert's Resort for food, refreshments & music.
- Buy tickets!
- Sponsored Event
- Nov 19, 2021 - Nov 20, 2021 Key West Arts & Culture
- ANNUAL FALL PLANT SALE & ART MARKET - KEY WEST GARDEN CLUB
- Website West Martello Tower
- 1100 Atlantic Boulevard Key West FL 33040
- 305-294-3210 E-mail
- Friday, November 19th and Saturday, November 20th from 10:00 am - 3:00 pm the Key West Garden Club will hold its annual Fall Plant Sale and Art Market at the West Martello Tower, 1100 Atlantic Boulevard, Key West. Admission and parking are free.
- Sponsored Event
- Nov 27, 2021 - Nov 27, 2021 The Lower Keys
- Island Art Festival
- Website Lower Keys Chamber of Commerce
- 31020 Overseas Hwy. Big Pine Key 33043
- 305-872-2411 E-mail
- Highlights of this holiday event include live music by local entertainers, food, exhibits, and booths featuring locally produced arts and crafts and handcrafted holiday items. Festivities take place from 9 AM to 3 PM. Admission is free.
- Apr 21, 2021 - Dec 31, 2021 Islamorada Arts & Culture
- History of Diving Museum Exhibit: Diving in Pop Culture
- Website
- Visit the museum at 82990 Overseas Highway (mile marker 83) to see the latest exhibit with representations of diving in literature, advertising, film, television, games, music, attractions, collectibles, and more, while examining connections amongst these works. Museum staff has been collecting and researching all of the creative ways diving has been incorporated into pop culture for over 100 years.
- Sep 15, 2021 - Nov 30, 2021 Key West Environmental
- Scarecrows in the Forest Art Exhibit and Contest
- Website
- The Key West Tropical Forest & Botanical Garden is to showcase local artists’, community members’ and local students’ unique versions of the fall season’s ‘Scarecrows in the Tropical Forest.’ Made from natural and recycled materials, the exhibit, open 10 a.m. to 4 p.m. daily, will be a lesson in recycling, art talent and a contest with cash prizes for the entries. The Garden is located at 5210 College Road.
- Oct 1, 2021 - Oct 23, 2021 Marathon Arts & Culture
- Marathon Community Theater presents: The CAROL BURNETT Show Skits
- Website
- An evening of original skits from The Carol Burnett Show, considered to be among the best sketch comedy of all time! Check website for show dates and times. Tickets $28 each, available online or at box office.
- Oct 7, 2021 - Oct 28, 2021 Key West
- Smallest Parade in the Universe
- Website
- Everyone’s favorite miniature parade returns! Artists compete for cash prizes and bragging rights with pint-sized floats to suit this year’s Fantasy Fest theme: All-A Daze for a Holiday! The fantastical entries are on view all month before being auctioned Oct 23 at 7 p.m., at The Studios of Key West, and 533 Eaton St., with proceeds to benefit MARC House.
- Oct 22, 2021 - Oct 31, 2021 Key West
- Key West Fantasy Fest
- Website
- This outrageous 10-day costuming and masking celebration features dozens of masquerade competitions, themed parties and other exuberant events. The 2021 theme is 'All a Daze for a Holiday!' Check the website for the full schedule and more details.
- Oct 23, 2021 Marathon
- Stone Crab Claw Eating Contest
- Website
- In this unique contest, amateur eaters age 18 and over compete to crack and consume 25 stone crab claws, picking them clean, in the fastest time. If a tie occurs, a 10-claw tiebreaker will be held to determine the winner. The much-anticipated event is to begin at 1p.m., staged at Keys Fisheries Market and Marina, located off U.S. Highway 1 on Marathon’s 35th Street gulfside. Contestants must register by noon. Stone crab season runs from Oct. 15 to May 1.
- Oct 24, 2021 Key West
- Key West Artisan Market
- Website
- Welcome to the Party edition! Get ready for a full week of costumed festivities in Key West. From 10 a.m. to 2 p.m. at Indigenous Park at Higgs Beach, enjoy coffee, drinks and eat-in or take-away food for snacking or a delicious meal plus cheese, bread, fresh seafood and Florida produce. Shop a curated outdoor market offering fine crafts and art from talented Florida Keys makers. Listen to live music; visit the Higgs Beach Dog Park, free West Martello Tower botanical garden, walk White Street Pier and of course, enjoy the alluring ocean views at Higgs Beach. Free entry, free parking. Please BYOB (bring your own bags). The market is where the locals meet!
- Oct 26, 2021 Key West
- Key West Burlesque presents: Harry Potter and the Enchanted Tassle, A Parody
- Website
- Ready your wands and study your spells! It's time to enter the wizarding world of Harriet Potter and the Enchanted Tassel: A Burlesque Parody. Whether you're Gryffindor, Ravenclaw, Hufflepuff, or Slytherin, this enthralling show is sure to have you on the edge of your Nimbus 2000 as you join Auntie Harriet Potter on a salacious search for a magical missing tassel. Doors open 7PM, show starts 8PM at Key West Theater, 512 Eaton St.
- Oct 28, 2021 Key West
- Key West Farmers Market
- Sean K. 305-731-3385 Email Website
- From 2-7 p.m., several market vendors will decorate their booths and offer treats - or tricks - for the kids. Costumes are encouraged. Bring a blanket and enjoy family time at the beautiful Truman Waterfront Park with many dinner, dessert, fresh juices and beverage choices along with a spectacular location to watch sunset. Free admission, bring reusable bags.
- Oct 29, 2021 - Oct 30, 2021 Islamorada Fishing
- Fall Backcountry Fly Championship Series
- Website
- Tournament anglers are to compete to catch the most inches of snook and redfish on fly in a challenge where 1 inch equals 1 point. Awards are to be given to the grand champion, the anglers who catch the largest snook and redfish and the “King of the Backcountry” series grand champion, among others.
- Oct 30, 2021 Key Largo
- Underwater Pumpkin Carving Contest
- 305-451-3595 Website
- Scuba divers can participate in an afternoon fun-filled buddy challenge to create the most unique Jack O'Lantern underwater during both dives of the afternoon charter! The contest will be held in the Florida Keys National Marine Sanctuary and the Amoray Diver crew will judge the entries. Dive purchase includes a two-tank dive trip, a cleaned pumpkin ready for carving, tanks and weights. Cost is $125 per person, check in to Amoray Dive Center, mile marker 104.2, at 12:30 p.m. Bring your favorite carving utensils and creative ideas! This year’s theme is “That’s A-Moray Eel!” Prizes awarded to the top three carved pumpkins.
- Oct 30, 2021 Islamorada
- I.CARE Costume Contest
- Website
- From 6-11 p.m., hosted by Florida Keys Brewing Co. Enjoy a special holiday-themed fundraiser for coral restoration with I.CARE About Coral! Come dressed as your favorite underwater critter for a chance to win some amazing prizes. Party starts at 6 p.m. and costume contest starts at 7:30 p.m. Free Event! Live music with Micah and the Barstool Sailors will be jamming from 6-10pm in the Beer Garden. They brewery and Beer Garden will be decked out with blacklight-themed Halloween decor. Good times and spooky vibes, all for a great cause!
- Oct 31, 2021 Marathon
- Trick or Treat at Aquarium Encounters!
- Website
- Enjoy a family fun Halloween learning about marine life. Kids in costume get FREE admission and candy with a paying adult or member! Trick or treat at our exhibits! *while supplies last* from 9 a.m. to 5 p.m. Florida Keys Aquarium Encounters is located at 11710 Overseas Highway, at the western base of the Vaca Cut Bridge.
- Oct 31, 2021 - Nov 6, 2021 The Florida Keys
- BubbaFest Florida Keys
- Website
- Adventure fans can experience the Florida Keys’ subtropical breezes and panoramic open-water views from the seat of a bicycle during the 200-mile BubbaFest Bike Tour set for Oct. 31 through Nov. 6. Participants ride throughout the Keys island chain, with ample free time for exploration and enjoyment. Resort accommodations, many meals and plenty of sunshine, scenery and memories are included.
