Florida Keys
Calendar of Events for October  
Year:   Month:  Location:  
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October 25,  in Key West
Screaming Green Halloween
October 25
Join the Key West Tropical Forest & Botanical Garden for the sixth annual event from 10 a.m. to 2 p.m. In addition to candy treats, little goblins can indulge in games, crafts and costume contests. There is an educational twist too, learning environmentally-friendly ways to reuse items for costumes, decorations and fun activities, all amidst the beauty of nature. Costume contest for ages 5 and under and ages 6 - 12. Admission $5/child or $10/family. KWBGS members $5/family.
Contact: (305) 296-1504
Email: kwbgs@kwbgs.org

October 20 to October 31,  in Key West
Pop Up Museums for Florida Communities: Stories of the Transatlantic Slave Trade
October 20 to October 31
The Mel Fisher Maritime Museum's newest traveling exhibit provides an overview of the Transatlantic Slave Trade. It also features the stories and archaeology associated with the Key West African Cemetery and the slave ship Henrietta Marie, which sank off the coast of the Florida Keys in 1700. The public is invited to view the exhibit October 20 - 31 during normal business hours at the Gato Building, located at 1100 Simonton, and at the Florida Keys Community College Library, located at 5901 College Road. There is no admission charge.
Email: education@mfmm.org

October 19,  in Key Largo
Underwater Pumpkin Carving
October 19
Divers become underwater artists as they turn pumpkins into Halloween masterpieces beneath the sea in the Florida Keys National Marine Sanctuary. Prizes such as dive trips are awarded the most creative jack-o-lantern. Entry fee is $85 per certified diver for the 8:30 a.m. two-tank, two-location dive including tanks, weights and snorkel equipment. Space is limited, contact Amoray Dive Resort to make reservations.
Contact: 305-451-3595
Email: amoraydive@amoray.com

October 29 to November 02,  in Key West
23rd Annual Parrot Heads in Key West, Meeting of the Minds
October 29 to November 02
Several thousand fans of singer/songwriter/author Jimmy Buffett, known as Parrot Heads, make an annual pilgrimage to the subtropical island that inspired many of Buffett's hits. As well as sharing an appreciation for Buffett's music and the tropical lifestyle it promotes, Parrot Head club members focus on charitable, environmental, educational and humanitarian activities.
Email: andrew.talbert@gmail.com

October 30,  in Marathon
Crane Point’s Haunted House
October 30
In the Middle Keys, Crane Point's Haunted House inhabited by ghosts, ghouls and freaky characters will set a spooky tone for the year's eeriest holiday. The fright-fest begins at 6:30 p.m., at the 63-acre Crane Point Hammock, located at MM 50.5 bayside in Marathon, and is free to the public. The entrance of the Haunted House is at the center of the property from the right-of-way.
Contact: 305-743-3900

October 10 to October 12,  in Key Largo
Third Annual Downtown Key Largo Songfest
October 10 to October 12
The weekend music festival is to include three live venues of more than a dozen entertainers playing simultaneously over two nights; transportation between venues is to be available. From 6-10 p.m., performers are to liven the stage at Pilot House, Bayside Grill and Key Largo Fisheries Backyard Cafe. Headliners include Nashville hit songwriters, Jon Nite, Jimmy Robbins and Greg Barnhill; Mark Stephen Jones; Billy Livesay and more. Visit website for details.
Contact: Robert DiGiorgio 305-619-0172
Email: downtownkeylargo@gmail.com

October 10 to October 12,  in Key Largo
Robert James Sales Baybone Celebrity Tournament
October 10 to October 12
The second of three tournaments in the annual Redbone Trilogy, the Baybone targets permit and bonefish to raise money for cystic fibrosis research. Among the celebrities who have fished recent Baybone tournaments is legendary angler Stu Apte, former Denver Bronco and Tampa Bay Buccaneer Mark Cooper and Major League Baseball Hall of Famer Wade Boggs.
Contact: Susan Ellis 305-664-2002
Email: susan@redbone.org

October 30,  in Islamorada
NEW DATE: Last Mango Tango
October 30
A six-course art infused culinary celebration, complete with tableside service, sponsored by the Morada Way Arts & Cultural District. 200 tickets are available to this creative, tasty and fun event, from 6-9 p.m., at mile marker (MM) 81.5, where the District's monthly Third Thursday Art Walk is staged. The annual outdoor dinner is a fundraiser for the Morada Way Arts & Cultural District, a nonprofit organization that has transformed the Islamorada community through public art experiences, studio groups and performances.
Contact: 305-923-8097

October 13 to December 19,  in Marathon
Holiday Photos with a Dolphin at Dolphin Research Center
October 13 to December 19
Visitors who participate in DRC's 'Meet the Dolphin' program can bring their own Santa hats, reindeer antlers or other accessories to use while posing. DRC's experienced photographers will shoot the pictures using high-resolution digital cameras guests go onto a floating dock to give backrubs and share a "flippershake" with a dolphin and have their photo taken.
Contact: 305-289-1121

October 15 to May 15,  in Florida Keys
Stone Crab Season
October 15 to May 15
Those succulent claws, brought to shore fresh daily from the waters surrounding the Florida Keys, will drip with drawn butter and mustard sauce on the chins of hungry locals and visitors. A series of food festivals during the season celebrate the sustainable seafood resource throughout the Keys.

October 18,  in Marathon
Fourth Annual Stone Crab Claw Eating Contest
October 18
The much-anticipated opening of Florida's stone crab season takes place Oct. 15 each year, and the season opening is followed by this tasty test of crab-consuming capacity. How fast can you crack and cleanly consume 25 stone crab claws? Test your munching mettle at this zany contest. Register by 12 p.m., contest starts at 1 p.m. Individuals and two-person teams must be at least 18 years old to enter.
Contact: 305-743-4353
Email: keys.fisheries@comcast.net

October 10 to October 12,  in Marathon
Sanctuary Friends Foundation of the Florida Keys: Third Annual Lionfish Tournament
October 10 to October 12
This event is open to anyone getting lionfish out of Florida Keys waters. A mandatory Captain's Meeting will be held at Capt. Hook's Marina at 6 p.m. on Friday, October 10. There will be a non-mandatory weigh-in on Saturday, Oct. 11 from 6-7 p.m. Final weigh-in and measurements will be taken by 5 p.m. on Sunday, with a lionfish tasting at 7 p.m. at Castaway Waterfront Restaurant. Early Registration for a team is $80, which includes a team up to four people, lionfish tasting for four people and a tournament bag. Prizes for First and Second Places; Most, Biggest, Smallest.
Contact: (305) 481-0685
Email: kristen@sanctuaryfriends.org

October 17 to October 31,  in Key West
13th Annual Haunting of Fort Zachary Taylor
October 17 to October 31
Days and nights of ghoulish delight are planned for the Civil War-era fort beside Key West's Atlantic Ocean shore. This year three spooky sections of the enchanted citadel will be the stage for live "shows," treating visitors to otherworldly celebrations not suitable for mere mortals. Events will take place Oct. 17-19, 23-24, 26 and 30-31, and attendees are encouraged to don devilish costumes. Tricks and treats for the little ones are planned for Kid's Day, scheduled Sunday, Oct. 19, from 5-7 p.m. Kid's Day entry is free with park admission. Admission to the haunting is $13 per adult, $10 for military personnel, $8 for kids and free for children under age 5. Hours are 8-11 p.m. (midnight on Halloween).

October 09 to October 13,  in Key West
SoMo Marathon & Half Marathon
October 09 to October 13
Presented by Pat Croce's Rum Barrel, this event is one of a kind! Imagine running through the southernmost island in the United States while enjoying a break from the ordinary. The Southernmost Marathon & Half promises just that- 26.2 or 13.1 miles of ocean and gulf views, as well as iconic Key West landmarks. A full weekend of events include the race and a Sunday Paddle Board race for the Special Olympics of Monroe County.
Contact: 305-766-5284
Email: liz@somomarathon.com

October 12 to October 15,  in Islamorada
Islamorada Fall All-Tackle Bonefish & Permit Championship
October 12 to October 15
Known locally as the "Fall All-Tackle," the three-day challenge attracts energized newcomers to face seasoned veterans, in a competitive format since 1970. Up to 25 participants can fish in the tournament. One angler per boat pairs with a licensed captain to vie for division winners' trophies. The three largest bonefish and three largest permit are to be scored by length, not weight.
Contact: Betsy Bullard 305-587-1460
Email: fishnfever@bellsouth.net

October 17 to October 26,  in Key West
35th Annual Fantasy Fest
October 17 to October 26
This outrageous 10-day costuming and masking celebration features flamboyant costume competitions including one for pets, promenades, street fairs and a grand parade that stars marching groups, island bands and lavish floats. More than 40 masquerade contests, themed parties, parades and other spectacles are to challenge the creativity of mask and costume designers.
Contact: 305-296-1817
Email: info@fantasyfest.net

October 17 to October 18,  in Key West
Goombay Festival
October 17 to October 18
Held in Key West's historic Bahama Village neighborhood, the lively Goombay is known for its island-style food, arts and crafts, nonstop live entertainment and dancing in the streets.
Email: info@bahamavillagegoombay.com

October 16 to October 18,  in Key Largo
Key Players presents: Three One-Act Plays
October 16 to October 18
This evening of fun consists of three shows in one! An assortment of three short plays will dazzle your emotions and tickle your funny bone. This show is produced in conjunction with the Friends of the Key Largo Cultural Center, and will be held at the Murray Nelson Government and Cultural Center, MM 102 bayside. Doors open 7 p.m., seating 7:30 p.m., show starts 8 p.m.
Email: boxoffice@thekeyplayers.org

October 20,  in Key West
Heroes and Villains 5k Run/Walk
October 20
Be super, be evil, be AWESOME and get your run on! Dress up as your favorite Superhero or Super Villain and run, walk or fly to the finish line. Prizes are awarded for most creative, best group, scariest and funniest characters. Winner medals and awards are to given for overall male and female winners, masters (40+) male and female winners. Register online. Race starts at 6 p.m. The race begins and ends at The Reach, A Waldorf Astoria Resort and ends with a luau. Come for the run, stay for the fun!
Contact: Beth Moyes 305-747-8563
Email: beth@themeruns.com

October 17 to October 18,  in Marathon
Marathon Community Theater presents: One Weekend Only
October 17 to October 18
Celebrating more than 70 years of live community theater, Marathon Community Theater's annual dinner and a variety show fundraiser event features comedy and drama! Tickets are $45, showtime at 6:30 p.m. nightly.
Contact: 305-743-0994 Box Office

October 18,  in Key West
Discovery Saturday Educational Series: Wrecked on the Reef
October 18
Kids in kindergarten through fifth grade are invited to join the free, fun-filled Discovery Saturday at the Florida Keys Eco-Discovery Center, from 10-11 a.m. Discover the history of treasures lost and found as you learn about pirates, shipwrecks, and how the Keys' wreckers worked for a living. Make your own nautical flag to take home! Free admission, free parking. Discovery Saturday is held the third Saturday of every month. Pre-registration is recommended. The Florida Keys Eco-Discovery Center is located at 35 East Quay Road on the Truman Annex waterfront in Key West.
Contact: 305-809-4750

October 23,  in Marathon
Dolphin Research Center Hosting a Bridge Cleanup
October 23
DRC "adopted" Tom's Harbor Bridge (MM 60.6, by Tom's Harbor Channel), and the public is invited to join a volunteer event to collect discarded trash, monofilament fishing line and other debris at the bridge. The cleanup is to begin at the bridge at MM 59 from 4:30 - 5:45 p.m. All participants should wear clothes, hats and shoes that can get wet or dirty and bring a bug repellent, sunscreen and a cutting tool. Discarded monofilament line and all kinds of marine debris pose a huge threat to marine life. Florida manatees, dolphins, turtles, birds and other animals frequently become entangled in or ingest marine debris and can suffer life-threatening injuries.
Contact: RSVP at 305-289-1121, ext. 231

October 03,  in Key West
First Friday Upper Duval Art Stroll
October 03
Special art exhibitions and receptions at galleries and shops along Upper Duval from United Street to Truman Avenue. Including Frangipani Gallery, SoDu Gallery, Island Arts, Kate's, The Southernmost Art Studio, De La Gallery & Cork & Stogie. From 6-9 p.m., free and open to the public.
Contact: 305-295-4639

October 31 to November 09,  in Key Largo
Little Shop of Horrors
October 31 to November 09
The comedy horror rock musical is presented by Ginsberg Productions and the Friends of Key Largo Cultural Center, performances at Murray E. Nelson Govt. & Cultural Center.Showtimes are 8 p.m., and Sunday matinee at 2 p.m. (Nov. 2 & 9). Tickets available online.
Email: debra@debraginsberg.net

October 12,  in Key West
South Florida Symphony Orchestra presents Tropical Beats I: Moonlight Treasures
October 12
Blue Door String Quartet will serenade you with music by Dohnányi and Beethoven at La Te Da Restaurant at 1125 Duval Street, in the new Crystal Room, outside breezeway and deck. Whitney La Grange (violin), Mario Gotoh (viola), and Arthur Cook (cello) will perform Dohnányi's Serenade for String Trio in C major, Op.10 and Beethoven's String Trio in C minor Op. 9. No.3 Delicious hors d'oeuvres, desserts, and special libations are included in this magical evening. Tickets are $85.
Contact: Box office 305-295-7676

October 25,  in Islamorada
Riding Dead for MS Fundraiser
October 25
The Riding Dead Fundraiser for Multiple Sclerosis, beginning at the Islamorada Moose Lodge at 5 p.m., mile marker 81, oceanside. Wear a costume and decorate your bike, stroller or wagon. It's a four-mile ride with prizes for best adult costume, best kid's costume and best wheels. $15 donation.

October 10 to February 05,  in Key West
The Small World of Ronny Bailey - Bumpus Gallery
October 10 to February 05
Ronny Bailey, a 5th generation Conch, recreates city landmarks from locally salvaged materials and adds whimsical details to bring Old Key West to life. An opening reception is planned Oct. 10 from 5:30 p.m. - 7 p.m. Exhibit at Custom House Museum, 281 Front Street.
Contact: 305-295-6616

October 10,  in Key Largo
Ocean Life Lecture Series: Understanding the History & Future of Sea Levels
October 10
The Ocean Life series brings renowned researchers and academics to the Keys to educate, entertain and inspire audiences of all ages. Hosted by Florida International University's School of Environment, Arts and Society and the Friends of the Key Largo Cultural Center, the series features interdisciplinary experts from FIU and the Keys. This series is free and open to the public.
Contact: Linda Kaplan 305-396-7000
Email: linda@fklcc.org

October 30,  in Islamorada
Matecumbe Massacre Maze
October 30
Explorers' hair will likely stand on end while they weave through the Matecumbe Massacre Maze hosted at Robbie's Marina, MM 77.5 from 5:30-7:30 p.m. Islamorada's family-friendly marina is to stage a free "spook-tacular" show for costumed ghouls age 12 and under. Attractions include a kids' corner, candy, fun, food and refreshments. Starting at 7:30 p.m. the excitement amps up for older spirits with a costume contest, food and beverage specials. A live band is to play throughout the night's events.
Contact: 305-664-8070

October 18 to November 01,  in Key West
Gallery on Greene presents: "Native Sons & Daughters"
October 18 to November 01
"Native Sons & Daughters" is an exhibit of five local artists -- Andy Thurber, Wayne Garcia, Audra Paige, Mike Marrero and Linda Reike -- whose paintings and wood carvings express an unabashed appreciation for and connection to their surroundings.
Contact: 305-294-1669

October 12,  in Key West
Visit the Family-Friendly Sheriff's Animal Farm
October 12
Open between 1 - 3 p.m., the Sheriff's Animal Farm invites you to bring the family and visit the animals at the farm, including horses, a cow, pigs, goats, bunnies, alligators, tropical birds, a Kinkajou, Sloths, a Lemur, Kramer the Emu, a family of Patagonian Cavys, tortoises and turtles, snakes and many more. It is free of charge (donations are welcome). The farm is located just off of College Road, on Stock Island, at the Sheriff's Office Headquarters complex. The Animal Farm is open every second and fourth Sundays of the month.
Contact: Farmer Jeanne Selander 305-293-7300

October 16,  in Islamorada
Morada Way Arts & Cultural District presents: Third Thursday Art Walk
October 16
Showcasing the fine arts, music and culinary nuances of the Purple Isles, the Morada Way Arts & Cultural District features national and local artisans who are showcased in galleries at Morada Way between mile marker 81 and 82 - formerly named Industrial Road - as well as "culinary art" and live music from 6-9 p.m. Free admission. Art Walk is held the third Thursday of each month.
Contact: 305-664-9100
Email: moradawayarts@gmail.com

October 26,  in Key West
Visit the Family-Friendly Sheriff's Animal Farm
October 26
Open between 1 - 3 p.m., the Sheriff's Animal Farm invites you to bring the family and visit the animals at the farm, including horses, a cow, pigs, goats, bunnies, alligators, tropical birds, a Kinkajou, Sloths, a Lemur, Kramer the Emu, a family of Patagonian Cavys, tortoises and turtles, snakes and many more. It is free of charge (donations are welcome). The farm is located just off of College Road, on Stock Island, at the Sheriff's Office Headquarters complex. The Animal Farm is open every second and fourth Sundays of the month.
Contact: Farmer Jeanne Selander 305-293-7300

October 27 to October 28,  in Big Pine
“PIT STOP PARTY, TOO!” Music Festival
October 27 to October 28
The Southernmost Coconut Castaways, the OFFICIAL "Friend Club" of Howard Livingston & The MM24 Band, is presenting 2 full days of the BEST "TropRock" music from some of the BEST "TropRock" musicians from coast to coast as they travel into Key West for the Jimmy Buffett Parrot Head Convention called "Meeting Of The Minds" !! These performers will be playing LIVE on stage, selling merchandise, chatting, posing for pictures, and meeting their friends and fans! Live music ALL DAY LONG from 1-10 p.m. Monday, 11 a.m. to 10 p.m., Tuesday at BOONDOCK'S GRILL & ALE HOUSE, MM27 ½, RAMROD KEY.

October 28 to October 30,  in Big Pine
Big Pine & Lower Keys Rotary presents: Zombie Asylum!
October 28 to October 30
From 7-9 p.m., at the Community Park in Big Pine, this annual haunted house Halloween event is free admission for kids and adults. The Lower Keys Chamber of Commerce will be serving ghoulish treats in the graveyard...
Contact: Steve Miller 305-349-1779

Year:  Month:  Location:  
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All events are subject to change. Contact the event coordinators for the most current dates and times.

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Captain Jim Sharpe, Captain Michael Vaughn

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