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Event calendar courtesy of — The Tourism & Development council of the Florida Keys

Calendar of Events for June, 2018


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Key West / January 01 to August 31
Key West Fishing Tournament
More than 40 species of fish are targeted during these months, with divisions for men, women, junior anglers (ages 10 to 14) and Pee Wees (under 10 years old). The Key West Fishing Tournament strongly encourages the release of game fish. All participating anglers receive certificates noting their catches and qualify for a variety of prizes.
Contact: Doris Harris 305-923-5934

Islamorada / March 21 to December 17
History of Diving Museum presents: Immerse Yourself Free Speaker Series
The History of Diving Museum presents the annual presentation series that spotlights a new topic the third Wednesday of each month, at 7 p.m. Exhibits and museum store stay open late (normal museum admission applies).
Contact: 305-664-9737

Islamorada / May 28 to September 03
History of Diving Museum Salutes Military with Free Admission
The History of Diving Museum, will once again be participating as a Blue Star Museum. Since the programs' inception in 2010 HDM has collaborated with the National Endowment for the Arts, Blue Star Families and the Department of Defense, along with more than 2,000 museums across America. This unique platform offers free admission to the nation's active duty military personnel and up to five family members, from Memorial Day to Labor Day. Over 1,500 individuals have benefited by visiting the History of Diving Museum alone.
Contact: 305-664-9737

Key West / June 01
Key West Theater presents: Patty Smyth & Scandal
Patty Smyth first enjoyed mainstream success in 1982 as vocalist and leader of Scandal. That band's self-titled debut release became Columbia Records' biggest selling EP ever, and was followed by a further hit in 1984, 'The Warrior'. As well as recording success, Smyth has enjoyed significant notoriety for her personal relationships, with punk originator Richard Hell and her current husband, tennis star John McEnroe. Doors open 7 p.m., show starts 8 p.m.

Big Pine & the Lower Keys / June 01 to June 03
Original Big Pine & Lower Keys Dolphin Tournament
The Lower Keys Chamber of Commerce presents its 25th annual event, where anglers contend for more than $35,000 in cash prizes and awards. A special cash prize of $20,000 is awarded for the largest dolphin over 50 pounds. Additional prizes await winners in the open, ladies and youth divisions.
Contact: 800-872-2411

Key Largo / June 01 to June 03
Fourth Annual Skippers Dolphin Tournament
This tournament is headquartered at Skippers Dockside Restaurant, behind the Holiday Inn. Anyone, including captains and mates, are eligible to participate. Junior anglers must be under the age of 16 on the first day of the tournament. First-place team is awarded $20,000 cash. Prize monies are given the top six teams, including $10,000 to second place, $5,000 for third place, daily-angler, lady-angler, junior-angler cash prizes and more.
Contact: Dianne Harbaugh 305-522-4868

Marathon / June 02
Battle in the Bay Dragon Boat Festival
The waters off Sombrero Beach are to be transformed into a swift racecourse for a day of dragon boat racing that involves 20 paddlers moving in unison a combination of strength and teamwork. Sombrero Beach provides a pristine setting and unique, direct-from-the-beach launch for the sleek, 40-foot-long race boats. The festival is free and open to the public. Food, beverages, merchandise and a variety of entertainment are to be available shoreside.
Contact: 813-426-3544

Key West / June 03
27th Annual Schooner Wharf Minimal Regatta
To compete in the wacky challenge, each six-member team must construct a craft out of the most minimal supplies: a single sheet of 4-by-8-foot plywood, two 8-foot-long 2-by-4s, a pound of fasteners and a trusty roll of duct tape.Regatta rules even forbid the use of caulking or adhesives, though epoxy paint is permitted. The "sink or swim" challenge is a tradition in the Florida Keys, with Sunday's fun scheduled to begin at 11 a.m. when teams can register at the Schooner Wharf Bar, 202 William St.

Key West / June 06 to June 10
Key West Pride
Key West shows its Pride every day, and this is your chance to be a part of the celebration! The five-day schedule includes daytime pool and beach parties, late-night drag shows, on-the-water adventures ranging from snorkeling and kayaking to glass-bottom boat tours, a street fair, a 10k relay for tutu-wearing runners and walkers, and pageants to select Mr., Miss and Ms. Key West Pride.
Contact: Matt Hon 305-294-4603

Big Pine & the Lower Keys / June 07 to June 09
Stock Island Film Festival
The Stock Island Film Festival (STIFF) will take place over 3-days in Stock Island at the Perry Hotel and Coast. Featuring Billy Corben (director of Cocaine Cowboys and The U) and hometown filmmaker Quincy Perkins, the festival will focus on short films about smuggling, drugs, falling in love, and other nefarious activities. Falling in line with the infamous side of the Stock Island history, the film festival will showcase award winning films from around the world that touch on these subject. Tickets available online.
Contact: 305-896-1129

Key Largo / June 08 to June 09
Fourth Annual Coralpalooza: Plant a Coral, Restore a Reef
Enjoy a weekend dedicated to promoting awareness for our coral reefs, in honor of World Oceans Day. Dive program participants will join Coral Restoration Foundation on Friday for a presentation along with hands on training, followed by a day of reef restoration activities on Saturday. Register online. Must be dive certified to participate in undersea activity, but there are activities open to snorkelers as well, and there is a family-friendly day of land-based activities happening at the newly-renovated Exploration Center.
Contact: 305-453-7030

Islamorada / June 08 to June 09
Annual Ladies Dolphin Tournament
Hosted by the Florida Keys Elks Lodge, this event welcomes female angler teams to compete for the highest aggregate weight of three dolphin fish, as well as junior anglers under 16 years of age. Cash and prizes are awarded to first- through third-place finishers, and for the largest dolphin caught.

Key West / June 09
Sixth Annual VFW Fishing Tournament
Sponsored by the Southernmost VFW Post 3911, this family oriented inshore and offshore tournament offers cash prizes for dolphin, wahoo, tuna, snapper and grouper, along with prizes for heaviest fish by a lady angler, heaviest fish by a juvenile angler, pee-wee, senior angler and active service member. The heaviest Dolphin: 1st-$3000.00; 2nd-$1000.00; and 3rd $500.00. Weigh-in at Murray Marine. All proceeds benefit VFW Relief Fund for Monroe County veterans, and local charities.
Contact: Pete Thomas 610 304 2392

Key Largo / June 09
Celebrate World Oceans Day at John Pennekamp Coral Reef State Park
From 9 a.m. to 5 p.m., activities for all ages are held in the Visitor Center of the park. Arts & crafts, nature programs, photo scavenger hunt, become a junior ranger, take the #skipthestrawchallenge, learn how you can help the oceans, view coral reef conservation exhibits and more. Marine artist BJ Royster is to reveal five new images of her paintings depicting popular reef destinations! All activities are free with park admission.
Contact: 305-451-9570

Islamorada / June 09 to June 10
Make a Splash Family Fun Weekend at History of Diving Museum
The entire family can enjoy a treasure box of fun at the History of Diving Museum, featuring a number of events for divers, history enthusiasts and land lovers. Participants will receive an event t-shirt, a museum day pass and complimentary food and beverages. The fun begins Saturday morning with an 8am treasure hunt dive aboard Keys Divers in Islamorada. Divers who find treasure are eligible for a prize. The Museum will hold an afternoon special scavenger hunt followed by a paint party. Sunday is family fun day from 10am to 5 pm when people are welcome inside the History of Dive Museum to explore exhibits while searching for hidden treasure and a prize. Visit website for admission fees and more details.
Contact: 305-664-9737

Islamorada / June 11 to June 14
41st Annual Ladies Tarpon Fly Tournament
The Ladies Tarpon Fly is an all release, fly fishing challenge that has attracted many premier lady fly anglers and guides throughout its history. Whether your favorite species is tarpon or you are looking to put another feather in your cap, the tournament participants range from the expert to the novice who is trying to improve her fishing skills.
Contact: Heidi Nute 917-607-8779

the Florida Keys / June 15 to June 17
Third Annual Guitar Summit, A Fusion of Master Guitarists
Three virtuoso Florida Keys guitarists are to present concerts at Key West Theater, Marathon Community Theater and Islamorada Community Church, intriguing audiences with performances in genres from classical to contemporary to Latin. During the Florida Keys Guitar Festival, the three masters -- Dave Feder, Mateo Jampol and Rolando Rojas -- will showcase their diverse Keys-influenced styles and play together to create a unique musical synthesis. Performances at 8 p.m., tickets $35 per concert. Also, a June 17 Meet-and-Greet brunch is scheduled at Bistro 245 in Key West.
Contact: Mateo 305-304-1437

Key West / June 16
Speaker Series at Key West Tropical Forest & Botanical Garden
Interested in learning more about the complex and fascinating environmental world of Key West and the Florida Keys? Then join us each month for our Speaker Series. Each one-hour workshop begins at 1:30 p.m., in The Nature Chapel. Admission is $5 for non-members. Free for garden members. Be sure to come early for the Native Plant Sale from 9 a.m. - 12 p.m., offering more than 150 species of butterfly- and bird-attracting native, rare and endangered plants propagated and available in the Botanical Garden Nursery. A great way to create your customized Key West garden — and support the Key West Tropical Forest and Botanical Garden, too.

Key West / June 16
Truman's Tropical Fruit Festival
Presented by The Truman Little White House, from 9 a.m. to 1 p.m., enjoy fresh fruit, tropical fruit trees for purchase, as well as educational talks, cooking demonstrations, local vendors, kids activities and more.
Contact: 305-294-9911

Key West / June 16
Swim Around Key West
The Annual Swim Around Key West is a 12.5-mile endurance swim clockwise around the entire island of Key West. This is the 41st swimming of our event, started by founder Anna Fugina in 1977. The Annual Swim Around Key West is an independent and insured swim, permitted by the U.S. Coast Guard. There are three categories: solo swimmer, two-person relay team and three-person relay team. Presented by Key West Athletics Association. Deadline for registration applications is May 18, 2018.

Key West / June 18
Retrospectacular's Mid-Month Murder Mystery Mondays Dinner
Help solve the mystery! Enjoy a 3-course meal, drinks, live Jazz-age entertainment, costume prizes and more. Interactive mystery theater staged from 6-8:30 p.m., at First Flight Restaurant & Brewery, 301 Whitehead St. Tickets $95 per person.
Contact: 305-570-3000

Islamorada / June 18
Matecumbe Historical Trust presents: Rafael Penalver
Rafael Penalver is president of Key West's historic San Carlos Institute. Penalver, a native of Cuba, came to the United States in 1961. He graduated from the University of Miami Law School and practices law in Florida and Washington, DC. Rafael Penalver will give an overview of the history of Cuba and the Florida connection with special emphases on the role played by Key West and the Keys. Follow the history of the Island Nation and its impact on Florida from the Spanish exploration and colonial rule, the Spanish American war, the Cuban Republic, the Castro Revolution, Bay of Pigs, the Cold War and Cuban Missile Crisis. The Mariel Exodus, the Post-Soviet era and the influence of Florida's Cuban-American community will be told by Rafael who came from Cuba as a young boy. He will share what the future might hold with the new leader of Cuba today. Held at Island Community Church, mm 83 at 6:30 p.m.; presentation is free and open to the public.
Contact: Barbara Edgar 305-393-0940

Islamorada / June 21
Third Thursday Art Walk
Third Thursday ArtWalks are held every month throughout the year, offering attendees live music on three stages, performance artists and, of course, original art and hand-crafted jewelry, as well as pottery, sculptures and more! This monthly event has become a focal point of artistic expression, culinary and cultural awareness to the Upper Keys. As the Art District's business partners remain open during these Third Thursday Art Walk evenings, this indoor/outdoor street festival has become the talk of the Keys, drawing multitudes of people from all over South Florida and beyond each month. The crowds stroll through the Art District, which spans a quarter of a mile of the Old Highway between the historical 1935 Hurricane Monument and the iconic Green Turtle Inn and includes the intersecting street now known as Morada Way, between MM 81 and 82.

Key West / June 22 to June 24
Fifth Annual Mystery Fest Key West
2018 headliners are Keynote Speaker Ace Atkins, the multi-award winning, New York Times bestselling author of twenty-one novels, including the recent Robert B. Parker "Spenser" mysteries; Special Guest of Honor, the multi-award winning editor and publisher Otto Penzler - proprietor of the famed The Mysterious Book Shop in New York City; and Special Guest Presenter, New York Times and USA Today bestselling author Heather Graham. Fest highlights include panels, presentations and parties with some two-dozen high profile and award-winning authors, book signings, professional publishing and marketing discussions, presentation of the 2018 Whodunit Mystery Writing Competition and Award, a mini Conch Train tour, and social events at different landmark locations in the Southernmost City of the United States.
Contact: 305-587-9392

Islamorada / June 22 to June 23
LLGF Screamin' Reels Tournament
Intended for novice anglers, enjoy a weekend of learning and a non-intimidating, fun competition with the Ladies Let's Go Fishing university organizers. Species include legal inshore and offshore fish. Entry fee $85 per angler/adults, $35/teens age 13 and up, plus optional charter fees per person depending on boat type choice. Or, fish on your own boat. This is a casual tournament with prizes for heaviest offshore fish, longest inshore fish and drawings for prizes of those who caught fish, plus bonus drawings.
Contact: Betty Bauman 954-475-9068

Big Pine & the Lower Keys / June 22 to June 24
7th Annual That’s What She Shot Spearfishing (TWSS) Tournament
The only Florida Keys spearfishing tournament invites women, men, and juniors to participate in and the public to party dockside to help raise funds for Womankind, a Key West nonprofit medical center that offers affordable healthcare to Keys. The event kicks off on Friday at 7 p.m., with a mandatory captain's meeting at the new weigh-in station at 6840 Front Street, Stock Island (the dock property between the old Fishbusterz and Hogfish Bar & Grille), and fishing to begin anytime thereafter. Participants must be in line to weigh their grouper, hogfish, and snapper—with bonus points and a prize for the most invasive lionfish— by 5 p.m. on Sunday. After weigh-in, the public can enjoy a party to have fun while making a difference, with all proceeds to benefit Womankind.

Islamorada / June 23
Matecumbe Historical Trust presents "29 Points of Interest" Historic Trolley Tour
Enjoy an enlightening trolley ride through time. Guided trolley tours depart at 10 a.m. from the Islamorada Moose Lodge at 81573 Old Highway in Islamorada.The one-hour, colorful and much acclaimed historical tours feature 29 points of interest on the islands of Islamorada. Tickets may be purchased on site or call in advance. Adults are $15, children six and under are free.
Contact: Barbara Edgar 305-393-0940

Big Pine & the Lower Keys / June 26
Full Moon Kayak Excursion - Final One of Season!
FAVOR/Florida Keys Wildlife Society's favorite fun fundraising adventure! From 6:30 p.m. to 8:30 p.m., launch at Big Pine Kayak Adventures on Bogey Road on Big Pine Key, at the foot of the bridge to No Name Key. This excursion takes you along the mangrove shoreline on No Name where you see firsthand the resilience of our little islands and how the mangroves are slowly regrowing! Join this two hour trip - an easy, relaxing paddle for all skill levels, and as you round the northern point of the island, the highlight - the sun setting in the west as the full moon rises in the east! $25 per person donation includes kayak, gear and experienced guide. Call Captain Bill to reserve your place!
Contact: Bill Keogh 305-872-7474

Key Largo / June 28
REEF presents: Fish Identification Class
Want to improve your fish identification knowledge? Join us each month for a free fish identification class in REEF's Interpretive Center, led by REEF volunteers Carlos and Allison Estape. For this month's class, Carlos and Allison will be discussing Fishes of Bonaire, a location that is home to many different Tropical Western Atlantic fish species. Starts at 7 p.m. at the REEF Campus, MM 98.3 in the median.

Key West / June 29 to July 01
Key West Island Swim: FKCC Swim Around Key West
The officially sanctioned event (June 30) is a 12.5-mile swim clockwise around the island of Key West that is open to all age groups. Individual swimmers and relay teams can compete. The route takes swimmers through the waters of the Atlantic Ocean and Gulf of Mexico, ending where they began at Higgs Beach.
Contact: Lori Bosco 305-809-3562

Key West / June 30 to July 04
Sixth Annual Key Lime Festival
A wacky talent show, pie-eating and cooking contests and other tasty temptations await Key West visitors during the annual Key Lime Festival. Four days of culinary events for every taste are planned, including favorites from past years like the Key Lime Cocktail Sip & Stroll, and new favorites for Key Lime lovers like The Key Lime Pie Hop.