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Calendar of Events for the Florida Keys

Event calendar courtesy of fla-keys.com - The Tourism & Development Councel of the Florida Keys

Calendar of Events for January
Year:   Month:   Location:  
Review other months or locations!
January 01 to August 31,  in Key West
Key West Fishing Tournament
January 01 to August 31
Anglers of all ages and abilities can target more than 40 species of fish in the Key West Fishing Tournament, a free-entry multidivision challenge that takes place Jan. 1 to Aug. 31, 2019. The tournament features divisions for men, women, junior anglers ages 10 to 15 and Pee Wees under 10 years old — making it ideal for extended families and multigenerational groups who want to share the angling experience.
Contact: Doris Harris 305-923-5934
Email: director@keywestfishingtournament.com

January 03 to January 31,  in Key West
Studios of Key West presents Four New Exhibitions
January 03 to January 31
Four new exhibitions open in January: O’Miami Poetry Retrospective, West African Portraiture, Portraits by Annie Dillard and Painted Photographs by Larry Blackburn. The public is invited to the opening reception Jan. 3, at The Studios of Key West, 533 Eaton Street for the First Thursday event from 6-8 p.m. Exhibitions by O, Miami, Rhonda Bristol, Annie Dillard, and Larry Blackburn fill all three floors of The Studios’ landmark building in Old Town. The shows remains on view through January 31. Gallery hours are 10am-4pm, Tuesday through Saturday.


January 10 to January 20,  in Key Largo
Uncorked ... the Key Largo and Islamorada Food & Wine Festival
January 10 to January 20
The 10-day food, wine and spirits showcase features 30-plus savory events to please virtually every palate and budget, spread among numerous Upper Keys venues with fresh, locally sourced seafood and international-style dishes. The festival's outdoor 'A Grand Tasting,' is set for Jan. 19. What better reason to 'Uncork' and unwind in the Florida Keys. For a complete events schedule, visit website.
Contact: 305-522-1300
Email: events@fkrm.com

January 10 to January 20,  in Islamorada
Uncorked ... the Key Largo and Islamorada Food & Wine Festival
January 10 to January 20
The 10-day food, wine and spirits showcase features 30-plus savory events to please virtually every palate and budget, spread among numerous Upper Keys venues with fresh, locally sourced seafood and international-style dishes. The festival's outdoor 'A Grand Tasting,' is set for Jan. 19. What better reason to 'Uncork' and unwind in the Florida Keys. For a complete events schedule, visit website.
Contact: 305-522-1300
Email: events@fkrm.com

January 10 to February 02,  in Marathon
Marathon Community Theater presents: Drinking Habits
January 10 to February 02
Drinking Habits takes place during the early 1960s in the impoverished Oregon convent of the Sisters of Perpetual Sewing. Two nuns at the ‘Sisters of Perpetual Sewing’ have been secretly making wine in order to keep their poverty stricken convent afloat - behind the back of their alcohol-detesting Mother Superior. Unbeknownst to them, a local wine (theirs) has won a $500,000 award, and Paul and Sally, two newspaper reporters, who are ex-fiancés, are trying to discover the winning winery and break the story. The reporters go undercover as a nun and a priest, but their presence, combined with the arrival of a new nun, spurs paranoia throughout the convent that spies have been sent from Rome to shut them down. Wine and secrets are inevitably spilled as everyone tries to preserve the convent and reconnect with lost loves. Show times 8 p.m.


January 11 to March 30,  in Key West
Key West Burlesque presents: Backroom Burlesque
January 11 to March 30
 Key West Burlesque is back and better then ever! It has found its home at the Back Space inside of SideBar, 504 Angela Street. Join the excitement two nights  a week (Fri & Sat) for this amazing show. Ticket Prices are $35 VIP seating next to the stage; $25 High cocktail table and bar stool; $20 Standing room.  
Contact: 305.294.0555


January 13 to January 27,  in Key West
Key West Artisan Market
January 13 to January 27
Art, food, wine, craft beer, shopping and entertainment. Free admission, from 10AM to 2PM at new location, Higgs Beach. January dates, 13 & 27. Bring your reusable bags.


January 17 to January 20,  in Key West
Key West Kingfish Mayhem
January 17 to January 20
Big fish, big money! Come fish for some of the largest kingfish in Florida Keys waters in this new tournament. Fishing headquartered at Stock Island Marina. First prize could earn $15,000 cash, based on a 50-boat field.
Contact: Jimmy Wickett 954-605-8284
Email: info@meatmayhemtournaments.com

January 18 to January 20,  in Islamorada
7th Annual Baygrass Bluegrass Festival
January 18 to January 20
Flavorful traditional bluegrass, old-time, “soulgrass” and Americana singing bands are to attract thousands of music lovers The three-day jam features satellite events at local spots and culminates in an all-day main event in a waterfront setting. Friday, a weekend warmup includes a Square Dancing in the Streets party in the Morada Way Arts & Cultural District; Saturday, a Pickin’ Party with performing musicians, barbecue and a craft beer tap takeover is scheduled ; Sunday from 11 a.m. to 8 p.m. at Founders Park, MM 87 bayside on Plantation Key, the weekend’s main event is as much a craft beer festival as a musical one, with over 15 Florida breweries expected to be “on tap.”


January 18 to January 19,  in Key West
59th Annual Key West Home Tours
January 18 to January 19
Tour elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and the interior design that complements each. January tours are offered 3 to 7 pm each day. Transportation between homes is available via Conch Train for $45 each, seating is limited. Tickets without transportation are $35 in advance and $40 on tour days. Proceeds benefit the foundation's Oldest House Museum, grant and scholarship programs.
Contact: 305-294-9501
Email: tickets@oirf.org

January 19 ,  in Islamorada
Salt Water Sportsman National Seminar Series
January 19
Hosted by veteran saltwater fishing journalist and broadcaster George Poveromo, the Salt Water Sportsman National Seminar Series is to kick off at 9 a.m. inside the Performing Arts Center of Coral Shores High School, mile marker 89.9 oceanside in Islamorada. Entering its 32nd year, the National Seminar Series is the nation’s longest-running educational course on recreational marine fishing tactics and techniques. Admission is $55 per person and covers five hours of instruction, a course textbook, a year subscription or extension to Salt Water Sportsman magazine, and various boating and fishing product samples. The grand prize at the conclusion of the Islamorada seminar is a Florida Keys fishing trip. Register online.
Contact: 1-800-448-7360


January 19 ,  in Key West
South Florida Symphony, Porgy and Bess
January 19
An American operatic classic and fine orchestral musicianship are to combine for Florida Keys audiences in the South Florida Symphony’s staging of George and Ira Gershwin’s “Porgy and Bess.” An anticipated highlight of the symphony’s 2019 season, the production is to feature a cast of leading African-American vocalists including Neil Nelson as Porgy and Brandie Sutton as Bess. The masterful offering is to open at 7:30 p.m. Saturday, Jan. 19, at Key West’s Tennessee Williams Theatre, 5901 College Road on the campus of Florida Keys Community College.


January 19 ,  in Islamorada
Free Outdoor Pops-in-the-Park: Super Heroes and Space Wars
January 19
A free concert held at the ICE Amphitheater in Founders Park, featuring cartoon capers & fright night, broadway & movie favorites, Beatles & classic rock. Performance is outdoors; no chairs provided, bring blankets. Starts at 4 p.m. Admission free.
Contact: 305-853-7294
Email: keyscommunityconcertband@yahoo.com

January 19 ,  in Islamorada
36th Annual Art Under The Oaks
January 19
Fine art & original crafts, a variety of entertainment, specialty food booths, children's arts & crafts, as well as a raffle of items donated by the artists are part of the annual highlights. San Pedro Church Gardens, 9 a.m. - 4 p.m., Mile Marker 89.5 on Plantation Key in Islamorada. Onsite parking is available for a $5 donation. Free parking is available at Coral Shores High School, with shuttle service to the event.
Contact: 305-360-8556
Email: artundertheoaks@yahoo.com

January 19 to January 20,  in Key West
14th Annual Florida Keys Seafood Festival
January 19 to January 20
A family-friendly event with local fresh Keys seafood, drinks, marine-related crafts, youth activities, and live music. $5 admission per person; hours open from 11 a.m. - 8 p.m. on Saturday; 11 a.m. to 5 p.m. on Sunday, at Bayview Park, Truman Avenue and Jose Marti Drive.
Email: fkcfa1@hotmail.com

January 20 ,  in Key West
21st Annual Key West Half Marathon & 5k Run
January 20
Recognized by Runners World magazine as one of the 10 great half-marathons of the winter season, the race follows a 13.1-mile course that includes Old Town Key West and the scenic waterfront. The race typically attracts American and international runners to compete in Key West's balmy January climate. Named as one of the United States' leading winter half marathons, Best Destination Half Marathons and Bucket List Best Half Marathons, is ranked among 13 must-do U.S. half-marathons by Competitor.com.
Contact: Barbara Wright 305-240-0727
Email: bwpromo3@bellsouth.net

January 20 ,  in Key West
Key West Full Moon
January 20
Locals and visitors come together to Experience the culture of the Florida Keys through dance, performances, food, and drink. All are welcome to join us on this beautiful beach, under a full moon, with a friendly atmosphere that helps compliment what is truly a "celebration of us".  Everyone comes for the explosion of Sound and visual performances, but they all stay for the limbo! Donation-based entry fee is a suggested $12 pp.


January 22 ,  in Key West
Conch Revival Picnic at Key West Lighthouse & Keeper’s Quarters
January 22
The Key West Art & Historical Society and Isle Cook Key West have teamed up to present a picnic-style Bahamian heritage dinner prepared by acclaimed chefs Martha Hubbard and Dave Furman from 6 to­ 8 p.m. on the grounds of the Key West Lighthouse & Keeper’s Quarters. Tickets $45 for Members and $55 for Non-members.  Kids under 12 admitted free.
Contact: Tickets 305-295-6616


January 22 to February 02,  in Key West
Fringe Theater presents: Collected Stories, by Donald Margulies
January 22 to February 02
Fringe Theater presents this gripping drama of two writers who grapple with betrayal. Is ownership of a story in its living or in its telling? Key West Woman's Club, 319 Duval Street. Show starts 7 p.m.
Contact: Rebecca Tomlinson 305-587-8961


January 22 to January 29,  in Key West
28th Annual Kelly McGillis Classic International Flag Football Championship
January 22 to January 29
Women and girls from around the world are to meet on the playing field for hard-fought sporting action. Each year, nearly 30 teams from across the United States, Mexico, Central America, Sweden and India participate.
Contact: 305-896-8678
Email: iwffa@iwffa.com

January 23 to January 27,  in Key West
Key West Food & Wine Festival
January 23 to January 27
Top chefs and restaurateurs display culinary creativity and the Keys' indigenous cuisine in a flavorful schedule of events for food lovers. Highlights include the lively "Old Town Uncorked," neighborhood wine strolls, food and wine pairings, intriguing seminars, winemaker dinner series and a grand tasting.
Contact: 800-474-4319
Email: dolce@dolceeventsandmarketing.com

January 23 to January 24,  in Islamorada
Islamorada Fishing Club Sailfish Tournament
January 23 to January 24
Presented by the Islamorada Fishing Club, this is the second leg of the Florida Keys Gold Cup Series, with a typical field of up to 30 boat teams of elite sport fishermen. A total cash payout for a full field at the IFC Sailfish Tournament could reach $25,000. Kick off is Jan. 23, one day of fishing Jan. 24, with awards ceremony immediately after.
Contact: Dianne Harbaugh 305-522-4868
Email: ditournaments@aol.com

January 23 to May 03,  in Key Largo
Arts Council Presents the Connections Project 2019 TOUR
January 23 to May 03
The Florida Keys Council of the Arts works to support all the arts, in all the Keys, all the time. The local arts agency is launching its seventh annual Connections Project Keyswide road show with a grand opening reception at the Murray Nelson Government & Cultural Center in Key Largo from 5:30 - 7:30 p.m. featuring a vibrant 24-foot mosaic mural created by local artists and art lovers. The reception with wine and hors d'oeuvres is open to the public. After connecting with the art, patrons can also collect art by making a $50 donation for one canvas or a $125 donation for three at any reception or online. Once the road show has ended, donors receive a randomly selected piece of the mosaic in the mail. Each work includes an artist statement providing insight into the origin of the work and the artist’s thoughts and inspiration. Proceeds from the Connections Project directly benefit Keys artists and arts organizations.


January 23 to February 02,  in Key West
Studios of Key West presents: I’m Gonna Pray For You So Hard
January 23 to February 02
One boozy evening, fiercely competitive actress Ella and her father David deliberate over whether to read the reviews of her Off-Broadway debut... and things unravel from there. This darkly humorous sheds new light on the eternal struggle of parents and children to find common ground. Dates: Jan 23-27, Jan 30-Feb 2 (Wed-Sun) 8p.m. show, 533 Eaton St.


January 24 to February 09,  in Key West
Waterfront Playhouse presents: A Doll's House, Part 2
January 24 to February 09
A Doll's House, Part 2 is the continuation of Henrik Ibsen's classic A Doll's House. Far from being dry or stuffy, ADH, Pt.2 is hilariously funny, whip-smart and resonant to our gender politics. The story picks up 15 years after Nora famously slams the door on her stifling marriage at the conclusion of A Doll's House. In Mr. Hnath's updated version, Nora is now a successful business woman, who finds her husband, daughter and wise-cracking maid to be as changed as she has become. Fireworks explode as the play explores the rules of society and gender. See website for show dates. Show times 8 p.m.
Contact: Box-Office (305-294-5015)
Email: Box-Office@waterfrontplayhouse.org

January 25 to January 27,  in Islamorada
Cheeca Lodge Presidential Sailfish Tournament
January 25 to January 27
Last in the Gold Cup series. Anglers put 20-pound line and light-tackle skills to the test during the two-day challenge against the high-flying acrobatic fish, known for tail-walking the waves. Only circle hooks can be used. "The Presidential" typically awards sophisticated sculpture trophies to top anglers who release the most sailfish.
Contact: Lisa Thornhill 305-517-4512
Email: LThornhill@cheeca.com

January 25 ,  in Key West
Rams Head Productions presents: Air Supply at Sunset Green Event Lawn
January 25
The trademark sound of Russell Hitchcock's soaring tenor voice and Graham Russell's simple yet majestic songs have created a unique sound that helped Air Supply become a staple of early-'80s radio, producing seven straight Top Five singles. The albums "Lost in Love", "The One That You Love", "Now & Forever", and "The Greatest Hits" sold in excess of 20 million copies during this era. In 2013, the duo was inducted into the Australian Recording Industry Association's Hall of Fame. Air Supply celebrated their 40th anniversary in 2015 and continue to delight audiences all over the world. Doors open 6:30 p.m., show starts 8 p.m. Sunset Green Event Lawn is a multi-purpose event space located at 24 North Hotel .
Contact: knorman@ramsheadgroup.com


January 26 to January 20,  in Key West
Key West Cemetery Stroll
January 26 to January 20
During the stroll, small groups of visitors will be escorted to gravesites where interpreters will tell the stories of the deceased in brief monologues. The groups are scheduled for departures at 9:30, 9:50, and 10:10. Among the gravesites to be visited are those of Frank Booth. Charles DuPont, William Kerr, Thomas Romer, the Los Martires de Cuba, the Figueredo plot; the Benjamin Albury family restoration, and the USS Maine plot. The tour will take approximately 90 minutes. Participants should wear comfortable shoes and plan to walk over a mile on uneven ground. Bottled water will be provided. A cash donation of $20 pp to the Historic Florida Keys Foundation is recommended with all proceeds devoted to cemetery restoration.  Participants should enter the cemetery by either the Windsor Street or Frances Street gate and go to the registration table on 2nd Ave. Reservations are necessary.
Contact: Reservations 305-304-1453


January 26 ,  in Big Pine
Meet the Fleet Shrimp Boil
January 26
Immerse yourself in Keys culture for the annual Key West Food & Wine Festival. Sample the finest fare the Florida Straits have to offer: There’s enough Key West Pink Shrimp — and an array of wines to pair — for everyone to enjoy. Join Matt's Stock Island Kitchen & Bar at The Perry Hotel for a traditional Shrimp boil with the only authentic Key West Shrimp available: Key West Pink Shrimp, Andouille Sausage, Black Bean Fritters, Corn on the Cob, Red Potatoes, Coleslaw, Fresh Bread and Butter, Key Lime Pie.


January 26 ,  in Marathon
January Jamboree at Marathon Garden Club
January 26
It's expected to be a smorgasbord of tropical plants, "used treasures" as part of a rummage sale, a plant raffle, even baked goods and honey! Attendees can find Keys and South Florida natives, bamboo, palms, heliconias, bromeliads, crotons, orchids and unusual, rare tropicals. Meet plant experts, browse local art vendors. Open from 8:30 a.m. to 3 p.m. at Marathon Garden Club, MM50.
Contact: 305-743-4971


January 26 to January 27,  in Key West
34th Annual Key West Craft Show
January 26 to January 27
Tens of thousands of attendees browse and buy among juried artisans and crafters who gather to display their talents at this popular outdoor festival on lower Whitehead Street in historic Old Town Key West.
Contact: 305-294-1243
Email: kwartctr@earthlink.net

January 26 ,  in Islamorada
Matecumbe Historical Trust presents Historical Trolley Tour of Islamorada
January 26
Enjoy an enlightening trolley ride through time. Guided trolley tours depart at 10 a.m. from the Islamorada Moose Lodge, MM 81.5. 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


January 27 ,  in Key West
Wrecker's Race aboard Schooner America 2.0
January 27
All hands on deck!  If you enjoy a good sailboat race, it is an absolute must for you to sail on board the Schooner America 2.0 for the Key West Wreckers Race. In old Key West, ships from afar often ran aground on Sand Key Reef. When all the scallywags in Key West heard there was booty to be had, they jumped in their boats and raced to the reef. The first one there could claim the ship’s cargo! Today, celebrate this Key West tradition with monthly races from January to April. It all starts with the firing of the cannon at 1PM.  Enjoy the excitement aboard Schooner America 2.0 and race to defend the title of fastest schooner in Key West. Beer, wine, champagne, and a boxed lunch are complimentary with your ticket purchase.


January 27 ,  in Key West
Key West Impromptu Concerts presents: Timothy Chooi
January 27
Regarded as one of Canada's most promising and exciting young artists, Timothy Chooi recently was the Bronze Medal Winner of the 2015 Michael Hill International Violin Competition, performed with Pinchas Zukerman and the National Arts Centre Orchestra, recorded his debut album, and was featured at the Ravinia Festival in Chicago. Show starts at 4 p.m., St. Paul’s Episcopal Church.


January 29 to February 02,  in Key West
Second Annual Mile 0 Fest Key West
January 29 to February 02
Mile 0 Fest Key West is a new music festival considered a "must see" in the burgeoning Red Dirt & Americana music scene. Take in big shows at Truman Waterfront Park Amphitheatre, a state-of-the-art facility located blocks off the hopping streets of Duval, or get into a stripped down acoustic set with your favorite band leader at one of the theaters or bars off Duval. Many activities and memorable experiences await.


Calendar of Events for January
Year:   Month:   Location:  
Review other months or locations!

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

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