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Events in Key West

Event calendar provided with the courtesy of the Monroe County Tourist Development Council.

Events in Key West for December
Year: Month:   
November 22 - Dec 31, 2017, in Key West
Key West Holiday Fest
Each year a wide range of seasonal celebrations takes place throughout Key West during the month of December. Events include the lighting of the Harbor Walk of Lights, tours of historic decorated inns, a holiday parade and much more.
December 01, in Key West
SALT Gallery presents: Karen Luknis’ “Mystical Entities” Opening Reception
For the month of December, SALT Gallery, located at 830 Fleming St., will feature "Mystical Entities", a new collection of unique mixed media sculptures by local artist and Captain Karen Luknis. To celebrate the opening of the show, SALT will be hosting an opening reception at the gallery from 6 p.m. to 8 p.m. Karen is a self-taught artist who has lived in Key West since 1990. SALT Gallery features an eclectic collection of local art, local sea salts, jewelry, pottery, wine, and Florida Keys honey. Gallery owners Maria Sharpe and Laura Richardson feature a new artist each month at SALT.
Contact: 305.517.6088
December 02 - 03, 2017, in Key West
SoMo Marathon & Half Marathon
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 including a 10k and 5k are planned.
Email: lizlovekw@gmail.com
December 02, in Key West
Key West City Hometown Holiday Parade
Charming holiday spirit abounds in this annual parade in the southernmost city in the continental U.S. Local flavor prevails with marching bands, school groups, motorized and non-motorized floats and lively community participation. Catching the tossed candy is a highlight for kids. The route begins at Bayview Park and the best viewing spots are along Duval Street and Truman Avenue.
Contact: 305-809-3881
December 03, in Key West
The Key West Art Center presents: Celebrate the Season
The Key West Art Center is pleased to host its annual opening reception from 5-7 p.m. Step inside the Art Center to view new work by Florida Keys Artist Members, enjoy festive treats and indulge in a glass of wine alongside talented local artists. This show features new works by over 40 well known local artists such as Martha dePoo, Elizabeth Chamberlain, and Susan O'Neil, just to name a few. Also on exhibit will be the work of three new Artist Members: Gabrielle Wilson, Donna Nadeau, and David Klein. The Key West Art Center is a non-profit community art center dedicated to promoting visual arts and to the advancement of local artists. The gallery is open every day from 10 am to 5 pm. Remember local art makes a beautiful gift your friends and loved ones are sure to treasure. Key West Art Center is located at 301 Front Street.
Contact: Juniper Deja (305) 294-1241
Email: info@keywestartcenter.com
December 06, in Key West
Key West Lighted Bike Ride
The Lighted Bike Ride helps to gather the needed toys for the struggling, working families of Key West for the holidays. At the Holiday Helpers Store, eligible parents walk through the store, empowered by the ability to pick free, new toys their children will want instead of just allocating non-specific toys to parents. The ride is a family event beginning with a registration/checkin at 6 p.m. with the Lighted Bike Ride beginning at 7:00 p.m. Families and individuals with lighted and decorated bikes ride through the streets for the community to see. Registration for the ride is one unwrapped toy for the Key West Holiday Store. Register online.
Contact: Claire Hiller at 305-809-5000
Email: claire.hiller@wesleyhouse.org
December 07, in Key West
Key West Theater presents: Rickie Lee Jones
Two-time Grammy winner Rickie Lee Jones exploded onto the pop scene in 1978 and has made a career of fearlessly experimenting with her sound and persona over 15 critically acclaimed albums. A cultural phenomenon, Rolling Stone magazine put her on its cover twice in two years, and Saturday Night Live gave her an unprecedented three songs for her second appearance. Rickie is both a character in the songs and the songwriter singing, defying convention with her sometimes brazen sexuality and the mixed bag of jazz, rock and what has come to be known as 'confessional' songwriter performances. Doors open 7 p.m., show starts 8 p.m. at Key West Theater, 512 Eaton St.
December 08 - 10, 2017, in Key West
Inaugural Key West Grand Prix of the Sea
Experience non-stop racing action as Sea-Doo, Yamaha, and Kawasaki personal watercraft racers take to the water averaging 75 mph. This race is the final round in 2017 and serves as the overall championship for the PRO Enduro and International Amatuer Championship. Jetcross Jet Ski stand up races will also be a part of this family friendly event free to the public.
Contact: (407) 985-1938
December 08, in Key West
Holiday Historic Inn Tours
Enjoy an enchanted evening to include trolley transportation between several participating inns, each decorated for the holidays. Treats and libations are offered at each inn. Event-goers also can provide their own transportation or bicycle to the inns. Contact the Lodging Association of the Florida Keys and Key West to purchase tickets, priced at $30 per person.
Contact: 305-296-4959
December 08, in Key West
Key West Theater presents: JJ Gray
Over the course of six albums and a decade of touring, JJ Grey's grimy blend of front porch soul and down-home storytelling has taken him around the world and back again. Beating the streets on nearly every continent, he and his band Mofro have sewn a continuous thread of laying-it-on-the-line shows that move folks to dance and at times to tears. Show starts 8 p.m.
Contact: 305-985-0433
December 08 - 10, 2017, in Key West
Inaugural Southernmost Spirits Festival
Enjoy what organizers expect to be the cocktail, culinary and cultural extravaganza celebrated annually each fall in Key West Florida. Appealing to  industry insiders, consumer cocktail and culinary lovers alike, the event is to encompass product innovation, education, and of course, a good time filled with entertainment camaraderie and just good fun.  Tastings, celebrity bartender competitions and more. Visit website for details.
December 09, in Key West
Key West Triathlon and Expo
The Key West Triathlon and Expo expects to host a maximum of 1,000 participants and some of the sport's best known triathletes; TRIKW allows you to bask in the warm weather and the waters of the Atlantic Ocean while the rest of the country is experiencing winter. Olympic and Sprint distances.
Email: lizlovekw@gmail.com
December 09, in Key West
Studios of Key West presents: Erin McKeown
Internationally known musician, writer, and producer, McKeown returns to The Studios to present selections from According to Us (written in part during her 2016 residency) as well as selections from her musical Miss You Like Hell. Performance at 8 p.m., 533 Eaton Street.
Contact: 305-296-0458
Email: kalo@clarke.org
December 09, in Key West
Studios of Key West's Holiday Artisan Market
Make holiday shopping fun! Enjoy cookies and coffee as you stroll through a friendly, festive indoor market. Over 20 artisans present unique and locally produced gifts: jewelry, textiles, home accessories and quality crafts. From 9 a.m. to 2 p.m., 533 Eaton Street.
Contact: 305-296-0458
December 10, in Key West
Christmas on the Sheriff's Animal Farm
From 1-3 p.m., kids and adults can visit the furry, fluffy and feathered residents of the Animal Farm and petting zoo and get a photo taken with Santa. The Monroe County Sheriff's Office Animal Farm is situated at the county's detention center just outside Key West at 5501 College Road. This event is free and open to the public. The Sheriff's Animal Farm is open the second and fourth Sundays of the month.
Contact: 305-293-7300
December 14 - Jan 06, 2018, in Key West
Waterfront Playhouse presents: Inspecting Carol
Grab a large helping of holiday cheer with this hilarious, madcap comedy! It's a cross between A Christmas Carol and Noises Off. Behind the scenes of a struggling theatre's annual slapdash production of A Christmas Carol, rehearsals are at a standstill. Tim is no longer Tiny, Scrooge wants to do the play in Spanish (Feliz Navidad), and their funding is on hold pending an inspection. This laugh out loud spoof makes for a night at the theatre that is anything but show business as usual. "Inspecting Carol" is a delightful mix of "A Christmas Carol," "Noises Off," "Waiting for Guffman."
Contact: 305-294-5015
December 14, in Key West
South Florida Symphony presents a Soiree at Hemingway House
Join the Symphony to commemorate its 20th season at the historical and beautiful Hemingway House. Immerse yourself in the writings of Hemingway as the Symphony brings to life four of his beloved stories in the four movements of the Tales of Hemingway concerto. From 6-8 p.m., at 907 Whitehead Street. Meet Grammy Award winners cellist Zuill Bailey and composer Michael Daugherty and the lead dancers of the Siudy Flamenco Dance Theater. Tickets $100 pp. Purchase tickets online.
December 14 - 16, 2017, in Key West
Sugar Rum Cherry: A Burlesque Nutcracker
Put on your stockings and pull out your sugarplums for Key West Burlesque's "Sugar Rum Cherry: A Burlesque Nutcracker." This naughty holiday 2-act reverie features your favorite local performers, international burlesque superstars, and amazing aerial acrobats as they visit the land of libations. Doors open at 7:30 p.m., show starts at 8:00 p.m. Performance at Key West Theatre, 512 Eaton Street.
Contact: Christa Hunt 305.619.2862
December 15, in Key West
Holiday Historic Inn Tours
Enjoy an enchanted evening to include trolley transportation between several participating inns, each decorated for the holidays. Treats and libations are offered at each inn. Event-goers also can provide their own transportation or bicycle to the inns. Contact the Lodging Association of the Florida Keys and Key West to purchase tickets, priced at $30 per person.
Contact: 305-296-4959
December 15, in Key West
RESCHEDULED: Schooner Wharf Bar Annual Lighted Boat Parade
Lighted and decorated vessels from rowboats to tall ships proceed around Key West's Historic Seaport and harbor areas. Festivities are to begin at 6 p.m. with the children of Gerald Adams Elementary Steel Your Heart Band! Parade is scheduled to begin at 8 p.m. Holiday revelers can watch and applaud from bars, restaurants and resorts in and around the Historic Seaport as vessels of all shapes and sizes dazzle the crowd.
Contact: 305-292-3302
December 16, in Key West
South Florida Symphony presents: Mozart Meets Hemingway & Siudy Flamenco Concert
Zuill Bailey, cellist extraordinaire, returns to commemorate the 20th Anniversary of the South Florida Symphony Orchestra led by Founder|Music Director Sebrina Maria Alfonso. Bailey's rare combination of celebrated artistry, technical wizardry, and engaging personality has secured his place as one of the most sought after and active cellists today. Bailey performs the wondrous Tales of Hemingway concerto for cello and orchestra for which he won the Best Classical Instrument Solo Grammy Award in 2017. Pre-concert chat 7 p.m., performance at 7:30 p.m., Key West High School Auditorium, 2100 Flagler Avenue. Tickets available online.
Contact: 305-295-7676
December 16, in Key West
Florida Keys Eco-Discover Center's Discovery Saturday: Dolphins in the Florida Keys
Discovery Saturday from 10-11 a.m. features guests from the Dolphin Research Center teaching children about the friendly and fascinating ocean mammal often seen in the waters of the Florida Keys. Space is limited. The Florida Keys Eco-Discover Center, operated by Florida Keys National Marine Sanctuary, hosts Discovery Saturday for children in kindergarten through fifth grade on the third Saturday of each month. Located in NOAA's Dr. Nancy Foster Florida Keys Environmental Complex on the Truman Annex waterfront in Key West, the Eco-Discovery Center features more than 6,000 square feet of interactive exhibits, which interpret the resources and management efforts of Florida Keys National Marine Sanctuary, two national parks, and four national wildlife refuges.
Contact: Register at 305-809-4750
Email: FKEDC@noaa.gov
December 17, in Key West
Monthly Artisan Market, A Holiday “Shop Local” Edition
Browse the vibrant open-air bazaar filled with Keys artists, authors, chef-made cuisine, craftspeople and performers. Admission is free and the market is open to the public from 10 a.m. to 2 p.m. every third Sunday of each month. Bring your own bags.
December 17, in Key West
Keys Love Festival
Featuring a wide variety of talented local favorites on the City of Key West Amphitheater stage, at the Truman Waterfront from 12 noon-6pm, an all-star lineup of local musical icons includes Howard Livingston, Caffeine Carl & the Buzz, Clayton Lopez, Coffee Butler and many other well-known musicians takes the stage to make this a special day and an authentic Florida Keys event. Laid back, relaxed and in true island style, you're asked to bring your lawn chairs and blankets for seating on the lawn. Soak up the sun for the afternoon, with final performances taking the stage under our glorious Key West sunset. Admission is free with donations of any amount greatly appreciated upon entrance, being made to support the children, families and individuals of the Florida Keys through KeysStrong.org. The funds raised will provide much needed aide and support to individuals throughout Monroe County who have been affected by Hurricane Irma.The concert will be broadcast live on Facebook Live at KeysStrong.org's official Facebook page.
Contact: Elmira Leto 305-434-6564
December 21 - 31, 2017, in Key West
Fringe Theater presents: An Evening with Lillian Baxter- ALL NEW!
Back by popular demand! John Vessels and Jay Schwandt bring Lillian Baxter back to Key West in this all-new "one woman" show. Lillian Baxter is sweet, funny, and capable of knocking your socks off when she belts out a song! Cabaret comedy with beautiful renditions of the American songbook. Enjoy an upbeat show about life just left of the spotlight. Limited Seating. Shows 12/21-24, 12/26-31 at Little Room Jazz Club. 821 Duval Street. House opens at 6 p.m. Show at 7 p.m.
Contact: 305-731-0581
December 21, in Key West
Second Annual Holiday Concert & Bazaar at Custom House Museum
Key West Art & Historical Society is to host this second annual event, from 5-9 p.m. at the historic Custom House Museum, to feature Key West's finest artisans, musicians and choirs, along with a spectacular holiday light show. Highlights of the evening gathering are to include performances by musicians and choirs, local artisans showcasing their wares, a light show and "selfies" with Santa. Open and free to the public.
Contact: 305-295-6616
December 27 - 28, 2017, in Key West
58th Annual Key West House & Garden Tours
Presented by the Old Island Restoration Foundation, the annual self-guided tours from 3-7 p.m. each day showcase festively dressed Key West homes and gardens. Tickets are $30 in advance, $35 day-of-tour. Proceeds benefit the foundation's museum and programs.
Contact: 305-294-9501
December 31, in Key West
New Year's Eve: Conch Shell Drop at Sloppy Joe's
The arrival of 2018 is to be heralded on the island's Duval Street with the "drop" of a gigantic manmade conch shell, the symbol of the Florida Keys, to the flat roof of Sloppy Joe's Bar, 201 Duval. Thousands of spectators gather on Duval for the annual gala, emceed by a rooftop host starting at 10 p.m. and featuring dancing in the street and a countdown to midnight recorded on a huge clock.
December 31, in Key West
Key West Dachshund Walk
Frost-free Key West becomes a "wiener wonderland" when about 200 dachshunds and their owners take a noontime New Year's Eve stroll through the island's picturesque downtown. Spectators can watch the fun and meet the canine participants on Fleming Street between Whitehead and Duval streets.
December 31, in Key West
New Year's Eve Shoe Drop Celebration
The Southernmost City celebrates with a descending 6-foot red high heel shoe carrying drag queen Sushi at the Bourbon Street Pub/New Orleans House complex, 724 Duval St. Seconds before midnight, the high heel bearing a lavishly gowned and coiffed Sushi is to be lowered from the second-story balcony of the complex toward the cheering crowds below. As midnight strikes and the New Year officially begins, she will land and gleefully pop the cork on a ceremonial bottle of champagne.
Email: schroedkw@aol.com
December 31, in Key West
New Year's Eve Dockside Bash on Schooner America 2.0
Enjoy a front-row seat for the famous "Lowering of the Wench" at Schooner Wharf Bar! This special adults-only event features complimentary beer, wine, champagne, well drinks, soda, and water and delicious hot and cold hors d' oeuvres! From 9:30 PM- 12:30 AM; tickets for purchase are limited so reserve early.
Contact: 646-772-4880
Email: heather@classicharborline.com
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