Events in Key West
Event calendar provided with the courtesy of the Monroe County Tourist Development Council.
Florida residents can enjoy half-price tickets to Ripley's Believe It or Not! Key West Odditorium. Residents will need to show a local photo ID in order to receive the discount. All adults in the party will need to have proof of residency in order to receive the discount. the Odditorium is located at 108 Duval St.
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.
A master of impersonations, both visually and vocally, with impeccable comic timing. The show is all LIVE, no lip-sync. Thrill to his parodies of Marilyn Monroe, Carol Channing, Madonna, Joan Rivers, Reba McEntire, Bette Midler, Tina Turner, Julie Andrews, Barbra Streisand, Liza Minnelli, Judy Garland, Eartha Kitt, Cher, Bette Davis, Lucille Ball, even Lady GaGa. Show dates are online. Show times 9 p.m., at La te da 1125 Duval St.
Sponsored by the Key West Business Guild, these merry LGBT holiday weekends, sponsored by the Key West Business Guild, are full of festive activities as well as special retail opportunities on the island. Events include a Conch Train holiday lights tour and caroling. Holiday revelers also can celebrate with "Sandy Claws" at happy hours. Dates are Dec. 2-3, 9-10 & 16-17, 2016.
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.
Kwanzaa is a holiday based on the African tradition of celebrating the first fruits of the harvest. It was created by Maulana Karengo in 1966 to celebrate the bond between the ancient roots of African people and their descendants in the U.S. and all over the world. This is a free event open to the public. To be held 6 p.m., Fellowship Hall, Cornish Memorial A.M.E. Zion Church, 702 Whitehead St.
Contact: Rev. Rochelle M. Pearson-Major 305-517-6611
These good ol' boys from Spartanburg, South Carolina remain as a powerful force in the world of music, with its definitive blend of rock, rhythm & blues, jazz, country, and gospel. Show time 8 p.m.
The island city shows its holiday spirit with this annual hometown parade. Featuring marching groups and motorized and non-motorized floats, the festive procession traditionally draws entries from churches, civic organizations, businesses and neighborhood and school groups. Route includes Truman Avenue and White Street, proceeds down Truman to Duval, where it takes a right and continues on to Eaton Street.
Enjoy garden tours, as well as learn about the Florida Keys environment and how it affects gardening in a wide range of topics for discussion and education. Visit website for schedule of monthly lectures, typically scheduled to begin at 1:30 p.m., 5210 College Road.
The party will help to support the Key West Wildlife Center through silent auctions and sponsorship as it unites locals and HE Travel clients from around the world. The HE Travel event is from 6-9 p.m at the Blue Macaw; 400 Petronia Street. Tickets are available at the door or by emailing. General admission is $35 and VIP tickets are $45. Included are hors d'oeuvres, beer, wine, cocktails, silent auction and a live band.
Along with 'New Song', a host of hits include 'Things Can Only Get Better', 'What is Love?', 'Pearl In The Shell', 'Like to Get To know You Well', 'Hide And Seek' (performed at Live Aid), 'Look Mama' and 'No One Is To Blame', which reached No.1 in the US. Highlights of his current high tech band features Jonathan Atkinson on electric drums and Robbie Bronnimann on sequencing and additional keyboards.
The Paws Often Steal Hearts, or POSH, party is to be held at the Audubon House & Tropical Gardens, 205 Whitehead St., to benefit the Florida Keys Society for the Prevention of Cruelty to Animals. Attendees are encouraged to wear island-style formal attire and "fascinator" hats. General admission tickets are $40 pre-purchased and $45 at the door, per person.
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 at 5:30 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
Hosted by All Animal Clinic of Key West. Santa is to pose for photos with pets from 6-8 p.m. at the nautical Christmas tree at the foot of William Street on the Harbor Walk of Lights. Sales of photos, priced from $20, are to benefit the Boys & Girls Clubs of the Keys Area Inc.
Enjoy an enchanted evening of five decorated inns and a sampling of holiday treats and cheer at each property. From 6-8 p.m., tours are self guided. Free trolley transportation is provided between inns but participants are welcome to bike or use their own transportation. Call the Lodging Association for tickets.
Inspired by the unique and colorful environment of the Florida Keys, Clara and her young Prince encounter enchanted landscapes complete with snowy egrets on shimmering salt ponds, a wicked Rooster-King, an exquisite Sea-Star Fairy, and "underwater" sequences of almost unimaginable beauty. Local children, adults and community leaders are cast alongside a nationally-cast corps de ballet in this spectacularly crafted semi-annual production of a beloved classic. Shows held Dec. 10-11 & Dec. 14-18 at the Tennessee Williams Theatre. Purchase tickets online.
Contact: Box office 305-295-7676
Lighted and decorated vessels from rowboats to tall ships proceed around Key West's Historic Seaport and harbor areas. 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.
The third annual pet parade at Higgs Beach Dog Park supports the Florida Keys SPCA's animal care fund. To participate, pets' humans gather funding pledges from family and friends. Top earners win bragging rights for titles of the 2016 Parade of Paws king, queen, prince, princess, duke or duchess for their treasured companions. Four-legged creatures and owners can take photos with Santa, enjoy entertainment, food and crafts, and mingle with animal and human friends from 10 a.m. to 2 p.m.
Bring your dogs, wear a t-shirt with a picture of your kitty with pride, or walk with a paddle displaying your pet's photo! Holiday Bazaar inside the dog park features entertainment, food vendors, photos with Santa, gifts for that special person on your list and more! A unique opportunity to support the lifesaving mission caring for the Keys' community's homeless animals, the event supports the Florida Keys SPCA. Check in is 9 a.m. Event is from 10 a.m. to 2 p.m., Higgs Beach, at the Higgs Dog Park. Bring four-legged friends.
Devon Allman has toiled long and hard to establish his own musical identity, separate from his legendary dad, Gregg Allman. Royal Southern Brotherhood was formed during JazzFest in New Orleans. This unique quintet combines the vocal and musical talents of Devon, Mike Zito, and the legendary Cyril Neville with the veteran rhythm section of Charlie Wooton and Yonrico Scott. Their mixed sounds of funk, blues, rock and jazz proved to be a force to be reckoned with. Show starts 8 p.m.
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.
In 1904, in The Lapin Agile — a bar in Paris — a 10-person cast of wonderful characters hold an imagined meeting of the young Alfred Einstein and Pablo Picasso, mixing the sublime and the ridiculous.
It's opening night for a new Broadway play called, The Golden Egg, and all of New York show biz has gathered for the opening night party to anxiously await the reviews. It's a celebration of theatre at its best...and theatre people behaving their not-so-best. All performances at 8 p.m., no shows 12/24 or 12/31.
Enjoy an enchanted evening of decorated inns and a sampling of holiday treats and cheer at each property. From 6-8 p.m., tours are self guided. Participants are welcome to bike or use their own transportation. Call the Lodging Association for tickets.
Female impersonator extraordinaire brings a one man, all live tribute to some famous and infamous women of stage and screen. A Key West tradition for 18 years. Join Randy for an evening with "Bette Midler", "Cher", and Randy's signature lounge act. Hilarious comedy, gorgeous costumes, and voice that never fails to thrill! Open your eyes and mind and let yourself go with Randy Roberts LIVE! The NY Times calls him "Delicious ,..at the top of his game, ...truly talented", and you'll call yourself lucky to catch Randy Roberts LIVE! Visit website for show dates.
Feeling the tropical island holiday blues? We've got just the antidote! It's 1970 and Lillian Baxter is staging her comeback with a Christmas show. Oy Vey! Tinsel flies in this very entertaining "one woman" show. Written by and starring John Vessels as Lillian Baxter with Jay Schwandt on piano. "This is an extreme dose of whatever it is your holiday spirit is missing!" Performances at 7 p.m., at Little Room Jazz Club at 821 Duval Street.
The event, from 5-9 p.m., will feature Key West's finest artisans, musicians and choirs, along with a spectacular holiday light show. Browse hundreds of unique gift options while enjoying the music, food and libations on and around the island's architectural crown jewel, with eggnog to lift the frazzled 'final shopping days' spirits and Santa on hand for last minute requests and 'selfie' photos. Open and free to the public.
Presented by the Old Island Restoration Foundation, the annual self-guided tours showcase festively dressed Key West homes and gardens. December tours are from 4-7 p.m., both evenings. Transportation between homes is NOT included. Tickets are $30. Proceeds benefit the Old Island Restoration Foundation's museums, collection and education, grant and scholarship programs.
The arrival of 2017 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.
For piratical partiers, a New Year's Eve salute to Key West's rowdy seafaring roots is scheduled at the island's Historic Seaport. At midnight, a winsome pirate wench is to descend from the top of the mast of the tall ship America 2.0 as cannon blasts welcome 2017. Scallywags in attendance can expect live music all day, dancing and festivities at the Schooner Wharf Bar, 202 William St.
At the Ocean Key Resort & Spa, 0 Duval St. on Key West Harbor, plans call for a huge replica of a Key lime wedge to splash down into a larger-than-life margarita glass as crowds welcome 2017 on the property's Sunset Pier. The free event features live entertainment by local favorites the E'Claires and Happy Dog, followed by the Robert Albury Band.
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.
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.