The Florida Keys & Key West

Calendar of Events

January 2017: Key West Events

  • Jan. 3, 2017 - Jan. 31, 2017 Location: Key West
  • Randy Roberts Live!
  • Website
  • Female impersonator extraordinaire Randy Roberts 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! Show dates online.
  • Jan. 5, 2017 - Jan. 30, 2017 Location: Key West
  • Christopher Peterson's EYECONS
  • 305-296-6706 Website
  • 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.
  • Jan. 6, 2017 Location: Key West Category: Arts & Culture
  • The Reverend Peyton's Big Damn Band
  • Website
  • The Reverend Peyton's Big Damn Band promises to be a sandal-stomping, scorcher of a debut for these innovators of Americana. A lifelong student of American roots and blues music styles, and a self-proclaimed disciple of country-blues pioneers like Charley Patton and Mississippi Fred McDowell, The Reverend (Josh) Peyton has always been committed to authenticity. The charismatic multi-instrumentalist has innovated a way to plug in and play most anything you can lay hands on. At any time during a show he may produce an instrument built from a cigar box, or an axe handle, or a can of ham. Show time 8 p.m. at Key West Theater, 512 Eaton St.
  • Jan. 8, 2017 Location: Key West
  • Visit the Family-Friendly Sheriff's Animal Farm
  • Farmer Jeanne Selander 305-293-7300 Website
  • Looking for a fun place to take the kids? The Sheriff's Animal Farm is open 1 - 3 p.m. Bring the family and come visit the many animals at the farm. It is free of charge, but donations are welcomed because that is how the farm is sustained. The farm is located just off of College Road, on Stock Island, at the Sheriff's Office Headquarters complex. Open house is held the second and fourth Sundays of the month.
  • Jan. 12, 2017 - Jan. 22, 2017 Location: Key West Category: Arts & Culture
  • Fringe Theater presents: Agnes of God
  • 305-731-0581 Website
  • A novice nun. A dead newborn child. A court-appointed psychiatrist and a mother superior battle for the life of the novice nun, Agnes. Is she gifted in the mysteries of faith or guilty of cold-blooded murder? A psychological war ensues. Performance dates January 12-15 and 19-22, show starts 7 p.m. at The Studios of Key West at 533 Eaton Street.
  • Jan. 12, 2017 - Jan. 15, 2017 Location: Key West Category: Arts & Culture
  • 35th Annual Key West Literary Seminar
  • 888-293-9291 Website
  • The 2017 topic is "Revealing Power: The Literature of Politics." Literary aficionados from around the world are to gather for readings, discussions and lectures led by some of contemporary literature's most acclaimed writers. Presenters include celebrated biographer Robert Caro, Pulitzer Prize winner Annette Gordon-Reid and noted journalists/authors Gail Collins and Joe Klein. A first-come, first-seated Sunday afternoon session is free and open to the public.
  • Jan. 13, 2017 - Jan. 14, 2017 Location: Key West
  • 57th Annual Key West House & Garden Tours
  • 305-294-9501 Email Website
  • Tour a series of elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and the interior design that complements each. March tours are offered 10 a.m. to 4 p.m. each day. Transportation between homes is optional, via Conch Train. Tickets are $30. Proceeds help benefit the Old Island Restoration Foundation.
  • Jan. 15, 2017 Location: Key West
  • Key West Half Marathon & 5k Run
  • Barbara Wright 305-240-0727 Email Website
  • 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. Now in its 19th year, 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 in Runner's World, February, 2014; the same magazine included in its list of Best Destination Half Marathons; in April, 2015; Bucket List Best Half Marathons, and most recently in December, 2015 was ranked among 13 must-do U.S. half-marathons by Competitor.com.
  • Jan. 15, 2017 - Jan. 20, 2017 Location: Key West
  • 30th Annual Quantum Key West Race Week 2017
  • Email Website
  • The annual race week challenge features world-class competition and yachting teams from more than 12 countries and 24 American states. More than 100 racing yachts typically compete for class championships in this international regatta. To view the action, fans can book seats on spectator boats ranging from excursion catamarans to historic tall ships or from land at Key West's Atlantic-front restaurants, resorts and beaches.
  • Jan. 16, 2017 Location: Key West Category: Arts & Culture
  • Friends of Key West Library Speaker Series: Calvin Trillin
  • Website
  • Enjoy distinguished journalist and author Calvin Trillin, whose articles are diverse, both serious and whimsical. They include politics, the cultural importance of Texas barbecue, itinerant chefs with unwanted followings, the effect of New York City water on buffalo mozzarella, and the tic-tac-toe playing chickens of Greenwich Village. Lectures are at the Key West Theater, 512 Eaton St. and admission is free. The talks begin promptly at 6:00 p.m., but seating begins at 5:30 on a first come first serve basis.
  • Jan. 21, 2017 Location: Key West Category: Arts & Culture
  • Key West Theater presents: Phil Vassar w. Shastina Chiles
  • 305-985-0433 Email Website
  • Billboard Country Songwriter Of The Year Phil Vassar continues to churn out incisive, soulful lyrics with infectious melodies. Best known for the chart toppers "In A Real Love" and "Just Another Day In Paradise," Phil Vassar also hit the top ten with "Carlene," "Last Day Of My Life," "American Child," "Six-Pack Summer," "That's When I Love You" and "Love Is A Beautiful Thing." Key West resident Shastina Chiles plays her own solo, as well as duo gigs all over the Florida Keys.
  • Jan. 22, 2017 - Feb. 3, 2017 Location: Key West Category: Arts & Culture
  • Conch Republic Cup, Key West Cuba Race Week
  • 305-731-6219 Email Website
  • The CRC is a historic race that started in 1997 with direct race to Varadero then expanded to Havana in 1999. The triangle race as it has been coined is a traditional race to Cuba that allows the racer to complete a triangle between KW and two Cuba cities - Varadero and Havana. The CRC is a non-profit organization with the mission to introduce as many of the US sailing community to Cuba as possible as well as revitalize racing in Cuba.
  • Jan. 24, 2017 - Jan. 28, 2017 Location: Key West Category: Arts & Culture
  • Key-West-to-Cuba Theatrical Exchange
  • (305) 985-0433 Website
  • Key West Theater will present a full production of the Cuban play "Eclipse" by renowned Cuban playwright Jazz Vilá in English with Cuban actors, the first theatrical exchange to take place between America and Cuba in more than 50 years. "Eclipse" is a modern retelling of the classic play "Miss Julie" by August Strindberg, which uses the tool of reality television to contemporize the classic work.
  • Jan. 24, 2017 - Feb. 11, 2017 Location: Key West Category: Arts & Culture
  • Waterfront Playhouse presents: The Trip to Bountiful
  • 305-294-5015 Website
  • American masterpiece about the universal pull that we all feel for "home." Carrie Watts is an elderly widow, trapped in the tiny Houston apartment of her overprotective son and domineering daughter-in-law, who wants to return to her hometown of Bountiful - one last time before she dies. With pension check in hand, she breaks free. Her journey is filled with humor and tenderness that's both touching and life-affirming.
  • Jan. 25, 2017 - Jan. 29, 2017 Location: Key West Category: Arts & Culture
  • Key West Food & Wine Festival
  • 800-474-4319 Email Website
  • 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.
  • Jan. 26, 2017 Location: Key West
  • Key West Art & Historical Society Distinguished Speaker Series: Running with the Bulls
  • 305-295-6616, x115 Website
  • In 1926, Ernest Hemingway's novel "The Sun Also Rises" portrayed a dangerous, 875-meter run with bulls in Pamplona, which would subsequently become one of the most famous events in the world because of it. From 6:00 pm - 7:00 pm, John Hemingway, grandson of the legendary author and Key West Art & Historical Society's Distinguished Speaker guest, will appear at the San Carlos Institute to present his own unique experience with the run and the Pamplona Posse affiliated with it. Cost is $25 for members, $35 for nonmembers.
  • Jan. 27, 2017 - Jan. 29, 2017 Location: Key West
  • Fish for Jose!
  • Website
  • Enjoy music, dinners, guest speakers, live auctions and more during this inaugural celebration of Jose Wejebe and his mission of giving back to the Florida Keys fishing community! This three-day event encourages the local community to take time to do something new and/or share a fishing experience with a friend—something that will help continue to spread Jose Wejebe's mission of giving back. Additionally, both the Foundation and the event help carry on Jose's legacy of making fishing dreams come true through organizations like Make-A-Wish Foundation and the Veterans Recreation Department of the Miami VA Hospital.
  • Jan. 29, 2017 Location: Key West
  • 23rd Annual Key West Master Chefs Classic
  • 305-294-9526, ext 25 Website
  • Local restaurants vie for top honors in appetizer, entrée and dessert categories. Attendees sample the culinary treats while judges pick the winners. The show is held from 4-7 p.m. at the Westin Key West Resort & Marina pier. Event proceeds benefit the nonprofit Monroe Association for ReMARCable Citizens.
  • Jan. 29, 2017 Location: Key West
  • 26th Annual Al Mueller Golf Tournament
  • Register (305) 294-5232 Email
  • Join the Big Pine & Lower Keys Rotary for the 26th Annual Take Stock in Children (Al Mueller Memorial Classic) golf tournament at the Key West Golf Course. The format is a 4-person team best ball scramble. Registration starts at 6:30 a.m. Play starts at 7:30 a.m. Cost is $100 per player. This includes 2 mulligans, 2 red tees and an awards luncheon at the end of the tournament. There will be hole prizes, raffle prizes and 50/50.