Calendar of Events

December 2020: Key West Events

Image for 18th Annual Sombrero Beach Run Image for 18th Annual Sombrero Beach Run Image for 18th Annual Sombrero Beach Run Image for 18th Annual Sombrero Beach Run
Image for 18th Annual Nick Sheahan Dolphin Rodeo Image for 18th Annual Nick Sheahan Dolphin Rodeo Image for 18th Annual Nick Sheahan Dolphin Rodeo Image for 18th Annual Nick Sheahan Dolphin Rodeo
Image for NAS Key West Southernmost Air Spectacular Image for NAS Key West Southernmost Air Spectacular Image for NAS Key West Southernmost Air Spectacular Image for NAS Key West Southernmost Air Spectacular
Image for Randy Roberts Live!
  • Dec 1, 2020 - Dec 30, 2020 Key West
  • Randy Roberts Live!
  • Website
  • The Randy Roberts Show is an all live, multi-media tribute to some of the world’s most loved performers. Randy’s uncanny impersonations of Cher and Bette Midler have kept him in the spotlight for the past twenty years. Performances at LaTeDa Cabaret and Piano Bar, 1125 Duval St. LaTeDa practices social distancing. Face coverings must be worn to enter property and while standing or walking, face coverings can only be removed while seated for eating or drinking. Showtimes, dates and tickets available online.
Image for Holiday Lights & Sights Tours with Old Town Trolley Tours
Image for Conch Tour Train Holiday Light Tours
  • Dec 4, 2020 - Dec 23, 2020 Key West
  • Conch Tour Train Holiday Light Tours
  • Website
  • During its annual holiday lights tours of the southernmost island in the continental United States, the Conch Train travels past decorated historic homes, buildings and neighborhoods. Tours are offered at 6:30 p.m. and 7:15 p.m. with departures from Key West High School, 2100 Flagler Ave. Capacity is limited. COVID-19 safety protocols in place.
Image for Christopher Peterson's EYECONS
  • Dec 5, 2020 - Dec 31, 2020 Key West
  • Christopher Peterson's EYECONS
  • Website
  • Christopher Peterson is a master of impersonations, both visually and vocally, and his comic timing is impeccable. The show is All Live, no lip-sync, and audiences will be thrilled with his characterizations 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 and now even Lady GaGa. LaTeDa Cabaret and Piano Bar, 1125 Duval St., practices social distancing. Face coverings must be worn to enter property and while standing or walking, face coverings can only be removed while seated for eating or drinking. Showtimes, dates and tickets available online.
Image for Holiday Artisan Market with The Studios of Key West
  • Dec 8, 2020 - Dec 24, 2020 Key West
  • Holiday Artisan Market with The Studios of Key West
  • Website
  • Kick off the holiday season with The Studios of Key West by supporting community artists and small businesses. This season, TSKW is temporarily transitioning to an online platform, helping you find the perfect gifts. Their online shop will be available to browse through Christmas Eve. It will still be a one-stop-shopping experience with links to 25 unique local artisans who create jewelry, textiles, home accessories and more.
Image for 'Art. Wherever You Are.' Winter Members’ Exhibition
  • Dec 8, 2020 - Dec 31, 2020 Key West
  • 'Art. Wherever You Are.' Winter Members’ Exhibition
  • Website
  • If being mostly housebound over the last year has taught us anything, it’s been new ways of connecting. We’ve explored the world virtually, scheduled screen chats with loved ones, and opened our eyes to old injustices and hidden treasures that were around us all along. Our ties to our neighbors – both across the street and across the globe – have never felt more real, and the physical places where we find ourselves seem to matter more than ever, and not at all. For our winter members’ exhibition, we invite artwork about wherever you are – whether it’s the view from your window, or from your mind’s eye.?
Image for Key West Artisan Market Holiday Mart
  • Dec 12, 2020 Key West
  • Key West Artisan Market Holiday Mart
  • Website
  • Enjoy the Holiday Mart: Shop Local Edition at the unique Sunset Green Event Lawn, 12,000 square feet of lush, open air tropical landscaping located at the Gates Hotel and 24 North Hotel. Twenty five artists and makers are to showcase stunning handcrafted items perfect for holiday gift giving. The Artisan Market will temporarily move from its Higgs Beach location to facilitate this show. The hotel will offer coffee, full bar and snacks for purchase to nourish guests while they shop this curated market. Stringent safety measures and precautions will be in place to guard attendees and the vendors who serve them. Masks will be required, booths spaced out, social distance signage posted and the number of guests per stall limited. Hand sanitizing stations will be at the entrances.  The Market offers free entry and ample free parking. Guests are encouraged to ride bikes, BYOB (bring your own bags) and WYM (wear your mask).  
Image for Cocktails and Carols, Key Choral Arts' Virtual Concert
  • Dec 13, 2020 - Dec 27, 2020 Key West
  • Cocktails and Carols, Key Choral Arts' Virtual Concert
  • Website
  • Singing for in-person audiences this holiday season is not possible. Instead, Keys Choral Arts has prepared a virtual concert, their only fundraiser of the year, to premier on December 13, at 4PM. The hour-long concert is to include several musical pieces performed by 40 regular KCA performers in virtual choir fashion.  Enjoy solos, duets and small groups of singers from the KCA performers. Performances online for 14 days. Tickets $20/viewer.
Image for Key West Holiday Movie Challenge
  • Dec 19, 2020 Key West
  • Key West Holiday Movie Challenge
  • Website
  • What would Love Actually sound like with a Conch accent? What if It’s a Wonderful Life’s George Bailey grew up in Key West instead of Bedford Falls? Participants have one long weekend to reimagine their favorite Christmas movies with a Key West twist. The challenge is open to filmmakers of all levels—even first timers. People’s Choice awards will be given in two categories: short film and mini challenge.
Image for 61st Annual Key West Home Tours
  • Dec 29, 2020 - Dec 30, 2020 Key West
  • 61st Annual Key West Home Tours
  • 305-294-9501 E-mail Website
  • Presented by the Old Island Restoration Foundation, the annual tours from 1-5 p.m. each day showcase festively dressed Key West homes and gardens. You will be enchanted by exquisite restorations, creative renovations and delightful interiors featuring art collections, antiques, and much more. All proceeds from the tours stay in the Key West local community fulfilling OIRF’s mission of “Celebrating and sustaining Key West’s unique architecture, culture and history.”  The number of visitors allowed inside each home will be limited, masks will be required and hand sanitizers will be provided. Reservations for tour time slots are required and tickets must be purchased in advance.
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