Calendar of Events

Current Florida Keys Events

Image for Waterfront Winter Wonderland Image for Waterfront Winter Wonderland Image for Waterfront Winter Wonderland Image for Waterfront Winter Wonderland
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 Key West Holiday Fest 2024 Image for Key West Holiday Fest 2024 Image for Key West Holiday Fest 2024 Image for Key West Holiday Fest 2024
Image for Big Pine & Lower Keys Nautical Expo Image for Big Pine & Lower Keys Nautical Expo Image for Big Pine & Lower Keys Nautical Expo Image for Big Pine & Lower Keys Nautical Expo
Image for Key West Half Marathon & Runfest Image for Key West Half Marathon & Runfest Image for Key West Half Marathon & Runfest Image for Key West Half Marathon & Runfest
Image for History of Diving Museum: Salvaging the Deep
Image for Waterfront Playhouse: Into the Woods
  • Nov 20, 2024 - Dec 14, 2024 Key West Arts & Culture
  • Waterfront Playhouse: Into the Woods
  • Website
  • Into the Woods is one of the late Stephen Sondheim's most well-known musicals. It explores the intertwining of well-known fairytales, but more importantly, the consequences of the actions in those stories. Showtimes nightly at 8 p.m. plus three 2 p.m. Saturday matinees on Nov. 30 and Dec. 7 and 14.
Image for Key West Holiday Fest
  • Nov 27, 2024 - Dec 31, 2024 Key West Arts & Culture
  • Key West Holiday Fest
  • Website
  • A merry range of celebrations during Key West's busy holiday season traditionally includes the Harbor Walk of Lights, Holiday Historic Inn Tours and a lighted boat parade with festively lit vessels and good cheer. Other events include the annual hometown holiday parade, festive island lights tours via the Conch Tour Train and Old Town Trolley, seasonal artisan markets and bazaars, and New Year’s Eve “drops” that spoof New York City’s annual Times Square “ball drop.”
Image for The Protect Center: Sea of Trees
  • Dec 1, 2024 - Jan 5, 2025 Islamorada Arts & Culture
  • The Protect Center: Sea of Trees
  • Website
  • Over 100 uniquely decorated and sponsored trees light your way nightly from 10 a.m. to 6 p.m. daily from Nov. 29 through Jan. 5. In addition to the beautiful lights and trees, you'll find photo opportunities and shopping. On these select nights - Nov. 29, 30; Dec. 1, 6, 7, 13, 14, 20, 21, 22 from 6 to 9 p.m. - enjoy Santa's Village with holiday-themed cocktails and snacks, workshops for kids and visits with Santa. Admission of $10 adults; $5 kids supports the Dolphin ICU at The Protect Center. MM 82 bayside.
Image for Nutcracker Key West
  • Dec 5, 2024 - Dec 15, 2024 Key West Arts & Culture
  • Nutcracker Key West
  • Website
  • Performed every other year, Nutcracker Key West is a sumptuous, artful theatrical experience wrapped as a perfect holiday gift for the Southernmost City, returning December 2024. The Key West production comes complete with chickens, roosters, sea fans, anemones, and yes, even a conch shell. Show dates Dec. 5-8 and 13-15. Showtimes vary. Tennessee Williams Theater, 5901 College Rd.
Image for Key West Art & Historical Society: Collecting Key West - The Works of Mario Sanchez
  • Dec 6, 2024 - May 18, 2025 Key West Arts & Culture
  • Key West Art & Historical Society: Collecting Key West - The Works of Mario Sanchez
  • Website
  • Mario Sanchez (1908-2005), a Key West native, is among this country’s finest and most-recognized folk artists. In hundreds of intricately painted wood carvings created in a lifelong labor of love, Sanchez has provided a better history of Key West in the first part of the 20th century than any annals or academic texts. His bas-relief carvings, or intaglios, are a visual feast filled with the music, smells and passion of Gato’s Village, the Cuban-American community of Key West where Sanchez spent much of his life. In the carvings, each person, chicken, dog and fish has its own singular expression, attitude and identity. The exhibit is on display at the Custom House Museum daily from 10 a.m. to 5 p.m. 281 Front St.
Image for Conch Tour Train's Holiday Sights & Festive Nights Tours
  • Dec 9, 2024 - Dec 23, 2024 Key West Arts & Culture
  • Conch Tour Train's Holiday Sights & Festive Nights Tours
  • Website
  • The lively holiday Conch Tour Train tours depart from Key West High School, 2100 Flagler Ave., at 6:30, 7, 7:30, 8 and 8:30 p.m. on evenings from Dec. 9 to 10 and 13 to 23. Included are holiday lights glasses as keepsake items. The one-hour tour takes riders past the island's most elaborately decorated houses, buildings and neighborhoods, with holiday caroling.
Image for Old Town Trolley: Holiday Nights Tours
  • Dec 9, 2024 - Dec 23, 2024 Key West Arts & Culture
  • Old Town Trolley: Holiday Nights Tours
  • Website
  • Take the trolley for a tour of the Key West residential neighborhoods known for going all-out with holiday home decorations. Make this your new holiday tradition with friends and family. Narrated tours depart from Mallory Square and last for one hour. Advance tickets are available to book online.
Image for Red Barn Theatre: The Foreigner
  • Dec 12, 2024 - Jan 11, 2025 Key West Arts & Culture
  • Red Barn Theatre: The Foreigner
  • Website
  • This very funny comedy is an American classic, winning the Best New American Play for 1985 by the Outer Critics Circle. Set at a rural Georgia fishing lodge, a pathologically shy man adopts a persona as a non-English speaking foreigner in an attempt to avoid conversation. Hilarity ensues as an outrageous group of characters reveal secrets and scandals. Shows at 7:30 p.m. 319 Duval St.
Image for Key West Art & Historical Society: Holiday Concert & Bazaar
  • Dec 13, 2024 Key West Arts & Culture
  • Key West Art & Historical Society: Holiday Concert & Bazaar
  • Website
  • Join the Key West Art & Historical Society for the 7th Annual Holiday Concert & Bazaar from 5 pm to 9 pm. The event is located on the sweeping historic porch and street in front of the Custom House Museum. The immensely popular celebration will feature some of the Key West’s finest artisans, musicians and choirs, food and libations, and a holiday light show designed by Key West High School’s Conch 5 Studios, which will be projected on the face of the Custom House. There will be plenty of food and festive libations at this event along with excellent holiday shopping. The event is free and open to the public. 281 Front St.
Image for Key West Outdoor Movies - Nightmare Before Christmas
  • Dec 13, 2024 Key West Arts & Culture
  • Key West Outdoor Movies - Nightmare Before Christmas
  • Website
  • Key West Outdoor Movies presents Tim Burton's The Nightmare Before Christmas, Friday, Dec. 13, at the parade grounds at Fort East Martello, 3501 S. Roosevelt Blvd. The grounds open at 5 p.m. Food and drink will be available for sale by vendors onsite, and there will be free popcorn and activities for all. Bring low chairs or a blanket. The movie starts at dusk.
Image for Stock Island Holiday Lighted Boat Parade
  • Dec 13, 2024 The Lower Keys Arts & Culture
  • Stock Island Holiday Lighted Boat Parade
  • Website
  • Enjoy live entertainment, holiday treats, photos with Santa and a great view of the annual lighted boat parade of Stock Island from the waterfront at The Perry Hotel & Marina. Enjoy festivities from 5:30 to 9 p.m., with the parade starting at 7 p.m. Activities and parade viewing at 7001 Shrimp Rd.
Image for Waterfront Winter Wonderland
  • Dec 13, 2024 - Dec 28, 2024 Key West Arts & Culture
  • Waterfront Winter Wonderland
  • Website
  • Make your Key West holiday experience even more magical at Waterfront Winter Wonderland at Truman Waterfront Park. Coffee Butler Amphitheater transforms into an amazing winter wonderland, with an ice-skating, rides, games, music, holiday lights, a vendor village with food and local artisans, and more from Dec. 134-23 and 26-28 (closed Christmas Eve and Christmas). 21 Quay Rd. General admission $10, free for children age 5 and under. Additional fees apply for ice skating and rides.
Image for Holiday Historic Inn Tours: Night #2
  • Dec 13, 2024 Key West Arts & Culture
  • Holiday Historic Inn Tours: Night #2
  • Website
  • In this second of two holiday historic inn tours, explore four beautifully decorated locations from 6 to 8 p.m. while enjoying sweet and savory holiday treats and libation samplings. Locations are: Key West Butterfly Conservatory, The Mansion on the Sea, Island City House and The Mermaid & the Alligator. The tours are self-guided. $40 tickets available online, but must be picked up in person after 5:30 p.m. at the first location - Key West Butterfly Conservatory, 1316 Duval Street.
Image for Lighted Bike Parade
  • Dec 13, 2024 Key Largo Arts & Culture
  • Lighted Bike Parade
  • Website
  • Decorate your bike with lights and other holiday decor and ride along for the 7th annual Lighted Bike Parade in Key Largo to benefit Mrs. Claus a Merry Cause, helping kids in the Upper Keys. The ride begins at Florida Mortgage Lab, 102901 Overseas Hwy. Registration 5:30 p.m.; ride begins at 6:30 p.m.
Image for Duck Key Holiday Boat Parade
  • Dec 13, 2024 Marathon Arts & Culture
  • Duck Key Holiday Boat Parade
  • Website
  • Gather at Angler & Ale at Hawk's Cay Resort to watch festively-decorated boats glide through the waters around Duck Key. Participating boats will gather for a post-parade, in-water raft up celebration. The parade is hosted by the Duck Key Fishing Club and Hawk's Cay Resort. Proceeds from the event are to benefit the U.S. Coast Guard Station Marathon.
Image for Beats on the Bay: Thomas Gabriel, A Tribute to Johnny Cash
  • Dec 13, 2024 Islamorada Arts & Culture
  • Beats on the Bay: Thomas Gabriel, A Tribute to Johnny Cash
  • Website
  • Come out for a night of music under the stars. Opening act Joanne Mackell is a veteran country/folk singer-songwriter with a voice that could stop a Mack truck and songs that make you remember the first time you fell in love. She's followed by Thomas Gabriel with his musical tribute to his grandfather, Johnny Cash. Beer, wine and food from food trucks available for sale. (No coolers allowed). Bring your own seating. Parking fee $10. Gates open 5:30 p.m.; show 6:30-9:30 p.m. MM 87 bayside.
Image for Key West Theater: The Magic of Christmas
  • Dec 13, 2024 Key West Arts & Culture
  • Key West Theater: The Magic of Christmas
  • Website
  • The Magic of Christmas is an adult- and kid-friendly magic show that combines different genres of magic into one fantastic show. Enjoy a complimentary cookie and candy bar along with pictures with Santa by photographer Rob O'Neal. Special appearance by our dancing grinch and some say it even may snow that night. Doors open at 5 p.m.; show at 6 p.m. 512 Eaton St.
Image for Key Largo Public Library: Make Pet Toys for Shelter Animals
Image for John Pennekamp Coral Reef State Park: Land Hermit Crab Discovery Table
Image for John Pennekamp Coral Reef State Park: Campfire Program - Mammals and Me!
  • Dec 14, 2024 Key Largo Environmental
  • John Pennekamp Coral Reef State Park: Campfire Program - Mammals and Me!
  • Website
  • Dive deeper into the similarities between you and our furry relatives, the mammals (including marine mammals!) at this Campfire Program. Find the ranger at 5:30 p.m. by the Campfire Circle located near the Snook pavilion. After, enjoy s'mores around the campfire! Long sleeved clothes and bug spray are recommended, as well as arriving to the park 10 minutes prior to the program time. 102601 Overseas Hwy.
Image for Florida Keys Community Concert Band: Pops in the Park Holiday Harmony
Image for 7 Mile SantaCon
  • Dec 14, 2024 Marathon Arts & Culture
  • 7 Mile SantaCon
  • Website
  • The inaugural 7 Mile SantaCon celebrates the holiday season in Florida Keys style with drinks, poker, the historic Old 7 Mile Bridge, Pigeon Key, and raising money for scholarships. This holiday-themed poker run - for those age 21 and over - costs $50 to enter. Your poker run card includes 4 stops that you can make by either car or boat from 12 p.m. to 4 p.m., with 1 free drink at each, plus entry to the Pigeon Key Holiday Spectacular on the island of Pigeon Key (go by the Pigeon Key Polar Express train, or walk or bike across the Old 7 Mile Bridge). Dress up in your Santa/holiday best to win prizes for best and worst dressed, to be awarded on the island. The restaurant/bar stops are: Keys Fisheries, Lighthouse Kitchen & Bar, Lazy Days South and Sunset Grille & Raw Bar. Register online or at Marathon Chamber of Commerce, 12222 Overseas Hwy.
Image for Grassy Flats Full Moon Party
  • Dec 14, 2024 Marathon Arts & Culture
  • Grassy Flats Full Moon Party
  • Website
  • Grassy Flats Resort & Beach Club hosts a full moon celebration from 6 to 11 p.m., 58182 Overseas Hwy. Advance passes $25, with day of entry $35. Enjoy live music, food by Bongos, drink specials, fire breathers, a rousing Junkanoo parade and more.
Image for Schooner Wharf Bar Lighted Boat Parade
Image for Boot Key Harbor Christmas Boat Parade
  • Dec 14, 2024 Marathon Arts & Culture
  • Boot Key Harbor Christmas Boat Parade
  • Ilene Clark E-mail Website
  • Everything from lighted and decorated dinghies to yachts are to cruise in the 28th annual Boot Key Harbor Christmas Boat Parade. The festive parade begins at dusk and meanders past popular Boot Key Harbor waterfront restaurants. Parade awards and a party are to take place after the parade at Dockside at Boot Key Harbor, 35 Sombrero Blvd. Call Ilene at 561-542-2727.
Image for Islamorada Half Marathon & 10K; Rumrunner  10K & 5K; and Beach N' Beer Mile
  • Dec 14, 2024 - Dec 15, 2024 Islamorada
  • Islamorada Half Marathon & 10K; Rumrunner 10K & 5K; and Beach N' Beer Mile
  • Website
  • Participants of all ages and skill levels participate in these popular annual subtropical footraces to be hosted at the newly renovated and rebranded Three Waters Resort (formerly Postcard Inn). Saturday's Rumrunner 5k and 10k races start at 8 a.m., followed by the Beach 'n Beer Mile "fun run" at noon. The Islamorada Half Marathon and 10k races start at 7 a.m. Sunday as the sun rises.
Image for 'A Positive Step' 5k Rudolph Red Nose Run
  • Dec 14, 2024 Key West Arts & Culture
  • 'A Positive Step' 5k Rudolph Red Nose Run
  • Website
  • Don your festive holiday jammies and join in the 16th 'A Positive Step' 5k Rudolph Red Nose Run, starting and ending at the Southernmost Beach Café, 1405 Duval Street. Race day check-in starts at 7 a.m. with start time at 8 a.m. Prizes are awarded for most festive and most unusual PJ's. After the race, enjoy refreshments and a fabulous silent auction to benefit A Positive Step of Monroe County, a non-profit serving at-risk kids and their families.
Image for Key Largo Boat Parade: Christmas in the Keys
  • Dec 14, 2024 Key Largo Arts & Culture
  • Key Largo Boat Parade: Christmas in the Keys
  • Website
  • The 39th annual Key Largo Boat Parade and Fireworks Show takes place on Blackwater Sound beginning at 7:30 p.m. This year's parade highlights Key Largo's fun-loving Christmas spirit. Watch from Rowell's Waterfront Park or businesses on Blackwater Sound including Caribbean Club, Sundowners and Jimmy Johnson's Bill Chill.
Image for Pigeon Key Holiday Spectacular
  • Dec 14, 2024 Key West Arts & Culture
  • Pigeon Key Holiday Spectacular
  • Website
  • The wonderment and excitement of the holiday season takes over Pigeon Key with a festive event showcasing the historic island in full holiday splendor. On Saturday, the "Polar Express" starts running at 1 p.m. with trips throughout the afternoon and into the evening. Families can enjoy their time on the 5-acre island enjoying marine science activities, a kids fishing derby and more along with delicious holiday food, drinks, guided tours, activities, holiday-themed movies on the big screen, Santa Claus encounters and snow! Admission $5 for walkers/bikers; ride the Polar Express or an express shuttle for $10 if you book in advance or $15 the day of the event.
Image for Key West Artisan Market: Fill the Pantry Edition
  • Dec 15, 2024 Key West
  • Key West Artisan Market: Fill the Pantry Edition
  • Website
  • Stock your pantry and fridge with fresh produce, exotic fruits, artisan cheeses, local seafood, honey, pickles, nuts and so much more. Enjoy bloody’s, mimosas along with a full bar, coffee, smoothies, natural juices and cut fruit, multiple food trucks and stalls offering eat-here or take-away for snacking or a delicious meal. Shop a curated outdoor market offering fine crafts, art and jewelry from talented Florida Keys makers. Listen to awesome local musicians and give canned good or donations to our featured charity, the SOS Foundation, that feeds Key West's underprivileged children. 10 a.m. to 2 p.m., 1801 White St. in Indigenous Park.
Image for Snowy Days Children's Concert at Key West Botanical Garden
  • Dec 15, 2024 Key West Arts & Culture
  • Snowy Days Children's Concert at Key West Botanical Garden
  • Website
  • Snowy Days, the Key West Tropical Forest & Botanical Garden's annual children's winter concert, features Key West vocalist, Belle Jampol performing favorite holiday tunes for children, followed by snow cones (while they last) and delightful holiday arts and crafts, face painting and special food and beverage treats. 12 noon to 2 p.m.; tickets $10 per family at the door.
Image for Key Colony Beach Christmas Boat Parade
Image for History of Diving Museum: Merry Divemas
  • Dec 18, 2024 Islamorada Arts & Culture
  • History of Diving Museum: Merry Divemas
  • Website
  • Dive into some holiday fun at the museum from 5:30 to 7 p.m. Bring the family for cookie decorating, ornament making, festive snacks and photos with Santa Claus! The event is free but donations are appreciated. The event is to be followed by an Immerse Yourself presentation at 7 p.m. about the Journey of the Christ of the Deep statue.
Image for Fringe Theater's Holiday Train Ride
  • Dec 18, 2024 Key West Arts & Culture
  • Fringe Theater's Holiday Train Ride
  • Website
  • Don't miss this crowd favorite fundraiser for Fringe Theater. Check-in at 7 p.m. at the beautiful Gardens Hotel, 526 Angela St., and enjoy a tasty beverage at the cash bar while you catch up with your Fringe friends and enjoy the live holiday music. Then at 8 p.m., it's "All Aboard" our Holiday Train for a festive ride about town to see the holiday lights of Key West. Pickup and return at the Gardens Hotel. Tickets $60.
Image for Comedy Key West: Jim Florentine
  • Dec 18, 2024 - Dec 21, 2024 Key West Arts & Culture
  • Comedy Key West: Jim Florentine
  • Website
  • For nearly 25 years Jim Florentine has been making audiences around the world laugh across nearly every type of media. Jim has recorded six stand-up comedy albums and shot four full-length specials. Showtimes 8:30 p.m. 218 Whitehead St.
Image for Key West Art & Historical Society Historic Seaport Sail: Plant a Million Corals Project
  • Dec 18, 2024 Key West Arts & Culture
  • Key West Art & Historical Society Historic Seaport Sail: Plant a Million Corals Project
  • Website
  • Enjoy a 2-hour Historic Harbor Tour with Plant A Million Coral Project’s Dee Dee Vaughan on the S/V Argo Navis, talking about the Project to Restore Florida Keys' Coral Reef. The morning seafaring excursion aboard luxury catamaran SV Argo Navis departs from the dock at 0 Margaret Street at 10 a.m. and returns at 12 p.m. Passengers will enjoy Bloody Marys, mimosas or non-alcoholic beverages along with lite breakfast fare as Vaughan explains the Plant A Million Coral’s focus on active reef restoration and the transfer of coral restoration technology. Book tickets online in advance.
Image for   Walk on White Third Thursday Art Walk
  • Dec 19, 2024 Key West Arts & Culture
  • Walk on White Third Thursday Art Walk
  • Website
  • Explore an array of arts-focused offerings at more than 20 locations showcasing the works of painters, photographers, sculptors, ceramic and mixed media artists, and artisan jewelry makers at this monthly third Thursday event from 6 to 9 p.m. Take in views of beautiful island architecture, exhibit openings, creative demonstrations, musical, literary and performance offerings and complimentary libations. White Street between Southard and United Streets. In December, The KWHS marching band will parade down White Street and perform at various locations along the way. City Hall and the NOAA National Weather Station will also participate.
Image for Key West Art & Historical Society Distinguished Speaker Series: Storms, Shipwrecks & Saints' Names
  • Dec 19, 2024 Key West Arts & Culture
  • Key West Art & Historical Society Distinguished Speaker Series: Storms, Shipwrecks & Saints' Names
  • Website
  • This talk focuses on the dangers associated with early Caribbean and Gulf travel in the first generations of Spanish colonialism. The Florida Keys were a late and important, but also particularly treacherous, final leg of a roundtrip journey from Spain, through the Caribbean, and back to Spain. Dr. Kevin Kokomoor talks on the subject and brings to light discoveries covered in his recent book, "La Florida: Catholics, Conquistadores and other American Origin Stories." 6 to 7 p.m. at Tropic Cinema, 416 Eaton St.
Image for Morada Way Third Thursday Art Walk
  • Dec 19, 2024 Islamorada Arts & Culture
  • Morada Way Third Thursday Art Walk
  • Website
  • The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. This Thursday, enjoy a holiday-flavored edition of the art walk with Keys-inspired fine artists, vendors, residents, and visitors congregating on Morada Way in Islamorada. Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine and listening to music, in the area between mile markers 81 and 82.
Image for Papa Joe's: Premier of George Poveromo's Episode with Past Pantaleo
  • Dec 19, 2024 Islamorada Fishing
  • Papa Joe's: Premier of George Poveromo's Episode with Past Pantaleo
  • Website
  • Catch a special airing of George Poveromo’s World of Saltwater Fishing at Papa Joe’s Waterfront on December 19 at 6:30 p.m. The premier episode, from his upcoming 2025 season on Discovery, features Poveromo and Islamorada artist Pasta Pantaleo chasing and catching mahi-mahi offshore of Islamorada. George Poveromo and Pasta will both be on hand to emcee the airing and socialize with the audience along with other angling personalities. 79786 Overseas Hwy. bayside.
Image for Rainbow Reef Dive Center: Mission Iconic Reefs Passive Nursery & Coral Restoration Site Snorkel or Dive
Image for Kiki's Sandbar Lighted Boat Parade & Drone Show
Image for John Pennekamp Coral Reef State Park: Campfire Program - Where's it Bean?
  • Dec 21, 2024 Key Largo Environmental
  • John Pennekamp Coral Reef State Park: Campfire Program - Where's it Bean?
  • Website
  • Join a ranger at the Campfire Circle (near the Snook pavilion) at 5:30 p.m. for s'mores and a talk about the treasures that wash ashore onto Florida beaches and the incredible journey they take. Along with the talk, use one of these special treasures, like sea beans, to make your very own ornament to take home just in time for the holidays! Long sleeved clothes and bug spray are recommended, as well as arriving to the park 15 minutes prior to the program time. 102601 Overseas Hwy.
Image for Running of the Elves 5k Run/Walk & Jingle Bell Mile
  • Dec 21, 2024 Key West
  • Running of the Elves 5k Run/Walk & Jingle Bell Mile
  • Website
  • Put on your best festive holiday costume and run, jog, stroll or jingle all the way to the finish line, where organizers promise to make it snow! This first annual fun run benefits Reef Relief. Gates open at 4 p.m. at Coffee Butler Amphitheater, 21 E. Quay Rd., and the run starts at 5 p.m. Your run registration comes with a free ticket to Waterfront Winter Wonderland at the amphitheater along with an elf T-shirt, holiday race medal, Christmas cookies, candy canes and a photo with holiday characters including Buddy the Elf!
Image for Tropic Cinema: Movies Under the Stars - Elf
  • Dec 21, 2024 Key West Arts & Culture
  • Tropic Cinema: Movies Under the Stars - Elf
  • Website
  • Don't miss the monthly free Movies Under the Stars screening - this month, the movie is Elf! The film will be presented free for all, outdoors on Eaton Street. Bring chairs or blankets for seating. Concessions are to be available in the theater lobby. The film begins at 6 p.m. 416 Eaton St.
Image for Key West Artisan Market: Shop Local Edition
  • Dec 22, 2024 Key West Arts & Culture
  • Key West Artisan Market: Shop Local Edition
  • Website
  • This week's market will be stocked with Keys-made items perfect for gift giving this holiday season. Enjoy bloody’s, mimosas along with a full bar, coffee, smoothies, natural juices and cut fruit, multiple food trucks and stalls offering eat-here or take-away for snacking or a delicious meal. Shop a curated outdoor market offering fine crafts, art and jewelry. Stock your pantry and fridge with fresh produce, artisan cheeses, local seafood, honey, pickles and so much more. Listen to awesome local musicians doing your favorite Christmas standards, and get photos with Santa! 10 a.m. to 2 p.m. in Indigenous Park, 1801 White St.
Image for The Gardens Hotel: Holiday Jazz in the Gardens
Image for Old Island Restoration Foundation: Noche Buena
Image for Key West Theater: Ben Harrison
  • Dec 27, 2024 Key West Arts & Culture
  • Key West Theater: Ben Harrison
  • Website
  • Ben Harrison is a playwright, lyricist and composer who is also an entertainer. What makes his live performances so enjoyable is that, at his core, he is a barroom guitar player/singer/songwriter who somehow manages to blend history, musical theater, Key West and humor into unusual stories that are mostly true. Key West Theater's Backstage Listening Room. Doors at 6 p.m.; show at 7 p.m. 512 Eaton Street.
Image for John Pennekamp Coral Reef State Park: Campfire Program - Sharks: Fact or Fiction
Image for Key West Lighting of the Menorah
Image for Key West Artisan Market: Welcome Home Edition
  • Dec 29, 2024 The Florida Keys Arts & Culture
  • Key West Artisan Market: Welcome Home Edition
  • Website
  • Key West Artisan Market invites you to an early New Year's Eve celebration with non-profit partner Habitat for Humanity of the Lower Keys (be sure to donate to them), 10 a.m. to 2 p.m. at Indigenous Park, 1801 White St. Buy yourself the present that you wanted - but didn't get - over the holidays and stock up on treats for your New Year's eve events. Many artists will be offering sales and exclusive merchandise not available anywhere else. Enjoy bloody’s, mimosas along with a full bar, coffee, smoothies, natural juices and cut fruit, multiple food trucks and stalls offering eat-here or take-away for snacking or a delicious meal. Shop a curated outdoor market offering fine crafts, art and jewelry from talented Florida Keys makers. Stock your pantry and fridge with fresh produce, artisan cheeses, local seafood, honey, pickles and so much more. Listen to awesome local musicians, meet local authors and support our featured charity.
Image for Beachside Resort & Residences: Glow on the Beach Party & Fireworks
  • Dec 30, 2024 Key West Arts & Culture
  • Beachside Resort & Residences: Glow on the Beach Party & Fireworks
  • Website
  • Wrap up the year with an unforgettable evening at Beachside Resort & Residences during the annual Glow on the Beach free party that’s open to everyone. Grab complimentary glow gear upon arriving (while supplies last) to help light up the night. Dance to music by JustDJ, then end the evening with fireworks. No tickets required, just show up from 6 to 10 p.m. at 3841 N. Roosevelt Blvd.
Image for Sunset Green Lawn: Early New Year's Eve Celebration
  • Dec 30, 2024 Key West Arts & Culture
  • Sunset Green Lawn: Early New Year's Eve Celebration
  • Website
  • This event is the perfect way to kick your New Year's celebrations a day early. Come to the Sunset Green Lawn for a FREE night of music and family-friendly fun to start the countdown to 2025 with the talented Mike Stack and friends! Featuring Mike Stack, The Brickfinders, D-Lew, Sharese, Josh Kiser, Jockey Jord and other special musical guests. The show is to be followed by a fireworks display! Gates open at 6 p.m. with music starting at 6:30 p.m.
Image for Caribbean Club: New Year's Eve Celebration
Image for Hemingway's Distillery: New Year's Eve Cocktail Class
  • Dec 31, 2024 Key West Arts & Culture
  • Hemingway's Distillery: New Year's Eve Cocktail Class
  • Website
  • Step back in time to the 40s where adventures ran high, cocktails lit up the night and men and women were all about fashion, fun and enjoying lots of rum. Participants will be instructed by a Hemingway's Distillery Cocktail Specialist on how to make 2 Papa's Pilar signature cocktails. Each guest has their own station with tools and all the ingredients needed to create these fabulous cocktails, and you get to enjoy what you create. Come dressed in Casablanca-themed attire or Key West cocktail casual. 6:30-9:30 p.m. 201 Simonton St. Tickets available online
Image for New Year's Eve Conch Shell Drop at Sloppy Joe's
  • Dec 31, 2024 Key West Arts & Culture
  • New Year's Eve Conch Shell Drop at Sloppy Joe's
  • Website
  • The arrival of 2025 is to be heralded on Key West'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. Spectators gather on Duval for the annual gala, emceed by a rooftop host and featuring dancing in the street and a countdown to midnight recorded on a huge clock. Customers inside the bar may view the dropping of the conch shell on Sloppy-Tron.
Image for New Year's Eve Gatsby Gala at First Flight Island Restaurant & Brewery
Image for New Year's Eve Red Shoe Drop
  • Dec 31, 2024 Key West LGBTQ
  • New Year's Eve Red Shoe Drop
  • Website
  • Witness Key West's iconic Red Shoe Drop at the Bourbon Street Pub, 724 Duval St. Free to watch from Duval Street; VIP options are to be available for balcony seating. Live entertainment in the street starts at 9 p.m. with the shoe drop at midnight.
Image for Schooner Wharf Bar: New Year's Eve Lowering of the Pirate Wench
Close
Close