Calendar of Events
Current Florida Keys Events
- Sponsored Event
- Dec 01, 2024 - Dec 23, 2024 Key West
- Key West Holiday Fest 2024
- Website Key West
- The Key West Lodging Association 305-296-4959 E-mail
- Key West Holiday Fest 2024 offers a month of festive tropical fun! Enjoy lighted parades, inn tours, concerts, holiday shows, and the Waterfront Winter Wonderland with ice skating, rides, and more. Events run Nov. 27–Dec. 31.
- Buy tickets! Call now!
- Sponsored Event
- Mar 29, 2025 - Mar 30, 2025 Key West
- NAS Key West Southernmost Air Spectacular
- Website Boca Chica Field, Key West
- Naval Air Station Key West FL 33040
- NAS Key West E-mail
- View video
- The Blue Angels & other military & civilian acts will fill the skies of the Florida Keys March 29-30th, at the NAS Key West Southernmost Air Spectacular air show at Boca Chica Field.
- Buy tickets!
- Sponsored Event
- Nov 18, 2024 - Dec 30, 2024 Key West
- Waterfront Winter Wonderland
- Website
- 21 Quay Rd Key West FL 33040
- Liz Love E-mail
- Enjoy Visits with Santa, live music performances, and festive celebrations throughout the season! Home to Key Wests only ice rink, we will also have thrilling carnival rides and fun for the whole family at Waterfront Winter Wonderland!
- Buy tickets!
- Sponsored Event
- Jan 25, 2025 - Jan 26, 2025 The Lower Keys
- Big Pine & Lower Keys Nautical Expo
- Website Lower Keys Chamber Grounds MM31
- 31020 Overseas Hwy Big Pine Key FL 33043
- View video
- The LKCC welcome you Saturday Jan 25 8am-4pm and Sunday Jan 26 8am-2pm to one of our biggest events with over 100 vendors. This event is fun for the whole family and includes an array of nautical pieces and much more that makes Florida Keys living great
- Sponsored Event
- Jan 18, 2025 - Jan 19, 2025 Key West
- Key West Half Marathon & Runfest
- Website Key West Historical Seaport
- 231 Margaret Street Key West FL 33040
- 305-240-0727 E-mail
- View video
- The 27th Anniversary of the Key West Half Marathon & 5k will take place during the week-end of January 18-19, 2025. On top of previous years race day events, this years race will include the Papa’s Pilar Rum Stroll and Key West Beach N’ Beer Mile!
- Buy tickets! Call now!
- May 17, 2024 - Dec 31, 2024 Islamorada Arts & Culture
- History of Diving Museum: Salvaging the Deep
- Website
- Learn about some of the world's deepest wrecks and how salvage divers got there in the museum's featured exhibit, on display through Dec. 31. Mile marker 82.9.
- 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.
- 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.”
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- Dec 14, 2024 Key West Arts & Culture
- Schooner Wharf Bar Lighted Boat Parade
- Website
- Don't miss this magical nautical display of holiday lights on board every manner of watercraft in Key West Harbor. The judges stand is located at Schooner Wharf, 202 William St. Viewing is available from all along the Harbor Walk. The parade starts at 8 p.m.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- Dec 14, 2024 Islamorada Arts & Culture
- Florida Keys Community Concert Band: Pops in the Park Holiday Harmony
- Website
- The Florida Keys Community Concert Band's free holiday concert is to include the Burton Handbell Ringers as special musical guests. Enjoy holiday favorites, sing alongs, snow ball games and a visit from Santa. From 5 to 7 p.m. at the amphitheater in Founders Park, MM 87 bayside.
- Dec 14, 2024 Key Largo Arts & Culture
- Key Largo Public Library: Make Pet Toys for Shelter Animals
- Website
- Stop by the library anytime between 11 a.m. and 4 p.m. to make easy, braided dog toys for the shelter dogs at the Upper Keys Humane Society. All supplies will be provided. Tradewinds Plaza mile marker 101.5.
- Dec 14, 2024 Key Largo Environmental
- John Pennekamp Coral Reef State Park: Land Hermit Crab Discovery Table
- Website
- Have you ever come across little hermit crabs walking along in your yard or the nearby woods? Folks from the Crustacean Plantation are setting up a Land Hermit Crab Discovery Table from 11 a.m. to 2 p.m. in the Visitor Center lobby. They'll explain all about these often overlooked shell-dwellers and how you can help them! Regular park admission applies. 102601 Overseas Hwy.
- 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.
- Dec 15, 2024 Marathon Arts & Culture
- Key Colony Beach Christmas Boat Parade
- Website
- Boats of all shapes and sizes, bedecked with lights and festive holiday decorations, are expected participate in the Key Colony Beach Christmas Boat Parade. The parade begins at dusk with some of the best viewing spots along the Sadowski Causeway.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- Dec 20, 2024 Key Largo Environmental
- Rainbow Reef Dive Center: Mission Iconic Reefs Passive Nursery & Coral Restoration Site Snorkel or Dive
- Rainbow Reef 305-451-7171 Website
- Join Rainbow Reef Dive Center for a unique opportunity to explore the Coral Restoration Foundation's Tavernier coral nursery, one of the world's largest, and earn your PADI Project AWARE Coral Conservation Speciality rating. 11 a.m. orientation; 12:45 p.m. snorkel or dive check-in. Call the dive center for cost and registration information, 305-451-7171.
- 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.
- 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!
- 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.
- Dec 21, 2024 The Lower Keys Arts & Culture
- Kiki's Sandbar Lighted Boat Parade & Drone Show
- 305-780-7753 Website
- Kiki's Sandbar's annual Lighted Boat Parade takes place Saturday, Dec. 21 beginning at dusk. Watch from Kiki's beach or dock and remember to look UP for the fabulous drone show, as well as at the boats. 183 Barry Ave., Little Torch Key.
- 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.
- Dec 22, 2024 Key West Arts & Culture
- The Gardens Hotel: Holiday Jazz in the Gardens
- Website
- Find festive outdoor jazz in The Gardens Hotel's famous outdoor garden, with a full cash bar on site and a 20% Christmas discount on bottled wine and bubbly. 5 to 7:00 p.m. 526 Angela Street.
- Dec 24, 2024 Key West Arts & Culture
- Old Island Restoration Foundation: Noche Buena
- Website
- This Christmas Eve event is a celebration of Key West Cuban heritage. Enjoy a traditional succulent roast pig dinner loaded with sides and topped off with El Mocho's homemade flan. $50 adults, $15 age 12 and under. Call for information and tickets, 305-294-9501 or visit the website.
- 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.
- Dec 28, 2024 Key Largo Environmental
- John Pennekamp Coral Reef State Park: Campfire Program - Sharks: Fact or Fiction
- Website
- Join a ranger for "Sharks: Fact or Fiction," a deep dive into the fearsome fish and the myths that surround them. The program starts at 5:40 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 15 minutes prior to the program time. 102601 Overseas Hwy.
- 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.
- Dec 29, 2024 Key West Arts & Culture
- Key West Lighting of the Menorah
- Website
- The City of Key West's annual Lighting of the Menorah ceremony takes place at Bayview Park Sunday, Dec. 29 from 5 to 7 p.m. 1320 Truman Avenue.
- 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.
- 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.
- 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
- Dec 31, 2024 Key Largo Arts & Culture
- Caribbean Club: New Year's Eve Celebration
- Website
- Ring in the New Year at Caribbean Club with live music by the Luke Sommer Glenn Band from 9 p.m. to 1 a.m., drink specials and New Year's Eve party favors. MM 104 bayside.
- 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.
- Dec 31, 2024 Key West Arts & Culture
- New Year's Eve Gatsby Gala at First Flight Island Restaurant & Brewery
- Website
- Dress to impress in your Gatsby-era best for First Flight Island Restaurant & Brewery's New Year's Eve gala. Enjoy live music, DJ tunes and the Plane Drop at midnight. Heavy hors d'oeuvres, chef-manned food stations and an open bar. Purchase tickets in advance to ensure entry.
- 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.
- Dec 31, 2024 Key West Arts & Culture
- Schooner Wharf Bar: New Year's Eve Lowering of the Pirate Wench
- Website
- Celebrate the New Year in true Schooner Wharf Bar style with the annual Lowering of the pirate wench down the mast of the Schooner America 2.0 at midnight. Enjoy live music through the afternoon and evening, with cannon's firing, party favors and fun at midnight. 202 William St.