Calendar of Events

December 2023: Florida Keys Events

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 Key West Tropical Heat Image for Key West Tropical Heat Image for Key West Tropical Heat Image for Key West Tropical Heat
Image for REEF FISH ID Citizen Science Workshops Image for REEF FISH ID Citizen Science Workshops Image for REEF FISH ID Citizen Science Workshops Image for REEF FISH ID Citizen Science Workshops
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Image for Key West Womenfest Image for Key West Womenfest Image for Key West Womenfest Image for Key West Womenfest
  • Sponsored Event
  • Sep 04, 2024 - Sep 08, 2024 Key West LGBTQ
  • Key West Womenfest
  • Website Key West
  • Rob & Fritzie 305-294-4603 E-mail
  • Womenfest has a simple goal: to celebrate ALL women! Key West Womenfest offers a wide range of activities for those who want to socialize, feel comfortable being themselves, soak up some sun, then party and dance the night away
  • Call now!
Image for Christopher Peterson's Eyecons at Birdcage Cabaret Image for Christopher Peterson's Eyecons at Birdcage Cabaret Image for Christopher Peterson's Eyecons at Birdcage Cabaret Image for Christopher Peterson's Eyecons at Birdcage Cabaret
Image for Key West Brewfest Image for Key West Brewfest Image for Key West Brewfest Image for Key West Brewfest
  • Sponsored Event
  • Aug 29, 2024 - Sep 02, 2024 Key West
  • Key West Brewfest
  • Website Southernmost Beach Resort
  • 1319 Duval Street Key West FL 33040
  • E-mail
  • Get ready to raise your glass at Brewfest, the tasting event in Key West! Hosted by Southernmost Beach Resort, soak up the sun, enjoy refreshing brews, and dance to live music. Experience this celebration & discover a variety of craft beers & seltzers!
  • Buy tickets!   
Image for History of Diving Museum: Aquanauts to Astronauts Exhibit
  • May 20, 2023 - Dec 31, 2023 Islamorada Arts & Culture
  • History of Diving Museum: Aquanauts to Astronauts Exhibit
  • Website
  • The Aquanauts to Astronauts exhibit focuses on the fascinating relationship between diving and space travel, how NASA uses diving to train future astronauts, and the incredible people who have both been to space and visited the bottom of the sea. The exhibit includes artifacts from NASA. The museum is located at 82990 Overseas Highway bayside.
Image for Key West Art & Historical Society: Headdress Ball - 40 Years of Creativity
  • Nov 11, 2023 - Dec 3, 2023 Key West Arts & Culture
  • Key West Art & Historical Society: Headdress Ball - 40 Years of Creativity
  • Website
  • Combining captivating entertainment and creative competition, the Key West Headdress Ball has been the premier LGBTQ+ event of the Fantasy Fest celebration for the last 40 years. The ball typically features up to 25 contestants showcasing their unique headdresses, some that tower high above their designers. This special exhibition showcases the works of art worn in the 2023 competition. On display daily from 10 a.m. to 5 p.m. at the Custom House Museum, 281 Front St.
Image for Harbor Walk of Lights
  • Nov 23, 2023 - Dec 31, 2023 Key West Arts & Culture
  • Harbor Walk of Lights
  • Website
  • The “Harbor Walk of Lights” stretches along the seawall past Greene, William and Margaret Streets to the Key West Ferry Terminal. A nautical theme honors the maritime history of the Key West waterfront. The harbor walk area in the Historic Seaport glimmers with holiday displays throughout the season, all themed to celebrate the island city’s maritime heritage. Elements include tens of thousands of lights, dozens of lighted palm trees, a lobster trap holiday tree, a nautically decorated pine and a tree adorned with fishing buoys that resemble giant ornaments.
Image for Waterfront Playhouse: Little Shop of Horrors
  • Nov 29, 2023 - Dec 16, 2023 Key West Arts & Culture
  • Waterfront Playhouse: Little Shop of Horrors
  • Website
  • The deviously delicious Broadway and Hollywood sci-fi smash musical Little Shop of Horrors comes to Waterfront Playhouse for a three-week run. Tickets range from $40 to $75. Showtimes at 8 p.m. along with an additional 2 p.m. matinee on Dec. 9. 407 Wall Street at Mallory Square.
Image for Coast is Clear Festival
  • Nov 30, 2023 - Dec 3, 2023 Key West Arts & Culture
  • Coast is Clear Festival
  • Website
  • As another Atlantic hurricane season closes, the Coast is Clear Festival kicks off the high season in Key West with a weekend of music and cultural events throughout Old Town. Highlights include a series of nighttime ticketed events, plus multiple free shows daily at the Green Parrot, and a public sandlot baseball tournament Saturday at Bayview Park. Tickets are available for single events or there is a full weekend pass available at www.coastisclearfest.com.
Image for Holiday Village & BeLighted Bike Ride
  • Dec 1, 2023 Key West Arts & Culture
  • Holiday Village & BeLighted Bike Ride
  • Website
  • The Wesley House Family Services’ Holiday Village & BeLighted Bike Ride from 4 to 8 p.m.at Truman Waterfront Park's Coffee Butler Amphitheater, 21 Quay Rd., is a fun-filled, festive evening for all ages and a great way to kick off the Keys' Holiday season. The Holiday Village is the pre-party to the bike ride, featuring over 20 community booths offering games, goodies, and crafts for the kids, bounce houses, DJ, food trucks, and photos with Santa. Enter the “best bike” contest at 7 p.m. and then cruise Duval St. at 8 pm on your ultra-lighted bike. Costumes are encouraged.
Image for World AIDS Day Processional and Service
  • Dec 1, 2023 Key West
  • World AIDS Day Processional and Service
  • Website
  • All are welcome to gather to celebrate the lives of friends and loved ones taken from us too soon, and to honor those lost in 2023. A processional starts at 4:30 p.m. from Key West City Hall, located at 1300 White Street, ending at the Key West AIDS Memorial at Edward B. Knight pier, 1800 White Street. A ceremony is to follow upon arrival at the memorial.
Image for Pet Pictures with Santa
  • Dec 1, 2023 Key West Arts & Culture
  • Pet Pictures with Santa
  • Website
  • Bring your festively outfitted kids and pets for professional photos with Santa on Friday evening from 6 to 8 p.m. at the Christmas tree at the foot of William Street at Key West Bight Marina. Photos are $25 each (cash only) with proceeds benefitting the Boys and Girls Club of the Keys.
Image for The Protect Center: Sea of Trees
  • Dec 1, 2023 - Jan 7, 2024 Islamorada Arts & Culture
  • The Protect Center: Sea of Trees
  • Website
  • The Florida Keys Sea of Trees is the Keys' newest holiday tradition, showcasing over 100 uniquely-themed trees and displays with thousands of lights, plus vendors for holiday shopping. Find photo opportunities, especially during select nights with Santa and his workshop on Dec. 2nd, 9th, 16th, 22nd and 23rd. Admission is $10, benefitting the Protect Center, the only whale and dolphin hospital in the Keys. Open nightly through Jan. 7 from 6 to 9 p.m. at mile marker 82 bayside.
Image for Garden Club of the Upper Keys: Holiday Market
Image for Key West Hometown Holiday Parade
  • Dec 2, 2023 Key West Arts & Culture
  • Key West Hometown Holiday Parade
  • Website
  • Charming holiday spirit abounds in this annual parade in the southernmost city in the continental U.S. Local flavor prevails with marching bands, school groups, motorized and non-motorized floats and lively community participation. The parade kicks off at 7 p.m. at Truman Avenue and White Street beside Bayview Park and proceeds down Duval Street. Seeing Santa is a highlight for kids.
Image for First State Bank Key Largo Bridge Run
  • Dec 2, 2023 Key Largo
  • First State Bank Key Largo Bridge Run
  • Website
  • Close to 500 runners from around the U.S. and other countries are to challenge their best times amid spectacular scenery during this 5k run/walk event over the beautiful Jewfish Creek Bridge. Race time is 7:30 a.m. Runners will access the northbound lanes of the bridge from Gilbert's Access Road, run toward the Key Largo side, then turn around and run back across the bridge to finish back at the start line. Registrations are filling fast, but there are a few spaces available. Northbound traffic out of the Keys will be diverted to County Road 905/Card Sound Road between 6 and 9 a.m.
Image for Marathon Community Theatre: Christmas Cabaret with Jaimie Roberts
Image for Lignumvitae Christmas
  • Dec 2, 2023 Islamorada Environmental
  • Lignumvitae Christmas
  • Website
  • Celebrate the history and heritage of Lignumvitae Key Botanical State Park on this special day of exploration and holiday celebration from 10 a.m. to 4 p.m. Purchase tickets online for boat transportation from Robbie's to the park with departures at various times. Enjoy guided nature hikes, tours of the 1930s era caretaker's home, history presentations and stories by Brad Bertelli, old fashioned games including croquet, and art and craft stations to make ornaments to take home. Free cookies and limeade will be offered, with other snacks on sale to benefit the Friends of Islamorada Area State Parks.
Image for Shop, Jingle & Mingle
  • Dec 3, 2023 Key Largo
  • Shop, Jingle & Mingle
  • Website
  • The Cirque Salon Studios at Tradewinds Plaza hosts the 6th annual Shop, Jingle & Mingle event Sunday, Dec. 3 from noon to 4 p.m. Browse for gifts at this popular pop-up holiday market. Find unique gifts created by local artists along with Key Largo Chocolates, locally made honey, children's clothing and other handmade gift items. Raffle tickets are to be sold for custom gift baskets with all proceeds supporting Good Health Clinic of Key Largo. Mile marker 101.4 oceanside.
Image for Key West Artisan Market: Red Ribbon Edition
  • Dec 3, 2023 Key West
  • Key West Artisan Market: Red Ribbon Edition
  • Website
  • Key West Artisan Market supports World Aids Day December 3, from 10 a.m. to 2 p.m. Pick up a free ribbon to wear from the volunteers of the Friends of the Aids Memorial. Shop for fine arts and crafts, jewelry, apparel, produce, delicious foods and drinks and more. In the park near Higgs Beach, 1801 White St.
Image for Mote's Ocean Fest: A Community Celebration
  • Dec 3, 2023 Key West Environmental
  • Mote's Ocean Fest: A Community Celebration
  • Website
  • Underwater and outdoor enthusiasts, ecotravelers and families are encouraged to celebrate the marine environment at Mote Marine Laboratory's annual Ocean Fest from 10 a.m. to 4 p.m. Enjoy an outdoor community celebration of the oceans at Truman Waterfront Park. Enter at 100 Southard Street for a day of family activities, raffles, live music, shopping and environmental exhibits. Mote scientists will be there to answer questions about coral reef research and restoration. Family activities include children's fishing clinics, live animals, bounce houses and a rock wall. Adult attendees will get a free beer ticket with the donation of a new-unused toy in Mote's Toys for Tots bin.
Image for Montessori United 5k Run/Walk
  • Dec 3, 2023 Key West
  • Montessori United 5k Run/Walk
  • Website
  • Runners and walkers are invited to participate in the Montessori United 5k and Kids Fun Run beginning and ending at Truman Waterfront Park. The 5k run, walk and stroller divisions are $35 and begin at 8 a.m. The Kids 1-Mile and Kids Half-Mile registration fees are $20 and races start at 9 a.m. Spectators can register for VIP tickets to enjoy a light breakfast and mimosa while cheering on race participants. The run benefits Montessori education in Key West.
Image for Key West United Methodist Church: Handel's Messiah
Image for Key West Woman's Club: Santa, Sweets and Holiday Tree Lighting
  • Dec 3, 2023 Key West Arts & Culture
  • Key West Woman's Club: Santa, Sweets and Holiday Tree Lighting
  • Website
  • Celebrate the season with the Key West Woman’s Club and Key West Mayor Teri Johnston at the historic Hellings Curry Museum at 319 Duval St. Enjoy appetizers, desserts, Amsterdam eggnog, and holiday music performed by the Bahama Village Children’s Choir and the Key West Community Orchestra. Donations of unwrapped, new clothing items for students K-12 appreciated.
Image for Conch Republic Seafood Company: Santa Meet and Greet
Image for Florida Keys History & Discovery Museum: Afro-Caribbean Migration to Florida
  • Dec 4, 2023 Islamorada Arts & Culture
  • Florida Keys History & Discovery Museum: Afro-Caribbean Migration to Florida
  • Website
  • In this Lunch & Learn program, Historian Magdalena Lamar presents a program on the historical ties that Florida and Afro-Caribbean people have shared since the time Ponce de Leon first arrived on Florida shores. She'll examine the history and unique characteristics of Florida settlement patterns from the Spanish colonization period to the present. It covers some of the Spanish, English and French-speaking Caribbean islands and the significant contributions those groups have made to Florida’s cultural, economic, political, social, and environmental development. Tickets are $25, with the program from 12 noon to 1 p.m. at the museum, located on the Islander Resort property at mile marker 82 oceanside.
Image for Marathon Community Theatre: Monthly Fishing Seminar - Sailfish
Image for Florida Keys SPCA - POSH Fundraiser
  • Dec 7, 2023 Key West Arts & Culture
  • Florida Keys SPCA - POSH Fundraiser
  • Website
  • The 10th annual POSH (Paws Often Steal Hearts) fundraiser benefitting Florida Keys SPCA takes place from 6 to 9:30 p.m. at Audubon House and Gardens, 205 Whitehead St. The gala affair encourages guests to dress up and don their favorite fascinators. Silent auctions, raffle prizes, a tapas-style dinner and live music are all part of the fun. Follow the Second Line Procession at the end of the night to continue the party.
Image for Taste of Stock Island Trolley Tour with a Holiday Twist
  • Dec 7, 2023 The Lower Keys Arts & Culture
  • Taste of Stock Island Trolley Tour with a Holiday Twist
  • Website
  • Board the Old Town Trolley for I Love Stock Island's whirlwind culinary tour of favorite Stock Island restaurants. Attractions include a small plate and beverage pairing at each stop as well as insights from the chef, owner, sommelier and/or brew master. Included are up to 9 chef-inspired small plates and a dessert, all with cocktail pairings. The trolley departs from the Perry Hotel, 7001 Shrimp Road. Each participant is asked to bring an unwrapped toy for the Wesley House Family Services Holiday Helpers Toy Drive. Purchase tickets in advance online, $99 per person. Check in at 3:30 p.m. for a 4 p.m. start at Matt's Stock Island Kitchen at the Perry Hotel, 7001 Shrimp Rd.
Image for Key West Theater: Colin Quinn - Small Talk
Image for Key Largo Lighted Bike Ride
  • Dec 8, 2023 The Florida Keys Arts & Culture
  • Key Largo Lighted Bike Ride
  • Website
  • All are invited to join the Key Largo Lighted Bike Ride, Friday Dec. 8. Decorate your bike with lights and wear Christmas sweaters or other festive attire. Participants are to register at 5:30 p.m. at Florida Mortgage Lab, mile marker 102.9 oceanside. The ride begins at 6:30 p.m., proceeding up and down U.S. 1 with a Monroe County Sheriff's Department escort. Donations at registration support Mrs. Clause a Merry Cause, which helps Keys children in need.
Image for Old Town Trolley's Holiday Sights & Festive Nights Tours
Image for Conch Tour Train's Holiday Sights & Festive Nights Tours
  • Dec 8, 2023 - Dec 23, 2023 Key West Arts & Culture
  • Conch Tour Train's Holiday Sights & Festive Nights Tours
  • Website
  • Lively 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. 8 to 12 and 15 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 Marathon Pet Photos With the Grinch
Image for Plant a Million Corals: Cocktails for Corals
  • Dec 8, 2023 The Lower Keys Environmental
  • Plant a Million Corals: Cocktails for Corals
  • Website
  • The Plant a Million Corals Foundation hosts a Cocktails for Corals event to raise funds and awareness for coral restoration. Enjoy a variety of coral-inspired cocktails, delicious food, a silent auction, live music and updates on operations, future plans and activities at Coral Restoration Park. The event takes place at South of the Seven restaurant, 17075 Overseas Highway bayside from from 6 to 9 p.m. $150 per person. Tickets available online.
Image for Holiday Lighted Boat Parade of Stock Island
Image for Holiday Historic Inn Tours: Night #1
  • Dec 8, 2023 Key West Arts & Culture
  • Holiday Historic Inn Tours: Night #1
  • Website
  • In this first of two holiday historic inn tours, explore four beautifully decorated locations and their unique architecture and history from 6 to 8 p.m. Sample sweet and savory holiday treats and libations. Locations are: the Key West Butterfly and Nature Conservatory, Wicker Guesthouse, The Mermaid and the Alligator, and the Marquesa Hotel. The tours are self-guided. $40 tickets available online, but must be picked up after 5:30 p.m. on Dec. 8th at the first location, the Butterfly and Nature Conservatory, 1316 Duval Street. The second inn tour takes place Dec. 15.
Image for Marathon Community Theatre: Holiday Show & Sing-Along
Image for Key West Art & Historical Society: Annual Holiday Concert & Bazaar
  • Dec 8, 2023 Key West Arts & Culture
  • Key West Art & Historical Society: Annual Holiday Concert & Bazaar
  • Website
  • This popular annual celebration features 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. The bazaar offers shoppers a treasure trove of unique gift items and there will be plenty of food and festive libations Free and open to the public, the event takes place on the front porch and the street in front of the Customs House Museum at 281 Front Street.
Image for Islamorada Junior Sailfish Tournament
  • Dec 8, 2023 - Dec 10, 2023 Islamorada Fishing
  • Islamorada Junior Sailfish Tournament
  • Tammy Gurgiolo 305-240-9337 E-mail
  • The Florida Keys’ oldest sailfish tournament for kids age 16 and under, this event has been held since 1964. It is designed to teach teens fishing skills they can apply in competition.
Image for Key Largo Lighted Boat Parade
  • Dec 9, 2023 Key Largo
  • Key Largo Lighted Boat Parade
  • Website
  • The theme for this year's lighted boat parade on Blackwater Sound is Christmas Around the World. Decorated boats begin their procession at 7:30 p.m. Viewing available from bayside waterfront bars, restaurants and resorts around mile markers 103-104.
Image for 10th Annual Parade of Paws & Holiday Bazaar
  • Dec 9, 2023 Key West
  • 10th Annual Parade of Paws & Holiday Bazaar
  • Website
  • Celebrate dogs at this annual dog parade and holiday bazaar with local vendors. Santa will be there for photos with the pups along with the Smooch-a-Pooch booth, raffles and tons of fun. Higgs Beach Dog Park, corner of Atlantic and White St. from 10 a.m. to 2 p.m.
Image for Key West Pet Pictures With the Grinch
Image for 32nd Annual Schooner Wharf/Abosult Vodka Lighted Boat Parade
  • Dec 9, 2023 Key West Arts & Culture
  • 32nd Annual Schooner Wharf/Abosult Vodka Lighted Boat Parade
  • Website
  • Deck the hulls, it's time for the annual Schooner Wharf Lighted Boat Parade along Key West Bight and Historic Seaport. The glittering parade of illuminated watercraft begins at 8 p.m. There are multiple viewing spots from bars and restaurants and from spots all along the Harbor Walk. Family fun begins at 6 p.m. with the Bahama Village Music Program's House of Pans steel band playing calypso Christmas carols at Schooner Wharf Bar, 202 William Street.
Image for Carl Hiaasen in Conversation With Judy Blume
  • Dec 9, 2023 Key West Arts & Culture
  • Carl Hiaasen in Conversation With Judy Blume
  • Website
  • Best-selling "Florida Fiction" author Carl Hiaasen appears Saturday, Dec. 9 at 3 p.m. in conversation with Judy Blume at the Helmerich Theater at the Studios of Key West, hosted by Books & Books. They'll discuss WRECKER, his new middle-grade novel for young readers. It's about the teenage descendent of a Key West shipwreck salvager and his exploits with shady characters after he finds them wrecked in their speedboat. The event is sold out but there is a waiting list. Access the online ticket link to sign up. The event takes place at 533 Eaton Street.
Image for Santa at the Park: Harry Harris Beach & Park
  • Dec 9, 2023 Key Largo Arts & Culture
  • Santa at the Park: Harry Harris Beach & Park
  • Website
  • Monroe County Fire Rescue and Monroe County Parks and Beaches invite the public to take a picture with Santa and meet local firefighters on Saturday, Dec. 9, from 12 noon to 2 p.m. at Harry Harris Park, at 50 E. Beach Rd. in Tavernier. The first 100 children will receive a frisbee, and there will also be candy canes and fire truck tours.
Image for Boot Key Harbor Christmas Boat Parade
  • Dec 9, 2023 Marathon Arts & Culture
  • Boot Key Harbor Christmas Boat Parade
  • Website
  • Everything from lighted and decorated dinghies to yachts are to cruise in the 27th 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. Visit bootkeyharbor.com or call 561-542-2727.
Image for Meowliday Party & Key Largo Cat Cafe Grand Opening
  • Dec 10, 2023 Key Largo
  • Meowliday Party & Key Largo Cat Cafe Grand Opening
  • Website
  • The Upper Keys Humane Society is opening the Key Largo Cat Cafe with a Meowliday Grand Opening party Sunday, Dec. 10 from 11 a.m. to 2 p.m. Attendees can enjoy the Kitten Den - a room full of playful, loose kittens - and tour the facility's state-of-the-art operating room for spay and neuter surgeries. Enjoy a cocktail, mock-cocktail or coffee and hors d'oeuvres, play with the cats and learn about plans for the next project, which is to be a large indoor/outdoor cat aviary that will serve as a play area for cage-free indoor cats. Mile marker 101.6 oceanside. Additional parking is to be available at the Tradewinds Publix parking lot with free shuttle service.
Image for Florida Keys Brewing Company: CNN Hero Watch Party
  • Dec 10, 2023 Islamorada Environmental
  • Florida Keys Brewing Company: CNN Hero Watch Party
  • Website
  • Come to the beer garden to watch the live stream of the 2023 CNN Hero of the Year announcement to find out if I.CARE co-founder Mike Goldberg has won this prestigious award! Enjoy spending time with the I.CARE team and our community coral reef supporters. Enjoy the delicious brews at FKBC. Light refreshments will be provided. 7 to 9 p.m.
Image for Eaton Street Christmas Stroll
  • Dec 10, 2023 Key West Arts & Culture
  • Eaton Street Christmas Stroll
  • Website
  • Eaton Street becomes a southernmost North Pole Sunday afternoon and evening. Wander the blocks between Whitehead and Simonton, starting with a concert at Key West United Methodist at 3:30 p.m. Then stop in at multiple venues for shopping or special presentations, including Key West Theater, Woman's Club of Key West, Salt Gallery, the Bahama Village Music Program at Williams Hall, an open house at The Studios of Key West, classic cartoons at Tropic Cinema, and a final Keys Choral Arts Christmas concert at St. Paul's Episcopal at 7 p.m. The event is free but tickets are required. Sign up at Tropic Cinema's website.
Image for Key West Artisan Market: Merry Marketplace on the Beach
Image for Key Colony Beach Christmas Boat Parade
Image for Sheriff's Animal Farm: Christmas on the Farm
  • Dec 10, 2023 Key West
  • Sheriff's Animal Farm: Christmas on the Farm
  • Website
  • Don't miss the special Christmas on the Farm open house at the Sheriff's Animal Farm from 1 to 3 pm. Visit the animals and enjoy holiday crafts, music, gifts, and Santa! The farm is located at 5525 College Rd. at the Sheriff's Office Headquarters complex. The event is free to attend, but the family-friendly farm welcomes donations. In addition to cash, suggested donations include fresh produce for the animals or items from the MCSO Animal Farm Amazon wishlist.
Image for Key West Lighting of the Menorah
Image for REEF: Merry Fishmas Trivia Night
  • Dec 11, 2023 Islamorada Arts & Culture
  • REEF: Merry Fishmas Trivia Night
  • Website
  • Test your "fishy knowledge" at a Merry Fishmas-themed trivia night with ocean, holiday and Florida Keys-themed trivia. It's free to play and prizes will be awarded to the top scoring teams. A portion of the proceeds from the event will be donated to REEF's marine conservation programs. 7 to 9 p.m., Florida Keys Brewing Company, mile marker 81.6 oceanside.
Image for The Studios of Key West: Ann Hampton Callaway
  • Dec 12, 2023 Key West Arts & Culture
  • The Studios of Key West: Ann Hampton Callaway
  • Website
  • Ann Hampton Callaway is one of America’s most gifted artists in pop and jazz. A leading champion of the great American Songbook, she’s made her mark as a singer, pianist, composer, lyricist, arranger, actress, educator, TV host and producer. 7 p.m. in the Helmerich Theater. Tickets $55. 533 Eaton St.
Image for Fringe Theater: The Best Christmas Pageant Ever
  • Dec 12, 2023 - Dec 16, 2023 Key West Arts & Culture
  • Fringe Theater: The Best Christmas Pageant Ever
  • Website
  • Mischief and mayhem ensue at the annual Christmas pageant when the town's young hoodlums enact a coup and unexpectedly teach the town the true meaning of Christmas. An endearing family show with performances Dec. 12 through 17 at 7 p.m., and Dec. 16 at 2 p.m. Tickets $35 adults; $20 for ages 15 and under. Shows at the Historic Armory, 600 White St.
Image for Big Pine Key Pet Photos With the Grinch
Image for 24 North Hotel: Paint & Sip Night with Artist Lance Berry
  • Dec 12, 2023 Key West Arts & Culture
  • 24 North Hotel: Paint & Sip Night with Artist Lance Berry
  • Website
  • Get ready to laugh and have a blast with the whole family or a couple of pals at Paint and Sip night with Key West artist, character and life-of-the-party, Lance Berry. Your $40 ticket includes your first drink, plus all the art supplies and instruction you'll need to create your own masterpiece. The class takes place the second Tuesday of the month at Republica Bar & Lounge at 24 North Hotel, 3820 N. Roosevelt Blvd.
Image for Key West Art & Historical Society: Happy Hour With the Historian
  • Dec 14, 2023 Key West Arts & Culture
  • Key West Art & Historical Society: Happy Hour With the Historian
  • Website
  • Join historian Dr. Cori Convertito for a talk about how Florida's east coast became known as the "American Riviera" as Henry Flagler constructed numerous luxury hotels during the Gilded Age. This talk explores the assorted hotels’ histories to provide insight into what life was like for the leisure class in the 19th and 20th centuries. $15 ticket includes one glass of wine, beer or a soft drink. 5 to 6 p.m. at Comedy Key West, 218 Whitehead Street.
Image for Gay Holiday Getaway
  • Dec 14, 2023 - Dec 17, 2023 Key West LGBTQ
  • Gay Holiday Getaway
  • Website
  • Cuban-inspired hotel Havana Cabana is about to serve up a festive fiesta in partnership with the iconic Provincetown, Massachusetts, premier LGBTQ+ hotel and entertainment complex Crown & Anchor. From December 14th-17th, Havana Cabana is bringing Key West a falala-fabulous experience with their Gay Holiday Getaway that you won’t want to miss! Sip on punchy poolside cocktails and engage in sensational sunset performances that'll have you caroling all the way home. From classic holiday sing-alongs hosted by Tina Burner to Vibrator Races at Mary Ellen’s Bar (yes, you read that right), this is a yuletide experience that's anything but ho-hum. Whether you’ve been naughty or nice, all travelers can warm up their winter with this memorable holiday getaway. Accommodations start from just $169 per night and reservations can be booked online.
Image for Holiday Historic Inn Tours: Night #2
  • Dec 15, 2023 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: Papa’s Pilar Distillery, Island City House, The Conch House Heritage Inn, and the Lighthouse Hotel. The tours are self-guided. $40 tickets available online, but must be picked up in person at the first location - Hemingway's Library at Papa's Pilar Distillery, 201 Simonton Street.
Image for Cancelled: Pigeon Key: Movies by the Sea - The Polar Express
  • Dec 15, 2023 Marathon Arts & Culture
  • Cancelled: Pigeon Key: Movies by the Sea - The Polar Express
  • Website
  • Event cancelled due to high winds and rain. Full refunds available. ---- Pigeon Key invites you to come dressed in your holiday pajamas to the island Friday, Dec.15 for a holiday-themed Movies by the Sea Night featuring the film, The Polar Express! Free hot chocolate and popcorn are included with each ticket, with other concessions available for purchase. Round trip train rides for the movie are sold out; but tickets for walkers and bikers are still available at $15 each. The movie begins at 7:30 p.m.
Image for Key West Museum of Art & History: Our Working Waterfront
  • Dec 15, 2023 - Feb 11, 2024 Key West Arts & Culture
  • Key West Museum of Art & History: Our Working Waterfront
  • Website
  • The "Our Working Waterfront" exhibit opens Dec. 15 with a free reception from 5 to 7 p.m. at the Customs House Museum, 281 Front St. The exhibit explores the diversity of maritime industries and occupations along the Key West waterfront and reveals the complex interconnections of seafront work, while integrating never before exhibited historic photos and a range of special artifacts from the museum's permanent collection. The exhibit continues through Feb. 11.
Image for Marathon Community Theatre: Club MCT Ugly Christmas Sweater Party
Image for Holiday Follies
  • Dec 16, 2023 - Dec 18, 2023 The Florida Keys Arts & Culture
  • Holiday Follies
  • Website
  • The Provincetown Business Guild and The Crown & Anchor with AQUAPLEX and The Key West Business Guild present The Holiday Follies: Make The Yuletide Gay! featuring Yoli Mayor (America’s Got Talent), Matthew Darren (American Idol), Tina Burner (RuPaul’s Drag Race), and Boomer Banks, with a wonderful cast of favorite Key West and Provincetown talent. Tickets start at $40. Show at 8 p.m. at Sidebar at Aquaplex, 504 Angela Street.
Image for Crane Point Hammock: Winter Wonderland
  • Dec 16, 2023 Marathon Arts & Culture
  • Crane Point Hammock: Winter Wonderland
  • Website
  • At Crane Point Hammock Museum & Nature Trails, 5550 Overseas Highway, families can enjoy an evening winter wonderland from 4:30 to 8 p.m. Attractions are to include reindeer ponies, Santa and Mrs. Claus, performers from Marathon Community Theatre, sleigh rides, holiday decorations, a chocolate fountain, other seasonal treats and alcoholic drinks for purchase — plus a forecast of snow!
Image for Tennessee Williams Theatre: Fiesta de Navidad Tropical
  • Dec 16, 2023 Key West Arts & Culture
  • Tennessee Williams Theatre: Fiesta de Navidad Tropical
  • Website
  • Featuring grooves such as salsa, bachata, and cha cha cha, this high energy live performance event presented by the Key West-based Pasión Project studio features World Salsa Champion dancers Carine & Rafael and Mambo royalty Eddie Torres, Jr. with his partner Princess. With live music by Caribe and friends, get ready to move, shake and celebrate all night long, and even dance onstage with the band. Tickets $30-$75. 8 p.m. at 5901 College Rd.
Image for 'A Positive Step' 5k Rudolph Red Nose Run
  • Dec 16, 2023 Key West
  • 'A Positive Step' 5k Rudolph Red Nose Run
  • Website
  • Don your festive holiday jammies and join in the 15th '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 West Artisan Market: Shop Local Edition
  • Dec 17, 2023 Key West
  • Key West Artisan Market: Shop Local Edition
  • Website
  • Shop for fine arts and crafts, jewelry, apparel and more items that would make great gifts, along with fresh produce, delicious foods and drinks at this open-air bazaar from 10 a.m. until 2 p.m. Santa Claus will be onsite starting at noon for free pictures with anyone who wants one! Located in the park at Higgs Beach, 1801 White St.
Image for Coffee Butler Amphitheater: Key West Waterfront Winter Wonderland
  • Dec 17, 2023 - Dec 30, 2023 Key West Arts & Culture
  • Coffee Butler Amphitheater: Key West Waterfront Winter Wonderland
  • Website
  • The Coffee Butler Amphitheater at Truman Waterfront Park transitions into the Key West Waterfront Winter Wonderland for an all ages, family friendly holiday experience Dec. 17 through 30, including stunning light displays, an ice skating rink, games, rides, attractions, music and more. A vendor village is to offer a variety of food options and local artisans perfect for holiday shopping. Special holiday experiences include photos with Santa, crafts and more. Admission $12 per person, with children 5 and under free. For an additional $20 per person, you can enjoy a one-hour ice skating session. $10 all-you-can-ride wristbands are available for rides including carousels, swings and slides. Hours vary depending on the day. 21 Quay Rd.
Image for Holiday Classic Car Show
  • Dec 17, 2023 Key West Arts & Culture
  • Holiday Classic Car Show
  • Website
  • See classic cars from a variety of eras at the official show of the Florida Keys Southernmost Car Club, and choose a People’s Choice winner with your votes. Located at the Conch Republic Seafood Company parking lot at the corner of Greene and Elizabeth Streets. Attendees are asked to bring an unwrapped toy for the Monroe County Domestic Abuse Shelter. 11 a.m. to 3 p.m.
Image for Marathon Community Theatre: Drag Queen Bingo - Jingle All the Way
Image for Christmas Bird Count at Crocodile Lake National Wildlife Refuge
  • Dec 17, 2023 Key Largo Environmental
  • Christmas Bird Count at Crocodile Lake National Wildlife Refuge
  • Suzy Roebling E-mail
  • Crocodile Lake National Wildlife Refuge welcomes participants of varying skill levels in the 124th annual Audubon Christmas Bird Count. Meet at 7 a.m. at the refuge visitor center at 10750 County Road 905. Groups will be formed so that experienced spotters, data recorders and photographers are in each group. Surveys will be conducted throughout the day until 4 p.m. on land by vehicle and on foot, and in the ocean and bay areas by kayakers. Participants should bring plenty of water or other beverages, snacks, sunscreen, insect repellent, camera with zoom and binoculars, and wear comfortable clothing that protects arms and legs. Sign up by emailing mullet_mansion@yahoo.com including your name, skill level, and preference for land or sea counts.
Image for Full Moon Kayak Excursion
  • Dec 18, 2023 The Lower Keys Environmental
  • Full Moon Kayak Excursion
  • Capt. Bill Keogh, 305-872-7474 Website
  • Paddle the waters surrounding the National Key Deer Refuge in Big Pine Key as the sun sets and the full moon rises. Leading the tour is Captain Bill Keogh of Big Pine Key Kayak Adventures. Reserve your spot with a $30 donation to the Florida Keys Wildlife Society. Before you reserve a spot, please text or call Captain Bill at 305-872-7474 to get more details, discuss your preferences on kayaks (single or tandem) and what additional equipment to bring. Meet at 3:30 p.m. at Old Wooden Bridge Marina, 1791 Bogie Road. The trip will be from The trip will be from 4 to 6 p.m.
Image for Red Barn Theatre: A Tuna Christmas
  • Dec 19, 2023 - Jan 13, 2024 Key West Arts & Culture
  • Red Barn Theatre: A Tuna Christmas
  • Website
  • In the third-smallest town in Texas, radio station OKKK news personalities report on Yuletide activities.The hilarity never lets up in this comedic romp for all seasons featuring many colorful Tuna denizens played by two very funny actors, Brandon Beach and David Black. Showtime 8 p.m. Tickets $49 to $60.
Image for Key West Theater: Ben Harrison
  • Dec 19, 2023 Key West Arts & Culture
  • Key West Theater: Ben Harrison
  • Website
  • Ben Harrison is the ultimate barroom entertainer, a wizard at blending history, musical theater, Key West and humor into unusual stories that are mostly true. Ben has been a guest on The Howard Stern Show, This American Life, Dr. Demento, The Dick Cavett Show and more. Winner of the Adeline Turner Award for Outstanding Performing Artist, Ben has recorded ten studio albums and four full-length musicals. Tickets $25. Doors open at 6 p.m.; show at 7 p.m. Concert takes place in the Back stage Listening Room. 512 Eaton St.
Image for History of Diving Museum: Merry Divemas & Immerse Yourself
  • Dec 20, 2023 Islamorada Arts & Culture
  • History of Diving Museum: Merry Divemas & Immerse Yourself
  • Website
  • Stop by the museum for festive snacks, holiday crafts, cookie decorating, visits with Scuba Santa and more for a Merry Divemas celebration from 5:30 to 6:30 p.m. Attendees have the option to stay for the 7 p.m. educational "Immerse Yourself" presentation with Mark "Sharky" Alexander on the search for the last missing W.A.S.P., Gertrude Silver, who went missing in her World War II P-51 Mustang. Please register online for the free Immerse Yourself presentation, with options for in-person or Zoom attendance. MM 82.9 bayside.
Image for Key West Theater: Peter Mayer Stars & Promises Christmas Tour
  • Dec 20, 2023 Key West Arts & Culture
  • Key West Theater: Peter Mayer Stars & Promises Christmas Tour
  • Website
  • Peter Mayer, singer, songwriter and guitarist brings the 24th anniversary of his widely acclaimed “Stars and Promises” Christmas tour to Key West. Mayer has released 25 of his own albums, toured internationally with his own band, and has been lead guitarist for Jimmy Buffett’s Coral Reefer band for three decades. Don't miss this "Christmas show like now other." Doors open at 6:30; show at 7:30 p.m. Tickets $35 to $55.
Image for Morada Way Third Thursday Art Walk
  • Dec 21, 2023 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 The Studios of Key West: MicroPARTY with Electric Blue Yonder
  • Dec 21, 2023 Key West Arts & Culture
  • The Studios of Key West: MicroPARTY with Electric Blue Yonder
  • Website
  • The Electric Blue Yonder group examines the mysteries of the universe and reports its findings through song. The MicroPARTY is a unique live performance of the band's upcoming music that also includes a special sneak peak at unreleased animated music videos and the group's new musical that's in development. MicroPARTY is music and fun for everyone – the young and the young at heart. Performance at 6 p.m. in the Helmerich Theater. Tickets $35. 533 Eaton St.
Image for Florida Keys Brewing Company: Holiday Hat Party
  • Dec 22, 2023 Islamorada Arts & Culture
  • Florida Keys Brewing Company: Holiday Hat Party
  • Website
  • Everybody loves an ugly sweater contest, but it's a little too warm to wear those! The solution? A holiday hat party! Wear your favorite holiday hat or create a new festive masterpiece. There will be prizes for Most Creative, Most Festive and Funniest hats, along with holiday drinks and decor. The brewery is located in the Morada Way Arts and Cultural District, between mile markers 81 and 82 oceanside.
Image for John Pennekamp Coral Reef State Park: Campire Program
  • Dec 23, 2023 Key Largo Environmental
  • John Pennekamp Coral Reef State Park: Campire Program
  • Website
  • Join a ranger for "Where's It Bean?" -- a talk about fun things you may find washed up on Keys beaches and the incredible journeys they've taken. Then, make your own Sea Heart ornament craft (supplies limited) just in time to hang on your tree for Christmas. And as always, there will be s'mores by the campfire! 6 p.m. in the Campfire Circle by the Snook Pavilion
Image for Jazz in the Gardens
Image for Schooner America 2.0: Christmas Day Brunch Sail
  • Dec 25, 2023 Key West Arts & Culture
  • Schooner America 2.0: Christmas Day Brunch Sail
  • Website
  • Enjoy your holiday in Key West aboard Key West's most elegant sailboat, the 105-foot, 1851 revival, Schooner America 2.0. This two-hour Christmas morning sail features complimentary mimosas, Bloody Marys, champagne, wine, beer, soft drinks, and water, as well as a generous brunch buffet. 10 a.m. to 12:30 p.m. Adults $136; children age 4 to 17, $63. Meet at Key West Bight Marina, 202 William Street.
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Image for Fringe Theater: An Evening with Lillian Baxter
  • Dec 27, 2023 - Dec 31, 2023 The Florida Keys Arts & Culture
  • Fringe Theater: An Evening with Lillian Baxter
  • Website
  • This clever cabaret-style show celebrates the ups and downs of the almost-famous Lillian Baxter, whose career careened from MGM to television to obscurity in the 1970s. Sharing the stage for this colorful ride is Lillian’s faithful accompanist (and favorite ex-husband) Corky Weinstopper. Don’t miss this musical memoir of the greatest star nobody's ever heard of, performed by John Vessels and Jay Schwandt. Tickets start at $45. Shows at 7 p.m. at the Little Room Jazz Club, 821 Duval St.
Image for Marathon Community Cinema Reopening
  • Dec 29, 2023 - Dec 31, 2023 Marathon Arts & Culture
  • Marathon Community Cinema Reopening
  • Website
  • Marathon Community Cinema is pleased to welcome everyone back to the movies with a free small popcorn with the purchase of any beverage. This applies to the 7 p.m. showings of Aquaman and the Lost Kingdom on Dec. 29, 30 and 31 and the Sunday matinee at 2 p.m. 5105 Overseas Highway.
Image for John Pennekamp Coral Reef State Park: Campire Program
Image for Sunset Green: Fireworks Celebration
  • Dec 30, 2023 Key West Arts & Culture
  • Sunset Green: Fireworks Celebration
  • Website
  • End the year with a banger of a party on the Sunset Green Event Lawn between 24 North Hotel and The Gates Hotel. Sponsored by SKYY Vodka and featuring the Marshall Morlock Band, there will be awesome food and beverage specials, some sweet swag, and contributions to the hotels' charity, the Highgate Charitable Foundation. This event is free and family friendly. Lawn opens at 6 p.m.; fireworks at 9 p.m.3820 N. Roosevelt Blvd.
Image for Beats on the Bay: Laser Light Show with D.J.
  • Dec 30, 2023 Islamorada Arts & Culture
  • Beats on the Bay: Laser Light Show with D.J.
  • Website
  • Enjoy this family-friendly evening under the stars with a laser light show and a D.J. providing music, plus food trucks, from 6 to 9 p.m. at the amphitheater in Founder's Park. There will be kids activities, face painting, a bounce house and slide and more. The laser light show takes place at 8 p.m. $10 parking fee. Bring your own seating. Mile marker 87 bayside.
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Image for Marathon Community Theatre: Murder at the Office New Year's Eve Party
Image for Marriott Key West Beachside: 2023 Fireworks and Glow Party
  • Dec 30, 2023 Key West Arts & Culture
  • Marriott Key West Beachside: 2023 Fireworks and Glow Party
  • Website
  • Marriott Beachside's annual family-friendly Fireworks and Glow Party is back for another year. The resort is giving away thousands of free glow items, and there is to be a fun party atmosphere with music by DJ Sanaris. A memorable fireworks display begins at 9 p.m. Food from the Grill Stand will raise money for United Way, and there is to be a cash bar. The event is free to attend from 6 to 10 p.m. at 3841 N. Roosevelt Blvd.
Image for Kiki's Lighted Boat Parade
  • Dec 30, 2023 The Lower Keys Arts & Culture
  • Kiki's Lighted Boat Parade
  • Website
  • Lighted and festively decorated boats cruise the waters past Kiki's Sandbar Bar and Grille, 183 Barry Avenue on Little Torch Key, from 7 to 10 p.m. Organizers have also added a drone show! Watch from Kiki's restaurant and beachfront, with live entertainment by the band Moonlight. The parade was rescheduled from Dec. 16 to Dec. 30 due to inclement weather on the 16th.
Image for New Years Eve Red Shoe Drop
  • Dec 31, 2023 Key West Arts & Culture
  • New Years Eve Red Shoe Drop
  • Website
  • The iconic Key West New Year's Eve "Red Shoe Drop" at Bourbon St. Pub features a new queen riding in the shoe, after the 25-year reign of queen Sushi came to an end last year. Christopher Peterson, famous for his EYECONS female impersonation show, will ride the shoe on New Year's Eve leading into the 2024 New Year. The public can watch for free from the street in front of the club at 724 Duval St., and during live New Year's Eve coverage by CNN.
Image for First Flight: Great Gatsby New Year's Eve with Plane Drop
  • Dec 31, 2023 Key West Arts & Culture
  • First Flight: Great Gatsby New Year's Eve with Plane Drop
  • Website
  • Dress to impress in your best Gatsby era outfits at First Flight. Enjoy an open bar, champagne toasts, chef-manned food stations and live music. At the stroke of midnight, a replica of an old Pan Am airplane with a real-life flight attendant will take flight in the garden for a "plane drop" to ring in 2024. Tickets $250. 8 p.m. to 1 a.m., 301 Whitehead St.
Image for Schooner Wharf Bar: New Year's Eve Pirate Wench Drop
Image for Sloppy Joe's Bar: Dropping of the Conch Shell
  • Dec 31, 2023 Key West Arts & Culture
  • Sloppy Joe's Bar: Dropping of the Conch Shell
  • Website
  • This year at Sloppy Joe's, the conch shell will drop at the approach of midnight for the 30th time at the corner of Duval and Greene Street to ring in the New Year! Watch it live in the street or watch from inside the bar on the Sloppy-Tron. No reservations for New Year's Eve inside the bar, tables are on a first-come basis.
Image for Key West Artisan Market: New Year's Eve Edition
Image for Hard Rock Cafe: New Year's Eve Guitar Drop
  • Dec 31, 2023 Key West Arts & Culture
  • Hard Rock Cafe: New Year's Eve Guitar Drop
  • Website
  • Reserve your table with VIP outdoor balcony seating for Hard Rock Cafe's New Year's Eve celebration that includes a live DJ, prime rib dinner, one complimentary cocktail and the best view of the Hard Rock Guitar Drop at midnight! Reservations available for $150 per person on Open Table. 313 Duval Street.
Image for Ocean Key Resort & Spa's Sunset Pier: New Year's Eve Concert & Key Lime Wedge Drop
Image for Marker 88: New Year's Eve Fireworks Show
  • Dec 31, 2023 Islamorada
  • Marker 88: New Year's Eve Fireworks Show
  • 305-852-9315 Website
  • The newly renovated Marker 88 restaurant offers a New Year's Eve fireworks display between 9:30 and 10:30 p.m. for those dining at the restaurant on the evening of Dec. 31. Guests dining before 7:30 p.m. can return to watch the fireworks by showing their dinner receipt. The restaurant offers several special New Year's Eve menu options, available by reservation only. Find information on menus and reservations at the restaurant's website, marker88.com. Located at mile marker 88 bayside.
Image for Lorelei Restaurant & Bar: New Year's Eve Celebration
  • Dec 31, 2023 Islamorada Arts & Culture
  • Lorelei Restaurant & Bar: New Year's Eve Celebration
  • Website
  • Enjoy live entertainment on New Year's Eve starting with live music by Webb and Davidson from 2 to 6 p.m.; magic by Michael Trixx at sunset; followed by more live music by The Carousers from 8 p.m. until midnight. No cover charge and no reservations. Black-eyed peas and collard greens will be served at midnight for good luck in 2024. Mile marker 82 bayside.
Image for Island Grill: Moulin Rouge New Year's Eve Beach Party
  • Dec 31, 2023 Islamorada Arts & Culture
  • Island Grill: Moulin Rouge New Year's Eve Beach Party
  • Website
  • Welcome in the New Year with Island Grill's Moulin Rouge-style celebration. Enjoy music from two live bands and a DJ. Dazzling professional dancers transport partygoers to the world of Moulin Rouge. Leading up to midnight, the New York City ball drop celebration will be live-streamed on a massive screen on the beachfront. Tickets are $75 for adults and $55 for kids 12 and under. They include a buffet dinner, champagne toast for adults at midnight, and fun party favors. Seating is first-come, first-served with no reservations. Doors open at 8 p.m. Mile marker 85.5 oceanside.
Image for Hawk's Cay: New Year's Eve Masquerade
  • Dec 31, 2023 The Florida Keys Arts & Culture
  • Hawk's Cay: New Year's Eve Masquerade
  • Website
  • Dress in your very best, including a domino mask, for an unforgettable masquerade event at Angler & Ale at Hawks Cay Resort from 10:30 p.m. until 1 a.m. on New Year's Eve. This event, open to the public, features drink specials, delicious food and a champagne toast with front row seats to the Hawk's Cay fireworks display at midnight. The event is for those 21 and over; no cover. Mile marker 61 oceanside.
Image for Snook's Bayside: Parrot Head New Year's Eve Party
Image for Baker's Cay Resort: New Year's Eve Beach Party
  • Dec 31, 2023 Key Largo Arts & Culture
  • Baker's Cay Resort: New Year's Eve Beach Party
  • Website
  • Baker's Cay resort in Key Largo has a ticketed New Year's Eve Beach Party from 8 p.m. until 1 a.m. for $150 per person, or $75 for kids age 12 and younger. Attendees are asked to wear all-white attire for the event, which includes a beachfront buffet dinner, talent show, a spectacular fireworks display and a champagne toast at midnight. The resort is at mile marker 97 bayside.
Image for Bungalows Key Largo New Year's Eve for Resort Guests
Image for Caribbean Club: New Year's Eve Party
  • Dec 31, 2023 Key Largo Arts & Culture
  • Caribbean Club: New Year's Eve Party
  • Website
  • Ring in 2024 at the Caribbean Club, featuring live music on the outdoor stage by the Luke Sommer Glenn Band from 9 p.m. to 1 a.m. You'll find champagne drink specials and free New Year's Eve hats, horns and noisemakers while supplies last. Fireworks at midnight courtesy of Big Chill. Mile marker 104 bayside.
Image for Amara Cay: New Year's Eve Seaside Soiree
  • Dec 31, 2023 Islamorada Arts & Culture
  • Amara Cay: New Year's Eve Seaside Soiree
  • Website
  • Amara Cay resort hosts a New Year's Eve Seaside Soiree with a buffet dinner priced at $165 per person, with seatings between 6 and 10 p.m. Enjoy a live band through 9 p.m. followed by a D.J. through 1 a.m. There will be a countdown and ball drop at midnight. Reservations required. Mile marker 100 oceanside.
Image for Faro Blanco Resort & Marina: New Year's Eve Celebration
  • Dec 31, 2023 Marathon Arts & Culture
  • Faro Blanco Resort & Marina: New Year's Eve Celebration
  • Website
  • Mark the occasion with a chef-made prix fixe dinner menu at Lighthouse Grill from 5 to 10 p.m. featuring pork tenderloin, mushroom Wellington and lobster thermidor. Dinner reservations are required. After dinner, there is to be a "dropping the anchor" from the lighthouse celebration with a champagne toast at midnight. DJ and dancing starts and 9:30 PM. No reservations are required for the after party. Drinks are not included with dinner and will be available for purchase at the cash bar all evening. $95 per guest. 1996 Overseas Highway bayside.
Image for Hog Heaven: New Year's Eve Party
Image for Jimmy Johnson's Big Chill: New Year's Eve Celebration
  • Dec 31, 2023 Key Largo Arts & Culture
  • Jimmy Johnson's Big Chill: New Year's Eve Celebration
  • Big Chill features live music by Uncle Rico from 7 p.m. until midnight, followed by fireworks.
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