Explore Lazy Way Lane at the Green Street Plaza to the Ferry Terminal at Grinnell Street while reveling in a wonderland of holiday displays and thousands of lights adorning trees, ships, shops, restaurants and watering holes, adorned in celebration of the season and honoring the maritime history of Key West.
People of all ages, along with Santa and Mrs. Claus, gather at Greene Street Plaza where it meets Lazy Way Lane at the Historic Seaport for the exciting countdown and 6:00pm lighting of the giant “Fishing Buoy” Christmas tree and the entire Key West Harbor Walk of Lights. At 7:00pm the “Lobster Trap” Christmas tree at Margaret St. Plaza at the Historic Seaport will be officially lit.
Christmas trees, wreaths, garlands, holiday accessories, ornaments, and wonderful locally produced gifts. More than 1500 trees travel from North Carolina to Key West and are available until they run out or Christmas Eve, which ever comes first. 1401 Seminary Street. For information call the MARC Plant Store at 305-296-9556.
Join the Key West Artisan Market, the Truman Waterfront Farmers […]
Get ready for a holiday dance performance extravaganza like no other! Fiesta de Navidad is here to light up your season with beloved holiday characters and incredible Latin dance from salsa to cha-cha-cha. Highlighting the rich cultural influences that make Key West so unique, this show is a high-energy spectacle that will have everyone from kids to grandparents dancing. San Carlos Institute, 516 Duval St.
Get ready for a holiday dance performance extravaganza like no other! Fiesta de Navidad is here to light up your season with beloved holiday characters and incredible Latin dance from salsa to cha-cha-cha. Highlighting the rich cultural influences that make Key West so unique, this show is a high-energy spectacle that will have everyone from kids to grandparents dancing. San Carlos Institute, 516 Duval St.
Maritime merrymakers will deck the halls and make dreams come true at the popular waterfront winter wonderland. Help decorate the tree and participate in a “Best Handmade Ornament” contest for prizes (bring your own hand-decorated ornament). All tree trimmers will be treated to a free holiday cocktail. Participants are invited to bring an unwrapped gift for the Cheryl Cates Memorial Toy Drive for “Angels Just 4 Kids.” Local authors and artists will be on hand, signing and selling original creations for holiday gift giving.
City of Key West Tree Lighting Ceremony, 6:00pm at Bayview Park, 1320 Truman Ave.
The ReMARCable Decorated Table Top Tree and Wreath Auction takes place at Opal Key Resort, 245 Front St., presented by First Horizon Foundation. Preview at 5:30pm; live auction at 7:00pm.
Pack up Fifi, Fido, and the family and delight in Pet Pictures with Santa at the 16’ nautical Christmas tree at the foot of William Street at the Key West Bight Marina/Harbor Walk of Lights. For a cash donation of $25 you’ll receive a professional high resolution digital image. Benefits the Boys & Girls Club of the Keys.
The 11th Annual POSH (Paws Often Steal Hearts) Florida Keys SPCA Fundraiser, 6:00pm, a catered gala event at the Audubon House featuring live dance music raffles, and a silent auction.
Dec. 5-15, Nutcracker Key West: Sugarplum fairies trade tutus for sea fans, and the battle between the mice and the soldiers takes on a whole new flavor. Some 200 local children and adults and 16 professional dancers from New York City will join together in 2024 to produce this outstanding historical recreation of Key West's enchanting version of the Nutcracker ballet at the Tennessee Williams Theatre.
Celebrate the holidays with a family friendly party with Santa Claus, music, crafts, food trucks, goodies, games, and rides for the kids, and a festive lighted bike ride through the streets of Key West, which will depart the Amphitheater at 8:00pm and conclude with a “Best Bike” contest. Admission fee includes Holiday Village and Bike Ride, and benefits Wesley House Family Services.
Explore four beautifully decorated locations and their unique architecture and history while enjoying light sweet and savory holiday treats and libation samplings. Tickets available beginning Nov. 15; call 305-296-4959 or visit www.KeysTix.com to purchase.
Spectators line the streets for the homegrown parade which kicks off at Bayview Park and travels along Truman Ave and Duval Streets with festooned floats and marching groups consisting of adults, children, and elves, along with assorted hoofed and whiskered friends.
The Monroe County Sheriff’s Office invites everyone to come meet the animals during its annual Christmas on the Farm event. 5501 College Road, Stock Island. Donations welcomed!
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
This festive free party features some of Key West’s finest artisans, musicians and choirs, along with a spectacular holiday light show. 281 Front Street.
Explore four beautifully decorated locations and their unique architecture and […]
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
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. Runners and walkers of all ages and abilities are welcome to participate; registrants receive a free t-shirt.
A glittering parade of illuminated watercraft. Arrive at the Key West Bight Marina at the Historic Seaport early in order to stroll through the magical Key West Harbor Walk of Lights.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
The choir will perform a selection of contemporary music and Christmas carols.
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.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
A festive cruise featuring holiday live music, hot cocoa, cookies, […]
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Shop for the holidays at a curated outdoor market offering fine crafts and art from talented Florida Keys makers, a wide variety of food and libations, local musicians and authors, and glorious ocean views along with a visit from old Saint Nick himself.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
The choir will perform a selection of contemporary music and Christmas carols.
The Gardens Hotel at 526 Angela street welcomes holiday-goers to festive outdoor jazz in its famous garden, with a full cash bar on site and a 20% Christmas discount on bottled wine and bubbly.
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
A 2.5 hour Christmas Day Brunch with complimentary mimosas, Bloody Mary’s, wine, beer, soft drinks, and H2o. Brunch includes spiraled ham, bagels and pastries, meats and cheeses, smoked salmon, crudités, and other delicious holiday treats.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. Closed Christmas Eve and Christmas Day.
For your midnight toast, chose between an array of uniquely Key West New Year’s Eve Celebrations, including the world-famous Red High Heel Drop at the Bourbon St. Pub; the annual “Conch Shell Drop” at Sloppy Joe’s Bar on Duval St.; the “Lowering of the Pirate Wench at Midnight” at Schooner Wharf Bar and Galley and more.
