Ensconce yourself within the ocean-inspired design of our rooms while looking out over the harbor and pools from your private balcony.
Tis the season to be jolly and there's no better place to enjoy the festivities than right in our backyard at Key West's Historic Seaport. Holiday happenings across the island include house tours, trolley tours, parades by land and sea, concerts, lighted bike parades, a Key West twist on the Nutcracker and more! Here is the lineup of events for the 2018 Key West Holiday Season:
Lighting of the Key West “Harbor Walk of Lights”
Wednesday, November 21st at 6pm
The Holiday Season in Key West kicks off on November 21st at the Historic Seaport Lighting of the Key West "Harbor Walk of Lights." Step outside our resort and head over to the Harbor Walk at Green and Elizabeth Street to view the official lighting of the 2018 Key West Harbor Walk of Lights. You'll see the harbor celebrate the Maritime history of Key West with the lighting of the Fishing Buoy Christmas Tree, a real pine Nautical Christmas Tree and the Lobster Trap Christmas Tree.
Key West Lighted Bike Ride
Wednesday, December 5th - Registration 6pm, Bike Ride Begins at 7pm
Oh, what fun!!! Decorate your bike, dress up and join us for the Key West Lighted Bike Ride. The streets of Key West will glow as bikes are lit up to help gather needed toys for the struggling, working families of Key West for the holidays. This is a fun family event beginning with registration and check-in at 6pm - at Bay View Park - and bike ride starting at 7pm. Registration for the ride is one unwrapped toy for the Key West Holiday Helpers Toy Store.
Conch Tour Train Holiday Lights Tour
December 6 -23, 2018
All aboard Old Town Trolley's Holiday Lights and Sights Trolley Tour. This is your opportunity to get in the holiday spirit with us see our island all decked out for the holidays. The Conch Tour Train Holiday Lights Tour is 60 minutes long. Adults: $17.85 Children (3-12): $8.40.
The 2018 Holiday Lights Tour Dates:
December 6-7, 9 & 12: 6pm, 7pm, 8pm
December 11, 13-17, 19 & 21-23: 6pm, 6:15pm, 6:30pm, 7:15pm, 7:30pm, 7:45pm
Key West Holiday Parade
Saturday, December 8th - Parade starts at 7pm
Oh, what fun!!! Join us for the City of Key West Holiday Parade on Saturday, December 9th and find out why this is the best local parade of the year. Marching Bands, floats, school groups, trolleys, cars, bikes, and local businesses gather together to celebrate the holiday season. This is one of our favorite Key West parades fun for everyone. Children sit curbside with open eyes waiting for Santa to make his debut. The best viewing spots are along Duval Street and Truman Avenue.
Photo Credit: Nutcracker Key West
Nutcracker Key West
Thursday, December 8th - 16th
Inspired by the unique and colorful environment of the Florida Keys, Clara and her young Prince encounter enchanted landscapes complete with snowy egrets on shimmering salt ponds, a wicked Rooster-King, an exquisite Sea-Star Fairy, and "underwater" sequences of almost unimaginable beauty. Local children, adults and community leaders are cast alongside a nationally-cast corps de ballet in this spectacularly crafted semi-annual production of a beloved classic. Performances held at Tennessee Williams Theater. Buy Tickets Now.
Saturday, December 15th - Parade starts at 8pm
You don't have to go far to enjoy this parade! Right outside our resort, you'll have the best viewing for the 38th Annual Lighted Boat Parade. The Key West Historic Seaport and harbor areas will be lit up as the holiday lights decorate the vessels from rowboats to tall ships. Welcome to the Schooner Wharf Bar Annual Lighted Boat Parade! The Judges Stand is located at Schooner Bar, so our best tip of the day is hang out, grab a drink, enjoy the music and holiday festivities as the boats pass by in paradise. The parade is scheduled to begin at 8 p.m., and there will be festivities starting at 6pm with live music and holiday happenings all around the Historic Seaport.
December 19th - 5pm - 9pm
The Custom House will be the canvas for a spectacular holiday light show while local artisans sell their unique wares and musicians perform with Key West's finest Choirs. There will be plenty of food and festive libations while Santa offers selfies with anyone, regardless of whether they have been naughty or nice. Free Event.
December 28th & 29th 3pm - 7pm each day
This is your opportunity to tour festively dressed Key West homes and gardens. Presented by the Old Island Restoration Foundation, the annual self-guided tours from 3-7 p.m. each day showcase festively dressed Key West homes and gardens. Tickets are $30 in advance, $35 day-of-tour. Proceeds benefit the foundation's museum and programs.
Key West Dachshund Walk
December 31st at NOON
It’s a "wiener wonderland" in Key West when about 200 dachshunds and their owners take a noontime New Year's Eve stroll through the island's picturesque downtown. This is another fun quirky parade with our pups as the stars of the show. Spectators can watch the fun and meet the canine participants on Fleming Street between Whitehead and Duval streets.
Where will you be on New Year’s Eve?
(Photo: Rob O'Neal/Florida Keys News Bureau via AP)
Where will you be ringing in the New Year? At midnight in Key West you have the opportunity to watch a Conch Shell drop at Sloppy Joe’s Bar, a New Year’s Eve Shoe Drop by Sushi at the Bourbon Street Pub/New Orleans House complex or watch the Lowering of the Wench at Schooner Wharf Bar. So many options on one special night! Wherever you are we wish you a safe and happy holiday season!
Happy Holidays and Happy New Year! #lovethemarker
November 24, 2021
2021 Guide to Holiday Happenings in Key West Oh, there's no place like Key West for the holidays, and there's no better place to enjoy the festivities and celebrations than right here with us. Holiday happenings across the island include...
October 19, 2021
Key West has the best places to enjoy live music, from sold-out concerts and shows at indoor and outdoor venues to our iconic open-air bars and even poolside at our resort. We also have the best location for concerts at the island’s newest venue the Coffee Butler Amphitheater. Let’s look at the venue and the artists scheduled to perform in paradise this fall at the Amphitheater.
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