2019 Key West “Bight” before Christmas
Waterfront Schedule of Events
(2nd Islandwide Calendar Further Down)
Check back often for Updates!!
Kick off the holiday season in Key West!
Lighting of the Key West “Harbor Walk of Lights”™
Music at 5:00pm
Lighting at 6:00pm
More lights and animated displays than ever!
Friday, Dec. 6
Pet Pictures with Santa™ – Hosted by The All Animal Clinic
FREE to attend. 6:00 – 8:00pm – Photos by Rob O’Neal
LOCATION: Look for Santa at the Nautical Christmas Tree at the foot of William St. on the HarborWalk of Lights. Santa pics with the pets and kids, treats for all! Pics are $20 (cash only) to benefit the Boys & Girls Club. Get professional furry family photographs for that special holiday card this year!
Saturday, Dec. 7
Key West City “Hometown Holiday Parade”
LOCATION: Viewing starts on Truman Ave. (at White St.) then proceeds down to Duval St., then down Duval St.ending at Eaton St.
The most charming hometown parade you’ll ever see with holiday floats, and tons of kids of all ages. Of course Santa will make a guest appearance!
Saturday, Dec. 14
29th Annual Key West Lighted Boat Parade
FREE • Parade starts at 8:00pm
Click below – SEE HOW TO ENTER YOUR BOAT!
Conch Republic Seafood “Holiday Classic Car Show”
FREE • 11:00 – 3:00pm
LOCATION: Conch Republic Seafood Company – Greene & Elizabeth St.
Please bring an unwrapped toy for Monroe County Domestic Abuse Shelter.
VOTE for the “Peoples Choice” award
Awards for: BEST engine, interior, original & custom, Best in Show
See classic cars from every era decked out for the holidays!
Florida Keys Southernmost Car Club
Non-member cars may enter same day FREE with an unwrapped toy!
Saturday, Dec. 21
“Violins in Motion”
Children’s Group Performance of Holiday Music!
Collecting donations for JDRF and Juvenile Diabetes Research
FREE 6:30 – 8:00pm
LOCATION: On the Harbor Walk of Lights under the “Fishing Buoy Christmas Tree”, at Green and Elizabeth St.
A holiday musical performance by budding musicians from 6 to 18 years old – for a sweet dose of Christmas spirit.
AND ALWAYS GREAT SHOPPING, WATERSPORTS, DINING AND HOLIDAY LIBATIONS ON THE KEY WEST “HARBOR WALK OF LIGHTS”, THROUGH THE NEW YEAR!
Friday, December 6
Friday, December 13
Key West Holiday Historic Inn Tour
6pm – 8pm • Call (305) 296-4959
Key West is known for its beautiful historic inns, and the Holiday Historic Inn Tour is the perfect way to visit these magnificent properties decorated for the season, featuring art, fine food from top local restaurants and holiday libations at each stop.
This years inns are:
Hemingway Rum Co. Distillery
Amsterdam’s Curry Mansion Inn
The Weatherstation Inn
The Gardens Hotel
Island City House Hotel
- Avalon Bed & Breakfast
- Wicker Guesthouse
- The Mermaid & The Alligator
- Santa Maria Suites Resort
- Key West Butterfly & Nature Conservatory
Monday, December 9 through Sunday, December 22
Conch Tour Train Holiday Lights Tours
Multiple nightly tours begin with cider and cookies, and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
Friday, December 6 through Monday, December 23
Old Town Trolley Holiday Lights & Sights Tours
Multiple nightly tours convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
Thursday, December 12
7th Annual POSH – Paws Often Steal Hearts
6pm – 9pm
Benefiting Florida Keys SPCA! Benefit is located at the Audubon House & Tropical Garden. There will be live music, silent auction, Tapas-style appetizers, complementary specialty welcome drink and local priced cash bar! Tickets in advance $40 and $45 at the door, available at FKSPCA POSH Tickets.
*Sunday, December 15
Christmas on the Sheriff’s Animal Farm
1pm – 3pm. FREE
The farm is open to the public from 1 to 3pm. Come visit the animals and have a photo with Santa. It’s free and donations are appreciated.
*Due to the holidays, please note that the farm is only open for ONE Sunday during the month of December.
Sunday, December 22
Lighting of the Menorah at Bayview Park.
Sunday, December 22
Holiday Jazz in the Gardens
5:30pm – 7:30 pm. FREE
Festive outdoor jazz performance at the Gardens Hotel. Cash bar & large wine selection.
Wednesday, December 25
Sail with Santa on Fury Water Adventures
Festive trip to the reef including Holiday Music, Appetizers, Treats, Hot Chocolate, Beer, Wine, Champagne, Soda, Water & SANTA!!!
Friday, December 27 – Saturday, December 28
60th Annual Key West House and Garden Tour
3pm – 6pm
Presented by the Old Island Restoration Foundation, the annual self-guided tours from 3pm-6 pm 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. Call 305-294-9501.
Tuesday, December 31
Annual Key West Dachshund Walk
Dachshund’s and Dachshund impersonators along with their human companions gather at Fleming and Whitehead Streets before parading through downtown streets lined with adoring fans.
Tuesday, December 31
Key West New Year’s Eve Celebrations
- Rooftop Conch Shell Drop – at Sloppy Joe’s, 305-296-2388
- Drag Queen Drop in a giant Red High Heal – at Bourbon St Pub, 305-293-9800
- Pirate Wench down the Schooner mast – at Schooner Wharf Bar, 305-292-3302
- Key Lime Wedge drop into giant Margarita – at the Ocean Key Resort, 305-296-7701-7701
Park in the Main Parking Lot located at Margaret & Caroline St. OR the Parking Garage one block away at Caroline & Grinnell St. OR in the lot at Green & Elizabeth St.
Please use FREE scooter parking areas and designated bike racks all around the Historic Seaport and Harbor Walk Area. Please no locking bikes to the decorations!
KW “Bight” Before Christmas.
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Photos by Rob O’Neal