Holiday Events

key west lighted boat parade

Schooner Wharf Bar Lighted Boat Parade

Dec 10 2022 - 8:00pm
Schooner Wharf Bar hosts the lighted boat parade every year. It is a crowd favorite for sure. This family fun event starts early (plan 6pm). Head over and enjoy a stroll through the Historic Seaport, shopping the stores and tasting the wonderful food from the...Read more
key west triathlon


Dec 11 2022 - 4:00pm
The Key West Triathlon challenges participants to swim in the waters of the Atlantic Ocean, bike along a portion of the Florida Keys’ scenic Overseas Highway and run on a fast, flat course beside the Atlantic. As well as the Olympic-distance and sprint-distance triathlons, Aquabike...Read more
rudolph red nose 5k

14th Annual A Positive Step 5K Rudolph Red Nose Run

Dec 17 2022 - 7:00am
Don your festive holiday jammies and join! Starts and ends at Southernmost Beach Café, 1405 Duval St. Race day check-in starts at 7 a.m. with 8 a.m. start time. After the race, enjoy refreshments, prizes and a fabulous silent auction. Pre-race packet pickup is Friday,...Read more