Upcoming Events

November 27th will officially kick off the 2019 Key West Historic Seaport Holiday Season with the Lighting of the Harborwalk as part of the Key [...]

  The rules are simple -- Bring in one Nautical Christmas Tree Ornament in exchange for eggnog with rum! Each ornament that is brought in [...]

Helping to gather toys for struggling, working, families of Key West for the holidays, the Lighted Bike Ride is an annual event hosted by the [...]

If you are planning to spend your holidays in Key West and at the Historic Seaport, then the Old Town Trolley’s Holiday Lights & Sights [...]

Benefiting the Key West Boys & Girls Club, come out to the Key West Historic Seaport on December 6th from 6 PM to 8 PM [...]

Starting at 7 PM on Saturday, December 7th, come out for Key West's Annual Hometown Holiday Parade! Viewing starts on Truman Avenue at White Street and [...]

Starting at 7:30 PM, come and join Sebago Watersports on December 14th for their Annual Lighted Boat Parade abroad the spacious catamaran, Marquesa! This truly [...]

Come watch the 28th Annual Key West Lighted Boat Parade aboard Catamaran Echo this holiday season. Reserve your very own private holiday party cruise with [...]

Starting at 7:30 PM on December 14th, come out for an incredible time with Fury Water Adventures! Come celebrate this holiday season the right way [...]

Starting at 8 PM, you do not want to miss Schooner Wharf's Annual Lighted Boat Parade Party! Every year visitors and locals line up all [...]

Located on Greene & Elizabeth Street, come out to Conch Republic Seafood Company's Annual Holiday Classic Car Show! On Sunday, December 15th, visitors and locals [...]

On the Harborwalk of Lights under the “Fishing Buoy Christmas Tree”, at Green and Elizabeth Street, come and listen to the Children's Group perform holiday [...]

For the most unique seaport tradition, look no further than the Lowering of the Pirate Wench at Midnight at Schooner Wharf Bar. Welcoming in the [...]