Events for January 14, 2024 - December 9, 2023

Key West Lighted Bike Ride

Bayview Park 1400 Truman Avenue, Key West

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 [...]

Old Town Trolley’s Holiday Lights & Sights

Key West Historic Seaport

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 [...]

Pet Pictures With Santa

Key West Historic Seaport

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

Key West Hometown Holiday Parade!

Key West Historic Seaport

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 [...]

Sebago’s Lighted Boat Parade Party

Key West Historic Seaport

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 [...]

Catamaran Echo Lighted Boat Parade Watch

Key West Historic Seaport

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 [...]

Fury Water Adventures Lighted Boat Parade

Key West Historic Seaport

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 [...]

Conch Republic Seafood Company Holiday Classic Car Show!

Key West Historic Seaport

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 [...]

Violins In Motion

Key West Historic Seaport

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 [...]

Pirate Wench Drop at Schooner Wharf Bar

Schooner Wharf Bar 202 William St, Key West, FL, United States

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 [...]

New Year’s Eve Aboard Schooner America 2.0

Key West Historic Seaport

If you are looking for one of the best ways to celebrate New Year's Eve at the Key West Historic Seaport, then look no further! [...]

38th Annual Key West Literary Seminar

Key West Historic Seaport

  The 2020 38th Annual Key West Literary Seminar topic this year is “Reading Between the Lines: Sports & Literature.” Exceptional writers from all over [...]

15th Annual Florida Keys Seafood Festival

Key West Historic Seaport

  As seen on THRILLIST, the Florida Keys Seafood Festival not only celebrates all things seafood but notoriously brings families and friends together to sample [...]

Reef Relief’s MLK Weekend Coral Camp 

Key West Historic Seaport

Reef Relief is now offering its 1st Annual Martin Luther King Jr. Coral Camp! 6-12-year-old youths will have the chance to explore and learn about [...]

22nd Annual Key West Half Marathon & 5K Run

Key West Historic Seaport

Ready-Set-RUN! The 22nd Annual Key West Half Marathon and 5k is almost upon us! Starting at the Key West Historic Seaport at the corner of [...]

11th Annual Key West Food & Wine Festival

Key West Historic Seaport

Set to make waves worldwide, the 2020 Key West Food & Wine Festival is already making a culinary splash around the island of Key West. [...]

3rd Annual Mile 0 Fest

Key West Historic Seaport

Voted the #2 in Best Emerging Festivals for 2019 by USA TODAY and known as the biggest Red Dirt Americana Festival in the United States, Mile [...]

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