Events

Name: The Southernmost Regatta – 2025
Start: 2025-01-20T00:00:00-05:00
End: 2025-01-25T23:59:59-05:00

November 2017
November 22, 2017 - December 17, 2017

The “Bight” Before Christmas and the “Harborwalk of Lights” Celebration

November 22nd kicks off the holiday season with the Lighting of the harborwalk as part of the Key West Holiday Festival and The “Bight” Before [...]
October 2019
October 18, 2019 @ 8:00 am - October 27, 2019 @ 5:00 pm EDT

Fantasy Fest | IN TUNE BUT OFF KEY: CELEBRATING 40 YEARS OF FANTASY!

Key West Historic Seaport

The 40th Annual Key West Fantasy Fest is a world-famous celebration that features flamboyant masquerades, costumes and so much more! Locals and visitors from [...]
March 2021
March 17, 2021 @ 12:00 pm - 3:00 pm EDT

Hammerhead Surf Shop St. Patrick’s Day Event

Hammerhead Surf Shop 201 William Street, Key West, FL, United States

Hammerhead Surf Shop is holding a special St. Patty's Day event with Maui Jim right outside the store! Wednesday, March 17 Stop by for snacks, [...]
December 2021
December 12, 2021 @ 8:00 am - December 30, 2021 @ 5:00 pm EST

Conch Tour Train Holiday Light Tours

Conch Tour Holiday Tour Dates for 2021: Public tours: December 12-17, December 20-23 and December 26: 6:30pm & 8:00pm. Private charters are also available. [...]

$26.25
August 2022
August 11, 2022 - August 14, 2022

25th Annual Key West Lobsterfest

Make your plans now for the biggest party of the summer with the 25th Annual Key West Lobsterfest from August 11th to August 14th! [...]
January 2023
January 25, 2023 - January 29, 2023

2023 Key West Food and Wine Festival

Save the Date! January 25-29, 2023 Key West Food and Wine Festival - 1075 Duval Street, Key West, Florida 33040, United States Did you [...]
January 2025
January 20 - January 25

The Southernmost Regatta – 2025

The Southernmost Regatta - 2025 Top sailing teams from around the world compete in the azure waters off Key West, showcasing colorful sails and avid [...]