Past Events

Schooner Wharf Knot & Shot Competition

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

2024 Schooner Wharf Knot & Shot Competition Key West wouldn't be Key West without sailors and Schooner Wharf Bar, and sailors wouldn't be sailors without [...]

39th Annual Schooner Wharf Wreckers Cup Race 2024

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

39th Annual Schooner Wharf Bar Wreckers Cup Race Series 2024 No protests, no pageantry, just race with us - or against us! Wrecker's Race 2024 [...]

2024 Annual Schooner Wharf Wreckers Cup Race – Second Race

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

Annual Schooner Wharf Bar Wrecker’s Cup Race Series 2024 February 25 No protests, no pageantry, just race with us - or against us! Wrecker's Race [...]

24th Annual Schooner Wharf Open Air Art & Music Affair

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

Call To Artists! The 24th Annual Schooner Wharf Open Air Art & Music Affair is scheduled for Saturday, March 2nd, 2024. Open to artists of [...]

Key West Pride 2024

Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and accepting atmosphere. Whether you’re looking to party with [...]

Hemingway 5K Sunset Run & Paddleboard Race

Runners, walkvers and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 20th during the Hemingway 5k Sunset Run and [...]

27th Annual Key West Lobsterfest

A Celebration of our favorite Crustacean: August 8-11, 2024! Lobsterfest Schedule of Events August 8 - 11, 2024   Thurs Aug 8 Original Lobster Boil [...]

Inaugural Key West Rumfest

Presenting the 2024 Rum Fest  Welcome to America’s Southernmost continental Caribbean Island, What better place is there to celebrate RUM. August 16th is National Rum Day. [...]

Key West Brewfest 2024

Southernmost Beach Resort 1319 Duval Street, Key West, FL, United States

Brewfest is a multi-day festival hosted by Southernmost Beach Resort! It includes beer pairing dinners, pool parties, tap takeovers, and culminates with a signature tasting [...]

Key West Fantasy Fest 2024

Fantasy Fest 602 Greene Street, Key West, FL, United States

Key West Fantasy Fest 2024! Key West Fantasy Fest 2024 is an annual 10-day party in paradise for grown-ups! Started in 1979 by a small [...]

Schooner Wharf Bar 2024 Tree Trimming Party and Toy Drive

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

Sunday, December 1 – FREE to Attend Schooner Wharf Bar 2024 Tree Trimming Party and Toy Drive Starting at 6:00PM LOCATION: Schooner Wharf Bar and Galley [...]

2024 Pet Pictures with Santa™ – Hosted by The All Animal Clinic

At the 16’ Nautical Christmas Tree on the Harbor Walk of Lights at William St.

Thursday, December 5 – FREE to attend 6:00pm – 8:00pm 2024 Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos by [...]

2024 Key West City “Hometown Holiday Parade”

2024 Key West City “Hometown Holiday Parade” SATURDAY, DECEMBER 7, 2024 - FREE! Starts at 6:30pm LOCATION: Parade starts on Truman Ave. (at White St.) then [...]

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 [...]