Watersports enthusiasts on paddleboards and other self-propelled watercraft can race Key West on Saturday, Oct. 1, 2022 at the 25th annual Key West Paddle Classic! [...]
2022 Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos by Mary Martin LOCATION: At the 16’ Nautical Christmas Tree on the [...]
17th Annual Florida Keys Seafood Festival - January 14-15, 2023 The 17th Annual Florida Keys Seafood Festival is Saturday, January 14th from 11:00 a.m. to [...]
The Southernmost Regatta offers 5 consecutive days of high-quality racing on the picturesque blue waters of Key West, FL. The event is open to One [...]
Annual Schooner Wharf Knot & Shot Contest 2023 Get “Tied Up” at Schooner Wharf Bar Wednesday, January 18th , Thursday, January 19th and Friday, January [...]
Save the Date! January 25-29, 2023 Key West Food and Wine Festival - 1075 Duval Street, Key West, Florida 33040, United States Did you [...]
Grab your favorite partner and get your heart thumping at this year's Get Your Heart On 5k presented by Southernmost Point Bar, Feb. 11 at [...]
41st Annual Conch Republic Independence Celebration MORE DETAILS COMING SOON! :-) The Conch Republic was born on April 23, 1982, in response to a United [...]
For decades, Key West’s Womenfest (5-day celebration) has attracted thousands of lesbians, transwomen, and allies to what is arguably the premier LGBTQ+ vacation destination in [...]
Fantasy Celebration Oct. 20-29 - details coming soon Live Music, Cold Libations, Great Food, & Old and New Friends. Schooner Wharfstock � Tune In, Turn [...]
Old Town Trolley Holiday Lights & Sights Tours December 8-23, 2023 | Multiple nightly tours convey caroling passengers through streets and neighborhoods to revel in [...]
26th Annual Key West Marathon and Runfest January 14th - Half Marathon starts at 6:30am and the 5K starts at 7:00am. Key West Half Marathon [...]
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 [...]
A Celebration of our favorite Crustacean: August 8-11, 2024! Lobsterfest Schedule of Events August 8 - 11, 2024 Thurs Aug 8 Original Lobster Boil [...]
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. [...]
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 [...]
Come celebrate the life of Jimmy Buffett at the 1st Annual Just a Few Friends Key West Favorite Son Celebration August 30-September 2, 2024! "Join [...]
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 [...]
Key West Art & Historical Society Historic Seaport Sail: Harry S. Truman in Key West Two Hour Historic Harbor Tour with Truman Little White House [...]
2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series The much anticipated Schooner Wharf Bar Wrecker’s Cup Race Series is scheduled for the last [...]
