Events for December 31, 2020 - April 26, 2020

Come out for the 23rd anniversary Battle of the Bars event that will benefit Boys and Girls Clubs and Habitat for Humanity of Key West [...]

  More than 150 beers and micro-brews are on tap at this “tasty” annual event that benefits the charitable efforts of the Key West Sunrise [...]

Thousands of singles, couples and groups of women flock to Key West each year for this renowned celebration for lesbians and their friends. Activities generally [...]

Presented by Pat Croce’s Rum Barrel, this event is one of a kind! Imagine running through the southernmost island in the United States while enjoying [...]

The Key West Halloween Half Marathon & 5K offers a scenic running tour of the island as well as an ideal destination for a getaway [...]

Held in Key West’s historic Bahama Village neighborhood, the lively Goombay is known for its island-style food, arts and crafts, nonstop live entertainment and dancing [...]

This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand [...]

One Fantasy Fest event taking place at the Historic Seaport is “Dante’s 10th Annual Halos & Horns Pool Party” on October 27, 2016.  There will [...]

Enjoy an evening of tasting Tequila and wasting in Margarita - You are now on Island Time! While sipping tropical drinks, think back on Mr. Buffett's [...]

2016 Key West Schedule Dry Pits: Truman Waterfront Location: 202 Southard Street, Key West, FL 33040

The third International Sand Art Competition will be taking place this Thanksgiving weekend in Key West! The Casa Marina Resort, a Waldorf Astoria Resort, will [...]

Check back for details on: Lighting of the Key West “Harbor Walk of Lights” Key West City Hometown Holiday Parade Pet Pictures with Santa Schooner [...]

The 7th Annual Key West Triathlon is December 3, 2016 starting at 7 a.m. With a maximum of 1,000 participants, the race is huge on [...]

Rock around the Christmas tree at the Schooner Wharf Tree-Trimming and Toy Drive event! Bring an ornament for the Schooner Wharf tree and get a [...]

Schooner Wharf Bar & Galley Lighted Boat Parade --- set to sail into our southernmost city’s Key West Bight and Harbor! The holiday season in [...]

Join your friends and make new ones at the Schooner Wharf Bar New Year’s Eve Celebration. The popular waterfront watering hole once again will present [...]

Join in on the fun with the 19th Annual Key West Half Marathon and 5k taking place at the Waterfront Brewery at the Historic Seaport. [...]