Key West Events

January

Quantum Key West Race Week is a long-standing January tradition in Key West of over 20 years which is sure to delight the sailing enthusiasts among us. For writers and fans of literature, the Key West Literary Seminar is an excellent event which has been going on for over 30 years. Considering the city’s history as a favorite hub for great writers, what better place to celebrate literature among like-minded enthusiasts than Key West.

February

For lovers of fine art, the Old Island Days Art Festival, a two-day outdoor event held in late-February which has been running for well over 40 years is a can’t miss annual event. If you are interested in taking in the varied and beautiful architecture of Key West, you might want to check out the annual Key West House Tours event, a long-standing tradition of over 50 years.

March

March is a big month for conch-related events, featuring both the Key West Conchfest, featuring food, arts and crafts, live music, and more, and the Annual Conch Shell Blowing Contest, a tradition of over 50 years.  For lovers of good drink and Irish culture, you might want to check out the annual St. Patrick’s Day bar stroll, a staple in Key West for over 30 years.

April

Foodies rejoice in Key West each April when Taste of Key West rolls around, which is the premier food event in Key West held at the Truman Waterfront Pier for well over 10 years straight. At Taste of Key West, food and wine enthusiasts get to experience the best that local restaurants and wineries have to offer all in one convenient location.

May

The Key West Songwriter’s Festival is an early May tradition in Key West of almost 20 years, and is the biggest songwriter’s festival in the world. Held over five days and nights, some of the top songwriters in the country perform free shows at the city’s most popular venues. The Key West Survivors Party is another popular May event benefiting local charities which has been running for over 30 years. You might also want to check out the Cuban-American Heritage Festival, held in late-May.

June

Key West is known as one of the top locations in the country for LGBT culture, and it is no surprise that the Key West Pride Fest held each June is a major event in the city. Whether you are LGBT or a friend, you should have a great time enjoying the festivities at Key West Pride.

July

There may be no man who is more synonymous with Key West than legendary writer Ernest Hemingway, and the Hemingway Days Festival held in Key West each year in honor of the famous former Key West resident is a 30+ year tradition in the city and a can’t miss for both Hemingway fans and those wanting to experience an integral part of Key West culture.

August

If you love beer and all things beer-related, you will not want to miss the annual Key West Brewfest held over Labor Day weekend each year. The Key West Brewfest offers lovers of good brew not only the opportunity to try some of the best craft beer in the world from Florida and beyond, but also features many fun and informative educational events, and food-related events as well. If you love lobster, and most of us do, you will certainly want to check out the annual three-day Key West Lobsterfest, featuring great food, live music, and more.

September

The Key West Womenfest, an annual event of over 25 years welcoming the lesbian community and friends thereof, is another popular Key West gay-oriented event. Held over six days in early September, the event features a wide variety of fun events and activities to appeal to just about anyone.

October

Key West’s Fantasy Fest is a major annual street party featuring an eclectic assortment of events and is honestly like no other in the world. It is considered one of the biggest street parties in the country, and is a major tourist draw in Key West. There is no better time to visit Key West if you want to experience the city at its most debaucherous.

November

November in Key West means its time for Parrot Heads across the country to “phlock” to Key West for the annual Parrot Heads in Paradise “Meeting of the Minds” convention, A 20+ year Key West tradition among Buffett-enthusiasts.

December

Celebrate Christmas Key West style at the famous and popular Schooner Wharf Bar by checking out the annual Key West Lighted Boat Parade, a Key West holiday tradition, or check out any of the other “Bight” Before Christmas events held each year in the city. New Year’s Eve in Key West always promises a fun time as well, with a wide variety of parties and events held at different venues throughout the city.

 

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