March to April, 2025

“A Spring Escape to Key West’s Tropical Charm”~2025

Spring is a special time of year to visit Key West. The island is great for people who are looking for a different spring break experience, because there's a nice mix of visitors. From anglers to artists, to families and retirees, there's something for everyone on Key West. We have highlighted below just a few of the top reasons to visit Key West during Spring Break 2025. Read More

March 17, 2025

St. Patrick’s Day in Key West 2025

Chicago dyes its river green, NYC, Boston, and practically every American city hosts perpetual parades featuring bagpipers, step dancers and politicians galore. Non-practiced imbibers guzzle pitchers of green beer, and chase shots of Irish Whisky with pints of Guinness, or mugs of said cheap, green beer. The luck of the Irish awaits you at the end of the rainbow in Key West! Read More

April 30-May 4,2025

The Key West Songwriters Festival 2025!

One of the largest songwriting events in the world. Every May, for over 20 years, music fans, performers, and Key West locals have gathered together to enjoy music at many of Key West’s most popular beaches, boats, bars, resorts, and historic theaters. Read More

June 22-29, 2025

Key West Pride Week 2025

Key West Pride 2025 brings downtown Key West to life for eight days in June. In just one week, you will experience fun talent shows, pool parties, plays, a street fair, and a big parade. During this great event, the Key West community comes together to celebrate Pride. Across the entire island, you can feel the collective energy. Read More

June, 2025

9th Annual Mango Fest Key West, 2025

Mango Fest Key West, June,2025 featuring all things Mango. See what the king of fruit offers at Mango Fest. Visitors enter a world of Mangoes. Experience all things Mango through shopping, education and demonstrations. Read More

July 1 - July 7

Key West 4th of July 2025

Key West 4th of July offers exciting events for the entire family. Celebrate Independence Day in Key West with a tour of historic Old Town all dolled up in American decorations, indulging in key lime pie, and, of course, watching a spectacular fireworks display. Whether you're interested in viewing from land or water, Key West is one of the best places to celebrate the 4th of July. Read More

July 23-27, 2025

Sloppy Joe’s 44th Annual Hemingway® Look-Alike Contest July 23-27, 2025

Hemingway Days in Key West celebrates the literary success and lifestyle of Ernest Hemingway, one of America’s most famous writers. Every year, to honor Hemingway’s birthday, Key West comes to life with lively literary events. During Hemingway Days, locals, visitors, and fans celebrate Hemingway with a look-a-like contest, poetry readings, and a three-day marlin tournament. Read More

08/7/2025 to 08/10/2025

Key West Lobsterfest 2025 – 28th Annual!

The Key West Lobsterfest is a fun annual event that marks the beginning of Lobster Season on Key West. Every year, at the beginning of August, lobster lovers from all over the world come to Key West to celebrate lobster with free concerts, great food, and the biggest party of the summer. Read More

September, 2025

Key West BrewFest 2025

This multi-day festival hosted by Southernmost Beach Resort includes beer pairing dinners and pool parties along with other island-wide activities. The festival culminates with the signature tasting event. Each day offers things to do with events taking place at many restaurants, hotels, beaches and bars all over Key West. Read More

10-20 to 10-29, 2024

Fantasy Fest 2024, Cosmic Carnival

Key West Fantasy Fest is an exciting annual event that takes place in October. Every fall, the streets of Key West come to life for 10 days of unbelievable costumes, parades, and parties. Since its inception in 1979, The Key West Fantasy Fest has become one of the biggest events in Key West. People from all over the world come to Key West to explore their imaginations and celebrate creativity. Live your Fantasy in Key West! Read More