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

September 2024

September 2025, Key West Womenfest!

Womenfest has attracted a diverse group of woman since its inception decades ago. The festival offers a wide range of activities for those who want to socialize, feel comfortable being themselves, soak up some sun, then party, laugh and dance the night away. 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

November 3-10th, 2024

Race World Offshore Key West Championships – 2024

The Race World Offshore Key West Championships will be November 3rd-10th, 2024. This is an exciting annual event that brings the world’s top offshore boat racers to Key West. Every fall, the beautiful water off of the coast of Key West is a proving ground where professional boat racers push the limits. With three days of racing and seven full days of events, the Key West Offshore Racing World Championships is a fun time to be on our special island. Read More

Wednesday, November 27 to Sunday, December 1, 2024

Key West Thanksgiving 2024

Thanksgiving is a fantastic Key West holiday. The island remains un-crowded, there’s great energy, and the weather is beautifully moderate. If you want to enjoy a special Thanksgiving, book a trip to Key West. On this page, we highlight Key West Thanksgiving dinner options and the best Key West bars to watch the big game. On Key West, we have a lot to be thankful for, and we’re happy to share this gratitude with our guests. Thanksgiving in Key West will be extra special this year. Read More

11/27/2024 to 12/30/2024

Key West Hanukkah and Christmas Holidays 2024

Key West is a special place to enjoy the holiday season. During the holidays, Key West lights up with fun festivities and offers a unique atmosphere to celebrate this exciting time of year. If you’re looking to escape the cold and enjoy the Hanukkah and Christmas holidays full of sun and artistic events; Key West is the perfect place for you and yours to gather and create very special holiday memories! Read More

Tuesday, December 31, 2024 – Countdown to Midnight Celebrations

New Year’s Eve Welcoming 2024 Celebrations!

Key West is a magical place to ring in the New Year! With usually balmy temperatures at midnight, island style countdowns dropping everything and everyone from famous drag queens to slices of key lime pie happen all over the island. Enjoy festive parties, acclaimed street food or fine island dining, and ring in 2024 in island style! Read More