08/11/2022 to 08/14/2022

Key West Lobsterfest 2022 – 26th 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

12/01/2021 to 07/31/2022

THE KEY WEST FISHING TOURNAMENT 2021-2022

Founded in 1965, the Key West Fishing Tournament is an annual fishing competition that runs from January to August. Throughout 2022, anglers will compete from boats, land, piers, and bridges around Key West. Special attention is paid to the size and species of fish. Fish are tracked by entering weighed and released fish for no charge. Top awards include Outstanding Angling Achievement, Master Angler, and Sportsmanship Award. To support the health of Key West's fisheries, the Key West Fishing Tournament encourages the release of game fish. Read More

September 7-11th, 2022

Key West Womenfest 2022

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. The schedule of events will be added here soon. Read More

10-21 to 10-30, 2022

Fantasy Fest 2022, Cult Classics & Cartoon Chaos

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

11-3 to 11-5, 2022

Meeting of the Minds 2022

The Meeting of Minds, also called Parrot Heads Week, is a classic Key West event that celebrates the music of Jimmy Buffett, our beloved island singer and songwriter who created the idea of Margaritaville. Every fall, Parrot Heads from all over the world come to Key West for a week of dancing, fun-loving parties, and island pirate celebrations. Read More

November 6-13th, 2022

Race World Offshore Key West Championships – 2022

The Race World Offshore Key West Championships will be November 6th-13th, 2022. 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 23 to Sunday, November 27, 2022

Key West Thanksgiving 2022

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

11/23/2022 to 12/28/2022

Key West Hannukah and Christmas Holidays 2022

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 Hannukah and Christmas holidays full of sun and artistic events, Key West is the perfect place. Read More

Saturday, December 31, 2022 – Countdown to Midnight Celebrations

New Year’s Eve Welcoming 2023 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 2023 in island style! Read More

Wednesday, January 25 to Sunday, January 29, 2023

Key West Food and Wine Festival 2023

Experience the 2023 Key West Food & Wine Festival! Held from Wednesday, January 25 through Sunday, January 29 2023. The Key West Food and Wine Festival is a sequence of wine and food themed events, showcasing a varied range of wines and creative cuisine. Come experience over 20 distinctive events, including waterfront tastings, winemaker and chef collaborations and local events that showcase the authentic taste of the southernmost city. Read More