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

12/01/2022 to 07/31/2023

THE KEY WEST FISHING TOURNAMENT 2022-2023

Founded in 1965, the Key West Fishing Tournament is an annual fishing competition that runs from January to August. Throughout 2023, 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

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

March to April

Key West Spring Break 2023

Spring break is a special time of year to visit Key West. ​Because Key West is great for people who are looking for a different spring break experience, there's a nice mix of travelers. From fisherman to artists to families, there's something for everyone on Key West. On this page, we’ll highlight the top 6 reasons to visit Key West for Spring Break in 2022. Read More

April 14th through 23rd 2023

Conch Republic Independence Celebration – 41st Annual – 2023

Key West's Conch Republic Independence Celebration is a fun annual event that honors our eccentric community with 10 days of fun races and parties. Every April, people come from all over to celebrate the independence of Key West and the entire Florida Keys. Read More

May 3 - 5, 2023

The Key West Songwriters Festival 2023

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 7-11, 2023

Key West Pride Week 2023

Key West Pride 2023 brings downtown Key West to life for five 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

July 4 - July 7

Key West 4th of July 2023

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