January

Local Residents Ride Free

Ring in the new year by showing your loved ones around your city! Monroe County residents can take advantage of some of our tours and attractions for FREE when accompanied by a full fare adult paid guest with Hometown Pass!

Go to Hometown Pass for more information.

61st Annual Key West Home Tours

Tour elegant and unique private homes of Key West, ranging from exquisite restorations to creative renovations, and the interior design that complements each. January tours are offered 2 to 6 p.m. each day. Proceeds benefit the foundation’s Oldest House Museum, grant and scholarship programs. For each tour, the number of visitors allowed inside each home will be limited, masks will be required and hand sanitizers will be provided.

30th Annual Kelly McGillis Classic Flag Football Championship

Women and girls from around the United States and the world are to gather in Key West for hard-fought sporting action, and sanctioned teams compete in divisions based on age and skill level. The championship is named for and endorsed by actress McGillis, a former Key West resident who starred in “Top Gun” and “Witness,” among other films. Public is welcome to spectate games, held at Wicker Field Sports Complex on Kennedy Drive.

Key West Food and Wine Festival

Adventurous aficionados of fine food and vintages can explore creative cuisine, premium wines and unique events in a subtropical island setting during the annual celebration. Whet your appetite for island-style excellence, showcasing local chefs’ culinary flair and favorite indigenous ingredients, intriguing libations and distinctive Florida Keys atmosphere.

Sundance Film Festival 2021

This year, Sundance Film Festival is doing things differently by bringing the Fest to Key West audiences with a Sundance Satellite screen in the local community, at the Tropic Cinema, 416 Eaton St. Offered digitally via a custom-designed online platform alongside drive-ins, independent art-houses and a network of local community partnerships in select cities, the Utah festival’s characteristics remain the same: celebrating independent film, visionary artists, unique perspectives, and adventurous audiences.