Key West Christmas Events & Things to Do 2025

Key West's biggest annual Christmas events often include festive boat parades, holiday lighting ceremonies, and various community gatherings. The island's unique charm shines through in its celebrations, often centered around its historic streets and waterfront.

Unique Key West holiday traditions often involve its maritime heritage, such as festive boat parades and decorated vessels. The island also embraces a laid-back, tropical take on holiday cheer, blending traditional elements with its distinctive island vibe.

The historic Old Town neighborhood is generally considered the best area for Christmas lights in Key West. Residents here often go all out decorating their charming homes, creating a magical atmosphere for evening strolls.

You can often find Christmas markets and local makers in Key West's downtown area, particularly around Mallory Square or in pop-up locations during the holiday season. Keep an eye out for artisan fairs and craft markets showcasing local talent.

Enjoying the neighborhood Christmas lights, especially in Old Town, is a fantastic free activity. Strolling through decorated streets, visiting public areas with festive displays, and attending community events are also great budget-friendly options.

Families with kids in Key West can enjoy exploring the festive lights, looking for Santa meet-and-greets at local events, and participating in community holiday activities. Many restaurants also offer family-friendly holiday dining options.