Holidays

key west holidays

Key West Holiday Fest

Nov 25 2026 - 6:00pm
Celebrate the holidays in Key West at Key West Holiday Fest!Read more
Holidays
nutcracker ballet

Nutcracker Key West

Dec 3 2026 - 9:45am to Dec 7 2026 - 9:45am
Experience a tropical twist on a timeless classic with Nutcracker Key West! This enchanting performance brings the holiday ballet to life with island-inspired flair, vibrant costumes, and local talent. Perfect for families and visitors alike, it’s a magical evening of music and dance unlike any...Read more
Holidays

Wesley House Holiday Village & BeLighted Bike Ride

Dec 4 2026 - 5:00pm
This family-friendly event brings festive fun to the Coffee Butler Amphitheater with carnival rides, games, food trucks, holiday performances, and even photos with Santa.Read more
Holidays
key west christmas parade

Key West Hometown Holiday Parade

Dec 5 2026 - 7:00pm
Kick off the Christmas season with the Key West Hometown Holiday Parade—a beloved local tradition that brings together marching bands, floats, and festive characters. Families line the streets of Old Town to watch the colorful procession and enjoy the warm island spirit that makes this...Read more
Holidays
celebrate the holidays in key west lighted boat parade

Schooner Wharf Annual Lighted Boat Parade

Dec 12 2026 - 8:00pm
Watch the waters of Key West light up during the annual Schooner Wharf Lighted Boat Parade! Dozens of creatively decorated boats, from fishing vessels to luxury yachts, cruise through the harbor, each one decked out in twinkling lights and holiday décor. The waterfront becomes a...Read more
Holidays