Holidays

key west christmas parade

Key West Hometown Holiday Parade

Dec 6 2025 - 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 13 2025 - 6:00pm
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
nutcracker ballet

Nutcracker Key West

Dec 1 2025 - 9:45am to Dec 30 2025 - 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
key west holidays

Key West Holiday Fest

Nov 27 2025 - 11:15am to Dec 31 2025 - 11:15am
Celebrate the holidays in Key West at Key West Holiday Fest!Read more
Holidays
christmas lights in key west

Key West Harbor Walk of Lights

Nov 27 2025 - 5:00pm to Dec 31 2025 - 10:00pm
Kick off the holidays island-style at the Key West Harbor Walk of Lights! From late November through New Year’s Eve 2025, the Key West Historic Seaport glows with dazzling light displays, festive music, and nautical cheer. Wander along the waterfront as boats, palm trees, and...Read more
Holidays
ghost tour

Key West Ghost & Mysteries Tour

Oct 25 2025 - 9:15pm to Oct 25 2026 - 9:15pm
Explore Key West’s spooky side on the Ghost & Mysteries Tour, a guided evening walk through the haunted streets of Old Town. Hear true stories of spirits, strange happenings, and the island’s dark past as you visit some of its most legendary sites. Equal parts...Read more
Holidays
spooky ghost tour

Ghosts & Gravestones Tour Key West

Oct 25 2025 - 9:15pm to Oct 25 2026 - 9:15pm
Step aboard the Trolley of the Doomed for one of Key West’s most iconic haunted experiences! The Ghosts & Gravestones Tour brings the island’s dark past to life with theatrical storytelling, eerie stops, and haunted tales told by costumed guides. You’ll journey to infamous spots...Read more
Holidays