Celebrate the Magic of the Holidays in the Florida Keys


Where Festive Lights Meet Subtropical Delight

This holiday season, trade your winter coats for flip-flops and discover the vibrant charm of the Florida Keys. Spanning 125 sun-soaked miles from Key Largo to Key West, this tropical paradise is transforming into a dazzling wonderland filled with lighted boat parades, whimsical celebrations, and heartwarming traditions. Whether you’re drawn to sparkling seaports or lively holiday markets, the Keys offer unique holiday cheer in true island style.

Why the Florida Keys?

Imagine celebrating the holidays under swaying palm trees wrapped in twinkling lights, with the ocean breeze carrying the sounds of laughter and carols. Here, the spirit of the season takes on a subtropical twist that’s as colorful and lively as the islands themselves. Whether you're exploring festive events with family or seeking a romantic getaway, the Florida Keys promise unforgettable experiences.


Must-Visit Holiday Highlights

Harbor Walk of Lights (Nightly Through Jan. 31)

Key West's Historic Seaport sparkles with lighted displays of fish, flamingos, and a towering 20-foot-tall Fishing Buoy tree. Stroll past brilliantly lit palm trees and soak in the festive waterfront vibes.
 - Where: Key West Historic Seaport
 - When: Nightly through Jan. 31
 - Info: keywestchristmas.org

Lighted Boat Parades (Dec. 13-14)

Watch festively decorated boats cruise the waters in dazzling displays. Catch the Stock Island parade on Dec. 13 or the Schooner Wharf Bar spectacle on Dec. 14.
 - Where: Stock Island and Key West Historic Seaport
 - Why Go: Holiday magic, maritime style

Nutcracker Key West (Dec. 5-8, 13-15)

Experience the classic ballet with a tropical twist! This enchanting production blends the Florida Keys’ seafaring heritage and coral reef beauty into a must-see show.
 - Where: Tennessee Williams Theatre
 - Tickets: nutcrackerkeywest.com

Pet Pictures with Santa (Dec. 5)

Bring your furry friends for festive photo ops at the nautical Christmas tree along the Harbor Walk. Proceeds benefit the Boys & Girls Club of the Keys.
 - Where: William Street, Key West
 - Cost: $25 donation for a professional digital image

Waterfront Winter Wonderland (Dec. 13-28)

Transforming the Truman Waterfront Park into a holiday haven, this family-friendly festival features an ice-skating rink, Ferris wheel, local artisan goods, and visits with Santa.
 - Where: Coffee Butler Amphitheater
 - Admission: $12, kids 5 and under free

Key West New Year’s Eve “Drops” (Dec. 31)

Say goodbye to 2024 with quirky celebrations, from a conch shell drop to a red high-heel descent featuring a drag queen. For a pirate-themed countdown, head to the Schooner Wharf Bar.
 - Where: Various locations in Key West
 - Why Go: No two countdowns are alike!


Why You'll Love It

  • Uniquely Keys: From lobster trap Christmas trees to underwater-inspired Nutcracker performances, nowhere else celebrates like this.
  • Family-Friendly Fun: Activities like the Holiday Village and Rudolph Red Nose Run are perfect for kids and kids-at-heart.
  • Romantic Escapes: The lights, waterfront views, and live music make for dreamy holiday date nights.
  • Tropical Vibes: Who needs snow when you have sand, sea, and sunshine?

Plan Your Visit Today

The Florida Keys redefine holiday traditions with a dash of whimsy and a splash of sunshine. Whether you're looking for an unforgettable family vacation or a festive getaway with friends, this subtropical paradise has something for everyone. So why not make this holiday season the most memorable yet?

Pack your bags, embrace the island spirit, and let the Florida Keys light up your holidays!