Christmas in the Keys
Embrace the Magic of December: Things to Do in the Florida Keys
Things to Do

Embrace the Magic of December: Things to Do in the Florida Keys

December Delights in the Florida Keys

December in the Florida Keys is a magical time when warm weather meets festive holiday spirit. Whether you're seeking relaxation or adventure, our laidback Islamorada resort, a bayside waterfront hotel in Islamorada, offers the perfect base for exploring the unique experiences that make this season special.

Holiday Events in the Florida Keys

December brings holiday cheer to the Florida Keys. From enchanting boat parades adorned with dazzling lights to charming holiday markets, the Keys come alive with festive spirit. Our resort's proximity to these events ensures you won't miss out on the joyful celebrations. Below, you'll find a calendar of events to help you plan your holiday celebrations:

Conch Tour Train's Holiday Sights & Festive Nights Tours

Dec 8, 2023 - Dec 23, 2023

Lively Conch Tour Train tours depart from Key West High School, 2100 Flagler Ave., at 6:30, 7, 7:30, 8 and 8:30 p.m. on evenings from Dec. 8 to 12 and 15 to 23. Included are holiday lights glasses as keepsake items. The one-hour tour takes riders past the island's most elaborately decorated houses, buildings and neighborhoods, with holiday caroling.

Key Largo Lighted Bike Ride

December 8, 2023

All are invited to join the Key Largo Lighted Bike Ride, Friday Dec. 8. Decorate your bike with lights and wear Christmas sweaters or other festive attire. Participants are to register at 5:30 p.m. at Florida Mortgage Lab, mile marker 102.9 oceanside. The ride begins at 6:30 p.m., proceeding up and down U.S. 1 with a Monroe County Sheriff's Department escort. Donations at registration support Mrs. Clause a Merry Cause, which helps Keys children in need.

Key Largo Lighted Boat Parade

December 9, 2023

The theme for this year's lighted boat parade on Blackwater Sound is Christmas Around the World. Decorated boats begin their procession at 7:30 p.m. Viewing available from bayside waterfront bars, restaurants and resorts around mile markers 103-104.

Santa at the Park: Harry Harris Beach & Park

December 9, 2023

Monroe County Fire Rescue and Monroe County Parks and Beaches invite the public to take a picture with Santa and meet local firefighters on Saturday, Dec. 9, from 12 noon to 2 p.m. at Harry Harris Park, at 50 E. Beach Rd. in Tavernier. The first 100 children will receive a frisbee, and there will also be candy canes and fire truck tours.

Islamorada Fire Rescue presents Santa Claus & His Carolers

December 17, 2023

The local fire department including trucks, fire fighters, and Santa will be making a tour of neighborhoods and streets throughout Islamorada from 5:10 p.m. until 9:30 p.m. In addition to the singing, candy, and joyful revelry, they will be collecting unwrapped toys to benefit Toy For Tots. The route and schedule are posted in the Resort Office.

Morada Way Third Thursday Art Walk

December 21, 2023

The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. This Thursday, enjoy a holiday-flavored edition of the art walk with Keys-inspired fine artists, vendors, residents, and visitors congregating on Morada Way in Islamorada. Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine and listening to music, in the area between mile markers 81 and 82.

Plan Your December Getaway

Ready to experience the charm of December in the Florida Keys? Plan your getaway at our laidback Islamorada resort, a bayside waterfront hotel designed for relaxation and charm. Whether you're here to celebrate the holidays, bask in the sun, or explore the local culture, our resort provides the perfect backdrop for an unforgettable December vacation. With its laidback vibe, waterfront beauty, and an array of activities, Islamorada is the ideal destination for a December escape in the Florida Keys. Book your stay at our resort and immerse yourself in the magic of this enchanting season. Whether you're seeking relaxation or adventure, you'll find it all in the serene and sunny paradise of Islamorada.