Idyllic Holiday Destinations: Some of Florida’s Most Enchanting Downtown Communities

Florida presents the opportunity to bask in the sunshine, lounge on captivating beaches, and enjoy an endless list of exciting activities on the water. Let’s have a look at what some of Florida’s most enchanting downtown communities offer during the holiday season.

Nestled comfortably in the Florida Panhandle, Pensacola, known for its rich military heritage, doesn’t hold back when the holidays roll around. From boat parades to Grinch trolley tours, you’re in for a treat when you swing by this town. 

Some of Pensacola’s seasonal events include the First City Lights Festival, Downtown Parade Christmas Dash, and Pensacola Winterfest. While holiday activities take place on or near Pensacola Beach, the city also has ice skating rinks, Christmas bar parties, and other unforgettable adventures you won’t want to miss. 

Adored for its beaches and surfing conditions, New Smyrna Beach is another delightful place that brims with holiday appeal. The town’s Christmas on Canal Street program features a Christmas parade, the Holiday Boat Parade, the Coastal Christmas Market, and a Girls’ Night Out shopping experience with basket drawings, live music, and delicious dining options. For even more excitement, attend a live performance of a classic Christmas tale such as A Christmas Carol at The Little Theatre NSB.

To make the most of the holidays, be sure to experience St. Augustine. The oldest city in the nation goes all out with lights, festivities, and jolly goodness as the Christmas season unfolds.

Candlelight tours, Santa sightings, horses, and marching bands await your arrival. As a very family-friendly town, the Hastings Hometown Christmas Parade, Hastings Holiday Pop-Up Market, and Unity Through Nativity—a display of over 100 nativity scenes from around the world—are all appealing, wholesome events. 

Winter Park, while highly regarded for its outdoor excursions and museums, never ceases to amaze when the holidays come around. Christmas movie showings, a Bubble Bus along Park Avenue, and meet-and-greets with stilt-walking elves combine to create a lovable small-town atmosphere. 

Also, you’ll find a special Breakfast with Santa event, streets lined with Christmas decorations, and seasonal productions of holiday tunes at the Winter Park Playhouse. This exquisite city goes above and beyond to ensure there’s something for everyone to experience during the holidays. 

There’s no shortage of merriment in Daytona Beach during the Christmas season. Dive into the magic by checking out the drive-thru light displays, Gingerbread Fantasy—an immersive light exhibit—and floats at the Christmas Parade. 

The spirited festivities don’t end there, though. Daytona Beach’s holiday allure includes the SantaCon Bar Crawl, guided tours of historic sights, and holiday markets with hot chocolate and more. 

Nested in the center of Florida’s Atlantic Coast, Cape Canaveral is a delightful and festive place to visit during the holidays. Many events take place on Cocoa Beach, where people gather to enjoy live music, dancing, and the annual Christmas Golf Cart Parade.