Boca Grande, on the south end of Gasparilla Island in Lee County, takes some effort to get to because you don’t just pass through, you have to go there on purpose. And when you arrive, you’ll find an island community unlike anywhere else in Florida.

Now in its 112th season, The Gasparilla Inn in Boca Grande on Gasparilla Island still feels like a hidden treasure. The “Grand Dame” of this quiet barrier island continues to hold onto its timeless charm while making a lasting imprint on the community.

Halloween weekend has arrived, and there’s no shortage of spooky fun across the Tampa Bay Area! From haunted trails to eerie ghost hunts, and even a Halloween-themed skate jam, here are five frightfully fun ways to celebrate.

A Key West icon is shining brighter than ever. La Concha Key West, now part of the Autograph Collection, recently completed a $35 million renovation that honors its storied past while introducing a fresh, elevated experiences. Set in the heart of Key West’s historic district, this legendary landmark puts you right in the middle of it all, with the buzz of Duval Street just steps away.

The most iconic place to stay in the nation’s oldest city is Casa Monica Resort & Spa. You wouldn’t know it now, but this luxury hotel has been overlooked, shuttered, and even used as a government building during its 130+ year history. Thankfully, in recent decades, it’s been restored to its original grandeur and is now one of the most sought-after places to stay in St. Augustine.

Jacksonville Beach is one of Florida’s cutest small surf towns. It’s full of character, local flavor, and ocean views that never get old. If you’re planning a visit, here are seven ways to make the most of a perfect day (and night!) in this coastal gem.