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.

In a quiet corner of the largest island on Florida’s Gulf Coast, you’ll find Tarpon Lodge. Dating back to 1926, this old-school fishing lodge, now listed on the National Register of Historic Places, has seen several transformations over the decades, but today it’s back to its roots and better than ever.

If you’re craving fresh seafood and Old Florida charm, make your way to Cortez Historic Fishing Village, about an hour south of Tampa and minutes from Anna Maria Island. It’s home to some seriously good eats! Here are three places you shouldn’t miss.

Cedar Key has dealt with hurricanes, fires, and floods in recent years, yet the Island Hotel continues to stand strong on 2nd Street. Its 10-inch-thick walls and the resilient stewards who’ve cared for it over the years have a lot to do with that. Step inside and you’ll see how the past is still very much present.

On the shores of Jacksonville Beach, Casa Marina Hotel has been a coastal landmark since 1925. With its Spanish-Mediterranean architecture and rich history, this intimate boutique hotel continues to welcome guests looking for a relaxing beachfront retreat.