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.

Step inside one of Florida’s most storied stays. From its beginnings as a 19th-century general store to its transformation into a beloved hotel, this coastal icon has seen it all — fires, hurricanes, and decades of change. I’m taking you inside Jimmy Buffett’s favorite room, to the dining room where a legendary salad still lives on, and through the halls of the Island Hotel, which continues to charm travelers more than 160 years after it was built.

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.

South of beautiful Boca Grande and north of the iconic sandy shores of Sanibel and Captiva, is Cabbage Key, a hidden slice of Old Florida that has been delighting guests for decades. While boaters frequent this 100-acre island, many travelers have yet to discover its charm. I’ll show you why a stop on this island, that feels like a step back in time, must be on your 2025 Florida travel list.  

For over a century, Casa Marina Resort has embodied the heart and soul of Key West. Following a stunning $80 million renovation completed in 2024, the resort’s timeless charm has been revitalized, making it more alluring than ever and cementing its status as the island’s most iconic historic hotel. Trust me, it's a stay I will never forget and I know it'll leave a long-lasting impression on you as well.

Discover one of Florida's most iconic and historic stays: The Florida House Inn on Amelia Island. With a storied past spanning more than a 160 years, this charming inn has hosted a wide array of guests, from presidents to revolutionaries and the nation’s elite families. Now, it's your turn to experience it!