Best Historic Stays: Island Hotel on Cedar Key
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.
Best Historic Stays: Casa Marina Hotel in Jacksonville Beach
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.
Best Historic Stays: Cabbage Key Inn & Restaurant near Fort Myers
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.
Best Historic Stays: Casa Marina Resort in Key West
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.
Best Historic Stays: The Florida House Inn on Amelia Island
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!
Best Historic Stays: Hotel Flor in Tampa
Hotel Flor, once known as the Floridan Hotel, is entering a new chapter in its storied history. This iconic building first made its mark in the 1920s as Florida’s first skyscraper, a record it held until the 1960s. After a multimillion-dollar restoration—and with continued efforts to preserve its grandeur—the hotel has reclaimed its place as the crown jewel of Tampa. Join me as I show you around its latest transformation, now part of Hilton's Tapestry Collection.