Best Historic Stays, Stays, Food Sarah Phinney Best Historic Stays, Stays, Food Sarah Phinney

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.

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Best Historic Stays, Stays, Food, As seen on TV Sarah Phinney Best Historic Stays, Stays, Food, As seen on TV Sarah Phinney

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.  

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Best Historic Stays, Stays, Food, As seen on TV Sarah Phinney Best Historic Stays, Stays, Food, As seen on TV Sarah Phinney

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.

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