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.
A Railroad Tycoon’s Vision
The story of Casa Marina began with a promise from American railroad magnate Henry Flagler in 1912. He pledged to build a luxury resort hotel once his ambitious Overseas Railroad, connecting Key West to the Florida mainland, was complete.
Unfortunately, Flagler passed away in 1913 at the age of 83 before seeing his dream realized. Nevertheless, construction commenced in 1918 under the leadership of his trusted aide, Louis P. Schutt.
Designed in the elegant Spanish architectural style, Casa Marina incorporates subtle nods to Flagler’s railroad legacy.
“The archways in the original building were meant to mirror the bridges on the way down,” explained Evelyn Summer, Casa Marina’s Resort Manager.
The hotel opened with grandeur on New Year’s Eve in 1920 and quickly became a hotspot for the elite. In fact, just three days after its opening, President Warren G. Harding paid a visit. Over the decades, athletes, actors, authors, and politicians have all spent time at Casa Marina.
And of course, Ernest Hemingway frequented the hotel during his time in Key West. Casa Marina even makes appearances in some of his works, a legacy the resort continues to honor today.
Blending Timeless Elegance with Modern Luxury
Today, Casa Marina is a breathtaking combination of historic elegance and modern luxury. The resort comprises three buildings, including the original structure and two wings added in the 1980s.
In spring 2024, the resort emerged from an extensive $80 million renovation and is now part of the Curio Collection by Hilton. This update preserved the hotel’s famous historic charm while introducing fresh, modern touches across the resort and in rooms.
“Now that they’ve added touches like the wood beams to draw from the original building, it’s really, really beautiful,” said Summer.
My stay in the Pool-Ocean View Queen Beds Suite was nothing short of spectacular. The bedroom, with its two plush queen beds and a massive TV, provided the perfect retreat. The spacious bathroom, complete with a lovely vanity, was a highlight.
The living room featured a cozy L-shaped seating area, with vibrant patterns and funky decor. But the real showstopper was the balcony — with stunning views of the pools, the ocean, and the unforgettable Key West sunsets.
“Guests who have been coming for years are blown away by the renovations,” Summer noted.
The resort offers a sandy beach, two heated pools, two piers, a fitness center, and more, ensuring a full-service experience.
Savoring Casa Marina's Culinary Delights
Dining at Casa Marina is an experience in itself. For breakfast, guests can enjoy Flagler’s Restaurant, located in the historic Flagler’s ballroom and the outdoor patio.
For a quick caffeine fix and fresh pastries, Morrison’s Market is the go-to spot. It's also the perfect place to grab some Casa Marina merchandise as a keepsake.
For a lighter fare, head to The Canary Room, inspired by Hemingway’s short story, “A Canary for One.” This charming spot features hand-painted murals and original curved ceilings. Don’t miss the Margarita Royale, a delightful blend of Don Julio Blanco Tequila, Cointreau, prickly pear, and Prosecco.
Lunch and dinner are a treat at Dorada Key West, the resort’s newest addition offering Baja-Med cuisine with stunning beachfront views.
For a truly unforgettable experience, indulge in Toes in the Sand — a private, six-course dining adventure on the beach. My menu featured Coconut Soup, Market Oyster Trio, Lobster Ravioli, Short Rib “Cigars,” Oven-Roasted Lamb, and Choco Flan.
Relaxation, Recreation, and Adventure
Beyond the beach and pools, Casa Marina offers an array of amenities. The Spa al Mare provides treatments, including massages, facials, and aromatherapy sessions.
Exploring Key West is a breeze with the Old Town Trolley Tour stop conveniently located at the resort. Or, rent a bike onsite for a few hours or a few days.
For water adventures, Barefoot Billy’s Watersports is right at your doorstep. I took their 90-minute jet ski tour around the island — an exhilarating experience! You can also rent kayaks and paddleboards for a leisurely paddle on the water.
