For travelers seeking both charm and luxury, Key West and the Florida Keys offer a whimsical blend of laid-back island life with elegant stays at some of the most charming bed and breakfasts. Picture this: you wake up in a sun-drenched room with a fresh sea breeze rolling in, followed by a leisurely breakfast on a cozy veranda. That’s the kind of magic you’ll find here in this string of islands, where every day feels like a page from a Hemingway novel, and every meal is an adventure in itself.
Bed & Breakfast Bliss: Luxury in Paradise
When it comes to bed and breakfasts in the Florida Keys, quaint and luxurious converge. The historic architecture and lush gardens make staying in Key West feel like a journey back in time—except this time, you’re armed with Wi-Fi and a glass of champagne. One standout spot is The Mermaid & The Alligator, a lavish B&B where tropical elegance meets historic charm. With only nine rooms, it’s an intimate escape offering personalized service, gourmet breakfast, and, of course, a tropical garden to enjoy with your morning coffee.
Another classic is the Curry Mansion Inn, a stunningly restored Victorian home that exudes old-world charm. Breakfast here isn’t just a meal—it’s an event. You’ll dine on fresh fruit, eggs, and island-inspired dishes in an outdoor courtyard where palm trees sway lazily in the breeze. From these upscale B&Bs, you’ll be well-positioned to explore all that Key West has to offer, from its lively streets to its iconic sunset views.
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A Taste of the Sea: Eaton Street Seafood Market
After a peaceful morning at your bed and breakfast, what better way to indulge in the flavors of Key West than by enjoying some of the freshest seafood on the planet? Tucked away in an unassuming yet charming historic building, Eaton Street Seafood Market offers an unforgettable culinary experience. This isn’t your typical seafood joint—it’s where quality and simplicity collide.
Picture a plate piled high with lobster rolls that burst with tender, buttery goodness or a juicy piece of grilled snapper seasoned to perfection. Whether you’re dining in or picking up seafood to enjoy later at your B&B, Eaton Street guarantees an authentic taste of the ocean. Their Key West pink shrimp are an absolute must-try, and their stone crab claws are a true delicacy. Grab a glass of white wine or a frosty beer, and you’ve got the makings of a perfect lunch in paradise.
For those in the mood for something a little more adventurous, the fish tacos here are nothing short of legendary. One bite, and you’ll understand why locals and tourists alike rave about Eaton Street. It’s the kind of spot that makes you feel like you’re experiencing the real flavor of the Keys—without any pretense, just exceptional seafood.
Fishing Adventures: Cast a Line with Fish All In Charters
No trip to the Florida Keys would be complete without a day spent on the water, reeling in the catch of a lifetime. For a fishing experience that marries excitement with relaxation, look no further than Fish All In Charters. Whether you’re a seasoned angler or just looking to try something new, Captain Garret Frey and his team will guide you through the waters surrounding Key West, where fish practically beg to be caught.
The experience feels tailor-made for anyone seeking a hands-on adventure that perfectly complements the luxurious, slow-paced life you’ll find at your B&B. Imagine spending a morning out at sea, the sun warming your skin as you wait for that thrilling tug on the line. Whether it’s mahi-mahi, grouper, or snapper, the waters here are teeming with possibilities. Plus, there’s something truly satisfying about catching your dinner—especially when you know you can bring it back to Eaton Street Seafood for them to cook up!
Island Hopping and Hidden Treasures
When you’ve had your fill of fishing, it’s time to explore the hidden gems of the Florida Keys. Each island offers its own unique charm, making the area ideal for those who love a slow-paced journey filled with discovery. One of the most picturesque stops along the way is Little Palm Island Resort & Spa, accessible only by boat or seaplane. This luxury hideaway is perfect for a day trip, where you can bask in utter tranquility, savoring gourmet meals and perhaps a cocktail or two in this private paradise.
Another must-see is Bahia Honda State Park, a haven for beach lovers and snorkelers. Crystal-clear waters and powdery white sand make it a peaceful spot to spend a lazy afternoon. Pack a picnic from your B&B and enjoy one of the most serene locations in all of the Keys.
Sunsets and Romance: Ending the Day in Style
As the sun begins its descent over the horizon, there’s only one thing left to do—head to the famous Mallory Square for the nightly sunset celebration. Performers and vendors set up shop to entertain for the nightly sunset celebration. Performers and vendors set up shop to entertain the crowd, but the real star of the show is Mother Nature herself. Watching the sunset here feels like a tradition, a moment where time stands still and the sky seems to burn with color.
For a quieter, more intimate evening, seek out Latitudes Restaurant, located on a private island, for a dinner as breathtaking as the view. After a day filled with fishing, seafood feasting, and exploring, there’s no better way to end it than by savoring a meal while the sky turns shades of pink and orange.
The Perfect Bed & Breakfast Getaway
From luxurious bed and breakfasts to fresh-caught seafood and unforgettable sunsets, the Florida Keys offer an unparalleled escape from the ordinary. This is a place where mornings start with gourmet breakfasts on shaded verandas, afternoons are spent fishing or exploring the hidden corners of the islands, and evenings culminate in unforgettable sunsets and world-class meals.
Whether you’re lounging in the elegance of a historic B&B or dining on seafood so fresh it feels like the ocean delivered it to your plate, the Florida Keys will capture your heart and soul. So pack your bags, set your sights on Key West, and get ready for a dreamy getaway where every moment feels like a postcard come to life.
