Why Key West Should Be on Your Florida Vacation Itinerary
If you’re planning a Florida vacation, you might already have theme parks, beach resorts, and big cities on your list. But if you haven’t considered Key West, it’s time to rethink your travel plans. This island paradise at the southernmost tip of the U.S. offers a mix of relaxation, adventure, and unforgettable experiences. Whether you’re road-tripping down the coast or flying into Miami or Fort Lauderdale, adding Key West to your itinerary is a decision you won’t regret.
A Scenic Drive Like No Other
The journey to Key West is just as incredible as the destination itself. Driving down the Overseas Highway is an adventure, with miles of stunning ocean views, charming islands, and unique roadside stops. Along the way, stretch your legs at Bahia Honda State Park, visit the Turtle Hospital in Marathon, or grab a slice of authentic Key Lime Pie in Islamorada. The drive is so breathtaking, you might even forget to check your phone.
Seafood Lovers’ Paradise at Eaton Street Seafood
No trip to Key West is complete without indulging in some fresh seafood, and Eaton Street Seafood is the place to go. Located in a historic building just a short walk from the harbor, this spot serves up some of the best seafood on the island. Treat yourself to Key West pink shrimp, a lobster roll, or a platter of stone crab claws. If you fall in love with the flavors, you can even have seafood shipped straight to your home—just read more to explore their offerings.
Explore Key West’s Vibrant Harbor
Key West Harbor is a hub of activity, with yachts, fishing boats, and historic schooners dotting the waterfront. Strolling along the docks, you’ll see everything from luxury mega-yachts to classic wooden sailboats. If you’re feeling adventurous, hop on a sunset cruise or a snorkeling tour to experience the turquoise waters up close. And if you prefer to keep your feet on solid ground, find a waterfront bar, sip a cocktail, and watch the boats glide by as the sun sets.

Fishing Adventures with Fish All In Charters
For those who love a little action on the water, a fishing trip with Fish All In Charters is a must. Captain Garret Frey knows these waters inside and out, taking guests on unforgettable deep-sea fishing adventures. Whether you’re reeling in mahi-mahi, grouper, or even a sailfish, this experience is one for the books. To plan your trip and see what’s biting, learn more before heading out.
Sunset Celebrations Like No Other
Every evening, the entire island seems to gather at Mallory Square for the famous sunset celebration. Street performers, musicians, and food vendors create a festival-like atmosphere as the sun dips below the horizon. For a quieter sunset experience, head to Fort Zachary Taylor Historic State Park and watch the sky turn into a masterpiece of colors while waves lap at the shore.
Dive into the Underwater Wonderland
The Florida Keys are home to North America’s only living coral barrier reef, making Key West a dream destination for snorkeling and diving. Take a boat tour to explore the vibrant underwater world, or for those who prefer to stay dry, a glass-bottom boat tour offers a window into the ocean’s wonders. If you’re up for a real adventure, dive the famous USS Vandenberg wreck site, a massive sunken ship teeming with marine life.
Relaxed Island Vibes and Unique Culture
Key West has a charm you won’t find anywhere else. The colorful streets are lined with historic homes, quirky shops, and lively bars where live music spills out onto the sidewalks. Visit the Ernest Hemingway Home & Museum to see where the legendary writer lived, or stop by the Key West Butterfly and Nature Conservatory for a peaceful retreat among fluttering wings. The island’s mix of history, art, and laid-back vibes makes it a destination like no other.
Dine with a View
Key West is packed with fantastic restaurants where you can enjoy delicious food with a waterfront view. Blue Heaven serves up legendary breakfasts in a lush backyard setting, while Salute! On The Beach offers Italian-inspired seafood just steps from the sand. For a mix of island flavors and craft cocktails, Matt’s Stock Island Kitchen & Bar is a great pick. Wherever you choose to eat, expect fresh ingredients, bold flavors, and an atmosphere that screams vacation mode.
Make Key West the Highlight of Your Florida Vacation
With so much to see, do, and taste, Key West is more than just another Florida destination—it’s the highlight of any trip. Whether you’re indulging in Eaton Street Seafood’s fresh ocean flavors, embarking on a fishing excursion with Fish All In Charters, or simply soaking in the laid-back island atmosphere, this tropical paradise is calling your name. So when planning your Florida vacation, don’t just stay on the mainland—venture down to the Keys and discover what makes Key West truly unforgettable.