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As a Florida native, Key West holds a special place in my heart. It's a destination I've cherished since my youth, and it remains one of my absolute favorites. Let me help you plan the perfect Key West getaway, tailored to your interests and preferences. Contact me today to start your adventure.
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Things to do in Key West
Key West is a destination I've cherished since my youth. Over the years, I've shared countless memories there with my family and friends, from celebrating milestones to enjoying romantic getaways.
Key West's unique charm lies in its laid-back atmosphere, vibrant culture and stunning natural beauty. As the southernmost point in the continental United States, it offers a truly unforgettable experience. With its iconic Duval Street, Hemingway House and pristine beaches, Key West is a paradise for those seeking adventure, relaxation and a taste of island life.
Some spots that should not be missed;
Duval Street Pub Crawl: Here, the party's always on. Embark on a legendary Duval Street pub crawl, a must-do for any Key West visitor. Hop from one iconic bar to the next, sampling local brews, live music and the island's vibrant atmosphere. Don't miss world-famous spots like Sloppy Joe's, Irish Kevin's, Rum Bar, Willie T's and the quirky World's Smallest Bar.
Sunset celebration at Mallory Square: Experience the magic of Key West as the sun dips below the horizon at Mallory Square. This lively waterfront plaza transforms into a vibrant hub of activity, with street performers, vendors and a festive atmosphere. Grab a drink, find a prime viewing spot and soak up the breathtaking beauty of the sunset.
Hemingway House: Step into the life of a literary legend and immerse yourself in the world of Ernest Hemingway at his historic Key West home. Explore the sprawling grounds, admire the Hemingway cats and learn about the author's life and work. Don't miss the pool where Hemingway famously swam with sharks.
Southernmost Point of the Continental U.S.: Capture a memorable photo at the iconic Southernmost Point Buoy. This landmark marks the southernmost point of the continental United States, offering a unique photo opportunity and a chance to say you've been to the end of the road.
Snorkeling & diving: Explore the vibrant coral reefs and marine life of the Florida Keys with a snorkeling or diving adventure. Discover a world of colorful fish, sea turtles and other fascinating creatures. Whether you're a seasoned diver or a beginner, there are plenty of options to suit your skill level.
Kayaking & paddle boarding: Paddle through the calm waters of the backcountry and mangrove forests on a kayaking or paddle board adventure. Enjoy the tranquility of nature, spot wildlife and discover hidden gems along the way.
Fishing: Test your fishing skills in the crystal-clear waters of Key West. Try your hand at catching tarpon, bonefish or other exciting species. Whether you're a seasoned angler or a beginner, there are plenty of charter options available to suit your needs.
Sunset cruise: Watch the stunning sunset over the ocean on a relaxing cruise. Enjoy the gentle breeze, sip on a cocktail and savor the breathtaking views as the sun dips below the horizon.
Relax & enjoy the beaches: Key West boasts beautiful beaches perfect for soaking up the sun and relaxing. Smathers Beach offers a long stretch of sand and plenty of amenities, while Higgs Beach is known for its calm waters and proximity to the historic district.
Day trip to Dry Tortugas National Park:
Take a boat trip to Dry Tortugas National Park, a remote and unspoiled island chain located about 70 miles west of Key West. Explore Fort Jefferson, a massive 19th-century fortress, and enjoy snorkeling, diving or simply relaxing on the pristine beaches. The journey to Dry Tortugas is an adventure in itself, with scenic boat rides and the opportunity to see marine life along the way.
Places to eat & drink in Key West
Conch Republic Seafood Company: Indulge in fresh seafood delicacies at Conch Republic Seafood Company. Their peel-and-eat shrimp are a local favorite, and their refreshing piña coladas are the perfect complement to your meal. Enjoy a casual and laid-back atmosphere with plenty of outdoor and open-air seating, offering stunning harbor views.
Half Shell Raw Bar: For a waterfront dining experience, head to Half Shell Raw Bar. Savor their blackened Maui sandwich, a local delicacy that's sure to satisfy your cravings. If you're lucky enough to snag a table near the window, you'll be treated to a stunning view of tropical fish swimming in the harbor.
Angelina's Pizza: Craving a taste of Italy in Key West? Look no further than Angelina's Pizza. This local gem serves up delicious pies with a classic New York-style crust. Whether you prefer pepperoni, Margherita or a custom creation, Angelina's will satisfy your pizza cravings. Especially popular late at night after the crowds have made a day of bar hopping along Duval Street.
Conch Shack Key West: A Key West institution, Conch Shack Key West is renowned for its famous conch fritters and fried shrimp. These crispy, golden-brown treats are a must-try for any seafood lover. Grab a bite to eat and enjoy the casual, laid-back atmosphere.
Pepe's Cafe: Step back in time at Pepe's Cafe, a rustic joint with a laid-back vibe. This historic establishment has been serving up signature breakfasts and surf 'n' turf since 1909. Enjoy a hearty meal in a charming setting and experience a taste of Key West's culinary heritage.
Two Friends Patio Restaurant: Start your day with a delicious breakfast at Two Friends Patio Restaurant. Their menu features a variety of options to suit any taste, from classic pancakes and omelets to more adventurous dishes. Enjoy your meal on the outdoor patio and soak up the island atmosphere.
Where to drink:
Sloppy Joe's: A legendary Key West institution, Sloppy Joe's is a must-visit for any party-goer. Enjoy live music, cold drinks and a lively atmosphere.
Hog's Breath: This popular bar is known for its laid-back vibe, delicious food and rich history. Hog's Breath was founded in 1983 by a group of friends who wanted to create a fun and welcoming spot for locals and visitors alike. The bar's name is a nod to the wild hogs that once roamed the island.
Irish Kevin's: Experience the lively Irish pub scene in Key West at Irish Kevin's. Enjoy interactive live music throughout the day and night, although be prepared for some colorful language and consider steering clear if profanity bothers you.
World's Smallest Bar: As the name suggests, this bar is truly tiny but packs a big punch. Squeeze in with the locals and enjoy a cold drink in this unique and quirky setting.
Schooner Wharf Bar: Located on the waterfront, Schooner Wharf Bar offers stunning harbor views and a lively atmosphere. Enjoy live music, delicious food and refreshing drinks while watching the boats pass. It's not uncommon to encounter friendly locals, like iguanas, roaming the area.
Captain Tony's Saloon: A historic Key West landmark, Captain Tony's Saloon is known for its quirky atmosphere and tradition of tossing a quarter over your head from the street and trying to land it in the mouth of the grouper hanging above the entrance. For those that succeed, legend has it will bring you good luck!
Need to know
Getting there:
Key West International Airport is served by several major airlines, offering convenient flights from various destinations. However, for a more scenic and adventurous journey, consider flying into Miami International Airport and driving down the Overseas Highway. This iconic highway stretches over 113 miles and offers breathtaking views of the Florida Keys, including the historic Seven Mile Bridge. An approximately 4-hour drive, this stretch offers breathtaking views and a unique experience that feels like you are driving on the ocean.
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Travel Advisor
Christina Gales
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This guide is a part of our ongoing series on travel to Key West. Looking for more travel inspiration? Check out my guide, Three Days in Paris - Getting the Most Out of a Short Parisian Adventure.