A Complete Travel Guide to Exploring The Florida Keys down to Key West, Florida. What to do, where to eat, places to stay, and more!
Welcome to the vibrant paradise of Key West, Florida – where the sun kisses the turquoise waters and every street corner echoes with the rhythm of island life. Nestled at the southernmost tip of the United States, Key West is a treasure trove of historical charm, natural beauty, and endless adventure. From its iconic pastel-hued architecture to its lively Duval Street nightlife, this enchanting island beckons travelers to immerse themselves in its laid-back atmosphere and eclectic culture.
See below for direct links to each section of this post!
Where to Stay
The Reach, Curio Collection by Hilton
1435 Simonton St, Key West, FL 33040 (quieter side of town, ~25 min walk to Mallory Sq.)
We loved staying here! Not only is it one of Key West's only hotels with its own private beach, but it also has a pool, restaurant and cafe on site. The hotel's style is very boutiquey, aesthetic, and has a laid back vibe. When we weren't exploring, we spent our time relaxing on the beach in lounge chairs, taking a dip in the pool, grabbing a coffee and key lime beignet, or grabbing a drink at their restaurant, Four Marlins, with an oceanfront view. See here for more details.
Beware of seaweed washing up in all Florida Keys beachfront resorts if you're planning your trip in spring (April/May) into summer.
What to Do
Duval Street
Duval St, Key West, FL 33040 (night out, shopping, eating & more)
Duval Street in Key West is the heartbeat of the island's nightlife and entertainment scene. It's a bustling thoroughfare packed with bars, restaurants, shops, and galleries, making it a must-visit destination for anyone exploring Key West. During the day, you can browse unique boutiques for souvenirs, art, and clothing. As the sun sets, Duval Street comes alive with vibrant energy. Dive into the lively bar scene, where you can enjoy live music, sip on tropical cocktails, and sample fresh seafood. Key West's famous landmarks like Sloppy Joe's Bar, Hog's Breath Saloon, and Margaritaville are all located along this iconic street. Whether you're looking for a fun night out or a leisurely day of shopping and dining, Duval Street offers something for everyone visiting Key West.
Mallory Square
Mallory Square, Key West, FL 33040 (best spot to catch the sunset, also crowded)
Mallory Square in Key West is the quintessential gathering spot for locals and tourists alike, offering a vibrant mix of entertainment, shopping, and breathtaking sunsets. Situated on the historic waterfront, Mallory Square is famous for its nightly Sunset Celebration, where visitors gather to watch the sun dip below the horizon in a spectacular blaze of colors. But beyond the sunset, Mallory Square boasts a lively atmosphere throughout the day, with street performers, artisans, and vendors showcasing their talents and wares. Nearby, explore the eclectic array of shops and galleries, indulge in fresh seafood at waterfront restaurants, or simply relax and soak in the laid-back ambiance of this iconic Key West destination.
Pro Tip: Arrive to sunset at least 20-30 minutes early to get a good view as crowds get pretty heavy towards its peak.
The Hemingway House
907 Whitehead St, Key West, FL 33040
The Hemingway Home and Museum in Key West is a literary haven and historical gem that beckons visitors to step back in time and immerse themselves in the world of one of America's most iconic authors, Ernest Hemingway. Located in the heart of Old Town Key West, this charming property served as Hemingway's home from 1931 to 1939. Today, it stands as a beautifully preserved tribute to his legacy and creative spirit. Visitors can explore the Spanish colonial-style mansion, wander through lush gardens filled with whimsical cats (descendants of Hemingway's beloved six-toed feline companions - yes you can pet these furry friends!), and marvel at the writer's personal belongings and memorabilia.
The Key West Butterfly and Nature Conservatory
1316 Duval St, Key West, FL 33040
The perfect spot for butterfly lovers! The conservatory is a tropical oasis nestled in the heart of Key West, inviting visitors to experience the enchanting beauty of nature up close. Step into a world of wonder as you wander through lush, tropical gardens teeming with vibrant flowers, cascading waterfalls, and exotic plants. But the true stars of the show are the thousands of brilliantly colored butterflies fluttering around in a kaleidoscope of hues. Explore the conservatory's climate-controlled glass atrium, where these delicate creatures dance amidst lush vegetation and tranquil ponds.
Take a Sunset Cruise
Sebago Watersports - 205 Elizabeth St, Key West, FL 33040
A sunset cruise in Key West offers the perfect opportunity to witness nature's breathtaking spectacle while sailing through the sparkling waters of the Gulf of Mexico. As the golden hour approaches, board a luxurious catamaran or classic schooner and set sail from Key West Harbor. Feel the gentle sea breeze caress your skin as you glide past iconic landmarks such as Mallory Square and the historic Fort Zachary Taylor. With a front-row seat to the horizon, watch in awe as the sun dips below the water, painting the sky with a symphony of vibrant hues. Many sunset cruises also include complimentary drinks and hors d'oeuvres, adding a touch of luxury to your experience.
Go Snorkeling or Take a Snorkel Tour
Sebago Watersports - 205 Elizabeth St, Key West, FL 33040
Embark on an aquatic adventure with a snorkel tour in Key West, immersing yourself in the vibrant underwater world of the Florida Keys. Join an expert crew aboard a comfortable catamaran or powerboat as you journey to some of the region's most pristine snorkeling spots. Dive into the crystal-clear waters teeming with colorful coral reefs, tropical fish, and marine life.
Dry Tortugas National Park
An all day affair only accessible by boat or plane
Escape to the remote and pristine beauty of Dry Tortugas National Park, a breathtaking oasis located 70 miles west of Key West. Accessible only by seaplane or boat, this secluded paradise is a haven for nature enthusiasts and history buffs alike. Explore the park's stunning coral reefs, teeming with vibrant marine life, on a snorkeling adventure unlike any other. Swim alongside tropical fish, sea turtles, and even the occasional dolphin in the crystal-clear waters surrounding the park's seven small islands. Above the waterline, history comes to life at the imposing Fort Jefferson, a 19th-century coastal fortress and the largest masonry structure in the Western Hemisphere. Explore its imposing ramparts, mysterious dungeons, and lush interior gardens as you step back in time to the days of pirates and explorers.
Southernmost Point Buoy
1400 Whitehead St, Key West, FL 33040
Discover the iconic Southernmost Point of the Continental U.S.A. in Key West, a symbolic landmark that marks the southernmost tip of the contiguous United States. Standing proudly at the corner of South and Whitehead Streets, this colorful buoy has become a beloved symbol of Key West's unique location and laid-back charm. Visitors from around the world flock to this spot to capture a photo with the buoy, which boasts vibrant colors and the inscription "Southernmost Point Continental U.S.A. 90 Miles to Cuba."
Where to Eat
Southernmost Beach Cafe
1405 Duval St, Key West, FL 33040
Beachfront, open-air cafe serving American fare amid ocean blue walls, French cafe chairs & a bar.
Four Marlins Oceanfront Dining - The Reach
1435 Simonton St, Key West, FL 33040
Beachfront restaurant located inside The Reach Hotel. Services delicious cocktails, seafood, and vegetarian dishes. Perfect spot for lunch with a view or a casual-romantic dinner.
Alonzo's Oyster Bar
700 Front St, Key West, FL 33040
Waterfront restaurant offering a chill vibe, seafood-centric menu & full bar with daily happy hour. An affordable option located on the Harbor Walk.
Other popular and worthwhile spots include:
A&B Lobster House
Latitudes
Louie's Backyard
Little Pearl
El Siboney Restaurant
Cafe Marquesa
Blue Heaven
Half Shell Raw Bar
Fisherman's Cafe
Stock Rock Cafe
Insta-Worthy Photo Spots
The town of Key West has unique architecture, blooming florals, tropical foliage for days, and all of the island vibes you can imagine. You should have no trouble finding Pinterest-worthy photo locations around every bend, but here's a few of my favorites! Click each photo for details.
