15 Must-See Attractions in Key West: A Guide by Local Experts

15 Must-See Attractions in Key West: A Guide by Local Experts

Don’t Miss Out on These Incredible, Key West Experiences!

Key West is a treasure trove of captivating sights and experiences. From historic landmarks to vibrant nightlife and unique marine adventures, there’s something here for everyone. At Spencer’s Boatyard, we’re not only your go-to source for the best water adventures, but also your guide to the top must-see attractions in Key West. Here’s our curated list, from our expert locals at Spencer’s, of 15 essential spots to add to your itinerary.

1. Mallory Square

Mallory Square is a must-visit spot in Key West, renowned for its nightly sunset celebrations. Each evening, locals and tourists alike gather at the waterfront plaza to witness the stunning sunset over the Gulf of Mexico, creating a magical and unforgettable experience. The square comes alive with street performers, musicians, and artists, offering an eclectic mix of entertainment and local crafts. Food vendors serve delicious local fare, adding to the festive atmosphere. Whether you’re sipping a cocktail, browsing unique handmade items, or simply enjoying the lively ambiance, Mallory Square provides a quintessential Key West experience that captures the island’s spirited charm.

2. Latitudes Restaurant on Sunset Key

Latitudes Restaurant, located on the picturesque Sunset Key, offers a dining experience that combines upscale, American cuisine with breathtaking views. Accessible by a short ferry ride from Key West, this beautiful restaurant provides a serene escape for tourists and locals looking for a relaxing dinner by the water. Patrons can also enjoy meals on the outdoor patio, where the ocean backdrop enhances the culinary experience. The menu features a variety of gourmet dishes, focusing on fresh, local ingredients and seafood, ensuring a delightful meal for every palate. Whether you’re visiting for a romantic dinner or a special celebration, Latitudes Restaurant promises an unforgettable experience with its unparalleled ambiance and exceptional service.

3. The Reefs & Sand Key Lighthouse

Embark on a sailing adventure to the famous, Key West reefs right by the Sand Key Lighthouse. The lighthouse marks the reef and offers an excellent spot for snorkeling, where you can explore vibrant coral and marine life. The views of the ocean and the lighthouse here are amazing, and will make the perfect photo location for visitors and reef explorers!

4. Vandenberg Wreck

For scuba diving enthusiasts, sailing to the Vandenberg Wreck is a must. This abandoned ship lies deep underwater and provides an exciting dive experience. This location is full of different schools of fish that now inhabit the shipwreck. Bring an underwater camera for some cool shipwreck dive photos!

5. Dry Tortugas National Park

Visit Dry Tortugas National Park, a remote gem accessible by ferry, private charter, or seaplane. This national park has pristine beaches, historic Fort Jefferson, and excellent snorkeling opportunities. Note: You can’t sail to Dry Tortugas on a Spencer’s Boat as the trip takes a bit of time. We are happy to connect you with another form of transportation. Give use a call at 305-296-8826 and we’ll be happy to answer any questions you may have.

6. Duval Crawl

Immerse yourself in the vibrant nightlife of Key West with the famous Duval Crawl. This tour will allow you to explore the many bars and pubs along Duval Street and experience the lively atmosphere. During the crawl, you’ll be able to learn about the history of Duval Street and the extensive history of Key West! This crawl is perfect for a large group of friends on vacation looking to have a fun night out partying in paradise.

7. Robert the Doll

For a spooky twist, check out Robert the Doll at the Fort East Martello Museum. This eerie doll is famous for its ghostly tales and mysterious occurrences. People have reported many strange encounters when in the presence of this doll and many people have reported camera malfunctions upon photographing the doll in the museum. Visit at your own risk for a fun and creepy adventure!

8. Jimmy Buffett Tours

Jimmy Buffett tours offer a unique glimpse into the lifestyle that inspired the legendary singer-songwriter’s music. These tours take fans through iconic locations that have become synonymous with Buffett’s songs, such as Margaritaville, the original Margaritaville Café, and the lush gardens of the Ernest Hemingway Home and Museum. Along the way, tourists can enjoy live music, sample delicious seafood, and soak in the beauty of Key West. It’s an immersive experience that celebrates Buffett’s enduring legacy and the island spirit that shows within his body of work.

9. Ghost Tours

Dive into the supernatural side of Key West with a ghost tour. Explore haunted locations and hear spine-chilling stories of the island’s past. One of our local experts at Spencer’s Boatyard has his own super spooky ghost tour that takes you to many different haunted locations on the island. Take it from us, booking a ghost tour with a Spencer’s expert is the key to getting all of the top secret ghost information in Key West! You can book a ghost tour here.

10. Butterfly & Nature Conservatory

The Key West Butterfly and Nature Conservatory is a tranquil, butterfly oasis. The conservatory is home to hundreds of free-flying butterflies from around the world, as well as a variety of exotic birds, vibrant flowering plants, and waterfalls. Visitors can stroll through the lush, tropical habitat, to experience the colorful butterflies and birds. It also features a learning center with educational displays about the life cycle of butterflies and the importance of conservation. It’s a must-visit destination for nature lovers and anyone looking to experience the serene beauty of Key West’s natural environment.

11. Shipwreck Museum

The Shipwreck Museum in Key West offers a fascinating journey into the island’s maritime history. Located in a building designed to resemble a 19th-century wrecking warehouse, the museum brings to life the era when shipwreck salvaging was a booming industry in the Florida Keys. Visitors can explore a treasure trove of artifacts recovered from the sea, including silver coins, gold bars, and antique ship equipment. The museum features interactive exhibits, historical reenactments, and a lookout tower that provides panoramic views of the Key West harbor. Through engaging displays and storytelling, the Shipwreck Museum captures the daring exploits of wreckers

12. Hemingway House

The Hemingway House in Key West, also known as the Ernest Hemingway Home and Museum, is a historic residence where the renowned American author Ernest Hemingway lived and wrote during the 1930s. This Spanish Colonial-style home is situated in the heart of Old Town Key West and is famous for its lush gardens, distinctive architecture, and unique history.

Visitors to the Hemingway House can tour the preserved home, which showcases many original furnishings and Hemingway’s personal belongings. The property’s lush grounds are home to a variety of tropical plants and the famous six-toed cats, descendants of Hemingway’s own pets. The writer’s studio, where Hemingway penned many of his classic works, remains a highlight of the visit.

13. Walking Tour of Key West

Take a leisurely walking tour of Key West to soak in the island’s charm. Wander through historic streets, discover hidden gems, and get a feel for the local culture. Walking tours in Key West offer an engaging way to explore the island’s rich history, vibrant culture, and beauty. These tours typically take visitors through the charming streets of Old Town, where they can admire the unique architecture of historic homes, visit iconic landmarks, and learn about the island’s storied past.

14. Captain Tony’s Saloon

Visit Captain Tony’s Saloon, one of the oldest bars in Key West. With its rich history and lively atmosphere, it’s a great spot to enjoy a drink and hear fascinating tales of the past. Captain Tony’s Saloon is named after its former owner, Captain Tony Tarracino, who was a Key West icon. A fisherman, charter boat captain, and former mayor of Key West, Captain Tony bought the bar in 1958 and transformed it into the beloved watering hole it is today. The saloon’s walls are decorated with memorabilia, including business cards, bras, and license plates, creating a unique and eclectic ambiance.

15. Southernmost Point & Mile Zero

The Southernmost Point and Mile Zero are two iconic landmarks in Key West, drawing countless visitors who want to experience the unique charm and geographical significance of the island.

Southernmost Point: The Southernmost Point is a famous concrete buoy located at the corner of South and Whitehead Streets. It marks the southernmost point of the continental United States, just 90 miles from Cuba. Visitors flock to take pictures with the buoy, which is painted in bright red, yellow, and black colors and features the text “Southernmost Point Continental U.S.A.” The area surrounding the buoy often has street vendors and musicians, adding to the lively

Mile Zero: Mile Zero marks the starting point of U.S. Highway 1, the longest north-south road in the United States, which stretches all the way to Fort Kent, Maine. The Mile Zero sign is located at the intersection of Whitehead and Fleming Streets. For many travelers, reaching Mile Zero is a symbolic end or beginning of their journey along the historic highway. The sign is a popular photo spot, signifying not just a geographic location but also the laid-back, adventurous spirit of Key West.

Book a Tour Now!

Key West is an island full of history, adventure, and natural beauty. Whether you’re exploring the depths of the ocean, soaking up the sun on pristine beaches, or diving into the island’s vibrant culture, there’s no shortage of must-see attractions. Let Spencer’s Boatyard be your guide to the best experiences Key West has to offer. Happy exploring!

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