Best Things to Do in Key West

Introduction : 18 Best Things to Do in Key West, Florida

Your Ultimate Guide to the Conch Republic’s Best Attractions

Key West isn’t just a tropical paradise—it’s a vibrant blend of history, culture, and quirky charm. From sipping mojitos at sunset to exploring shipwrecks and literary legends, this island city offers something for every traveler. Whether you’re a first-time visitor or a seasoned “freshwater conch,” here’s your guide to the best things to do in Key West, packed with insider tips and hidden gems.

Interesting Facts About Key West

Before diving into the must-see spots, let’s set the stage with a few fun facts:

• Southernmost City in the Continental U.S.: Key West is closer to Havana, Cuba (90 miles) than Miami (160 miles).
• Third-Largest Coral Reef: The Florida Straits’ reef system is a snorkeler’s dream.
• End of the Road: U.S. Route 1 begins (or ends) here, stretching 2,370 miles to Maine.
• Celebrity Haven: Ernest Hemingway, Tennessee Williams, and Jimmy Buffett all called Key West home.
• Conch Culture: Locals born here are “conchs”; transplants become “freshwater conchs” after seven years.
• Cuban Flavors: From crispy Cuban sandwiches to strong cafecito, the island’s cuisine is a tropical fusion.

Best Things to Do in Key West

1. Watch the Sunset at Mallory Square

Mallory Square isn’t just a sunset spot—it’s a carnival of energy. Arrive early to snag a waterfront view, then browse street performers, local artisans, and food vendors. For a pre-sunset cocktail, head to Bistro 245 and order their signature Key Lime Colada. Pro tip: The real show begins an hour before sunset.

2. Step into Ernest Hemingway’s House

This Spanish Colonial home is where Hemingway penned classics like For Whom the Bell Tolls. Wander through lush gardens, admire his writing studio, and meet the famous six-toed cats (descendants of Hemingway’s original pet, Snow White). Don’t miss the 20-minute guided tour included with admission—it’s packed with wild tales of the author’s Key West days.

3. Climb the Key West Lighthouse

Across from Hemingway’s House, the 1848 lighthouse offers panoramic views after a steep 88-step climb. The keeper’s quarters showcase maritime history, but the real reward is spotting cruise ships, rooflines, and the glittering Gulf from the top.

4. Bar Hop Along Duval Street

Duval Street is Key West’s beating heart. Start at Sloppy Joe’s (Hemingway’s favorite haunt) for a rum runner, then hit Hank’s Hair of the Dog for live music. Craving a snack? Garbo’s Grill, a food truck behind Hank’s, serves Korean BBQ tacos. End at the Rum Bar for a flight of rare rums. Don’t miss: Drag shows at Aqua or La Te Da for a dose of local flair.

5. Wander the Key West Butterfly Conservatory

Escape the heat in this magical greenhouse, where hundreds of butterflies flutter around tropical blooms. Look for Rhett and Scarlett, the resident flamingoes, and wear aqua or blue clothing—butterflies are drawn to these hues!

6. Tour a Rum Distillery

Key West’s rum scene is booming. At the Key West First Legal Rum Distillery, take a free tour and mix your own mojito. For Hemingway fans, Papa’s Pilar (named after his boat) offers cocktail classes—book ahead for their “Rum & Revolution” experience.

7. Cruise on a Tiki Boat

Why walk when you can float? Rent a tiki-themed pontoon for a private mangrove tour or sunset cruise. Most hold up to six people and include coolers for BYOB drinks. Bonus: Some tours let you snorkel in hidden coves.

8. Lounge on Key West’s Best Beaches

• Smathers Beach: Two miles of powdery sand with volleyball courts and Hobie catamaran rentals.
• Fort Zachary Taylor Beach: Snorkel near Civil War-era ruins or grab a fish tacos at Cayo Hueso Café.
• Higgs Beach: Adjacent to the historic AIDS Memorial, this quiet spot is perfect for paddleboarding.

9. Stroll the Edward B. Knight Pier

This 1,200-foot pier near Higgs Beach is ideal for sunrise walks or fishing. Keep an eye out for tarpon and passing sailboats.

10. Explore the Truman Little White House

President Truman spent 11 working vacations here between 1946–1952. The guided tour reveals Cold War secrets, while the VIP “White Glove” experience lets you handle artifacts like Truman’s poker chips.

11. Dive into History at the Shipwreck Museum

Learn about the wreckers who salvaged ships (like the 1856 Isaac Allerton) along the treacherous reefs. Climb the 65-foot lookout tower for views of the harbor.

12. Hunt for Treasure at the Mel Fisher Museum

In 1985, Fisher discovered the Nuestra Senora de Atocha, a Spanish galleon sunk in 1622. Marvel at gold bars, emeralds, and the “Pillar of Silver”—a 77-pound ingot that’s Instagram gold.

13. Eat Like a Local

Key West’s food scene is legendary:

• Key Lime Pie: Skip the tourist traps—Blue Heaven’s version, topped with meringue, is iconic.
• Cuban Coffee Queen: Grab a cortadito and medianoche sandwich at the Historic Seaport location.
• Latitudes: Splurge on lobster bisque at this Sunset Key fine-dining gem (accessible by ferry).
• Better Than Sex: Indulge in chocolate-dipped wine glasses and salted caramel cheesecake.

14. Snap a Photo at the Southernmost Point

The colorful buoy marking the “Southernmost Point in the Continental U.S.” is a rite of passage. Go early: Lines wrap around the block by noon.

15. Meander the Key West Historic Seaport

Watch yachts glide by as you nibble conch fritters at Schooner Wharf Bar. The seaport is also the departure point for snorkel trips and sunset sails.

16. Day Trip to Dry Tortugas National Park

This remote park (70 miles west) is home to Fort Jefferson, a massive 19th-century fortress. Snorkel coral reefs, camp under the stars, or arrive via seaplane for bucket-list bragging rights.

17. Kayak Through Mangrove Tunnels

Paddle with Lazy Dog Adventures through serene mangroves, where you’ll spot jellyfish, rays, and herons. Their eco-tours emphasize conservation—bring a waterproof camera!

18. Sail into the Sunset

Book a catamaran cruise or rent a waverunner for adrenaline-packed fun. For a romantic twist, opt for a private sail with champagne and hors d’oeuvres.

More Unique Things to Do in Key West

• Conch Train Tour: A 90-minute narrated ride through Old Town’s pastel cottages.
• Key West Aquarium: Feed a shark or touch a starfish at this family-friendly spot.
• Ghost Tours: Hear haunted tales at the East Martello Museum or Captain Tony’s Saloon.

Key West Travel Tips

• Getting There: Fly into Key West International Airport or road-trip the Overseas Highway (stop at Bahia Honda State Park!).
• Getting Around: Rent a bike (many hotels offer free rentals) or hop on the Conch Tour Train. Avoid driving—parking is scarce.
• Best Time to Visit: November–April for mild weather; December for holiday festivities like the Lighted Boat Parade.

Where to Stay in Key West

• Luxury: Casa Marina (oceanfront elegance) or Sunset Key Cottages (private island retreat).
• Mid-Range: The Gates Hotel (trendy pool scene) or Eden House (boutique charm).
• Budget: NYAH (adults-only hostel with free happy hour).

Final Thoughts
Key West is a place where history, hedonism, and natural beauty collide. Whether you’re sipping rum at a tiki bar, diving into turquoise waters, or tracing Hemingway’s footsteps, you’ll leave with a sunburned smile and a craving to return. Ready to start planning? Pin this guide for your next adventure—and don’t forget the sunscreen!