Don’t Miss these Quintessential Key West Attractions During Your Visit

If you’re wondering what there is to do in Key West, we’ve got you covered with our guide to some of the best things to do in Key West and the quintessential Key West attractions that should be at the top of your must-visit list during your time in this vibrant city!

Key West boasts a collection of iconic attractions that captivate visitors worldwide that are sure to please everyone in your vacation group!

About Key West

The Florida Keys is an extraordinary archipelago boasting a captivating blend of enchanting islands and lush mangrove clusters that stretch over 100 miles into the sparkling Atlantic Ocean. Among these islands, Key West is the crown jewel, a city with an irresistible charm that serves as the ultimate destination for adventure seekers and relaxation enthusiasts alike.

If you’re wondering what there is to do in Key West, we’ve got you covered with our guide to some of the best things to do in Key West, Florida, and the quintessential Key West attractions that should be at the top of your must-visit list during your time in this vibrant city!

Iconic Key West Attractions

The Hemingway Home & Museum

Get ready for a literary adventure like no other at the Ernest Hemingway House! This iconic residence was the home of the legendary American writer Ernest Hemingway.

Built in 1851, this French Colonial-style house was the brainchild of the brilliant marine architect and salvager Asa Tift, and from 1931 to 1939, it was inhabited by Hemingway and his wife, Pauline Pfeiffer.

In those hallowed halls, Hemingway penned some of his most beloved works, including “The Snows of Kilimanjaro” and “To Have And Have Not.”

And there’s more to this place than meets the eye! Be charmed by the famous Hemingway cats, a delightful feline community that calls this house their home, renowned for their unique genetic quirk, polydactyly, which means they have six toes on each paw!

the Southernmost Point
Photo from Shutterstock

Southernmost Point Of The Continental USA 

Prepare to embark on a journey to the southernmost point in Key West, Florida, where an iconic monument awaits your arrival signifying the southernmost point in the continental United States.

This striking red, black, and yellow concrete buoy stands tall by the glistening ocean and has drawn visitors from far and wide since its installation in 1983. You cannot miss having your photo taken beside this iconic monument.

Plan Your Visit

With so many awesome things to do in Key West, it’s easy to see why it’s a favorite vacation destination for so many! Plan the perfect getaway total with Historic Hideaways. No matter what you plan to do on your vacation, we have the perfect place to call home while you’re here. Book your stay today!

Fort Zachary Taylor Historic State Park

At Fort Zachary Taylor Historic State Park, history and natural beauty intertwine.

Nestled on the southern edge of Key West, this park is a haven for bird watchers and swimmers and a gateway to the past.

Dating back to before the Civil War, Fort Zachary Taylor stands as a National Historical Monument, holding the largest collection of Civil War armament. Here, history comes alive in a way that surpasses the pages of books and photographs.

Knowledgeable tour guides and informative interpretive panels provide fascinating insights into the fort’s pivotal role during the Civil War and the Spanish-American War. For a truly immersive experience, visit during the third weekend of each month when local re-enactors breathe life into historic demonstrations, transporting you back in time.

Fort Zachary Historic State Park is also home to Key West’s beloved beach, located at the park’s southern end, which is the perfect spot for picnicking, swimming, snorkeling, paddling, and fishing.

Key West Butterfly & Nature Conservatory 

Step into a world of enchantment and wonder at the Key West Butterfly & Nature Conservatory, awarded “Best Place to Take the Kids” and “Best Attraction in Key West.” This is a magical spot you won’t want to miss.

As you step into the magnificent glass-domed tropical butterfly habitat, you will feel an instant sense of tranquility wash over you as you explore the lush rainforest-like setting, where over 50-60 varieties of butterfly species from around the globe await you!

Afterward, explore the on-site gallery and educational displays to learn about butterflies’ vital role in the natural world. Immerse yourself in this captivating oasis of nature’s wonders, so visit today and let your spirits soar with the butterflies!

Truman Little White House 

Prepare to step into history and experience the remarkable Harry S. Truman Little White House, an iconic site that holds great significance in Key West.

It served as the winter White House for President Harry S. Truman during 11 visits, totaling 175 days of his presidency. The Harry S. Truman Little White House has been a cherished retreat for many presidents, offering a serene environment to restore body and mind. Presidents William Howard Taft, Dwight Eisenhower, John Kennedy, Jimmy Carter, and Bill Clinton all sought solace within its walls.

A visit here is an opportunity to walk in the footsteps of leaders, gain insight into pivotal events and appreciate the peaceful ambiance that has attracted presidents throughout history.

duval street key west

Duval Street

Get ready to immerse yourself in the vibrant energy of Duval Street, the heart and soul of Key West!

This lively thoroughfare stretches from the Gulf of Mexico to the Atlantic Ocean, offering a mile-long adventure packed with an eclectic mix of restaurants, shops, renowned pubs, and captivating attractions.

The Hogs Breath Saloon is one unmissable spot on the corner of Duval and Front Streets. With over 25 years of history, this popular watering hole entices locals and visitors alike with delectable food, refreshing drinks, and live performances by local and national bands.

For an authentic local experience, mingle with the friendly crowd at the Green Parrot Bar, a dive bar that has stood for over a century. The lively atmosphere often spills onto the sidewalk, creating an unforgettable experience.

When craving key lime pie and a taste of history, head to Old Town between Simonton and Greene Streets. Here, Sloppy Joe’s Bar, a cherished establishment since 1933, awaits with hearty fare and world-famous cocktails.

Sunset Celebration 

Get ready to be part of an unforgettable experience at the Key West Sunset Celebration! 

Since the late 1960s, this nightly event has been a beloved tradition that embodies the spirit and history of Key West. Join the crowd two hours before sunset and witness the breathtaking display as the radiant pink and red sun sinks into the horizon of the Gulf of Mexico. 

The Sunset Celebration has attracted iconic figures throughout history, from Mark Twain in the 1800s to Tennessee Williams in the late 20th century.

This cultural extravaganza brings together diverse performers, including magicians, jugglers, clowns, psychics, local musicians, artists, and food vendors. It’s a fusion of talent, creating an incredible atmosphere that captivates both tourists and locals.

Head to Mallory Square, the gathering place for these nightly festivities, and join the vibrant community as they pay tribute to nature’s wonders.

Witness the magic, feel the sense of community, and create lasting memories at the Key West Sunset Celebration.

Book Your Key West Rental with Historic Hideaways 

Now that you know what to do in Key West on vacation, unlock the door to your dream vacation in Key West with Historic Hideaways, your trusted companion for over 25 years.

Our exquisite rentals in Key West will transport you to a world of tranquility, ensuring an unforgettable escape. Immerse yourself in the vibrant tapestry of tropical beauty that surrounds our accommodations. Bask in the warm embrace of the sun’s rays and surrender to the serenity of peaceful evenings spent in our charming Key West rentals.

With a range of meticulously curated one-bedroom to four-bedroom options, we have the perfect sanctuary to suit your needs. So what are you waiting for? Reserve the perfect rental house in Key West with Historic Hideaways today!