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20 Key West Hidden Gems You Must Explore

Discover Key West hidden gems, from secluded beaches to unique eateries and charming neighborhoods waiting to be explored.

17 min readBy Editor
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20 Key West Hidden Gems You Must Explore
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While Key West is famous for its vibrant nightlife and stunning sunsets, there’s a treasure trove of hidden gems waiting to be discovered. From quiet beaches and picturesque gardens to local art scenes and historic sites, these less-traveled spots reveal the true essence of this island paradise. Join us as we take a journey through 20 enchanting hidden gems in Key West that provide a unique experience away from the bustling crowds.

1. Fort Zachary Taylor Historic State Park

Fort Zachary Taylor Historic State Park is one of the Key West hidden gems waiting to be discovered. Situated at the southern tip of the island, this park boasts a unique blend of history and natural beauty. As you meander through the lush trails, you will encounter stunning ocean views and sandy beaches perfect for relaxation. The impressive stone fort, built during the Civil War, is the focal point of the park. Here, you can learn about Key West’s maritime history and even explore the fort’s interior.

Visiting Fort Zachary Taylor also means you can indulge in recreational activities such as snorkeling and swimming in the clear waters. If you prefer a leisurely day, simply bring a picnic and enjoy the peaceful surroundings. To enhance your experience, make sure to visit at sunset. The vistas are simply breathtaking, offering a picturesque end to your day in this hidden oasis.

2. The Secret Garden at World Famous Cafe

Just a stone’s throw away from the bustling streets of Key West lies the Secret Garden at World Famous Cafe, a true testament to the island’s charm. This enchanting spot is a lovely garden patio, where you can escape the hustle and bustle, surrounded by tropical flora. The vibrant setting not only serves as a gorgeous backdrop for a meal but also provides a peaceful retreat.

While enjoying a delicious meal, you can soak up the delightful atmosphere, with soft music and laughter filling the air. The café offers a variety of dishes, so you’re sure to find something to satisfy your cravings. Don’t forget to sip on their signature cocktails, perfect for savoring under the shade of the palm trees. Indeed, this hidden gem is an experience not to be missed when visiting Key West.

3. The Little White House

The Little White House is another of Key West’s intriguing hidden gems. Once a retreat for President Harry S. Truman, this quaint house offers a glimpse into the past. Visitors can take guided tours to learn about Truman’s time in Key West and explore the beautiful rooms filled with historical artifacts. The well-kept gardens surrounding the house add to its charm, making it a lovely spot to unwind.

What’s more, the Little White House hosts various events and exhibits throughout the year. Therefore, you might find yourself partaking in a unique opportunity to experience Key West’s rich history. As you stroll through the grounds, you can picture the important decisions made within these walls. This site is indeed a must-visit for history buffs and casual travelers alike.

4. The Key West Butterfly and Nature Conservatory

🌟 Local Expert Tip: Get the most out of your Key West visit with guided tours!

Visiting the Key West Butterfly and Nature Conservatory is like stepping into a beautiful, tropical paradise. This hidden gem, nestled within the lively streets of Key West, offers a serene oasis filled with over 50 species of butterflies. As you enter, you’re greeted by the sound of trickling water and the vibrant colors of fluttering wings. It’s a peaceful atmosphere, perfect for both solo travelers and families alike.

While strolling through the lush gardens, you can witness the butterflies as they flit around nectar plants. Additionally, the conservatory features exotic birds and tropical plants, creating a captivating ecosystem. Don’t forget to visit the cocoa butterfly exhibit, where you can learn more about the life cycle of these delicate creatures.

Take your time exploring; there’s something magical about being surrounded by nature while the butterflies dance around you.

This experience also makes for stunning photographs, so ensure your camera is ready. The Key West Butterfly and Nature Conservatory is not just a haven for butterflies, but an escape into nature, making it a must-see hidden gem in Key West.

5. Higgs Beach

Higgs Beach is another of Key West’s hidden gems that often flies under the radar for visitors. This quaint beach is known for its soft sands and tranquil waters, perfect for a relaxing day under the sun. Located near the southernmost point of the U.S., it’s a simple, yet beautiful escape from more crowded tourist spots.

Families and solo travelers alike can enjoy various activities, such as swimming, snorkeling, or simply lounging by the water. One unique feature of Higgs Beach is the Key West AIDS Memorial found here, providing a reflective space for visitors. The view of the water, framed by swaying palm trees, creates a serene environment for relaxation or a sunset picnic.

Pack a picnic or grab a bite from a nearby café; you’ll want to spend the day soaking up the sun or watching the sunset.

Whether you’re looking to unwind or explore, Higgs Beach is a lovely hidden gem in Key West that promises a peaceful retreat away from the bustling crowds.

6. Cemetery Tours at Key West Cemetery

For those seeking a more unusual adventure, consider taking a cemetery tour at Key West Cemetery. This intriguing site is not just a resting place; it’s also a deep dive into the history and culture of Key West. Visitors can explore the distinctive above-ground graves, which are a fascinating characteristic of the local burial practices.

Many of the tombstones tell stories, with humorous inscriptions and unique designs. A guided tour can enhance your experience, providing insights into the lives of those buried there, including war veterans and beloved local personalities. The cemetery’s historical significance adds layers of interest to the visit, making it a hidden gem for history enthusiasts.

As you walk among the graves, you may find that the stories of the past come alive. Don’t forget your camera!

This serene setting is perfect for reflection and allows visitors a moment of solace amidst the beauty of Key West. The tours typically reveal engaging tales that reveal the city’s unique character, making the cemetery a significant part of your travel itinerary.

7. The Hemingway Home and Museum’s Hidden Grounds

🌟 Local Expert Tip: Get the most out of your Key West visit with guided tours!

When exploring Key West hidden gems, the Hemingway Home and Museum should not be overlooked. This lovely estate was once home to the famous author Ernest Hemingway. While many visitors flock to see the house itself, fewer venture into the hidden grounds that are equally enchanting.

The beautiful gardens surrounding the home are an oasis filled with tropical plants, winding paths, and resident cats that were descendants of Hemingway’s pets. As you wander through the lush landscapes, take note of the intricate designs and tranquil ambiance that invites relaxation. The Hemingway Home provides a unique opportunity to reflect on the author’s life while appreciating the serene beauty that surrounds you.

“Discovering the hidden grounds of the Hemingway Home is like stepping into a storybook.”

Make sure to take your time here. You might even spot some of the twelve-toed cats that call this place home. A visit here is more than just a tour; it’s an experience that allows you to immerse yourself in the life and times of one of literature’s greatest figures.

8. The Indigenous Park

Another hidden gem in Key West is the Indigenous Park. This small but significant park focuses on educating visitors about the region’s indigenous cultures and the history of the land. Many people pass by without realizing how much this park has to offer.

As you step inside, you’ll find paths that lead you through beautiful native flora indicative of Florida. Along its trails, there are several interpretive signs that explain the importance of each plant and its relevance to Native American culture. This quiet park is perfect for a leisurely stroll, reflecting on your trip, or enjoying a peaceful picnic away from the bustling tourist areas.

The Indigenous Park is a testament to the rich history that thrives beneath the surface of Key West.

Don’t rush your visit; take the time to appreciate the unique educational opportunities and the natural beauty surrounding you. A visit to this park will leave you with a deeper understanding of Key West’s cultural heritage.

9. A Family Affair

For families visiting Key West, finding hidden gems that cater to all ages can be a challenge. However, A Family Affair offers a delightful blend of fun and education for everyone. This family-owned business specializes in creating unique experiences that bring families closer together, making it perfect for creating memorable moments in Key West.

They offer a variety of activities including fun scavenger hunts, kayaking adventures, and historical tours that engage children and adults alike. Not only does this ensure that everyone is entertained, but it also promotes learning about the local history and natural environments in a way that captivates all age groups.

“Every family deserves time to bond during their travels, and A Family Affair makes that easy!”

So let your family embrace the spirit of adventure together by exploring the hidden gems of Key West. This is an experience that ensures each member will discover something special, making your trip unforgettable.

10. The Oldest House Museum

The Oldest House Museum in Key West is a true hidden gem brimming with history. Tucked away on Duval Street, this landmark is the oldest house in South Florida, dating back to the early 1800s. As you enter, you will be greeted by a beautifully restored home showcasing the architectural style of that era.

Make sure to explore the lush gardens surrounding the house. These gardens not only enhance the beauty of the property but also provide a glimpse into the lives of the early settlers. Additionally, knowledgeable guides offer tours, enriching your visit with stories of the past.

Visiting the Oldest House offers a serene escape from the hustle and bustle of Key West. It’s a spot filled with charming history that will leave you enchanted.

Every corner of the museum has something unique to offer, from antique furniture to fascinating artifacts. Thus, The Oldest House Museum is perfect for history buffs wishing to uncover Key West’s lesser-known stories and treasures.

11. Sunset at Mallory Square

Sunset at Mallory Square is an iconic event for both locals and travelers alike. Every evening, as the sun begins to dip into the Gulf of Mexico, you can find a vibrant gathering of people ready to witness the spectacular view. But this isn’t just about the sunset; it’s a full-fledged festival!

You’ll enjoy street performers showcasing their talents, from musicians to acrobats. Furthermore, food vendors offer tasty snacks and local delicacies, making the atmosphere even livelier. Transitioning from day to night here is magical, as the sky transforms into a canvas of vibrant hues.

Don’t miss the chance to capture the breathtaking sunset, which many describe as one of the most mesmerizing experiences in Key West. It’s the perfect way to reflect on your day.

In summary, when you visit Key West, participating in the sunset celebration at Mallory Square is a must-see highlight. It’s a delightful reminder of the beauty of life, community, and nature.

12. The Key West art and Historical Society

🌟 Local Expert Tip: Get the most out of your Key West visit with guided tours!

The Key West art and Historical Society is a treasure for lovers of art and history seeking some of the hidden gems of Key West. Located in the historic Custom House, the society is dedicated to showcasing local culture and history through its numerous exhibitions. By visiting, you’ll get a sneak peek into the vibrant past of this charming island.

As you explore, you’ll find a variety of art styles, including paintings, sculptures, and photographs that tell the story of Key West and its inhabitants. Notably, the society also organizes workshops and events that allow visitors to engage with local artists and learn more about the region’s artistic heritage.

Art is an essential part of Key West’s identity, and a visit here deeply enriches your understanding of the local culture.

On your trip, set aside time to explore this amazing institution. Whether you’re an art fanatic or a curious traveler, The Key West Art and Historical Society is bound to inspire and educate.

13. Dry Tortugas National Park (Boat Tours)

One of the Key West hidden gems that truly deserves your attention is Dry Tortugas National Park. This remote paradise is located about 70 miles west of Key West and is accessible only by boat or seaplane. A typical boat tour is a thrilling experience where you can enjoy the stunning turquoise waters, wildlife, and breathtaking scenery. As you sail toward the park, keep an eye out for dolphins leaping in the wake, as well as seabirds soaring overhead.

Once you arrive, you’ll find the historic Fort Jefferson, a massive coastal fortress that dates back to the 19th century. It’s perfect for history enthusiasts and offers guided tours to share insightful stories. In addition, the park is known for excellent snorkeling spots where you can immerse yourself in vibrant coral reefs and marine life. The experience of witnessing such natural beauty can be unforgettable.

Don’t forget to bring sunscreen and plenty of water; the sun can be intense out there!

Whether you’re a nature lover, history buff, or simply seeking adventure, a trip to Dry Tortugas is an essential addition to your Key West itinerary. You’ll leave with a heart full of memories and a camera full of stunning photos.

14. The Pirate Cemetery

Another intriguing Key West hidden gem is the Pirate Cemetery, also known as the Cemetery of the Lost Souls. This unique burial ground is steeped in local lore and history. It is the final resting place for many key figures from Key West’s pirate past, as well as other notable residents. What’s fascinating is the elaborate headstones and crypts that adorn the cemetery, each with its own story waiting to be uncovered.

As you stroll through the winding paths, you’ll discover tales of buccaneers, shipwrecks, and legends that shaped this vibrant island community. Don’t forget to look for the infamous “Haitian tombs,” where the spirits of pirates are said to roam. The silent respect visitors show in this enchanting spot creates a moment of reflection amidst tales of adventure. Additionally, the best time to visit is during the late afternoon for some beautiful, diffused lighting.

Whether you’re a fan of pirate history or simply enjoy exploring quirky spots, the Pirate Cemetery is a must-see!

Capturing a glimpse of the past, this site will enhance any visit to Key West with its mysterious atmosphere and captivating stories. So, bring your camera and dive into the history!

15. East Martello Museum

A visit to the East Martello Museum is yet another charming Key West hidden gem that shouldn’t be overlooked. Situated in a historic fort, this museum provides a unique blend of art, history, and culture. Here you can explore exhibits featuring local artists, artifacts, and even a glimpse into the unusual past of the infamous Robert the Doll.

The museum’s architecture is a work of art in itself, with stunning views of the surrounding waters. Inside, you will find collections that relate to the culture and history specific to Key West. It’s the perfect spot for those seeking to immerse themselves in the island’s vibrant creativity and storied past. Furthermore, the museum often hosts art workshops and special events that highlight local talent.

Make sure to check out the rare artifacts that showcase Key West’s connections to the Cuban revolution and Civil War!

Visiting the East Martello Museum adds a creative touch to your Key West experience. Engaging with art and history in such a beautiful setting will give you a deeper understanding of this remarkable destination.

16. The Green Parrot Bar

🌟 Local Expert Tip: Get the most out of your Key West visit with guided tours!

Located just a short walk from the bustling energy of Duval Street, The Green Parrot Bar is a Key West hidden gem that captures the spirit of the island. Established in 1890, this vibrant bar is a beloved local haunt known for its lively atmosphere and friendly vibe. As you step inside, you’ll immediately feel the welcoming embrace of patrons enjoying live music and sporting events.

What sets The Green Parrot apart is its eclectic decor, featuring vintage memorabilia and art from local artists. With a variety of beverages available, you can indulge in refreshing cocktails or choose from a selection of craft beers. If you’re feeling adventurous, don’t miss their famous frozen daiquiris.

Additionally, the bar often hosts local musicians, providing a unique backdrop for your evening. So, whether you’re stopping by for happy hour or staying late for live music, The Green Parrot Bar is a must-visit when exploring Key West’s hidden gems.

17. The Custom House Museum

The Custom House Museum is another Key West hidden gem that offers a deep dive into the island’s rich history. Housed in a stunning building dating back to 1891, the museum showcases the art, culture, and maritime heritage of Key West. As you step inside, you can marvel at the architecture and learn about the stories that shaped this unique destination.

The museum hosts rotating exhibits that cover various topics, such as Hemingway’s life and the role of Key West in maritime trade. Don’t forget to check out the impressive art collections by local artists featured in the gallery. It’s a great way to discover the talent that thrives in this vibrant community.

Although it’s often overlooked by tourists, visiting The Custom House Museum truly enhances your experience of the island. It’s an educational yet enjoyable way to spend a few hours, adding depth to your understanding of Key West.

18. Sunset Key and Its beaches

For those seeking a slice of paradise, Sunset Key is a delightful Key West hidden gem just a short ferry ride from the main island. This private island features stunning beachfront and lush landscapes that create an idyllic setting for relaxation. As the name suggests, Sunset Key is famous for its breathtaking sunsets, where shades of orange and pink paint the skies.

The beautiful beaches are perfect for sunbathing, swimming, or simply strolling along the shore. Bring a book or a picnic; the atmosphere is peaceful and serene, providing a great escape from the busy tourist spots in Key West.

Additionally, if you’re feeling adventurous, consider renting a kayak or paddleboard to explore the nearby waters. Sunset Key’s charm lies in its laid-back vibe, making it the perfect getaway for those looking to unwind and soak up the island’s natural beauty. Don’t miss this hidden gem when you’re in Key West!

19. The Red Shoe District

The Red Shoe District in Key West is one of those hidden gems that often flies under the radar. Nestled between bustling streets, this area is a vibrant celebration of art, culture, and the unique spirit of the island. With its quaint charm, you will find beautifully decorated storefronts and some of the most colorful murals that invite you to explore.

As you wander through the district, you’ll encounter local shops selling handmade crafts and jewelry. One of the best things about this area is the opportunity to meet local artists who often work on-site. This can add a personal touch to your visit since you can admire their creative process firsthand.

After a leisurely stroll, grab a bite or sip on a refreshing drink at one of the nearby cafes. Transitioning from art to cuisine, you can savor delightful flavors that represent Key West’s diverse cultural influences.

Don’t forget to snap a picture with the iconic red shoes; it’s one of the district’s signature works of art!

The Red Shoe District is a testament to the creativity and passion of Key West locals. So, if you’re seeking a unique experience away from the tourists, this is the area to explore during your visit.

20. The Key West Ghost Tour

🌟 Local Expert Tip: Get the most out of your Key West visit with guided tours!

If you’re intrigued by the supernatural, then the Key West Ghost Tour is an essential addition to your itinerary. This tour takes you through the darkened streets of Key West, sharing stories that weave together history and legend, engaging your imagination.

Led by knowledgeable guides, this tour features stops at reputedly haunted locations, filled with eerie tales and ghostly encounters. From old houses to historic landmarks, you’ll be enthralled by the secrets that Key West has to offer. Furthermore, as you meander through the moonlit streets, the atmosphere truly sets the stage for an unforgettable experience.

Apart from the chilling stories, the Ghost Tour also provides fascinating insights into Key West’s history, emphasizing its rich cultural tapestry. Even if you’re not a believer in the paranormal, you will appreciate the storytelling and the historic elements.

Remember to bring your camera; you never know what you might capture in the shadows!

The Key West Ghost Tour adds an exhilarating twist to your exploration of hidden gems in this beautiful island city. Prepare for some spookiness while enjoying the haunting history of Key West.

Key West’s hidden gems offer a delightful escape from the usual tourist path, revealing the island’s rich history, natural beauty, and local charm. From serene parks and unique museums to lively local bars, these spots invite you to create unforgettable memories. Have you uncovered any hidden gems in Key West? Share your favorite discoveries in the comments and get ready to embark on your unique adventure in this captivating destination!