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Hidden Gems in Key West

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Best of Key West with Glass Bottom Boat Cruise

$289

Best of Key West Walking Tour with Glass Bottom Boat Cruise

$219

Best of Key West Food Walking Tour

$109

Best of Key West with Glass Bottom Boat Cruise

$289

Best of Key West Walking Tour with Glass Bottom Boat Cruise

$219

Best of Key West Food Walking Tour

$109

Best of Key West with Glass Bottom Boat Cruise

$289

Best of Key West Walking Tour with Glass Bottom Boat Cruise

$219

Best of Key West Food Walking Tour

$109

Aleena Mehmood2024-05-24

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Key West, the Conch Republic, beckons travelers with its vibrant Duval Street, famed sunsets at Mallory Square, and a rich history. But beneath the surface of this popular tourist destination lies a treasure trove of hidden gems waiting to be discovered. So, ditch the well-trodden tourist path and join Tripshepherd on an adventure to uncover the secrets this captivating island holds.

Key West South Beach

(Photo credit@JametleneReskp/Unsplash)

The Hidden History

East Martello Tower:

Step back in time to the East Martello Tower, a Civil War-era fort. Explore the eight-foot-thick granite walls that once guarded the island, and climb to the top for breathtaking panoramic views of the turquoise waters and the bustling town below.

Key West Cemetery:

History buffs and ghost hunters alike will find intrigue at the Key West Cemetery. Wander through the labyrinthine pathways lined with weathered tombstones, some adorned with quirky epitaphs. Keep an eye out for the grave of Yellow Jack, a notorious pirate, and the marker dedicated to souls "lost at sea." Don't forget to pay your respects to the USS Maine Memorial, a poignant reminder of those lost in the tragic 1898 explosion.

The Hemingway Home and Museum:

Immerse yourself in the life and literary world of Ernest Hemingway at his historic Key West home. Explore the Spanish Colonial-style residence, meticulously preserved to reflect Hemingway's writing haven, and learn about the inspiration behind his iconic novels.

Quirky Charm of Key West

The Key West Garden Club:

Escape the hustle and bustle at the Key West Garden Club. This hidden oasis boasts a vibrant display of native and tropical flora, creating a haven of tranquility amidst the urban energy. Take a leisurely stroll through the meticulously maintained gardens and lose yourself in the beauty of nature.

The Chicken Monarchy:

Get ready for a dose of the unexpected! Key West's free-roaming chickens are a local celebrity. These feathered residents strut their stuff all over town, adding a touch of quirky charm to the island's atmosphere. Just remember, these are wild animals, so admire them from afar and avoid feeding them.

The Artist House:

Art enthusiasts will find a haven at The Artist House. This historic conch house, built in 1890, is now a vibrant art gallery showcasing the works of local and regional artists. Browse the eclectic collection of paintings, sculptures, and jewelry, and take home a unique piece of Key West to remember your trip.

Explore the vibrant culture and history of Key West in our Best of Key West Tour!


Nature's Wonders in Key West

Dry Tortugas National Park:

Embark on an unforgettable day trip to Dry Tortugas National Park. Accessible only by ferry or seaplane, this remote archipelago boasts a historic Fort Jefferson, a massive Civil War-era fortress. Explore the island, snorkel the coral reefs teeming with marine life, and keep an eye out for majestic sea turtles swimming by. Tripshepherd can help you book your Dry Tortugas adventure with a reputable and eco-friendly operator.

Key West Lighthouse and Keeper's Quarters:

Climb the 88 steps of the Key West Lighthouse, the island's oldest surviving structure, for mesmerizing panoramic views. Learn about the lighthouse's history at the Keeper's Quarters Museum, and step back in time to understand the vital role it played in maritime navigation.

Sunset Celebration at Mallory Square:

End your day with a quintessential Key West experience – the sunset celebration at Mallory Square. Street performers juggle, musicians fill the air with lively tunes, and artisans showcase their crafts as the sun dips below the horizon, painting the sky in a kaleidoscope of colors. Don't forget to grab a slice of Key lime pie, a local favorite, to complete the experience.

Key West South Beach

(Photo credit@Florida-Guidebook.com/Unsplash)

Don't Forget These Hidden Gems

Audubon House & Tropical Gardens:

Explore the Victorian-era Audubon House, once the home of naturalist John James Audubon. Marvel at the lush tropical gardens teeming with exotic plants and vibrant birdlife.

Bahama Village:

Immerse yourself in the vibrant Bahamian culture in Key West's historic Bahama Village. Stroll through the colorful streets lined with shops and restaurants, and savor authentic Bahamian cuisine.

The Southernmost Point Buoy:

Snap a photo at the Southernmost Point Buoy, a quirky landmark marking the continental U.S. Although not technically the southernmost point (that honor belongs to another part of the island), it's a fun photo opportunity nonetheless.

Plan your perfect Key West adventure with our Best of Key West Walking Tour!


What is the Speciality of Key West?

Key West offers something for everyone, from history lovers and nature enthusiasts to art lovers and foodies. Tripshepherd, your key to unlocking the hidden gems of Key West, can help you craft the perfect itinerary to make your Key West escape truly unforgettable. Here are some additional options to consider:

Food Tours:

Embark on a culinary adventure with a Key West food tour. Sample fresh seafood dishes, indulge in decadent Key lime pie, and savor the unique fusion of Caribbean and Floridian flavors that define the island's cuisine. Tripshepherd offers a variety of food tours, catering to different tastes and budgets.

Sunset Sail:

Experience the magic of a Key West sunset from a different perspective – aboard a sailboat. As the sun dips below the horizon, casting fiery hues across the sky, enjoy the gentle breeze and the rhythmic rocking of the boat. Imagine spotting dolphins playing in the waves or marveling at the twinkling stars emerging in the twilight sky.

Kayaking Adventure:

Explore the hidden coves and mangrove forests of Key West on a kayaking adventure. Paddle through the emerald waters, encounter diverse marine life, and discover a tranquil side of the island away from the hustle and bustle.

Day Trip to the Florida Keys:

Key West is just the beginning! Extend your adventure with a day trip to other islands in the Florida Keys chain. Explore the laid-back charm of Islamorada, the "Sportfishing Capital of the World," or discover the vibrant coral reefs of John Pennekamp Coral Reef State Park.

Conclusion

Craving a whirlwind adventure or a relaxed exploration in Key West? Tripshepherd has you covered! Choose from our guided Key West tours, led by passionate locals who will reveal iconic landmarks and hidden gems, while sharing fascinating insights into the island's history and unique Conch Republic culture. Or, set sail for an unforgettable evening on a sunset cruise with live music. Imagine dancing under the stars with refreshing drinks in hand, creating memories that will last a lifetime.

Tripshepherd caters to all travel styles. We offer eco-friendly tours that allow you to experience Key West's beauty responsibly, whether you're a history buff, a nature lover, or simply seeking a delicious culinary exploration. Contact us today and let's design your dream Key West itinerary!

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