Tucked away in the southernmost reaches of the Sunshine State, Key West beckons visitors to explore its captivating Maritime Village. From the vibrant Mallory Square to the iconic Truman Little White House, this self-guided tour promises a journey through history, culture, and natural splendor. Uncover the stories that have shaped this remarkable micro-state, where the past and present converge in a tapestry of experiences waiting to be discovered.
Key Points
- Explore Mallory Square, the heart of Key West’s cultural hub, featuring bustling waterfront, street performers, and the iconic Sunset Celebration.
- Visit the Florida Keys Military Memorial, honoring servicemembers from the Civil War to present, for a space of quiet reflection.
- Tour the Truman Little White House, which served as the winter White House for President Harry S. Truman during his presidency.
- Enjoy the life and legacy of Ernest Hemingway at the Hemingway Home and Museum, his former Spanish-style villa and gardens.
- Climb the 88 steps of the Key West Lighthouse for panoramic vistas of the island and surrounding waters.
Explore Mallory Square
Your tour begins at the Florida Keys Historical Military Memorial in Mallory Square.
This lively plaza is the heart of Key West’s cultural hub. Stroll along the bustling waterfront, taking in the vibrant street performers, local artisans, and stunning views of the Gulf of Mexico.
Lively plaza, cultural heart of Key West. Stroll the bustling waterfront, witness vibrant street performers and stunning Gulf views.
Wander through the historic seaport, where you’ll find charming shops, restaurants, and the iconic Sunset Celebration.
As the sun dips below the horizon, witness the nightly ritual of sunset celebrations, complete with live music, dancing, and a truly magnificent display of nature’s beauty.
This is the perfect start to your self-guided exploration of Key West.
Here are more experiences we've reviewed in Key West
Discover the Florida Keys Military Memorial
After exploring the vibrant Mallory Square, visitors head to the Florida Keys Military Memorial. This solemn site honors the servicemembers who have defended the United States from the Civil War to the present day. The memorial features:
| Feature | Description |
| — | — |
| Monuments | Memorializing soldiers, sailors, and airmen |
| Flags | Proudly flying the colors of the United States |
| Plaques | Chronicling the history of military service |
| Serenity | A space for quiet reflection and remembrance |
| Significance | A touchstone of patriotism and sacrifice |
The memorial provides a moving tribute to the region’s military heritage.
Uncover the Truman Little White House
From the Florida Keys Military Memorial, visitors can now head to the Truman Little White House, a historic site that offers a glimpse into the life and work of a former U.S. president.
Built in 1890, the house served as a winter White House for President Harry S. Truman, who spent over 175 days here during his presidency.
Visitors can explore the well-preserved interior, including Truman’s office, the family living quarters, and the iconic front porch.
The site provides insights into Truman’s daily routine and the important decisions made during his time in Key West.
Visit the Hemingway Home and Museum
Upon departing the Truman Little White House, visitors can make their way to the Hemingway Home and Museum, a captivating destination that offers a unique glimpse into the life and legacy of the renowned American author, Ernest Hemingway.
The museum showcases Hemingway’s former residence, where he lived and wrote for over a decade. Visitors can explore the lush gardens, tour the interior of the Spanish-style villa, and learn about the author’s personal life and creative process.
The museum also houses Hemingway’s personal belongings and literary works, providing an intimate look into the life of this iconic figure.
Climb the Key West Lighthouse
Where can visitors ascend the iconic Key West Lighthouse?
Located just a short walk from the Southernmost Point, the Key West Lighthouse stands as a beacon for the island. Guests can climb the 88 steps to the top, taking in sweeping views of the Florida Keys.
The lighthouse offers a glimpse into the area’s maritime history, with exhibits showcasing the lives of lighthouse keepers. Admission is $15.50 per person, allowing access to the lighthouse tower and museum.
Those seeking panoramic vistas of the island and the surrounding waters will find the climb to the top well worth the effort.
Enjoying having a local guide? These other guided experiences in Key West might interest you
Capture the Essence of the Southernmost Point
After exploring the island’s historic landmarks, visitors can capture the essence of the Southernmost Point, a beloved Key West icon. This iconic monument, painted in bright buoy colors, marks the southernmost point of the continental United States. Visitors can take photos and immortalize their visit, with the sun, sea, and palm trees as a picturesque backdrop. The vibrant surroundings and bustling atmosphere make this a quintessential Key West experience.
| Sights to See | Tips |
| — | — |
| Southernmost Point Monument | Arrive early to beat the crowds |
| Scenic Oceanfront Views | Bring a camera for memorable photos |
| Local Shops and Restaurants | Explore the area beyond the monument |
| Lively Crowds and Atmosphere | Embrace the unique Key West vibe |
Immerse Yourself in the Audio Guide
Travelers enjoy the immersive audio guide to uncover the stories and secrets of Key West’s maritime heritage.
The self-guided tour utilizes the Voice Map app, providing an engaging, informative experience. As they explore Mallory Square and the Southernmost Point, the audio guide shares captivating tales of Key West’s history as a strategic naval outpost and thriving fishing village.
Voiced by local historians, the guide brings the city’s past to life, guiding visitors through its charming streets and landmarks.
With the audio tour, travelers discover Key West’s unique culture and maritime legacy at their own pace.
Plan Your Itinerary
With the immersive audio guide bringing Key West’s history to life, visitors can now plan their itinerary to explore the city’s top attractions at their own pace.
The tour takes travelers from the Florida Keys Historical Military Memorial in Mallory Square to the Southernmost Point of the Continental U.S.A. Along the way, they can choose to visit the Truman Little White House, Hemingway Home and Museum, and Key West Lighthouse, though these require separate admission.
With the flexibility to start and stop the tour as they please, visitors can customize their experience and discover the unique maritime charm of this micro-state at their leisure.
The Sum Up
Enjoy the captivating history and vibrant culture of Key West. From the lively Mallory Square to the iconic Hemingway Home, each stop on this self-guided tour offers a unique glimpse into the island’s maritime heritage. Climb the lighthouse for breathtaking views, and capture the essence of the Southernmost Point. With the audio guide, you’ll uncover the island’s secrets and create unforgettable memories during your visit to this remarkable micro-state.
More Food & Drink Experiences in Key West
- Key West: Cuban and Caribbean Food and Cultural Walking Tour
- Key West: All-Inclusive Watersports Adventure with Lunch & Beer
- All Inclusive Sandbar Trip With Hidden Kayak Tour, Food & Drinks
- Key West Sunset Snorkel with Unlimited Draft Beer & Wine
- Key West Walking Food Tour With Secret Food Tours
- Key West: Secret Walking Food Tour
More Tours in Key West
- Key West: Dolphin Watching and Snorkeling Eco Cruise Tour
- Key West: Seafood and Seaport Walking Tour with 5 Tastings
- Key West: Ghosts of Key West Walking Tour
- Key West: Glass Bottom Boat Reef Tour with Sunset Option
- Key West GPS Audio Tour: From Seaside Village to Micro State
- Key West: Cuban and Caribbean Food and Cultural Walking Tour
More Tour Reviews in Key West
- Key West: Dolphin Watching and Snorkeling Eco Cruise Tour
- Key West: Double Decker Pontoon Boat Rental
- Key West: Seafood and Seaport Walking Tour with 5 Tastings
- Key West: Ghosts of Key West Walking Tour
- Key West: Glass Bottom Boat Reef Tour with Sunset Option
- Key West GPS Audio Tour: From Seaside Village to Micro State
Still browsing? Here are more Key West experiences we've covered recently
- Key West: Dolphin Watching and Snorkeling Eco Cruise Tour
- Key West: Double Decker Pontoon Boat Rental
- Key West: Seafood and Seaport Walking Tour with 5 Tastings
- Key West: Ghosts of Key West Walking Tour
- Key West: Glass Bottom Boat Reef Tour with Sunset Option
- Key West GPS Audio Tour: From Seaside Village to Micro State
- Key West: Luggage Services
- Key West: One Way Airport Transfer Service
- Key West Shipwreck Treasure Museum Tickets
- Key West: Cuban and Caribbean Food and Cultural Walking Tour
- Key West: Southernmost Ghosts Haunted Walking Tour
- Miami: Key West Boat Tour w/ Optional Snorkeling & Open Bar