The Best Landmarks and Sights To Visit in Key West, Florida

Duval Street in Key West is home to shops, bars, restaurants, art galleries and more
Duval Street in Key West is home to shops, bars, restaurants, art galleries and more | © Image Professionals GmbH / Alamy Stock Photo
Georgie Young

The southernmost point in the Florida Keys archipelago is a far-flung yet fun-filled island city: Key West. It has 260 days of sunshine a year, and its bright conch-style houses demonstrate a strong Cuban influence – it’s actually nearer to Havana than Miami. With a rich cultural history and photo-ready landmarks, there’s plenty to look out for. Culture Trip’s local insiders share their recommendations.

1. Southernmost Point of the Continental US

Natural Feature

Southernmost point in the Continental USA, Key West, Florida
© dbimages / Alamy Stock Photo

One of the island’s most popular photo opportunities states exactly what it is on its red-and-yellow marker: it’s the southernmost point of the United States. As you might expect, there’s not much to see other than a brightly painted buoy, but this landmark is almost always busy with selfie hunters. Beat the crowds by getting here at dawn – and as a bonus, you’ll snag an ultra-dramatic sunrise shot. Recommended by local insider Alli Griffiths

2. Duval Street

Architectural Landmark

Key West’s main street runs the length of the island, from the Gulf of Mexico in the north to the Atlantic Ocean in the south. Although just a mile long, it’s here that you’ll find some of the best bars, restaurants and shops. You can’t leave the Florida Keys without trying key lime pie; Key West’s best is at Kermit’s Key West Key Lime Shoppe. For something to drink, one-time resident Ernest Hemingway favored absinthe, but a more palatable choice is the Hemingway daiquiri at Caroline’s Other Side, just a few steps off Duval Street. Recommended by local insider Alli Griffiths

3. US1 – Mile Marker 0

Historical Landmark

Mile Marker 0 (zero) sign marking the start of US Route 1, the highway that runs on the East Coast from Florida to the Canadian border in Maine
© Lazyllama / Alamy Stock Photo

Key West is often described as the place where the road ends, but as the number on this sign indicates, it’s also where the road begins. The photo-ready green and white sign marks the beginning of US Route 1, which runs all the way up the East Coast to Maine. To claim the coveted “I was here” shot, you can either walk up through the city center or take the hop-on, hop-off tourist trolley that can be hailed throughout the town. Recommended by local insider Alli Griffiths

5. Custom House

Museum

Key West, Florida. View of the Art & Historical Society. Set in a redbrick former customs office, this museum explores local art, culture & history.
© Roberto La Rosa / Alamy Stock Photo

Presiding over Mallory Square is this impressive red-brick building that dates back to 1891. Its intricate design stands as a testament to the wealth that poured into Key West at the turn of the 20th century, thanks to its lucrative trading routes and booming maritime industries. After brief stints as a post office and a court, today’s Custom House is a museum containing artefacts that reflect two centuries’ worth of Key West history. Recommended by local insider Alli Griffiths

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.

Culture Trip Spring Sale

Save up to $1,100 on our unique small-group trips! Limited spots.

X
close-ad
Edit article