The Most Instagrammable Locations in Key West

Our on-ground-team in Key West has pulled together several locations across the Conch Republic that are bound to bring in the Instagram likes.

Our on-ground-team in Key West has pulled together several locations across the Conch Republic that are bound to bring in the Instagram likes. 

1. Southernmost Point of the Continental U.S.A.

(Wanting to check on the crowds before heading over? Check out this live webcam!) 

The Southernmost Point Buoy is one that all of your Instagram followers are bound to see at one point or another in their lives. Stop by here and be sure to grab a photo, taking full advantage of a potential sunrise or sunset that are sure to ‘wow.’ 

Address: 1400 Whitehead St, Key West, FL 33040 

2. Mile Marker Zero

Did you know U.S. Route 1 spans from Maine to Key West, spreading across over 2,300 miles? It all draws to an end at Mile Marker 0 right here in Key West. Snap a photo at the start and end of the highway and be sure to make your way into Zero Mile Art while you’re there! 

Address: 501 Whitehead St Suite 1, Key West, FL 33040 

3. Sunset Pier

Sunset Pier at Ocean Key Resort and Spa is a must visit during your stay in Key West. Grab a frozen Pina Colada or a Coconut Mojito and be sure to catch sunset while sipping your tropical drink and enjoying the live music! 

Address: 0 Duval St, Key West, FL 33040

4. Mallory Square 

Mallory Square is a site that is sure not to be missed in Key West as it’s one of Florida’s most historical. Each night, the Sunset Celebration takes place two hours before sunset with street performers, magicians, musicians, art vendors and so much more. Don’t miss one of the best sunsets in the country at this scenic and historic spot. 

Editor’s Note: Stop by El Meson de Pepe for an authentic Cuban meal and then grab a cigar at Cigar City for the Sunset Celebration! 

Address: 420 Wall St, Key West, FL 33040

5. Bahama Village

Looking for the vibes and colors of the Bahamas without traveling too far? Stop by Bahama Village to check out the Bahamian-inspired architecture. 

While here, be on the lookout for wild roosters and make sure you come hungry and ready to try some delicious, Bahamian-inspired cuisine. 

Address: 798 Whitehead St, Key West, FL 33040 (Please use as a starting point as the whole Bahama Village takes up a few blocks) 

6. Lookout Tower at the Shipwreck Museum 

Want to immerse yourself in some local history while also walking away with some memorable photos? Stop by the Shipwreck Museum to learn about the 400 years of shipwreck salvage in the Florida Keys. Once your tour is complete, make your way to the top of the Lookout Tower for amazing views of our island! 

Address: 1 Whitehead St, Key West, FL 33040 

7. Fort Zachary Taylor

Fort Zachary Taylor is the perfect spot for you to simultaneously grab a tan and a new shot for Instagram that’ll make all of your friends trying to stay warm in the north quite envious. 

Explore the fort itself, grab a bite at the Cayo Hueso Cafe and then make your way over to the beach and enjoy a daiquiri while you’re at it! 

Address: 601 Howard England Way, Key West, FL 33040

8. The Tropic Cinema Mairlyn 

Rainy day or just looking for a photo with Marilyn Monroe? Make your way down to the Tropic Cinema and grab a flick (in more ways than one) with Ms. Monroe. 

Address: 416 Eaton St, Key West, FL 33040

9. Key West Mural at Cuban Coffee Queen

First time in Key West? Cuban Coffee Queen is a must to truly enjoy the sounds, sights and bites that Key West has to offer. Grab a Cuban Mix sandwich and Cafe Con Leche and get ready to pose in front of the famous ‘Greetings From’ mural. 

Address: 284 Margaret St, Naval Air Station Key West, FL 33040