Skip to main content
Key West local
1 of 1

Welcome to Key West, Florida

The southernmost city in the continental U.S., Key West, Florida has one foot on the mainland and the other in the Caribbean. Think pastel storm shutters, lush yards planted with flowers that bloom year-round, and clear blue water that begs for your attention. It’s a tiny island, but there’s never a shortage of things to do and delicious, distinctly South Florida things to eat: fresh-off-the-boat seafood, exotic produce and tropical cocktails that will make you blush. For an insider’s take on the island, we asked locals where to go and what to do when you visit. Here are some favorites:

Water World

Whatever your pleasure—swimming, snorkeling, fishing or boating—locals suggest you take a break from revelling on Duval Street and hit the water. Key West has the longest (and third largest) barrier reef in the world, mangrove forests teeming with wildlife, and a coastal tour for every taste. The Spirit of Independence is an old schooner that sails at sunset, wining and dining with icy pinot grigio, sophisticated sandwiches, and assorted delicacies from Duetto’s restaurant. For a low-key—and lower-priced—option, there’s the Schooner Jolly II Rover, which is BYOB and fun for the whole fam: kids will go crazy when the ship’s crew fires its cannons at passing boats (don’t worry, it’s fake). Or, if you’re up for getting wet, locals love exploring the island’s coastal mangroves by kayak or stand-up paddleboard. Try Key West Eco Tours for gear and a guide.

Kayaking in Key West
View more

Quintessential Key West

“The place for Key Lime Pie,” according to locals, Blue Heaven is a quirky Key West institution and not to be missed—unless its free spirit owners have hung up their “gone fishing” sign and closed shop for the day, as they’re occasionally known to do. With a rooster graveyard (!!!) and an old sail strung between trees for shade from the tropical sun, this sprawling backyard restaurant-bar-live music venue is as casual as they come. But don’t be fooled; Blue Heaven is serious about its food. Whatever else you order—and everything here is great—follow it up with the island’s namesake pie, which is sweet and tart and piled with a mountain of baked meringue. For classic no-fuss Cuban food, locals say El Siboney is “hands down” the best around. The discrete half-century-old restaurant is easy to miss if you’re not looking, but you won’t want to pass by their downhome Cuban grub. Locals recommend “anything on special” and the #1: puerco asado, or roasted pork. “They kill it on food,” we’re told. And if fresh fish is your passion, head to the nautically-themed Little Pearl and order the local swordfish, grouper, or Bahamian conch chowder. Incredible!

around town in Key West, Florida
View more

Time Travel

Just four miles long and a mile wide, Key West has been home to a fascinating assortment of characters and events. For a (free!) do-it-yourself history lesson, follow the Pelican Path self-guided tour and visit the former homes of writer Ralph Ellison, Ernest Hemingway, and President Harry Truman whose “Little White House”is now a museum. If you want to dig a little deeper, take a stroll with the Key West Art and Historical Society and learn about the island’s weird and wonderful past from professional historians who focus on single subjects like “Key West Writers and Artists” and the naval history of the Truman Annex. There will be plenty of pirate stories...