Skip to main content

The Best of Key West, Florida

best of key west
Image used with permission by copyright holder

It’s easy to assume that Key West is little more than a three-mile long bar. That’s not entirely inaccurate but there’s much more to see in this incredible island paradise than most visitors ever consider. Here’s a brief guide to traveling the U.S.’s southernmost outpost like a local.

DO

Hemingway House
Image used with permission by copyright holder

With more bars per square mile than almost anywhere in the country, it’s tempting to skip the cultural attractions. But don’t miss Hemingway House which provides the perfect primer, not just on Ernest Hemingway the man, but on Key West’s fascinating history as a whole. It’s an ideal starting point for any first-time visit to the island.

Recommended Videos

PLAY

Dry Tortugas National Park
Image used with permission by copyright holder

For something seriously different, check out the Jetpack Adventure from the folks at Cool Key West. Their hydro-powered jetpacks provide an experience that’s one part James Bond and two parts Superman — allowing riders to literally fly on a stream of water.

To escape the maddening crowds, hop the ferry or float plane to Dry Tortugas National Park. At more than 70 miles from Key West, this stunning island is the most remote national park in the United States. Home to a 19th-century fort and some of the best snorkeling in the clearest waters in the country, it’s a marine lover’s dream. Every day, the park service allows less than a dozen visitors to overnight on the island and camp under the stars.

EAT & DRINK

For an authentic slice of the Florida Keys (and of the way Key West used to be), your first stop should be just over the bridge to Stock Island. It’s rough, brash, and full of legitimate Keys residents wiling away the daylight hours on their boats, beer in hand. Stop at Hogfish Bar and Grill where locals flock for lunch and dinner. It’s a no-frills joint that’s almost impossible to find if you don’t know it’s there. Chances are good you won’t see a single tourist here.

Hogfish Bar and Grill
Image used with permission by copyright holder

Back in Key West proper, check out Blue Heaven. Visitors dine al fresco at this rustic eatery with families of roosters beneath their chairs and live music playing almost every hour of the day. It’s a staple of the island’s breakfast scene when the wait can sometimes be more than an hour. But it’s worth every minute because, frankly, every last thing on the menu is amazing. Most noteworthy is their BLT Eggs Benedict with fresh Florida lobster, avocado, bacon, and a lime hollandaise sauce.

You can’t throw a beaded necklace without hitting a watering hole in Key West. But that makes it all too easy to get lost in the sea of tourist bars. Contrary to pop culture belief, the Keys aren’t all about Jimmy Buffet and pre-mixed frozen margaritas. Stop in at Green Parrot — arguably Key West’s best (or worst) dive bar that claims to be one of, if not the oldest, bar on the island. Whatever the truth, they’ve been serving liquor in the same building since 1890 and it’s likely that the inside of the place hasn’t been cleaned since. It’s a genuine, no-nonsense saloon in every sense of the word.

STAY

Westin Key West Resort & Marina
Image used with permission by copyright holder

For some of the best sunset-watching, check out the waterfront Westin Key West Resort & Marina. For a true resort-style setting, it’s the best in Key West.

For a more local flavor, Eden House in historic Old Town was the island’s first hotel. Today, the renovated Art Deco property offers Key West’s hippest, most low-key accommodations. It’s “boutique” in every sense of the word — the sort of place that offers a complimentary beer at check-in and every guest is guaranteed a hammock.

(Photo courtesy of Flickr)

Mike Richard
Mike Richard has traveled the world since 2008. He's kayaked in Antarctica, tracked endangered African wild dogs in South…
Frontier Airlines has a stunning promotion before Thanksgiving
Frontier Airlines offering big discounts
Frontier airlines aircraft closeup

Yesterday, Frontier Airlines debuted its “Thank You Sale,” offering up to 100% off base fares. Through November 20, customers can use the code SAVE100 for 100% off base fares for flights on Tuesdays, Wednesdays, and Saturdays, and 50% off base fares for trips on Mondays and Thursdays. The deals are good for travel through February 26, 2025. To take advantage of the sale, customers must book on FlyFrontier.com.
More on the Thanksgiving promo

Though the promo offers amazing deals, there are some restrictions. Flights must be booked seven days in advance, and certain blackout dates apply. The promo is only good for base fares on round-trip flights. The promo is available until 11:59 p.m. on November 20. 

Read more
Alaska and Hawaiian Airlines are offering special fares to these destinations
Alaska and Hawaiian Airlines ad
Sydney, Australia harbor

Starting today and continuing through November 21, Alaska and Hawaiian Airlines are offering special fares from the Pacific Northwest to Australia and New Zealand. The flights from Portland and Seattle are the most direct route to the Southern Hemisphere, and include a stopover in Honolulu. Fares start at $390 one-way for travel dates through April 30, 2025, for Auckland, New Zealand, and February 1 through September 30, 2025, for Sydney, Australia. 
Additional details of the Down Under flight deals
Auckland, New Zealand Tim Marshall via Unsplash

The flights will be on Airbus A330 widebody aircraft, with 18 Premium Cabin lie-flat leather seats, 68 popular Extra Comfort seats, and 192 main cabin seats. Also included is complimentary Starlink Wi-Fi access for a streaming-quality connection anywhere in the world. Alaska and Hawaiian Airlines offer the most direct flights from Portland and Seattle to Honolulu. From there, Hawaiian flies to Auckland and Sydney. 
Honolulu flight schedule:

Read more
How to roll clothes for packing (the ultimate space-saving hack)
a man packing clothes in his suitcase

The way you pack can make or break your trip -- and one packing hack that can save you from packing stress is rolling your clothes. It’s a simple, no-fuss method that opens up more space in your suitcase, keeps wrinkles at bay, and helps you keep your suitcase neat and tidy. Now, let’s dive into how you can roll clothes for packing,
Why roll your clothes when packing a suitcase?

Rolling clothes isn’t just a random trend that gained popularity because it looks neat on travel TikToks and YouTube videos. It has real, practical benefits, such as:

Read more