The Weekender: Key West

Sunshine, fish tacos and even more fish await at the southernmost point of the US. Here’s what to pack for a long weekend in quirky Key West. 

Related To:

Sunshine, fish tacos and even more fish await at the southernmost point of the U.S. Here’s what to pack for a long weekend in quirky Key West.

Modern Seaside Living at the Gates Hotel

The Gates, Key West

The Gates, Key West

Photo by: @cheraleelyle

@cheraleelyle

Roll your streamlined Rimowa suitcase into this hip, new, boutique hotel just off Highway 1, where the only things that top the suites’ sweet minimalist design are the chic poolside cabanas. While there’s no restaurant on-site, the Gates’ resident Blind Pig food truck serves up small bites of “Conch fusion” cuisine to soak up those poolside mojitos or rum runners.

Make a Pilgrimage to Hemingway’s House

Hemingway House, camera

Hemingway House, camera

Photo by: Novastock/Photolibrary/Getty Images

Novastock/Photolibrary/Getty Images

See what inspired Papa in his natural environment — the pool, his typewriter and the six-toed cats — at the Ernest Hemingway Home. From the moment you step inside 907 Whitehead St., the furnishings, the taxidermy trophies and even his personal book collection look frozen in time — just like your souvenir Polaroids.

Spend a Full Day Sailing

snorkeling, wetsuit

snorkeling, wetsuit

Photo by: Stephen Frink/Photographer's Choice/Getty Images

Stephen Frink/Photographer's Choice/Getty Images

One can’t fully appreciate Key West without exploring the world beneath its beautiful turquoise waters. Experience Key West as the rum runners and pirates once did with Danger Charters, snorkeling through a live reef in your wet suit, kayaking among the mangroves and stopping for a private island picnic.

Ride Along Duval Street

Photo by: TheCrimsonMonkey/E+/Getty Images

TheCrimsonMonkey/E+/Getty Images

Rent a bike and tool along Duval Street, Key West’s mile-long downtown hub, home to such mainstays as Hemingway’s favorite bar, Sloppy Joe’s. Tucked 1 block off the main drag is Garbo’s Grill, a husband-and-wife-owned food truck that serves renowned mahi-mahi tacos, Korean BBQ and umami burgers.

Enjoy After-Dinner Drinks on the Porch

The Porch, skirt

The Porch, skirt

Photo by: Nick Doll

Nick Doll

This quirky, quaint conch house is what you expect made Key West an artists’ haven in the first place. A floral skirt (or a tropical one) will seem festive as you sip on one of its impressive array of craft beers or wines on its namesake porch.

Keep Reading

Next Up

The Weekender: Seaside, FL

Pack your bags, because the word is out about this idyllic family escape. 

7 Fun Things to Do on Your Fort Myers Vacation

From sunset kayaking to delicious eats, there is so much to explore in southwest Florida's island sanctuary.

Key West Weekend Guide

Paradise is located just off the coast of mainland Florida -- and it's called Key West.

The Weekender: Delaware Beaches

Here’s what to pack for a weekend on the scenic Delmarva Peninsula.

The Weekender: San Diego

What to pack for a trip to this laid-back city.

Siesta Key, Florida

Relaxing is easy on Siesta Key: soft white sand, brilliant sunshine and azure waters abound.

Nantucket Island, Massachusetts

Before Nantucket became a vacation hot spot, it was a whaling village.

The Newest Reasons to Visit Miami Beach

Learn about Miami Beach's newest hotels, restaurants and more.

Destin Travel Guide

Sandy beaches, fresh seafood, great golfing and moderately-priced hotels are just some of the reasons why a you should plan a trip to Destin, FL.

Key West's Nature Attractions

Experience Key West's natural beauty at these sights.

Follow Us Everywhere

Join the party! Don't miss Travel Channel in your favorite social media feeds.