Here’s Your Comprehensive Guide To Key West

“I want to go to Key West and away from it all,” Ernest Hemingway.

Located at the southernmost part of the continental United States, Key West is home to warm weather, partying, and general beach activities. It also is the location of one of Ernest Hemingway’s homes and the place where Jimmy Buffett got his footing in the music industry.

key westq
INSTAGRAM @keywest

SEE & DO

The Hemingway Home and Museum

907 Whitehead St, Key West, FL 33040

The Hemingway Home and Museum
FACEBOOK Hemingway Home Museum

Famous American author Ernest Hemingway lived in Key West in the 1930s with his second wife Pauline and their two sons. Now, you have the chance to visit his former home that has since been turned into a museum and houses 60 cats, two of which are the special polydactyl, or six-toed, cats.

Southernmost Point of the Continental US

Whitehead St &, South St, Key West, FL 33040

Southernmost Point of the Continental US by Cameron Howell
Southernmost Point of the Continental US. PHOTO Cameron Howell]

When you’re standing at this point, you will be 90 (actually 94) miles away from Cuba. This buoy is one of the most visited and photographed attractions in the United States, lines form early in the morning until nighttime. It’s also a great place to watch the sun rise.

Key West Kayak Eco-Tour by Lazy Dog Adventures

5114 Overseas Hwy, Key West, FL 33040, United States

Lazy Dog Adventures
Lazy Dog Adventures. FACEBOOK Lazy Dog

If you’re looking for a little adventure, take a kayak trip to see the mangroves that reside in the backcountry of Key West. In shallow water, you will be able to get up close with natural environment, including marine life like: sea stars, jellyfish, and crabs.

EAT

Moondog Café

823 Whitehead St, Key West, FL 33040

Key West moondog cafe by cameron howell
Moondog café. PHOTO Cameron Howell

This is a charming eatery that has two patio areas, indoor service and a bakery with some of the best pastries I have ever tasted. It serves breakfast until the early afternoon, as well as lunch lunch and dinner. Its drink menu has some specialties such as different types of mimosas that are served at all hours. I highly recommend this place for either brunch or an early dinner.

Blue Heaven

729 Thomas St, Key West, FL 33040

blue heaven
INSTAGRAM @keywestblueheaven

A fun, outdoor setting with live music and some great key lime pie; who could want more in a restaurant? Blue Heaven is a haven for people looking for an enjoyable dinner before indulging in an exciting night. It balances liveliness and delicious food while providing a delightful environment to enjoy it all!

Nine One Five

915 Duval St, Key West, FL 33040

key west 915
INSTAGRAM @nineonefive_kw

This beautiful establishment is located right on Duval street, the party place for all of Key West. This means it has some of the best foods and drinks on the key. Choose to be inside or outside, dining on the lower patio or second floor balcony looking over Duval street as partygoers wander the streets in search for their next adventure.

DRINK

Sloppy Joe’s

201 Duval St, Key West, FL 33040

sloppy joes
INSTAGRAM @sloppyjoesbarkeywest

This bar is well-known because of Ernest Hemingway who frequented the bar during his time in Key West. Plastered all around the bar are pictures of the famous writer, there are T-shirts with his face on it, along with a Hemingway lookalike contest. The line to enter is long at most hours of the day so plan to wait for a chance to see this historic bar.

Chart Room Bar at the Pier House Motel

1 Duval St, Key West, FL 33040

chart room bar
Photo by Tom Corcoran. FACEBOOK Old Key West

If you love “Nibblin’ on sponge cake, watchin’ the sun bake all of those tourists covered with oil,” then you need to go to the Chart Room Bar. This is where Jimmy Buffett got his big break, singing for shots. Now, it’s known as the unofficial headquarters of the legendary American musician, Despite that he even owns his own bar in Key West, Chart Room is nostalgic if you want to retrieve the Buffett roots. It has great drinks and a spectacular ambiance.

Smallest Bar In Key West

124 Duval St, Key West, FL 33040

smallest bar in key west
FACEBOOK The Smallest Bar in Key West

This novelty bar has a great atmosphere to it. Stop by for a quick drink or stay to experience the tiny space in close connection with the other patrons. It has tropical-themed drinks including a key lime pie shot which is amazing.

STAY

Almond Tree Inn

512 Truman Ave, Key West, FL 33040

Almond tree inn
INSTAGRAM @almondtreeinn

Located on a quiet street right by Duval Street, this hotel gives its residents access to the best parts of Key West. You are walking distance from beaches, bars, and restaurants. You can even rent bikes to explore more of the key. The rooms are kept cool for the guests as the temperature in Key West barely changes from day to night. It has a pool, hot tub and a cozy ambiance that allows for a relaxing getaway.

Southernmost Beach Resort

1319 Duval St, Key West, FL 33040

Southernmost beach resort
INSTAGRAM @southernmostbeachresort

This luxury resort gives guests beautiful views of the ocean and walking distance to the best spots in Key West. If you want to stay at the Southernmost Beach Resort and relax, it has tropical gardens to stroll through in addition to elegant rooms, many with balconies facing the ocean. Read a book on a lounge chair with the ocean breeze keeping you cool before heading out for the night to have fun.

Simonton Court Hotel

320 Simonton St, Key West, FL 33040

Simonton Court Hotel
FACEBOOK Simonton Court Historic Inn & Cottages

This adult-only hotel is located on two acres of property and boasts a variety of options of lodging, including: the mansion, historic inn, and cottages. There is a wide array of pools along with easy access to any type of entertainment you would want during your stay. It is located in Old Town Key West and is steps away from some of the best historic bars in Key West.

Cameron Howell

Content Associate

Cameron is an avid traveler and has lived on three continents. He enjoys learning about different cultures and languages. Cameron loves exploring cities and going on long hikes anywhere in the world.

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