In Key West you find six-toed cats, free-roaming chickens and sunsets that are celebrated each night. And winter never gets this far south, the summers are endless. This island is like no other place in Florida, the US or even the world. Visiting Key West is a trip like nothing else.
Key West has its own quirky and laid-back culture. Here you are welcome to come as who you are whenever you are. It’s always five o’clock somewhere!
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Guide for visiting Key West
- What to expect when visiting Key West
- Reasons to visit Key West
- Exploring the main streets
- Best things to do
- The quirky spirit
- Beaches in Key West
- How to get around
- Where to stay when visiting
- Driving to Key West
- Visiting Key West FAQ
What to expect when visiting Key West
Key West is an island in the Florida Keys. Even though it’s an island you can reach it by car, as it is connected by US Highway 1 with the mainland. The drive from the mainland is great, but flights and boats also go to Key West.
Its location means that Cuba is less than 100 miles (160 km) away, which is closer than Miami. Its southern location also means that weather stays warm every month of the year.
In January the daily average maximum temperature is 74°F (24°C), and even at night the temperature on average only goes down to 64°F (18°C). And that’s the coldest month of the year!
But the main attraction of the Florida Keys has more to offer than wonderful weather. When visiting Key West you find a unique charming quirky vibe and something for everyone to explore.
Reasons to visit Key West
Key West in Florida is an amazing place to go to. The island is a place of endless summer, a unique quirky vibe, celebrated sunsets and much more.
1. Visit Key West for the endless summer
Key West is known for its endless summer. You can visit Key West and enjoy warm temperatures while most other parts of America are freezing.
In January which is the coldest month of the year the daily average maximum temperature is 74 °F (24 °C). And even at night in January the temperature on average only goes down to 64 °F (18 °C). That doesn’t sound too cold, does it? The warm tropical climate is one of the best reasons to visit Key West.
2. The perfect holiday size
Key West is about 1 mile (2 km) wide and 4 miles (6 km) long, which means that the size is very suitable for a holiday. The managable size means that you can focus more on experiencing things instead of spending time on going from one place to another. Because of the convenient size every minute on your stay is fun and that’s a great reason to visit Key West.
If you stay in Old Town when you visit Key West, you have most places of interest within walking distance. And if you don’t want to walk, the Conch Tour Train takes visitors around town.
3. Here it’s always 5 PM
In Key West it’s always a good time to enjoy yourself. The laid-back vibe is a much appreciated part of life here. And you can’t argue with the fact that it’s always 5 o’clock somewhere.
4. Duval and Whitehead Street
The streets Duval and Whitehead in Key West sit next to each other and complement each other very well.
Duval Street is full of good places to eat or drink and for many visitors one of the reasons to visit Key West. Of all places on Duval the most iconic one must be Sloppy Joe’s Bar. It used to be Hemingway’s watering hole and has been on the same spot since 1937.
On Whitehead Street you find fun places to visit such as the Southernmost Point, Key West Lighthouse, Hemingway Home & Museum and Mile Marker Zero. While Duval Street sometimes can get a bit loud, Whitehead Street is less intense but at least as enjoyable.
5. Visit Key West for the unique quirky vibe
Key West holds a since long settled quirky vibe. Here it’s good to be different, and being who you really are should be encouraged. And the quirkiness is not distinguished by life or death. It’s something that you take with you into the grave in Key West. The text on a headstone in the cemetery on the island says, “I told you I was sick”.
Suitingly so, some of the most famous residents in Key West are the quirky six-toed cats that are descendants to a cat of Hemingway’s.
6. Even getting here is beautiful
The traveling to Key West on the Overseas Highway is a unique experience. The Overseas Highway takes you from the mainland on bridges between all the keys on the way to Key West. An especially iconic stretch is the Seven Mile Bridge that connects Knight’s Key to Little Duck Key. Make sure that you fit in time for stops along the way when you drive to visit Key West!
7. The sunset celebrations are reasons to visit Key West
Mallory Square is famous for the sunset celebrations that take place each evening. By celebrating every day, you don’t take the joys of life for granted. And sunsets in Key West deliver the most spectacular show. If you have seen a Key West sunset you know that they are a great reason to visit.
Exploring the main streets of Key West
The two main streets in Old Town, Duval and Whitehead, offer a lot of fun attractions and great contrasts. Duval Street and Whitehead Street are parallel streets that cross Key West. If you get to know them, and the contrasts they offer, you get an understanding of what the island is all about. While Duval Street is the famous and buzzing street, the more low profile Whitehead shows another side of the quirkiness that defines Key West.
Duval Street is the centre of attention, and it goes north to south, from the Atlantic Ocean down south to the Gulf of Mexico.
When you walk down Duval Street you walk in the heart of Key West. Here you find a wide selection of restaurants, bars and souvenir shops. The road is only 1.25 miles (2 km) long, but full with terrific places to eat and drink.
The most famous bar of them all is Sloppy Joe’s Bar. It’s the renowned bar that Ernest Hemingway used to go to. Hemingway’s favorite Key West watering hole has been found on the same spot on Duval since 1937.
The saying that the clock always is 5 PM somewhere feels as meaningful as it possibly can on Duval Street in Key West. Here you always find reasons and possibilities to sit back and enjoy yourself, no matter what time it is.
If Duval Street is the heart of Key West, Whitehead Street is its soul. Whitehead Street goes parallel with Duval Street, one road in the western direction.
When visiting Key West you will notice that the road not is commercialized in the same way as Duval Street with its shops, restaurants and bars everywhere your eyes go. Instead, Whitehead Street is rather quiet and lined with old-fashioned bungalows in beautiful bright colors. This street, which many perceive as just a side street to Duval, is as important to the Key West identity as the buzzing neighbour.
On Whitehead Street you find Ernest Hemingway Home and Museum and Key West Lighthouse, located just across the road from each other. Hemingway often needed the lighthouse to be able to make it home from his favorite bar, Sloppy Joe’s. Conveniently so, he just needed to follow the light to get back home.
On Whitehead Street you also find the famous Mile Marker 0. It’s the end, or the beginning, of US Route 1. It runs along the East Coast of America, from the Canadian border all the way south to the tropical setting in Key West.
Most of Whitehead Street is very quiet, even though it’s just a stone throw away from the always busy neighbor Duval. With its relaxing vibe it’s a great place to dream away and reflect about both small and big matters.
But if you want a drink without leaving Whitehead, the Green Parrot Bar is ready to serve you something refreshing. It has stood on the same place since the end of the Second World War. And the bar is appreciated both by locals and visitors from all around the world.
When you follow Whitehead all the way south you get to Southernmost Point. It not only means the end of Whitehead Street, but also the end of the US. The monument in shape of a large concrete buoy represents that you are in the southernmost point of the continental US.
Best things to do when visiting
Key West is an island that’s packed with fun things to do. Here some of the most important things of all the best things to do in Key West are listed.
Sunsets at Mallory Square is a great Key West tradition. Here you can spend the last hours of the day watching the sun sink lower and lower into the Gulf of Mexico horizon, creating beautiful colors in red, orange and pink.
The sunset on Mallory Square is always lively. Food vendors sell food and cold drinks while local performers try to attract the crowds. It’s the perfect place to end a day when visiting Key West.
As the name indicates the Southernmost Point symbolises the southernmost point of the continental US. The monument takes shape of a large anchored concrete buoy.
Visitors line up as early as dawn to take pictures of the famous buoy in black, red and white. From breakfast time until sunset a line of tourists appear on the block. All wanting a picture with the monument as a symbol for the ultimate Florida Keys trip.
A map shows you that there are a few points on the island where you are even further south than the monument Southernmost Point. But no matter the exact placement of the monument, it’s amazing to be in the most southernmost point of the continental US, Key West.
Ernest Hemingway Home and Museum
The property where Ernest Hemingway used to live in Key West is fascinating to visit if you want to know more about the author himself or simply want to know more about life on the island during those days.
Hemingway himself beautifully stated that: “every man’s life, told truly, is a novel”. When you hear the entertaining novel about him during your visit you also learn some of the story about Key West.
When visiting Ernest Hemingway Home & Museum you also get to make acquaintance to the iconic six-toed cats.
Key West Lighthouse & Keeper’s Quarters Museum
Right across the street from Ernest Hemingway Home & Museum you find Key West Lighthouse and Keeper’s Quarters Museum.
Key West Lighthouse offers the best views on the island. If you climb to the top you get panoramic views out over the island. The view from up there is breathtaking.
And a visit to the Keeper’s Quarters Museum adds more depth to a visit. Here you can learn more about the history of the lighthouse, the keepers and the important role it has played for Key West and Florida.
Fort Zachary Taylor State Park
If you prefer a more private moment when enjoying the sunset you should head to Fort Zachary Taylor Historic State Park on the southwestern part of the island. There the sunset is as pretty, but without the liveliness of Mallory Square.
In Fort Zachary you also find the best beach in Key West. This is a true gem when visiting Key West.
Sloppy Joe’s Bar
Among all bars on the island, Sloppy Joe’s is on top of the list. It was founded already in 1933, and Ernest Hemingway soon made it his favorite watering hole.
But Sloppy Joe’s location on the island was originally across the street from the current location. The move to today’s location was made in 1937, when the owner moved the establishment to avoid a rent increase. A raise from three to four dollars a week might not sound as much to fight about today, but back in the days it was a significant amount of money.
Nevertheless, Sloppy Joe’s after the move found its perfect spot in the heart of Duval Street. The bar contributes to the buzz of Key West with refreshing drinks and live music. Here you have all you need for a good night out when visiting Key West, just like in the days of Hemingway.
Key West is the last island in Florida Keys that you can reach by car. But it’s not the last island in the Keys. Dry Tortugas is a small group of paradise islands that are located even further west.
Here in Dry Tortugas National Park you can explore amazing scenery and the historically Fort Jefferson. Though technically almost 70 miles (113 km) from Key West, the seaplanes and boats depart from there and a day in the very outer part of the Keys is a fun addition to a Key West trip.
Key West Butterfly & Nature Conservatory
The Key West Butterfly and Nature Conservatory, also known as the Butterfly Garden in Key West, has become one of the most popular attractions on the island. Here you can stroll through a glass-enclosed tropical garden full of butterflies.
And the butterflies love visitors. More often than not the colorful butterflies will try to land on your back or shoulder when you visit. For an educational experience the butterfly conservatory also has a learning center where you can indulge in all there is to know about butterflies.
The unique quirky spirit in Key West
Key West has always been a place for freethinkers and most of all it’s the residents that make the place quirky. But some attributes showing the unique quirky Key West way really stand out when you visit.
The saying that you should live every day of your life as if it were your last day really comes to life every night in Key West. On Mallory Square every sunset means celebration and that’s one of the many great reasons to visit Key West.
Watch out for chickens roaming down the street during your trip to Key West. The free-roaming chicken population is to be seen throughout the island. And they seem to enjoy life at least as much as the locals.
During his days Ernest Hemingway was given the cat Snow White, a white six-toed cat, by a ship’s captain. Today, descendants with the same trait live on the Ernest Hemingway property in Key West and pass on the heritage of Hemingway.
In 1982 the city of Key West declared itself Conch Republic, as a protest against a blockade set up by the US border patrol on US Highway 1 at the beginning of Florida Keys. And today Key West residents proudly call themselves Conchs, pronounced as “KONKS”.
“I told you I was sick”
When you wander through the cemetery when visiting Key West one headstone especially catches your attention. It reads “I told you I was sick”, highlighting that the quirkiness of this place isn’t distinguished by life or death. Instead, it’s a permanent phenomenon.
Beaches in Key West
The world’s third longest barrier reef protects Florida Keys from big ocean waves. That’s great news for the diving enthusiast. However, for the sandy beach lover that could be negative.
Without big waves the mechanism that creates sand in a natural way is missing. Hence Key West is not known primarily as a beach or surf destination. But do not despair! There are still a few nice Key West beaches to choose from.
The best beach in Key West
Fort Zachary Taylor Beach is generally regarded as the best beach in Key West. The well maintained beach is located in the western end of Key West, approximately a 20 minute walk away from the always busy Duval Street. As the Key West beach is part of a state park there is a small fee to enter.
Right at the beach there is a café, picnic tables, grills and restrooms in case you need a break. In other words the Key West beach has what you need to spend a full day there.
At Fort Zachary Taylor Beach you also find the iconic mile marker sign reminds you about that Key West is situated closer to Cuba than to Miami.
Other beaches in Key West
There are free beaches to visit in Key West as well. Higgs beach is one of them that’s conveniently located near Old Town. Another free Key West Beach is Smathers Beach, which is located a bit further away.
It’s also worth to point out that there are many private beaches in Key West. These are attached to hotels or private homes.
Beaches higher up in the Florida Keys
You find some beach gems in the other part of Florida Keys as well. Bahia Honda Beach is located about 35 miles and a little less than 1 hour away by car. Even further up in Florida Keys you find Sombrero Beach which is another great Florida Keys Beach.
How to get around on the island
The size of Key West is perfect for a laid-back vacation. If you stay in Old Town when visiting Key West you have walking distance to Duval Street and Whitehead Street, which means that you are close to most things to do. Therefore having a car while visiting isn’t necessary or even optimal.
To tour the city you can easily walk, bike or take the old town trolley tour. The latter is a hop-on and hop-off trolley which takes you to some of the most interesting places of Key West in a convenient way.
Where to stay when visiting
There are many great places to stay in Key West. If you stay in Old Town, which is on the western part of the island, you have most attractions nearby. Therefore you can relax and not have to think about driving or making it in time for a shuttle to get around.
But if you don’t plan to spend much time in Old Town it could be a good option to stay in the eastern parts of Key West to get better hotel rates. Generally, the further away from Duval Street the better rates you find.
The southern part of Duval closer to Southernmost Point is good if you prefer it quiteter but still central. For more action right at your door steps it’s better to stay at a hotel near Mallory Square on the north end of Duval when visiting Key West.
Driving to Key West
The Overseas Highway is the southermost part of US Highway 1. It takes you the 113 miles (182 km) from the mainland all the way down south to Key West. And driving the Overseas Highway with its scenic views is the most spectacular way to get there.
Along the impressive highway there’s a lot to do apart from enjoying the amazing views. Key Largo, Islamorada, Marathon and the Lower Keys area before you get to Key West are great places for stops.
The Key Largo area is known as the gateway to Florida Keys. John Pennekamp Coral Reef State Park and the African Queen Canal Cruise are popular things to do here.
Islamorada is the halfway point between Miami and Key West. Here you can visit Indian Key Historic State Park and feed giant tarpons.
Marathon sits in the heart of Florida Keys. Sombrero Beach that’s located in Marathon is one of the best beaches in the Keys. And here you can also visit Florida Keys Turtle Hospital.
Lower Keys before Key West is home to the Key deer. In the National Key Deer Refuge the tiniest member of the North American white-tailed deer family lives. The area is also home to Bahia Honda State Park and its famous beach.
Key West guide FAQ
Here you find the answers to some frequently asked questions about visiting Key West.
While endless summer alone is a great reason to travel to the Keys, there is much more on offer than just the warm weather. So visit the interesting places that the island has to offer, and enjoy the quirkiness that rests over all of Key West. And remember that it’s always five o’clock somewhere and that five o’clock is best spent in Key West!
Key West is such a small and compact place that you could explore the main attractions on the island in 2-3 days without hurrying around too much. However, to fully unwind during your stay more days are recommended. Also, add time if you want to do activities on the water such as a day trip to Dry Tortugas.
You can’t see Cuba from Key West. Cuba is only about 90 miles (145 km) away from Key West, but that’s too far away to be able to see it. If you visit the Key West Lighthouse you can’t even see half that distance even on a clear day.