Top 10 Things to Do Key West, Florida

As a native Floridian, the Florida Keys is my playground–it’s a prime vacation spot for us just as much as the tourist passing through Florida in search of the Conch culture you can only find in one spot on earth. Key West the southernmost point in continental United States, and it seems as though the further south you get the less “Florida” there is to experience–a fact the Key West natives are very keen to keep in place!

Snorkeling; Key West Florida

Snorkeling is one of the Top Things to Do in Key West!

Top Things to Do in Key West

The island is small, just 7.4 square miles and yet the locals have packed in a whole lot of things to do into just one small spot way down there at the end of the chain of islands known as the Florida Keys. From sightseeing the local structures to snorkeling, museum hopping, sunbathing, and sunsets, we have ten of the “can’t miss” items when you travel down south on your Florida travels.

Snorkel, Boat, Dive — Find a Way to Get in the Water!

Island culture dictates the sightseeing in Key West, and that means you simply have to find a way to get yourself out on the water or else I daresay your visit to the Keys doesn’t really count! There are countless tour operators near the Harbor Walk and the information counters will be happy to give you a the lowdown on various options. I highly recommend the snorkeling for families visiting Key West because it’s an activity that nicely suites all ages and the reefs are right of the coast.

Experience Sunset at Mallory Square

I’ve taken in the Mallory Square boardwalk many times over the course of 25 years and the heart of the experience is pleasantly unchanged. As the pinks, purples and oranges riot across the sky with the setting sun the local artists and performers bring their act to the boardwalk and entertain the masses. Expect sword swallowers, fire jugglers, tightrope walkers and all sorts of performances. This is wonderful fun for the entire family and a great place to pick up souvenirs.

Take a Trolley Tour

The heat during the day can really soar high and it’s important to keep yourself hydrated and out of the mid-day sun when it’s at its hottest. But if you’re only in Key West for a couple of days you might lament at the prospect of hiding in your hotel room. That’s where the trolley and bus tours come in handy, all of the companies offer shaded tours around the island with guided, live commentary of the highlights and fun facts.

Visit the Hemingway House

Ernest Hemingway is one of the more famous and popular Key West residents and you’ll find an enthusiasm for his work, life, and legacy throughout Key West. Visiting Hemingway’s house can be a highlight for literary buffs in search of the man behind the wonderful prose; knowledgeable guides offer hourly tours and guided commentary through each room in the house if you so choose, or you can explore at your own pace!

Rent a Bike to See all of Key West

For the ambitious who are really looking for some fun things to do in Key West, wear a hat and bike around the island, taking in the houses, the sunshine, and the slow pace of life. The Conch culture (as the locals prefer it to be called) is pretty hard to describe and it’s something you can let seep into your bones as you slowly pedal through the shady tree-lined streets.

Eat Key Lime Pie!

This is a can’t miss. Please, take it from me, no matter how many pieces of key lime pie you have had in the past, none will come close to the scrumptious recipies secretly guarded and still used all over the island. You can try it frozen and on a stick in the heat of the day, in a take-out container for your boat rides, or sit down in the cool shade of a restaurant and delight your tastebuds with a tasty treat!

Explore and Photography the Wooden Structures

The local architecture and color palette throughout Key West is a photographer’s dream! I found myself happily lost walking the small residential streets and finding the colorful and historic clapboard houses taking right back in time. Many of the wooden houses throughout the island have been carefully and meticulously restored to retain the intricate and ornate wood carvings and details on the Key West houses.

Hit the Bars on Duval Street

I’d be seriously remiss if I failed to mention the party and drinking culture on the island. Like island life anywhere, you’ll find some great bars with a cool ocean breeze and creative local artists crooning on the stage. Many of the more popular bars are attached to past celebrities who lived on the island and they all seem to have a distinctly different vibe so you’ll have a good night out on the town!

Visit the Southernmost Point in the US

I was surprised to see the international tourists just as enthused as the Americans to take their picture next to the large structure marking the southernmost point in the continental US. The icy blue waters lie just beyond the painted structure and since there is normally a queue all day long the person in line behind you will customarily take your photo for you!

Visit the Museums

There are countless museums scattered throughout the town and you can fill your head with facts about Flagler’s railroad and how that changed the island –head to the Customs House for that. Or brush up on your shipwreck knowledge and lore at the Key West Shipwreck Museum (with panoramic views of the island as a bonus).

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