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Key West: The Conch Republic

10 Tours & Activities

Enjoy a trip abroad without ever leaving the US. Secede from boredom and head south for a revolution in island vacation fun in Key West: The Conch Republic. Key West is certainly different from anywhere in the Mainland US. The clear blue waters, white sand beaches, and unspoiled nature of the island, variety of Things […]

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Green Key West

7 Tours & Activities

Continuing 100-years of conservation, Green Key West looks to a sustainable future. Choose among many environmentally-friendly CoolKeyWest vacation activities. The treasure hunters old and new that visitors meet in the Mel Fisher Museum searched the Florida Keys for Spanish gold and buried pirate booty. But the real treasure in the Keys is not hidden – […]

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Flights to Key West

10 Tours & Activities

Faster than a speeding ferry! Whether you are heading to Key West for revelry on Duval Street, fishing the natural reefs or just to see the best sunsets in the US, the frequent daily flights to Key West will get you there fast. Once you arrive at Key West International Airport, there are several means […]

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Key West Weather

14 Tours & Activities

SPOILER ALERT: The weather in Key West is awesome. Warmed by sun and sea, cooled by wind and rain, Key West weather is always great. Let Cool Key West help you plan a frost-free vacation in tropical Key West.

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Proximity

8 Tours & Activities

Where is Key West? Key West is where it is all at for the most amazing vacation ever. America meets the Caribbean in the tropical island paradise of Key West. In a world where GPS applications are available on every smart phone, it is easy to answer the question “Where is Key West?” Key West […]

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Key West Language

3 Tours & Activities

English is the official language of Key West, but fun breaks down all language barriers. People from everywhere find a warm island welcome in [brand]. Key West is a Caribbean territory separated from the U.S. mainland, so visitors often wonder about the primary language spoken on the island. In fact, on the streets and in […]

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One Human Family

10 Tours & Activities

Join One Human Family and grow beyond the limitations of racism, nationalism, homophobia, and other illusions that keep us from being equal. On January 1, 2000, Key West artist JT Thompson began the new millennium by launching an awareness-building campaign around the fact that all humans are interconnected:  “like fingers on a hand, we appear […]

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Why Visit Key West?

18 Tours & Activities

Key West, Florida is at the very tip of the Florida Keys. 90 miles from Cuba, this tropical island paradise has many quirks that make visiting the small island a memory that is not soon forgotten. 160 miles from Miami, it is connected to the mainland by a two lane highway, called US 1 that […]

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Robert the Doll: A True Key West Ghost Story

2 Tours & Activities

It all started when Robert Otto was 4 years old and living in a home in Key West that now serves as The Artist House Hotel. The year was 1904 and a young girl believed to be of Bahamian descent gives him a life-sized doll made of fabric stuffed with straw. The story goes that […]

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Key West – Destination for Your Next Vacation

12 Tours & Activities

A good mix of modern world and natural beauty, Key West, Florida is one of the most popular tourist destinations in the world. If you have visited this place before you probably have some of the most unforgettable memories of your life, and if not, it has to be next on the list of destinations […]

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Drink Like Hemingway (and other famous literary boozers)

1 Tours & Activities

It’s a well-known stereotype that many literary authors are also raging boozers. Which, forgive us, doesn’t make us want to emulate them any less. In fact, at we can’t think of anything better than to sip a cool drink while typing away at our — er, laptops — out on the porch in the sweet […]

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Fishing Charters – The Best in Key West

5 Tours & Activities

No matter which type of fishing you prefer, Cool Key West is sure to meet and exceed your expectations when it comes to the best fishing charters. Whether you prefer fishing with a small group or going solo we have the perfect package for you. Our goal at Cool Key West is to make your […]

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Key West Parasailing Adventures

1 Tours & Activities

See the entire island of Key West and the surrounding sapphire blue waters from the air as most visitors have never imagined. You’ll soar 300 ft. above the water (that’s 200 ft. higher than the tallest building in Key West). Panoramic vistas of Mallory Square, the marine sanctuary and Key West harbor are among the […]

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Key West Kayaking Adventures

2 Tours & Activities

Kayaking the shallow water flats around Key West’s backcountry is an exciting, and at the same time, a very relaxing adventure. It may be the perfect method of exploring the spectacular coastal scenery that is abundant in the waterways around Key West since much of it is only accessible by kayak. Kayaking is a uniquely […]

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Dive Key West

5 Tours & Activities

Are you up for a real adventure in Key West? Do you love the water and want to know more about the amazing coral reef environment unique to the Florida Keys? Have you ever dreamed of exploring the mysteries of a shipwreck? You can do it now with Cool Key West as your connection to […]

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Key West Sunset Cocktail Cruise

3 Tours & Activities

From Key West, to Maui, to Tahiti and beyond, the sunset cocktail cruise is a tropical vacation resort staple. Some may even claim that it has been overdone… maybe they want to brush the experience off as “too touristy” or “just for old folks” or “boring”. The way I see it, after years of living […]

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Key West Snorkeling, SNUBA, or SCUBA – Which One is Right for You?

6 Tours & Activities

Most everyone would agree that Key West is a scenic tropical paradise, with blue skies, turquoise water, exotic foliage, and an interesting urban and human landscape that catches the eye every way you turn. But what is often overlooked is the fact that, because Key West is a tiny island surrounded by a lot of […]

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See Key West on Land and Sea

10 Tours & Activities

One of the great things about visiting Key West is the fact that it is a small island with a multitude of interesting things packed close together, making it easy to take in the sights. Most everyone knows about strolling along Duval Street, walking to the Southernmost Point, riding the Old Town Trolley and Conch […]

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The Most Exciting Ways to See Key West

12 Tours & Activities

Let’s continue our look at great ways to see Key West with an introduction to some active and exciting tours that will let you catch the island from a different perspective. Key West snorkeling adventures, jet ski tours, and biplane flights combine scenic beauty with action and thrills to make for some of the most […]

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The Key West Water Sports Ultimate Adventure

9 Tours & Activities

There is a lot to do in Key West, enough to fill several vacations. This is especially true of the Key West water sports scene that is arguably the island’s top attraction. Snorkeling, sailing, diving, jet skiing, kayaking, and just plain playing in crystal blue waters only cover about half of the wet and wild […]

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Key West Art Walks – Visit Creative Key West

2 Tours & Activities

Key West has a reputation for being a quirky little town full of creative people, and the truth of this is borne out in the way people dress, the way they decorate the bikes, scooters, and cars they drive, and the way they approach the fun and festive side of island life. Creative Key West […]

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