The Cool Key West Blog — Discover The Southernmost City in the USA

Are you considering driving to Key West but are not sure if you are ready to commit the time, energy, and expense required for the trip? How would you like to experience the wonder of a road trip down to Key West by bus? You can enjoy the scenic Overseas Highway, and cross the amazing […]

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 […]

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 […]

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 […]

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 […]

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 […]

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 […]

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 […]

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 […]

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 […]

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 […]

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 […]