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

Summer in Key West: Beat the Heat with a Key West Fishing Trip

Summer in Key West: Beat the Heat with a Key West Fishing Trip

It is always cooler out on the water than it is on land. That is a wonderful thing in Key West because summer on the island brings excellent opportunities to beat the heat while experiencing some legendary Key West fishing. June and July mean great Offshore Fishing as light steady winds set in from the […]

Learn More

Get Wet and Wild in the Key West Backcountry

Get Wet and Wild in the Key West Backcountry

What most people know as the Florida Keys is the chain of inhabited islands that are connected to each other and the Florida mainland by the overseas highway. However, these islands are actually only one small element of a 100-mile-long strip of shallow water flats, tangled channels, and wild mangrove islands that separate the Atlantic […]

Learn More

Key West Historic Sites: The Harry S. Truman Little White House

Key West Historic Sites: The Harry S. Truman Little White House

The far west end of Key West beyond Whitehead Street holds several easily accessible points of interest that are well worth exploring. Fort Zachary Taylor and the local favorite Fort Zach Beach are both wonderful places to spend a day. Maritime history buffs will surely want to take in the Key West cruise ship docks […]

Learn More

See the World from Two Wheels with a Key West Scooter Rental

See the World from Two Wheels with a Key West Scooter Rental

Key West is such a busy, vibrant little city that you are going to have your hands full with places to go and things to do from morning to night. You will be on the go, and, like many visitors, may find yourself wondering about the best way to get around town. Fortunately, Key West […]

Learn More

Pirates of the Florida Keys – The Spanish Treasure Fleets

Pirates of the Florida Keys – The Spanish Treasure Fleets

Throughout its history, Key West and the Keys in general have held a bit of the frontier, outlaw mystique. Adventurers, castaways, smugglers, runaways, and renegade souls of various stripes have always been and still are attracted to the area. And a significant part of Keys’ regional lore is the many tales of the exploits of […]

Learn More

Key West Pyrate Invasion – Find Your Inner Pirate in Key West

Key West Pyrate Invasion – Find Your Inner Pirate in Key West

The blue Caribbean waters, coral atolls, mangrove-shrouded inlets, and remote anchorages that make up the marinescape surrounding Key West have always attracted explorers, escape artists, and pirates of various stripes. From the notorious Edward Teach, also known as Blackbeard, to Captain William Kidd, Black Caesar, and Jean La Fitte, on to the rum runners of […]

Learn More

Sail into Key West History at the Mel Fisher Maritime Museum

Sail into Key West History at the Mel Fisher Maritime Museum

The waters of the Florida Straits, the Gulf of Mexico, and the Gulf Stream-washed Atlantic seaboard of Florida are exceptionally rich in terms of maritime history. From the earliest Spanish and Portuguese explorers, through the golden sagas of over 200 years of Spanish treasure convoys, to the days of the slave trade and the pirates […]

Learn More

Bring a Friend When You Visit Dog-Friendly Key West

Bring a Friend When You Visit Dog-Friendly Key West

Key West has gone to the dogs these days. You see them everywhere – capering in costumes, strolling the streets, reclining in doorways, resting in restaurants, tucked under bar stools, and of course splashing in (selected) surf. All days are dog days in dog-friendly Key West, because most everybody is chilling on the tropical vibe, […]

Learn More

Key West Birdwatching – Enjoy a Natural Attraction

Key West Birdwatching – Enjoy a Natural Attraction

The southern Florida Keys, Marquesas Islands, and Dry Tortugas were known historically as bird-rich places where Native Americans, seafarers, and explorers would harvest birds, eggs, and plumage for food and trade purposes. Naturalist John James Audubon was possibly the first to enjoy Key West birdwatching, and he noted the amazing abundance and diversity of both […]

Learn More

Key West Live Music – The Soundtrack of Paradise

Key West Live Music – The Soundtrack of Paradise

Being a resort island that is renowned for its nightlife and multitude of bars, clubs, and other types of party venues, it will come as no surprise that Key West has a very rich live music scene. Many local artists, as well as world-class acts, can be found performing on any day of the year, […]

Learn More

Key West Fishing – Try Saltwater Angling at its Best

Key West Fishing – Try Saltwater Angling at its Best

The Gulf and Atlantic waters around Key West were already well-known for incredible sport fishing by the time writer Ernest Hemingway’s angling exploits thrust Key West fishing firmly into the national spotlight. Hemingway first arrived in Key West from Cuba in April of 1928, and it was not long before he struck up a friendship […]

Learn More

The Ultimate Key West Beach Guide

The Ultimate Key West Beach Guide

Many visitors arrive in Key West with one question uppermost in their minds: Which way to the Key West beaches? Key West is a semi-tropical island surrounded by crystal blue waters and bathed in sunshine. Palm trees sway in the breeze and tropical flowers bloom exuberantly. First-time visitors and others who are unfamiliar with the […]

Learn More

The Ultimate Road Trip to Key West

The Ultimate Road Trip to Key West

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 […]

Learn More

The Key West Water Sports Ultimate Adventure

The Key West Water Sports Ultimate Adventure

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 […]

Learn More

Key West Art Walks – Visit Creative Key West

Key West Art Walks – Visit Creative Key West

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 […]

Learn More

Drink Like Hemingway (and other famous literary boozers)

Drink Like Hemingway (and other famous literary boozers)

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 […]

Learn More

Fishing Charters – The Best in Key West

Fishing Charters – The Best in Key West

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 […]

Learn More

Key West Parasailing Adventures

Key West Parasailing Adventures

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 […]

Learn More

Key West Kayaking Adventures

Key West Kayaking Adventures

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 […]

Learn More

Dive Key West

Dive Key West

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 […]

Learn More

Key West Sunset Cocktail Cruise

Key West Sunset Cocktail Cruise

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 […]

Learn More

Key West Blog Overview

Blog

Welcome to the Cool Key West Blog, where you can explore all Key West, Florida, has to offer. This island paradise has something for everyone, from its breathtaking beaches to its unique culture and vibrant nightlife. Our blog shares our favorite things about Key West and tips for getting the most out of your visit. You'll find it here whether you're looking for an adventure-filled day trip or a romantic getaway.

We have a variety of posts to choose from, such as “The Best Beaches in Key West” and “The Most Instagrammable Spots in Key West”. Our beach post highlights some of the best places to soak up the sun and enjoy the crystal-clear waters of Key West. We also provide visitors with tips on making the most of their beach day, like when is the best time to go and what activities are available nearby.

For those looking for a more active vacation experience, we offer posts like “The Best Places to Snorkel in Key West” and “How to Explore the Depths of the Gulf of Mexico”. We provide comprehensive guides on which snorkeling spots are best for beginners and experienced divers alike. We also discuss safety precautions, rules and regulations, and other helpful information needed before plunging into the deep blue sea.

When it comes to romantic getaways, look no further than our post titled “Romantic Things To Do in Key West”. Here we provide couples with a list of activities they can enjoy while visiting this tropical island paradise – from sunset cruises on a catamaran boat to a romantic stroll through Old Town Square – there's something for everyone!

Of course, no trip would be complete without exploring some of Key West's unique culture and history. This is why we've created posts such as “A Guide To Exploring Hemingway House” and “Exploring The Florida Keys' Shipwreck History” so visitors can learn more about this beloved destination's past.

We hope that through our blog posts, we can give our readers an insight into all that makes Key West so special – from its natural beauty to its vibrant culture – so they can experience it themselves!