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Fishing Vacation Destination ~ Key West

Deep sea fishing anywhere in Florida is arguably world class – and when you combine it with the attractions and amenities of Key West, you have a winning combination for the avid angler. It’s not just the deep sea opportunities that making fishing in the Keys interesting – the backcountry offers flats fishing that is unbeatable. And at the end of a perfect day on the water, anglers will find Key West also offers more than a couple of famous watering holes in its nightlife menu. Indeed, it was legendary angler, hunter, sportsman (and writer) Ernest Hemingway who first put Key West on the charts for big game fishing and Sloppy Joe’s on the map as a world class bar.


39 lb. Mahi Mahi

Some of our favorite Southernmost fishing guides and captains:

• Captain Richard Houde operates the Southbound out of Garrison Bight Marina and offers fishing vacation accommodations with a free cottage to anglers who fish with him multiple days.

• Captain Eric Ryan – the flats fishing guide who can introduce you to the Backcountry Bulldog (permit), the Silver King (tarpon), the Grey Ghost (bonefish) or any other of the colorful characters and fish you care to stalk in the clear shallow waters of Key West’s backcountry.

Hemingway House in Key West


The town also offers plenty to do when you’re not fishing or for the non-anglers in your party. Old Town is full of distinctive 19th Century architecture and fascinating historic sites, museums and tours. You can learn more about “Papa” at the Hemingway House; experience a slice of life for Key West’s earliest settlers at the Oldest House or the Shipwreck Museum, tour a Civil War fort that was held by the Union making Key West the only Yankee controlled city south of the Mason-Dixon line) and ogle the gold and emerald pulled from a Spanish galleon that wrecked off Key West in 1622 … for a start.

Another of Key West’s fascinating homes is the Audubon House. The home does house a collection of the naturalist’s works, but the story is more interesting for its own, Pilot John Geiger who arrived in Key West in 1821 with the US Navy. They had come to roust the pirates from the Straits of Florida and make the waters safe for shipping – and indeed, Captain Porter and his “Mosquito Fleet” ran the last of the scallywag scoundrels from the islands. John Geiger stayed when the Navy’s job was done and became one of the island’s most successful wreckers.

There are other ways to get out on the water as well- sunset sails aboard luxury catamarans, wildlife and dolphin eco-tours, SCUBA diving and snorkeling trips, jetskis, kayaks, stand-up paddle boards – the ways to enjoy the waters of Caya Hueso are seemingly boundless. Key West even has some spectacular beaches if you want to simply relax at the water’s edge.

At the end of the day of sightseeing, fishing or just carousing (Conchs and Key Westers call it the Duval Crawl) we think you will find yourself happy to retire to your own historic home rental – so much more spacious and convenient than a hotel – and more affordable, too.


Dolphin for Dinner To-nite

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