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Billy B Charter Services in Islamorada, Florida

Guided by Billy Brewer

Flats Inshore

About Your Guide

Captain Billy, as everyone knows him by, should have been born with gills.

Since his youth, Billy has been fishing in the bass ponds of Maryland and all along the Eastern Shore. He remembers fondly navigating out of Ocean City, Maryland as a teenager, catching Bluefish by the 55-gallon drum.

Billy attended High Point University in North Carolina on a soccer scholarship and, after earning his four-year degree, he came to Florida to begin his business career. During his years of working as a Senior Vice President with companies like Tire Kingdom, Goodyear, and Pep Boys, one thing that has never changed is Billy’s passion for fishing. Billy honed many of his fishing skills in Palm Beach County, where he fished competitively both inshore and offshore. He’s also competed in tournaments like FLW, B.A.S.S., Redman, and Redfish Tour and loves fishing locations like Lake Okeechobee, Florida Bay and Biscayne Bay. After twenty-eight years of fishing the Florida waters, Captain Billy knows the fish’s habits and routines extremely well.

Whether you’re a novice or a seasoned pro, Billy understands your perfect day begins at the dock. As you prepare to depart, he will describe the day based on your expectations. Being out on the Florida Keys waters is all-encompassing, an absolute paradise, and it’s your captain’s second home. Reeling in fish, like the ones you see on television or seeing the world from underwater, your trip will be a once-in-a-lifetime adventure. From dock to done, fervent fishing to frolicking, for Captain Billy, it all boils down to the love of the chase.

Billy B Charter Services Trips

Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Back Country & Flats Fishing in Islamorada

Have you ever wanted to catch that once-in-a-lifetime fish, capture that awe-inspiring sunset, or enjoy an unforgettable day with your family on the water? With Captain Billy B, you can. Your adventure will begin at the dock as Billy explains what you can expect on your trip. No detail will be left out or question unanswered in order to make your trip exciting, educational, and memorable. This backcountry/flats charter is a popular choice for both longtime anglers and families because of its wide range of fishing opportunities. Islamorada's shoreline closely neighbors Florida Bay and Everglades National Park. This area, known as the backcountry, has shallow water with small islands throughout to make for some of the world’s most sought-after fishing experiences. You can catch an array of fish species like a shark in the channel, redfish in the moats, or if you’re stealthy, a permit on the flats. On this charter, you could try your hand at fishing with rod and reel or fly fishing, all while using various baits. Backcountry and flats fishing has an assortment of fish to be caught and will make you understand why Islamorada is the Fishing Capital of the World. There is no doubt you’ll enjoy this charter and the boat ride through the glades where we may catch sight of unique birds, manatees, or dolphins. Possible Species: Snook, Jack Crevalle, Tarpon, Spotted Sea Trout, Bonefish, Permit, Sharks, Ladyfish, Sheepshead, Black Drum, Redfish, Goliath Grouper, Spanish Mackerel, Bluefish, and others Read More

Flats, Inshore Fishing Charter in Islamorada

Back Country & Flats Fishing

NEW
24 ft 1 - 6 People From $990
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Family Friendly Fishing Fun in Islamorada

This trip is fun for all ages and great for building connections with your whole family. Your adventure will begin at the dock as Billy explains what you can expect on your trip. No detail will be left out or question unanswered in order to make your trip exciting, educational, and memorable. You will be exploring the Everglades National Park, which has an abundance of fish to catch and wildlife to observe. This area of Islamorada is known as the backcountry, which places your family in one of the most target-rich environments for fishing and sightseeing in North America. On the ocean side, patch reef fishing can also be tons of fun for your family all year round, but especially if you visit the Keys from December to February when it’s at its peak. Even on cooler windy days, there are still vast oceans of fish to be found; your captain knows how to optimize the fishing of these rock piles, edges, ledges, and drop-offs and has all of his favorite spots tagged on his GPS. Whether it be Backcountry or Patch Reef fishing, both are thrilling adventures. Your captain wants you to know that these waters are some of the most beautiful places in the world for you to connect with your family, and it’s extremely important everyone has an incredibly fun, family-filled experience. Possible Species: Spotted Sea Trout, Snapper, Jack Crevalle, Ladyfish, Catfish, Bluefish, Sharks, Barracuda, Spanish Mackerel, Grouper, Kingfish, Cobia, and others At the marina, you will have access to restrooms, showers, and a bar. Please purchase any food and drink items for the trip before arriving at the marina as there is no convenient store on site. Read More

Flats, Inshore Fishing Charter in Islamorada

Family Friendly Fishing Fun

NEW
24 ft 1 - 6 People From $990
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Fly Fishing the Florida Keys in Islamorada

Like living life on the fly? Are you a precision kind of angler? Then you won’t be disappointed because Islamorada, Florida, is the mecca for saltwater fly fishing. This rewarding and demanding form of fishing is a true sport that takes finesse to lure a fish into taking an artificial bait. This trip will definitely make for a “Fish Tale” you will want to tell all your friends. Fly fishing is both technically challenging and takes patience, but once mastered, it is incredibly gratifying. Our captain knows you might not be a pro or even attempted this aspect of sports fishing. Try it! This is our passion; we live our lives on these waters and can teach you the art of the fly. No worries about perfection. We will give you the freedom to get a feel for excellent saltwater fly gear while learning new skills along the way. So, if you want to hone your skills, bring your “A” game and get out on the water. Possible Species: Snook, Tarpon, Spotted Sea Trout, Bonefish, Permit, Sharks, Redfish, and others At the marina, you will have access to restrooms, showers, and a bar. Please purchase any food and drink items for the trip before arriving at the marina as there is no convenient store on site. Read More

Flats, Inshore Fishing Charter in Islamorada

Fly Fishing The Florida Keys

NEW
24 ft 1 - 4 People From $770
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Chasing Tarpon in Islamorada

Ready to experience the fight and aerial acrobatics of a Tarpon or hunt down the elusive bonefish on the flats? Whether you are fishing with a rod and reel or a fly rod, Captain Billy B. will put you on the Fish! These majestic Tarpons have become the most sought-after game fish in the Florida Keys, April through July, being the prime season. This mammoth migrates up and down the coast filling up the bridge passes and backcountry waters. Tarpon are acrobats of the ocean and put on a spectacular show in the air! Whether you’re using rod and reel or fly fishing, these sometimes 100 plus pound fish love to fight hard. Tides, weather, and moon phases play an essential factor in a Tarpon’s behavior, but these kings are always hungry, biting on both live and artificial bait. Bring your camera because catching a tarpon is a stunning experience that you will want to capture. These fascinating sport fish are catch and release. It only takes one battle with these prehistoric creatures to become completely mesmerized, and you’ll be longing to catch more. Read More

Flats, Inshore Fishing Charter in Islamorada

Chasing Tarpon

NEW
24 ft 1 - 4 People From $770
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Big Time Shark Trip in Islamorada

Have you ever wanted to do battle with a prehistoric apex predator with razor sharp teeth and pounds of lean muscle? With Captain Billy B, you can! Your Shark adventure will begin at the dock as Billy explains what you can expect on your trip. No detail will be left out or question unanswered in order to make your trip exciting, educational, and memorable. In the Florida Keys, you can expect many shark species from Blacktip to Bull and all their shark friends. Your charter will start with fishing for some of their favorite meals, typically barracuda and jacks. These fish will smash your bait and give you an incredible rush to start your day. You might even think this is two fishing trips in one. Next, you’ll move on to the sharks and you’ll be catching these predators of the sea with rod and reel, or you can even fly fish for them. Either way, you can expect the excitement to build as you watch these carnivores swim up towards the boat, then be prepared for not only a fierce fight but also a fantastic show for all to see. If you are ready to be put through the paces, clamp down on your rod, and haul in one of these beasts. Islamorada Shark fishing is where it’s at! This unique trip is for the angler looking for a thrilling excursion. Possible Species: Bonnethead Shark, Nurse Shark, Bull Shark, Blacktip Shark, Lemon Shark, Spinner Shark, Hammerhead Shark, Tiger Shark, Barracuda, Jack Crevalle, and others At the marina, you will have access to restrooms, showers, and a bar. Please purchase any food and drink items for the trip before arriving at the marina as there is no convenient store on site. Read More

Flats, Inshore Fishing Charter in Islamorada

Big Time Shark Trip

NEW
24 ft 1 - 6 People From $990

Species

Blacktip Shark, Bonefish, Bull Shark, Cobia, Ladyfish, Lemon Shark, Nurse Shark, Permit, Spanish Mackerel, Speckled Trout, Tarpon

Techniques

Bottom Fishing, Drift Fishing, Fly Fishing, Heavy Tackle Fishing, Light Tackle Fishing, Live Bait Fishing, Sight Casting

Types of Fishing

Flats, Inshore

Start Location

80500 Overseas Highway, Islamorada, FL 33036, United States | Bodies of water fished: Florida Keys, Duck Key, Key Largo

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