Billy B Charter Services in Islamorada, Florida

Guided by Billy Brewer

Flats Inshore

About Your Guide

Certified Damn Good 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

Damn Good

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

100% (8)
24 ft 1 - 6 People From $183 / person
Damn Good

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

100% (8)
24 ft 1 - 6 People From $183 / person
Damn Good

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

100% (8)
24 ft 1 - 4 People From $200 / person
Damn Good

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

100% (8)
24 ft 1 - 4 People From $200 / person
Damn Good

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

100% (8)
24 ft 1 - 6 People From $183 / person

Recent Reviews of Billy B Charter Services

Teri J.

Fishing

Billy was so accommodating. We had a day booked with him but wanted to also snorkel. He switched days with us so we were able to do both. Very laid back, good conversation, very clean and nice boat ride. Would book anytime with captain Billy. Even caught some shark when we were not expecting to. What a great time. Highly recommend!

Dana R.

Fishing

Captain Billy took us to some of his favorite fishing spots putting us on trout and the elusive triple tail. Boat and fishing gear was in excellent shape. He did everything he could to make sure we had the best opportunities to catch our limit. He was so focused on trying to maximize our haul that he extended our time on the water. We would definitely go with him again.

Alex T.

Fishing

Our trip was a absolute blast! After the ride out, we were catching snapper and mackerel in no time. After 2 hours we had enough for dinner plus leftovers. Originally we had booked for 4 hours but decided to extend it to 6 after we got out there. Asked Billy if he could get us some sharks and he took us right to the spot! 10/10 would recommend this charter to my family and friends. Definitely an amazing experience that I hope to do again!

Chris B.

Fishing

Billy had us on fish with the very first cast. Seriously THE FIRST CAST!!! We had first time fishers and some experienced. He knew exactly where the the action was. We had to decide which to keep to be within the rules and which to let get bigger for another day. Super zen guide with great instructions, stories, patience and experience that made it a life time experience you will never forget. Thank you Billy for an amazing unforgettable day everyone should add to their bucket list whether a fisherman or an environmentally appreciative as the keys are simply the most amazing place to see nature at its finest like no other place in this wold we live in. Thank you B! Oh his play list rocks!!!

Shawn D.

Fishing

Captain Billy was an incredible guide for us he got us on the fish and he kept us on the fish for four hours straight. We only did a half a day but in that half day we brought home about 20 pounds of fish meat. And then we stopped on our way back to the marina we hooked a 300 pound shark which was a thrill to reel to the boat. I look forward to using Captain Billy again in the future!!

Salvatore M.

Fishing

We had a wonderful day fishing with Captain Billy. We were hooking fish all day and came home with some really nice sea trout. Captain Billy is knowledgeable, calm and patient. He taught my daughters how to cast like a pro. A highlight of our vacation.

Dan C.

Fishing

We really enjoyed our chartered fishing trip with Billy! We couldn’t have asked for a better Captain and experience. Captain Billy took great care of us to ensure we were on the fish! He made us feel very comfortable, taught us a lot about the area as well as fishing. Tremendous Captain, first class boat and would highly recommend him to everyone. We’re going out again with him later this week for some Tarpon fishing and shipped our fish home from our first charter to enjoy later!

Cham J.

Fishing

We had an amazing time with Capt Billy. Went with our three young kids and he was patient and eager to teach them fishing techniques. Took us to his secret spot which was a ways out but well worth. We were catching huge trout, Ladyfish and catfish constantly. Catching these involved just the right amount of technique and finesse and was very satisfying. It was an amazing experience we will no doubt repeat!!

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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