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Chokoloskee Inshore Fishing: Beginner's Paradise

  • Published Date: August 29, 2025
  • Fishing
  • Chokoloskee
  • $300 - $550 price range

Summary

Looking to try inshore fishing in Chokoloskee? Captain Randal's guided trips are perfect for beginners and seasoned anglers alike. You can choose a quick 2-hour outing or a more in-depth 4-hour adventure, with prices covering two guests and additional spots available for just $25 each. The captain provides all the gear you'll need, takes care of catch cleaning, and even sorts out your Florida fishing license. You'll be exploring the rich backwaters and flats of Chokoloskee, known for great catches year-round. It's a relaxed, no-fuss way to experience some of Florida's best inshore fishing. Whether you're after redfish, snook, or just want to wet a line, this trip offers a great intro to the local waters. Remember, deposits are non-refundable, so plan accordingly. It's a chance to learn new skills, enjoy time on the water, and maybe land your personal best - all with an experienced local guide showing you the ropes.
Chokoloskee Inshore Fishing: Beginner's Paradise

Chokoloskee Catch of the Day

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Snook fishing in FL

Big catch, calm waters

Two people fishing on Chokoloskee Island

Reels spinning in Chokoloskee

Redfish caught on Chokoloskee Island

Fishing the tide shift

Angler catches a 22-inch fish in FL

Guided grouper trip today

Snook fish caught fishing in FL

Had a good day on the water with these two guys and the young man’s 30 inch snook 

Snook caught on Chokoloskee Island

Snook fish caught on Chokoloskee Island

Two nice snook that I caught myself today in about 30 minutes there about 26 inches long 

Fishing in FL

Neil with a nice Goliath grouper 

Snook fish caught by angler in FL

Jason with a 30 inch snook 

Redfish caught in FL

Chokoloskee flats in action

Snook fishing in FL

Big catch, calm waters

Two people fishing on Chokoloskee Island

Reels spinning in Chokoloskee

Redfish caught on Chokoloskee Island

Fishing the tide shift

Angler catches a 22-inch fish in FL

Guided grouper trip today

Snook fish caught fishing in FL

Had a good day on the water with these two guys and the young man’s 30 inch snook 

Snook caught on Chokoloskee Island

Snook fish caught on Chokoloskee Island

Two nice snook that I caught myself today in about 30 minutes there about 26 inches long 

Fishing in FL

Neil with a nice Goliath grouper 

Snook fish caught by angler in FL

Jason with a 30 inch snook 

Redfish caught in FL

Chokoloskee flats in action

Snook fishing in FL

Big catch, calm waters

Two people fishing on Chokoloskee Island

Reels spinning in Chokoloskee

Redfish caught on Chokoloskee Island

Fishing the tide shift

Angler catches a 22-inch fish in FL

Guided grouper trip today

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Catch Your First Fish in Chokoloskee's Waters

Ready to wet a line in one of Florida's best-kept fishing secrets? Captain Randal's Chokoloskee inshore trip is perfect for newcomers and seasoned anglers alike. You'll be casting into the rich backwaters and flats where redfish, snook, and grouper call home. Whether you're looking to learn the ropes or just want a laid-back day on the water, this trip's got you covered. With all the gear provided and your license taken care of, all you need to do is show up ready for some rod-bending action.

What to Expect on the Water

Your day starts at the docks of Chokoloskee, where Captain Randal will get you set up on his well-equipped flats boat. He'll run you through the basics if you're new to fishing, or swap stories and strategies if you've been around the block. As you weave through the mangrove-lined waterways, keep an eye out for dolphins, manatees, and ospreys – this place is teeming with wildlife. You've got options: a quick 2-hour trip to get your feet wet, or a half-day 4-hour adventure to really dial in your technique. And don't worry about bringing the whole tackle shop; Captain Randal's got top-notch gear ready for whatever's biting.

Fishing the Flats & Backwaters

Chokoloskee's waters are a mix of shallow flats and winding backcountry channels. You might start off sight-fishing for tailing redfish in gin-clear water so shallow you can see your shadow on the bottom. Or, you could be tossing live bait around mangrove roots, trying to tempt a hefty snook out of its hidey-hole. Captain Randal knows these waters like the back of his hand, so he'll put you on fish and teach you the tricks of the trade. You'll learn how to work a popping cork, finesse a jig, or present a live shrimp just right. By the end of the day, you'll be reading the water like a pro, spotting those subtle signs that scream "fish here!"

Top Catches This Season

Chokoloskee's waters are chock-full of gamefish that'll test your drag and make your arms ache (in the best way possible). Here's what's been keeping anglers grinning from ear to ear:

Species You'll Want to Hook

Redfish: These copper-colored bruisers are the stars of the show in Chokoloskee. Known for their distinctive spot near the tail, redfish love to cruise the shallows, tailing as they root for crabs and shrimp. They put up a fight that'll have you hollering, especially when they make that signature bull-dogging run. Fall and winter are prime time for reds, but you can catch 'em year-round if you know where to look.

Black Grouper: These hefty bottom-dwellers are the bulldogs of the sea. They love to hang around structure and will test your strength when you try to pull them out of their rocky lairs. Black grouper are most active in the cooler months, and landing one of these tasty fish is always cause for celebration. They're known for their delicious white meat, so if you're lucky enough to hook one, you're in for a treat at dinner.

Gag Grouper: Cousins to the black grouper, gags are another hard-fighting species that'll make you work for your catch. They tend to school up more than their black counterparts and can be found in slightly shallower water. Spring and fall are your best bets for gags, and they're a favorite target for both their sporting qualities and their excellent table fare.

Snook: If there's a rock star of inshore fishing, it's the snook. These wily predators are known for their acrobatic leaps and blistering runs. They love to hang out near mangroves and bridges, ambushing baitfish with lightning-fast strikes. Snook fishing is hot in the warmer months, especially during the summer spawn. Landing a big snook is a badge of honor for any angler, and Captain Randal knows all their favorite haunts.

Black Drum: Often overlooked but always fun to catch, black drum are the gentle giants of the flats. They can grow to massive sizes and are often found rooting around in the mud for crustaceans. Black drum are year-round residents but seem to be most active in the cooler months. They're not the prettiest fish in the sea, but they fight hard and can make for some good eating if you get one in the slot size.

Why Anglers Keep Coming Back

Folks who fish with Captain Randal tend to get hooked themselves. It's not just about the fish – though there are plenty of those. It's about the way the sun paints the mangroves gold at dawn, the thrill of spotting a tailing redfish, and the stories swapped over cold drinks at the end of the day. Chokoloskee's got a way of slowing things down, letting you breathe deep and connect with nature. Whether you're bringing home dinner or practicing catch-and-release, you're in for a day that'll have you checking your calendar for your next trip before you even get back to the dock.

Time to Book Your Spot

Now's your chance to get in on some of the best inshore fishing Florida's got to offer. Whether you're looking to break in that new rod or just want to spend a few hours on the water with good company, Captain Randal's Chokoloskee trip is your ticket. Remember, you can choose between a quick 2-hour intro or a more in-depth 4-hour adventure. Prices start at $300 for two people, with room for a few more if you want to bring the gang. Everything's included – rods, reels, bait, and even your license for the day. Just bring your sense of adventure (and maybe a camera for those "big fish" stories). Don't let this one get away – book your trip with Captain Randal and get ready to make some waves in Chokoloskee!

Learn more about the species

Black Drum

Black drum are odd-looking fish, with whiskers under their chin. They range from 5-30 pounds, but can get huge - up to 90 pounds. You'll find them in shallow, muddy areas and around oyster beds. They're most active in spring when they school up to spawn. Anglers like drum for their strong fight and the weird croaking sound they make. Fresh shrimp or crab is your best bet for bait. Here's a local tip: look for "tailing" drum in super shallow water, their tails sticking up as they root for food. Cast quietly ahead of them and hold on. Just keep in mind, the bigger ones over 15 pounds can be pretty tough eating.

Black Drum

Black Grouper

Black grouper are hefty fish, often 20-30 pounds but can top 100. They hang around reefs and wrecks in 60-250 feet of water. Winter's prime time when they move shallower. Grouper fishing's all about patience and technique - drop your bait right into their hideouts. Live pinfish or cut bait works great. Anglers love the challenge and the tasty white meat. Here's a pro tip: when you feel that first tap, reel fast and pull hard to get 'em away from the structure. Otherwise, they'll duck back in and snap your line. It's a real rush when you winch up a big one from the depths.

Black Grouper

Gag Grouper

Gag grouper are ambush predators, usually 2-3 feet long and 10-20 pounds. You'll find them around rocky bottoms, ledges, and artificial reefs in 60-200 feet of water. They're most active in cooler months when they move closer to shore. Gags put up a stubborn fight, trying to dive back to their lairs. Anglers love the challenge and the firm, white fillets. Live bait like pinfish works best, but jigs can score too. Here's a local trick: when you feel that first bump, lock down your drag and crank hard. Don't give 'em an inch or they'll wrap you around the rocks. It's a real battle of strength getting a big gag to the boat.

Gag Grouper

Redfish

Redfish are a favorite around here, typically running 20-30 inches. You'll find them tailing in shallow flats and near oyster bars, often in just a foot or two of water. They're most active in fall and spring, but we can catch 'em year-round. Anglers love redfish for their strong pulls and those distinctive tail spots. To hook one, try a gold spoon or a shrimp under a popping cork. My top tip? Watch for their tails breaking the surface as they root for crabs in the mud - that's your cue to make a quiet cast nearby. Redfish put up a great fight and make for some tasty fillets too. Just remember, slot limits apply, so we'll measure carefully before keeping any.

Redfish

Snook

Snook are the prize of our inshore waters, usually 24-34 inches but can top 40. You'll find them around mangroves, docks, and inlet jetties. They're most active in warmer months, especially around the full and new moons. Anglers love snook for their explosive strikes and acrobatic jumps. Live bait like pilchards or pinfish is tough to beat, but they'll hit lures too. My go-to trick is to cast right up against the mangroves - that's where the big ones hide. Remember, snook are catch-and-release most of the year, so handle 'em gently. When they're in season, there's nothing better than fresh snook on the grill.

Snook

About the Bobby Jones Cottonmouth

Company vehicle

Vehicle Guest Capacity: 4

Manufacturer Name: Suzuki

Maximum Cruising Speed: 40

Number of Engines: 1

Horsepower per Engine: 115

Hop aboard for a laid-back fishing trip in the waters of Chokoloskee, perfect for newcomers and seasoned anglers alike. We'll cruise the backwaters and flats, seeking out the best spots to cast a line. Whether you opt for a quick 2-hour outing or a more leisurely 4-hour adventure, you'll have everything you need to enjoy a day on the water. Your guide comes prepared with top-notch gear, handles the messy work of cleaning and filleting your catch, and even sorts out fishing licenses for everyone. It's a hassle-free way to experience the rich marine life of this unique area. Bring along the family or a few friends - there's room for extra guests at a modest fee. With all the details taken care of, you can focus on reeling in some fish and soaking up the natural beauty of Chokoloskee's coastal ecosystem.
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Chokoloskee Fishing at Its Best

Ready to experience the best of Chokoloskee with Captain Randal? Book your trip today and reel in unforgettable memories on these legendary waters!

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