Moon Cast Anglers
Status: active
Captain Josh Checkeroski has guided fly and light-tackle anglers throughout the Florida Keys and Everglades for 20 years, building deep expertise in sight-casting for tarpon, permit, bonefish, snook, and redfish. His year revolves around the tarpon migration (March–July), when he focuses on the flats and backcountry around Islamorada and Key Largo, with May and June offering the most aggressive bites. During cooler months, he shifts focus to snook and redfish in the Everglades backcountry and bonefish and permit on the shallow flats. Checkeroski tailors each trip to client preferences—whether chasing the aerial acrobatics of a hundred-pound tarpon, the technical challenge of a permit, or the abundant snook and reds of the wild backcountry.
Details
- Species: Redfish, Red Snapper, Snook, Tripletail, Tarpon, Crevalle Jack, Black Drum, Goliath Grouper, Bonefish, Permit
- Tags: Beginner, Intermediate, Advanced, Couples / Honeymoons, First-Time Anglers, Center Console, Poling Skiff / Flats Boat, Kayak, Fly Fishing, Spin Fishing, Wade Fishing, Year-Round, Topwater, Sight Fishing, Live Bait, Half Day, Full Day, Charter, Instructional, Catch & Release, Gear Provided, Flies / Lures Provided, Saltwater
Waters Serviced (6)
| Destination | Type |
|---|---|
| Key Largo | city |
| Islamorada | city |
| Florida Keys | archipelago |
| Florida Bay | bay |
| Everglades National Park | national_park |
| Miami | city |
FAQ — Moon Cast Anglers
Raw guide data (JSON)
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"name": "Moon Cast Anglers",
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"bio": "Captain Josh Checkeroski has guided fly and light-tackle anglers throughout the Florida Keys and Everglades for 20 years, building deep expertise in sight-casting for tarpon, permit, bonefish, snook, and redfish. His year revolves around the tarpon migration (March–July), when he focuses on the flats and backcountry around Islamorada and Key Largo, with May and June offering the most aggressive bites. During cooler months, he shifts focus to snook and redfish in the Everglades backcountry and bonefish and permit on the shallow flats. Checkeroski tailors each trip to client preferences—whether chasing the aerial acrobatics of a hundred-pound tarpon, the technical challenge of a permit, or the abundant snook and reds of the wild backcountry.",
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"fishingSeasonsNarrative": "My guiding year in the Florida Keys and Everglades is a dynamic dance with the tides and the seasons, offering something special year-round. While the \"Silver King,\" the tarpon, are present throughout the year, their migration through the Keys from March to July is the undeniable highlight. This is when I focus on sight-casting to these magnificent beasts on the flats and in the backcountry, with May and June often being the prime months for aggressive bites. As the tarpon season winds down, the focus shifts to the backcountry and flats for snook and redfish, which are abundant and aggressive, especially during the cooler months. The Everglades provides a fantastic playground for these species, offering a more secluded and wild fishing experience. Bonefish and permit are also a significant part of my year, particularly during the cooler months when they are more active on the shallow flats. I tailor each trip to the angler's desires, whether it's the thrill of a tarpon's aerial display, the challenge of a permit's picky nature, or the sheer numbers of snook and reds in the backcountry.",
"meetingPoint": "Postcard Inn Marina",
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"gearNotes": "All rods, reels, flies, and light-tackle gear are provided. Clients welcome to bring their own equipment. Waders and boots available; specifics on rental fees should be confirmed directly with the captain.",
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"skillLevel": "beginners and experts",
"cancellationPolicy": "$300 per day deposit required for all bookings, non-refundable. If you cancel within 14 days you will be charged the full amount. Weather cancellations are at captain's discretion; rescheduling is prioritized, deposit refunded if no mutual date is found.",
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"whatToExpect": "Trips depart from Postcard Inn Marina in Islamorada and rotate between the shallow flats, backcountry channels, and deeper water depending on season, tides, and target species. Days are built around sight-casting—poling the flats, reading water, and coaching clients through the stalk and cast. Depending on the season, you might be chasing tarpon in spring, permit and bonefish in cooler months, or snook and redfish in the Everglades backcountry. Full-day and half-day options are available year-round.",
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"faqs": [
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"question": "What is the best time of year for tarpon?",
"answer": "The best time of year to fly fish for tarpon in Islamorada, Florida is generally from March thru July. During this time, the tarpon migrate through the Florida Keys on their annual spawning run, and the waters around Islamorada are known for having a large population of tarpon. In particular, May and June are considered the peak months for tarpon fishing in Islamorada, as the water temperatures rise and the tarpon become more active. During these months, many experienced fly fishermen visit Islamorada to test their skills against these hard-fighting fish. However, it's important to keep in mind that tarpon fishing can be highly dependent on weather conditions and other factors, such as water clarity and tides. It's always a good idea to consult with your guide for the most up-to-date information on when and where to fish for tarpon in Islamorada.",
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"question": "What types of fishing does Moon Cast Anglers specialize in?",
"answer": "Moon Cast Anglers specializes in flats and backcountry fishing, offering both fly fishing and light-tackle sight-casting trips. They also cater to inshore and offshore fishing excursions.",
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"question": "What species can I catch with Moon Cast Anglers?",
"answer": "You can target a variety of species including Redfish, Red Snapper, Snook, Tripletail, Tarpon, Crevalle Jack, Black Drum, Goliath Grouper, Bonefish, and Permit.",
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"question": "What equipment is needed for tarpon?",
"answer": "To fly fish for tarpon, you will need specialized equipment designed to handle the size and strength of these hard-fighting fish. Here are the essential items you will need:\n1. Fly Rod: A 10 to 12-weight fly rod that is at least 9 feet in length is recommended. Most manufacturers make fast-action rods that have a sturdy backbone to handle the weight and power of a tarpon.\n2. Fly Reel: A large arbor fly reel with a strong drag system is important for tarpon fishing. The reel should be able to hold at least 200 yards of backing and a fly line. We recommend Hatch, Tibor, and Nautilus reels.\n3. Fly Line: A weight-forward floating fly line with a tropical coating is recommended for tarpon fishing in warm waters. The line should have a weight that matches your fly rod. Cortland make the Crystal series that is a clear floating line that we love here in the Keys. Any “tarpon” fly line will do.\n4. Leader and Tippet: A tarpon leader should be at least 9 feet long. Fluorocarbon tippet with a breaking strength of 40 to 60 pounds should be used. We tie all our leaders here at Moon Cast, so you just need to show up with a fly line and let us handle the leader.\n5. Flies: Tarpon flies are typically large and bulky, and are tied on 2/0 to 4/0 hooks. Popular patterns include the Tarpon Toad, Cockroach, and Bunny Tarpon. We have all the flies that you will need for the day. You are always welcome to bring your own.\n6. Polarized Sunglasses: A good pair of polarized sunglasses is essential for spotting tarpon in the water and reducing glare on the surface.",
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"question": "How difficult is fly fishing for tarpon?",
"answer": "Fly fishing for tarpon is considered by many to be one of the most challenging types of fly fishing. Tarpon are known for their strength, speed, and acrobatic jumps, which can make them difficult to land on a fly rod. Additionally, tarpon are often found in challenging environments, such as shallow flats, deep channels, and near structure, which can make casting and presenting a fly difficult. Successful tarpon fishing requires a high level of skill in several areas, including casting, line management, fly presentation, and fish fighting. Anglers must be able to make long, accurate casts to present the fly to tarpon, often in windy conditions. They must also be able to quickly and efficiently strip line, set the hook, and fight the fish, all while keeping the line tight and avoiding slack that can lead to lost fish. Check our Casting resources page to help tune up your cast! While fly fishing for tarpon can be challenging, it can also be incredibly rewarding. Tarpon are considered one of the ultimate game fish, and landing one on a fly rod is a true accomplishment for any angler. With the right equipment, techniques, and guidance, fly fishing for tarpon can be an exhilarating and unforgettable experience.",
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"question": "What areas does Captain Josh Checkeroski fish?",
"answer": "Captain Josh Checkeroski fishes the Islamorada area, the wider Florida Keys, Florida Bay, and Everglades National Park.",
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"question": "What is the price for a full day charter?",
"answer": "Full Day | 8hrs - $1000",
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"question": "What fishing techniques are offered by Moon Cast Anglers?",
"answer": "Moon Cast Anglers offers fly-fishing, light-tackle spin-fishing, sight-fishing, topwater, and live-bait techniques. They also accommodate wade-fishing and kayak fishing.",
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"question": "What is the price for a 1/2 day charter?",
"answer": "1/2 Day | 4hrs - $700",
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"question": "What is included in the fishing trip?",
"answer": "Included in your fishing trip is all tackle, rods and reels, live bait as needed and a cooler full of ice. There will be room in the cooler to add whatever you’d like. Anglers are required to bring their own beverages and any food they would like. Alcohol is allowed on the boat but responsible consumption is required.",
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"question": "What should I bring on a fishing trip?",
"answer": "Out on the water anglers are exposed to the sun, please bring sunscreen, a hat, and polarized sunglasses. Long sleeve SPF sun shirts and SPF rated pants are recommended. A rain jacket is recommended to help with chilly morning boat rides and any rain that might build up.",
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"question": "Can I bring my own fishing gear?",
"answer": "Anglers are welcome and encouraged to bring their own fishing gear. We ask that you please call to make sure it’s suited for the demanding fishing and elements.",
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"question": "What is the deposit and cancellation policy?",
"answer": "A $300 per day deposit and credit card is required for all bookings. Deposits are not refundable. If you cancel within 14 days you will be charged the full amount for the trip. If you cannot attend please contact Moon Cast Anglers as soon as possible. This helps ensure that I can find replacement trips as I forego potential costumers by holding your reservation. You agree to pay in full if these conditions are not met.",
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"question": "What is the policy on weather cancellations?",
"answer": "The decision to cancel a trip for weather is at the sole discretion of the captain. First consideration will be given to rescheduling your trip. If a mutually agreeable date cannot be scheduled, your deposit will be refunded on the same card used for deposit.",
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"question": "What species can I expect to catch?",
"answer": "Popular species include Tarpon, Bonefish, Permit, Snook, Redfish, Jacks, and Snapper.",
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"question": "Do you provide gear and tackle?",
"answer": "All rods, reels, terminal tackle, and bait are included. We fish Shimano Stella reels on St. Croix Avid rods. You're welcome to bring your own setup if you prefer.",
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"question": "Do I need a fishing license?",
"answer": "Florida saltwater licenses are covered under our charter license — no individual license needed.",
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"question": "How many anglers can fit on the boat?",
"answer": "Our 32' Yellowfin comfortably fishes up to 4 anglers. We can take up to 6 with a fly-along guide on a separate boat — ask about group rates.",
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"question": "Where do we meet?",
"answer": "We launch from Bud N' Mary's Marina at MM 79.8 in Islamorada. Plan to arrive 15 minutes before the trip start time. Parking is free at the marina.",
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"species": [
{
"slug": "redfish",
"commonName": "Redfish",
"category": "saltwater",
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"peakMonths": [
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1,
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"seasonalityNotes": "Found in both the backcountry and on the flats, redfish are a consistent target, especially during the cooler months. They are known for their bulldog-like fight and can be caught on a variety of techniques, from sight-fishing on the flats to working mangrove edges.",
"notes": null
},
{
"slug": "red-snapper",
"commonName": "Red Snapper",
"category": "saltwater",
"availableMonths": [
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2,
3,
4,
5,
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"peakMonths": null,
"seasonalityNotes": "While not a primary focus for fly or light tackle, snapper are available and provide excellent table fare, especially when fishing nearshore reefs and bridges.",
"notes": null
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{
"slug": "snook",
"commonName": "Snook",
"category": "saltwater",
"availableMonths": [
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2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
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"peakMonths": [
10,
11,
12,
1,
2,
3,
4,
5
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"seasonalityNotes": "Abundant in the Everglades and backcountry, snook are aggressive ambush predators that provide explosive battles. They are particularly active during the cooler months and are a blast to catch on fly or light tackle, often found along mangrove edges and in channels.",
"notes": null
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{
"slug": "tripletail",
"commonName": "Tripletail",
"category": "saltwater",
"availableMonths": [
1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
],
"peakMonths": [
4,
5,
6,
7,
8,
9,
10
],
"seasonalityNotes": "Often found around buoys and floating debris, tripletail offer a unique sight-fishing challenge and a surprisingly strong fight for their size.",
"notes": null
},
{
"slug": "tarpon",
"commonName": "Tarpon",
"category": "saltwater",
"availableMonths": [
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2,
3,
4,
5,
6,
7,
8,
9,
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],
"peakMonths": [
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7
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"seasonalityNotes": "The main event in the Keys. While present year-round, the migration through the Keys from March to July is prime time, with May and June often being the peak months for aggressive bites. These powerful fish offer an incredible fight, known for their acrobatic leaps and blistering runs.",
"notes": null
},
{
"slug": "crevalle-jack",
"commonName": "Crevalle Jack",
"category": "saltwater",
"availableMonths": [
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2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
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"peakMonths": [
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4,
5,
6,
7,
8,
9,
10
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"seasonalityNotes": "These aggressive and powerful fish are a blast on fly or light tackle, known for their incredible runs and willingness to strike topwater lures. They are a fantastic option for anglers looking to bend a rod frequently and experience explosive action.",
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},
{
"slug": "black-drum",
"commonName": "Black Drum",
"category": "saltwater",
"availableMonths": [
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2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
],
"peakMonths": [
10,
11,
12,
1,
2,
3,
4,
5
],
"seasonalityNotes": "These powerful bottom feeders are found in the backcountry and offer a strong fight, especially on light tackle.",
"notes": null
},
{
"slug": "goliath-grouper",
"commonName": "Goliath Grouper",
"category": "saltwater",
"availableMonths": [
1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
],
"peakMonths": null,
"seasonalityNotes": "These massive fish are a unique and powerful adversary, often encountered while fishing nearshore reefs and bridges. They offer an incredible test of strength and tackle.",
"notes": null
},
{
"slug": "bonefish",
"commonName": "Bonefish",
"category": "saltwater",
"availableMonths": [
1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
],
"peakMonths": [
11,
12,
1,
2,
3
],
"seasonalityNotes": "Known as the 'Gray Ghost,' bonefish are a year-round pursuit, best targeted on the shallow flats. They are incredibly fast and put up a thrilling fight on light tackle, especially when sight-fished on sunny days with a bit of wind.",
"notes": null
},
{
"slug": "permit",
"commonName": "Permit",
"category": "saltwater",
"availableMonths": [
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3,
4,
5,
6,
7,
8,
9,
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],
"peakMonths": [
1,
2,
3,
5,
6,
7,
8,
9,
10,
11,
12
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"seasonalityNotes": "These challenging flats dwellers are a true test of an angler's skill. They are notoriously finicky and require precise casting, often on live crabs or specific fly patterns. While present year-round, they can be more difficult to find and entice during their offshore spawning in April.",
"notes": null
}
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