Fair Winds Fishing Charter with Captain Experiences

About Your Guide

A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.

Ben Moloney

Certified Damn Good Guide

Independent Guide

Veteran

Talkative

Laid-back

Instructional

Quality

Climb aboard with Captain Ben for an unforgettable flats fishing adventure in the breathtaking Lower Florida Keys! From stalking tailing Bonefish and Permit in the shallows to hunting massive Tarpon during their legendary migration, Captain Ben knows these waters like the back of his hand.

His journey as an angler started at just 13, fishing side by side with his older brother, who became both his mentor and fishing companion. Those early days on the water shaped his passion, but in 2019, Ben faced an unimaginable loss when his brother passed away. Determined to honor his memory, he turned his love for fishing into a way of life, guiding anglers through the same waters they once explored together.

Before becoming a full-time guide, Captain Ben served five years as a Reconnaissance Marine, sharpening his skills in navigation, adaptability, and perseverance—traits that now make him an exceptional guide. Whether you're a seasoned fly angler or new to the sport, Ben's patience, expertise, and deep respect for the ocean create the perfect experience. With him at the helm, you're not just booking...

About Your Guide

Ben Moloney

Certified Damn Good Guide

Independent Guide

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Summerland Key Flats Fishing

NEW Big Pine Key, FL 1 - 2 People 4 - 8 Hours From $550

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Summerland Key Flats Fishing

Inshore, Flats Fishing in Big Pine Key

NEW Guided by Ben

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Pricing Matrix

	8 Hours	6 Hours	4 Hours
1 Person	$550.00	$650.00	$750.00
2 People	$550.00	$650.00	$750.00

Pay $100 as a deposit today, with the balance due on the day of the trip.

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Barracuda Fishing in Big Pine Key, Florida

About Your Trip

Water Type

Inshore, Flats

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather

About Your Trip

Captain Ben invites you to experience the excitement of sight fishing on the legendary flats of the Florida Keys. Step aboard our well-equipped charter boat and embark on an unforgettable adventure. As Captain Ben quietly pushes the boat across shallow flats you will have the opportunity to see fish and present them your fly, lure, or bait. Captain Ben will give you his best guidance in how to retrieve and manipulate whatever is on the end of your line in the most appealing way to the fish you are stalking. The adrenaline rush when witnessing a fish chase down your offering and start ripping line off your reel is truly unforgettable.

Fly Fishing:
Saltwater fly fishing is an intense pursuit that has taken hold of many anglers in todays fishing community. It is undeniably a more technical method of targeting fish than most others but offers an extremely high degree of satisfaction and accomplishment when you're hooked up on that bucket list fish you've been pursuing. It is important to keep in mind that saltwater fly fishing differs greatly in many ways compared to fresh water. In most scenarios you will be casting to an individual or small group of fish and ideally witness one of them take the fly. It is important to make sure you are well prepared prior to your trip in order to make the most out of the opportunities the fish give us. Here's a short list of tips that will help you excel in the saltwater environment:

- Learn and become proficient at using a double haul cast. You Tube is a great teacher for this one.
- Practice casting in wind the windier the better.
- Practice consistently hitting a basketball sized target from 50 feet away.
- Practice backhand casting and casting with a minimal amount of false casts.
- Practice strip setting.

Spinning Gear
Utilizing spin gear is another great way to target flat fishes. Depending on the fish being targeted and specific location being fished Captain Ben will set you up with the best possible artificial lure or bait for the job. While spin fishing we utilize a variety of different techniques including sight casting, blind casting, live bait drifting, and more. On cloudy days when sight fishing is difficult or not effective, utilizing spin gear is a great way to make sure you still land some nice fish.

Amenities

Water Type

Inshore, Flats

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.