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  1. Florida
  2. Monroe County
  3. Fly Fishing Services
Monroe County Activities
Monroe County, Florida

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Moon Cast Anglers

4.9(67)

Moon Cast Anglers is a premier guided fishing service based in Islamorada, Florida, specializing in fly fishing and light tackle adventures throughout the Florida Keys and Everglades. With over 20 years of experience, Captain Josh Checkeroski offers expert guidance in some of the most diverse and exciting fishing environments, including the flats, backcountry, and bayside waters. The operation is uniquely positioned at the Postcard Inn in Islamorada, providing easy access to prime fishing locations known for species such as tarpon, bonefish, permit, snook, and redfish. What sets this business apart is Captain Josh’s deep local knowledge, personalized instruction, and commitment to using top-quality gear, including custom-tied flies. The fishing trips cater to anglers of all skill levels, from beginners eager to learn the sport to seasoned fishermen looking to refine their techniques. Moon Cast Anglers offers tailored experiences that include sight fishing in the clear waters of the Keys and exploring the quieter backcountry of the Everglades. Clients can expect a professional and educational outing aboard a well-equipped Maverick flats boat, with flexibility to use either fly rods or spinning gear depending on conditions and preferences. The focus is on delivering memorable, productive days on the water, combining challenging fishing opportunities with the natural beauty of one of the world’s premier saltwater fishing destinations.

Fishing ChartersFly Fishing ServicesPrivate Charters
Key Largo, Florida

The Angling Company

4.8(66)

Located in Key West, Florida, this fly shop has been serving the Florida Keys fishing community since 2009. Specializing in fly fishing, the shop aims to be at the forefront of the sport in the region, offering a comprehensive selection of rods, reels, fly lines, custom flies, and technical clothing. The business stands out for its deep product knowledge, generous return policy, and a strong commitment to personalized customer service. It collaborates with top guides for both fly and conventional fishing, ensuring clients have access to expert advice and local expertise. The shop provides a range of services including affordable fly casting lessons designed for beginners and experienced anglers alike. Customers can stay informed through up-to-date fishing reports, blogs, and high-definition video clips focused on fly casting and rigging techniques. The retail store and its website work together to offer a seamless experience, allowing anglers to shop popular products, view recent catches, and connect with knowledgeable staff. This combination of quality gear, expert guidance, and ongoing support makes it a valuable resource for anyone interested in fishing in the Florida Keys.

Fishing ChartersFly Fishing ServicesFishing Gear & Clothing
Key West, Florida

Tailing Water Expeditions

5.0(31)

Tailing Water Expeditions is a distinguished fishing guide service located in Key West, Florida, specializing in inshore, flats, and backcountry fishing trips. Led by Captain Nick LaBadie, the operation offers expert guidance backed by years of local experience and top-tier equipment. The service is renowned for its access to some of the most productive and scenic fishing spots in the Florida Keys, including the Marquesas Keys and Big Pine Key. What sets this business apart is its focus on immersive fishing experiences targeting world-class species such as tarpon, bonefish, and permit in crystal-clear tropical flats. The company provides a variety of specialized charters, including flats fishing, fly fishing, nighttime tarpon excursions, and shark fishing, catering to anglers of different skill levels. Trips are designed to offer sight fishing opportunities in calm, shallow waters, with options for both fly and spinning gear depending on conditions and angler preference. Seasonal fishing reports and a detailed fishing calendar help clients maximize their chances of success throughout the year. Whether pursuing trophy tarpon or the elusive bonefish, customers can expect a memorable adventure combining expert instruction with the natural beauty of the Florida Keys.

Fishing ChartersFly Fishing ServicesPrivate Charters
Key West, Florida

R-U Fishing Yet Charters

5.0(28)

Located in Islamorada, Florida, this fishing charter service offers over 30 years of local expertise navigating the waters from Biscayne Bay to the Upper Keys and Everglades National Park. Operated by a licensed captain native to South Florida, the business specializes in light tackle and fly fishing, focusing on the unique ecosystems of the backcountry and ocean flats surrounding Key Largo and Islamorada. What sets this operation apart is its deep knowledge of the region’s diverse fish species and its commitment to providing an enjoyable experience for anglers of all skill levels, including families and junior participants. The use of a well-equipped Ranger 191 Flats boat powered by a 150 HP Mercury Outboard ensures access to prime fishing locations with comfort and reliability. The charters cater to a wide range of customers, from seasoned fishermen seeking trophy catches to beginners and families looking for a memorable day on the water. Target species include Snook, Redfish, Sea Trout in the backcountry, and Bonefish, Tarpon, and Permit on the ocean flats. Beyond fishing, the service also offers sightseeing tours and birdwatching, making it a versatile choice for those interested in exploring the natural beauty of the Florida Keys. Trips are tailored to individual preferences and weather conditions, with an easygoing captain who prioritizes safety and enjoyment. This business provides a comprehensive and authentic South Florida fishing experience, combining expert guidance with access to some of the most renowned fishing grounds in the world.

Fishing ChartersFly Fishing ServicesBird/Wildlife WatchingPrivate Charters
Islamorada, Florida

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