There’s a fish with your name on it in Islamorada – based out of Three Waters Resort &amp; Marina, we are ready to help you catch it! With Captain Landon at the helm, you’re in experienced, knowledgeable hands. The waters off Islamorada are known for Mahi Mahi, Yellowtail Snapper, Mutton Snapper, Wahoo, Amberjack, Sailfish, Blackfin Tuna, Grouper, and more. With a bit of luck, it won’t be long before someone’s yelling, “Fish on!” You’ll be fishing aboard a 26’ Costa Custom Catamaran, designed specifically for performance and comfort in offshore conditions. Thanks to its catamaran hull, this boat offers a smoother, more stable ride compared to traditional monohulls—perfect for slicing through the swells of the Atlantic and minimizing rock and roll while anchored or drifting. Whether you’re running offshore or reef fishing closer in, this platform keeps your day comfortable and your crew dry. There’s room for up to 6 guests onboard, with plenty of space to move around while fishing. It’s equipped with quality rods, reels, tackle, and all the essentials needed for a productive day on the water. Depending on your target species, you might be spinning, trolling, bottom fishing, or using a technique more specialized to the area. Live bait is often used—just ask ahead whether you’ll be catching it yourself or if it’s prepped in advance. Families are more than welcome, and kids are encouraged to come along! Just check that appropriately sized life vests are available before the trip. You’re also welcome to bring snacks and drinks—just no glass bottles or hard liquor. Moderate alcohol is allowed. Your fishing license is covered by the charter, so all you need to bring are the essentials: sunglasses, sunblock (non-spray), and a sense of adventure. Whether you’re a first-timer or a seasoned angler, Oceanside Charters at Three Waters Resort &amp; Marina delivers a comfortable, top-tier fishing experience in the heart of Islamorada. Book your trip today!

EPSG:4269

Great For Top Anglers

Best Spots

Best Boat

Great For Novices

Great Guide

Good with Kids

Silhouette of angler fishing with rod at sunset over calm water

Silhouettes of anglers fishing from rocky shoreline during sunset over calm water

Majestic snow-capped mountain peaks rising behind dense evergreen forest with calm reflective water in foreground during golden hour lighting

Mountain peaks with orange alpenglow reflected in calm water surrounded by evergreen forest

Angler holding freshly caught black drum fish on boat with ocean backdrop

Angler holding large black drum fish on boat with ocean and blue sky in background

Guide

Mahi Expert

Extended Trips

Immaculate Boat

Results Driven

Genuine Personality

Captain Landon's expertise in Middle Keys waters consistently delivers exceptional results for his Oceanside Charters clients. His instinct for finding fish and knowledge of prime fishing spots around Islamorada have guests landing mahi and bigger catches with ease. The top-notch gear and immaculate boat conditions create the perfect setup for productive fishing experiences that exceed expectations.

Landon's dedication to his clients shines through in memorable gestures like extending trips to help guests land bigger fish. His professional yet upbeat attitude makes every moment on the water enjoyable, while his genuine personality creates lasting connections with anglers. Customers consistently recommend Oceanside Charters to others seeking results-driven fishing adventures.

Three blackfin tunas caught while fishing in Florida

Two anglers catch blackfin tuna and atlantic bonito fish in Islamorada

Little Tunny fish caught while fishing in Islamorada

Ready to experience the best family fishing and deep sea adventures in Islamorada? Book your trip with Oceanside Charters today and make unforgettable memories aboard our top-rated charter boat in the Sportfishing Capital of the World!

Oceanside Charters in Islamorada offers family-friendly fishing adventures led by Captain Landon Couture, a full-time local expert who knows where the fish are biting. Climb aboard a comfortable 26' Costa Catamaran and head offshore for Mahi, Tuna, Sailfish, and Grouper. Whether you're a first-timer or an experienced angler, Captain Landon provides everything you need—top-quality gear, bait, and plenty of local insight—to make your day on the water unforgettable. Book your Islamorada fishing trip today and experience why the Florida Keys are known as the Sportfishing Capital of the World.

Find answers to the most common questions about fishing charters in Islamorada with Oceanside Charters, covering trip options, pricing, what to bring, and everything you need to know for a smooth, worry-free day on the water.

<h2>Meet Captain Landon Couture – Expert Islamorada Fishing Guide</h2>Captain Landon Couture, owner and operator of Oceanside Charters, grew up with a deep love for the ocean and the fishing lifestyle. Spending years on the water throughout the Florida Keys, Landon’s passion quickly turned into a full-time career helping others experience what he loves most—fishing in Islamorada, the Sportfishing Capital of the World. He enjoys nothing more than watching guests reel in their first fish or families making memories together under the Florida sun. Friendly, patient, and knowledgeable, Captain Landon’s easygoing personality makes him a favorite among beginners and seasoned anglers alike.With years of hands-on experience, Captain Landon has become one of the most trusted Islamorada fishing guides. His knowledge of local waters, seasonal fish patterns, and safety-first approach ensures that every charter is both fun and worry-free. Whether you’re chasing Mahi offshore, Snapper on the reef, or exploring the backcountry, Landon tailors each trip to your goals and skill level. As a family-friendly fishing charter in Islamorada, Oceanside Charters is built on professionalism, reliability, and a genuine commitment to delivering unforgettable days on the water.Beyond guiding, Captain Landon is known for his dedication to the local community and marine conservation. He supports sustainable fishing practices, encourages proper catch-and-release techniques, and participates in Florida Keys clean-up efforts. His reputation for integrity, hospitality, and expert-level fishing knowledge has earned Oceanside Charters high praise from returning guests and 5-star reviews across booking platforms. Landon’s goal is simple—to share the beauty of Islamorada and inspire others to appreciate the ocean as much as he does.When you step aboard Oceanside Charters’ 26’ Custom Costa Catamaran, you’ll see why guests keep coming back. Powered by twin 300hp Mercury engines, this boat delivers a smooth and fast ride to the fishing grounds. It’s fully equipped with GPS navigation, top-quality rods and reels, a live well, shade, and comfortable seating for up to six guests. Whether you’re heading offshore for deep sea fishing in Islamorada, snorkeling vibrant reefs, or relaxing at the sandbar, every trip combines comfort, performance, and adventure—all led by Captain Landon Couture’s expert hand.

Meet Captain Landon Couture – Expert Islamorada Fishing Guide

Experience the Florida Keys' beauty on a private eco cruise. Spot wildlife, swim, and explore with Oceanside Charters. Book now!

Eco Cruise

World-Class Eco Tour in Islamorada, Florida Keys

Explore Oceanside Charters’ gallery in Islamorada, featuring fishing trips, local wildlife, stunning sunsets, and scenic Florida Keys views.

Things To Do

Top Things To Do In Islamorada

Experience world-class snorkeling and sandbar relaxation in Islamorada. Book your private 4-hour inshore adventure today!

Snorkel Splash

Premium Snorkeling Trip in Islamorada, FL

Experience premier offshore fishing in Islamorada. Target wahoo, mahi-mahi, and amberjack on a smooth-riding catamaran. Book now!

Fish Offshore

Expert-Guided Offshore Fishing in Islamorada

Experience world-class offshore fishing in Islamorada. Target tuna, mahi, and more with expert guides. Book your adventure today!

Offshore Catch

Experience world-class lobstering in the Florida Keys. Book your 4-hour offshore adventure with Oceanside Charters today!

Lobster Hunt

Bucket List Lobster Trip in Islamorada

<h3>1. How much does a fishing charter in Islamorada cost?</h3>At Oceanside Charters, pricing depends on the length and type of trip. Half-day Islamorada fishing charters start at competitive rates, while full-day offshore adventures for species like Mahi, Tuna, and Sailfish are priced accordingly. Each trip includes all bait, tackle, rods, reels, and bottled water. <h3>2. What types of trips does Oceanside Charters offer?</h3>We offer private fishing charters, snorkeling tours, and sandbar trips in Islamorada. Whether you want to chase offshore species, explore vibrant coral reefs, or relax in shallow turquoise waters, Captain Landon Couture will customize your experience to fit your group’s interests. <h3>3. What’s included in my Islamorada fishing or snorkeling trip?</h3>Every charter includes high-quality fishing gear, bait, licenses, bottled water, and ice. Snorkeling equipment is also provided for combo tours. All you need to bring is sunscreen, food or drinks, and a positive attitude for a great day on the water. <h3>4. What should I bring on my trip with Oceanside Charters?</h3>We recommend bringing sunglasses, a hat, sunscreen, snacks, and any beverages you’d like. A small cooler is welcome for your catch or refreshments. Don’t forget a camera to capture your day on the water in the Florida Keys! <h3>5. What are the best months for fishing in Islamorada?</h3>Fishing in Islamorada is productive year-round, but certain months bring peak action for specific species. Spring and summer are great for Mahi and Tuna, while winter brings strong Sailfish and Wahoo runs. Captain Landon will guide you to the best seasonal hotspots. <h3>6. Is Oceanside Charters family-friendly?</h3>Yes! Our private charters are perfect for families, kids, and first-time anglers. The 26' Costa Catamaran provides a safe, stable, and comfortable ride, ideal for both fishing and sightseeing in the calm waters around Islamorada. <h3>7. How many guests can join a charter?</h3>Oceanside Charters accommodates up to 6 guests per trip. Whether it’s a small family outing or a group of friends, everyone enjoys plenty of space on board our comfortable catamaran. <h3>8. Where do trips depart from in Islamorada?</h3>All trips depart from Three Waters Resort and Marina, conveniently located in the heart of Islamorada. You’ll receive exact directions and parking details upon booking. <h3>9. Can I keep the fish I catch?</h3>Yes! Captain Landon will clean and fillet your catch for you at the dock. Many local restaurants in Islamorada can cook your fresh catch, letting you enjoy the true Florida Keys experience. <h3>10. How do I book my Islamorada fishing or snorkeling trip?</h3>Booking is easy—simply call Captain Landon Couture at (860) 993-2044 or reserve online through OceansideCharters.com. Availability fills up fast, so book your Islamorada charter today and get ready for an unforgettable day on the water!

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