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Pitch Topwater Plugs for Breaking Fish in Choptank and Miles Rivers
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Pitch Topwater Plugs for Breaking Fish in Choptank and Miles Rivers

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Pitch Topwater Plugs for Breaking Fish in Choptank and Miles Rivers

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Pitch Topwater Plugs for Breaking Fish in Choptank and Miles Rivers

Fishing - River

Pitch Topwater Plugs for Breaking Fish in Choptank and Miles Rivers

Stress Reelief Boat • 23' Sportsman

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Pitch Topwater Plugs for Breaking Fish in Choptank and Miles Rivers

Cast light tackle right into surface feeding frenzies across the flats

When the water erupts and the baitfish scatter it is time to grab a rod and get to work. Captain Shane positions the Sportsman perfectly using the trolling motor so you can pitch light tackle directly into the feeding frenzy. We hunt the shallows of the Choptank and Miles rivers looking for aggressive Striped Bass Bluefish Redfish and Cobia. It is a highly active style of fishing where you read the currents work the lures and feel that sudden heavy strike. You are not just dragging lines and waiting you are actively casting and manipulating the bait to trigger a bite. This quick hit session gives you plenty of reps to hone your topwater technique and lock into serious rod bending fights across the finest local channels.

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    Reel in Your Very First Chesapeake Catch | Young Beginners
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    Reel in Your Very First Chesapeake Catch | Young Beginners

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    Reel in Your Very First Chesapeake Catch | Young Beginners

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    Reel in Your Very First Chesapeake Catch | Young Beginners

    Fishing - River

    Reel in Your Very First Chesapeake Catch | Young Beginners

    Stress Reelief Boat • 23' Sportsman

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    Reel in Your Very First Chesapeake Catch | Young Beginners

    A hands on patient day on the water designed specifically for kids

    Watching a kid light up when they feel that first sudden tug on the line is exactly why we run these trips. Captain Shane slows everything down to keep the mood light approachable and engaging for young minds. We stick to the calmer protected waters of the Tred Avon focusing on consistent bites from White Perch and smaller Stripers to build up their confidence. Captain Shane patiently teaches them how to bait a hook cast safely and handle their catch. We use scaled down light tackle that small hands can easily manage. Parents get to sit back snap photos and watch the kids do the heavy lifting while the captain handles all the rigging. Just grab a properly fitted life vest for anyone five and older before walking down the dock.

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      Glide the Evening Glass and Unwind on the Eastern Shore
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      Glide the Evening Glass and Unwind on the Eastern Shore

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      Glide the Evening Glass and Unwind on the Eastern Shore

      Tour - Sunset

      Glide the Evening Glass and Unwind on the Eastern Shore

      Stress Reelief Boat • 23' Sportsman

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      Glide the Evening Glass and Unwind on the Eastern Shore

      Kick back with your favorite drinks as the daylight fades over the water

      The Eastern Shore completely transforms when the sun dips low painting the sky in vibrant colors and calming the daytime chop. We leave the fishing rods behind for a smooth relaxing ride aboard the Sportsman giving you a front row seat to the best evening views in Maryland. We cruise out of Oxford idling past historic waterfronts and quiet river bends as the local wildlife settles in for the night. It is the perfect opportunity to kick back with your favorite non alcoholic beverages and enjoy the cooling evening breeze. Captain Shane expertly navigates the shallow river systems providing a peaceful private environment to unplug and appreciate the natural beauty of the area without the noise and rush of the daytime boat traffic.

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      Run the Tides and Hunt Multiple River Systems
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      Run the Tides and Hunt Multiple River Systems

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      Run the Tides and Hunt Multiple River Systems

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      Run the Tides and Hunt Multiple River Systems

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      Run the Tides and Hunt Multiple River Systems

      Stress Reelief Boat • 23' Sportsman

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      Run the Tides and Hunt Multiple River Systems

      Dial in the daily patterns and chase the bite across the bay

      Giving ourselves extra time out there completely opens up the playbook. We can push further out toward the main stem of the Bay or stalk the winding channels of the Wye River waiting for the perfect tide shift. This extended run allows us to switch up our tactics moving from casting topwater plugs for early morning Rockfish to hunting cruising Cobia and Black Drum as the sun gets higher. Captain Shane utilizes the power poles to lock the boat down on productive structure giving you ample time to dissect a specific spot before moving on. It is an immersive way to fish the local waters like a seasoned sharpie dialing in on the specific patterns of the day and taking the time necessary to find the most rewarding bites.

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        Net and Cull Genuine Maryland Blue Crabs
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        Net and Cull Genuine Maryland Blue Crabs

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        Net and Cull Genuine Maryland Blue Crabs

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        Net and Cull Genuine Maryland Blue Crabs

        Fishing - Inshore

        Net and Cull Genuine Maryland Blue Crabs

        Stress Reelief Boat • 23' Sportsman

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        Net and Cull Genuine Maryland Blue Crabs

        Get your hands dirty hauling in a true Eastern Shore tradition

        Harvesting your own local blue crabs is an essential rite of passage here on the bay. We navigate the shallow brackish creeks and coves that these crustaceans call home utilizing the boat’s stealthy trolling motor to creep along the crab lines. Captain Shane shows you exactly how to work the gear bait the traps and expertly net the crabs as they come up to the surface. It is a highly active hands on process where everyone pitches in to cull the catch and measure the keepers. You learn the nuances of local crabbing culture from a captain who grew up working these very waters commercially. Expect to get your hands a little dirty and leave with a genuine appreciation for how this iconic local seafood goes from the bay to the steamer pot.

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        Silently Creep the Shallows for Local Wildlife
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        Silently Creep the Shallows for Local Wildlife

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        Silently Creep the Shallows for Local Wildlife

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        Silently Creep the Shallows for Local Wildlife

        Tour - Sunset

        Silently Creep the Shallows for Local Wildlife

        Stress Reelief Boat • 23' Sportsman

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        Silently Creep the Shallows for Local Wildlife

        Navigate hidden creeks and learn the rich history of our brackish backwaters

        Our local river systems are teeming with life that you simply cannot see from the shoreline. Captain Shane uses his deep knowledge of the local waterways to guide you through a customized exploration of your choice whether we navigate the winding Wye River or the historic Tred Avon. We utilize the trolling motor to silently glide into shallow coves allowing us to observe nesting birds aquatic life and untouched marshlands without causing a disturbance. You learn about the unique brackish ecosystem of the Chesapeake Bay from someone who has spent a lifetime studying its changes. It is a deeply relaxing highly visual experience perfect for photography birdwatching or simply absorbing the rich maritime history that defines this beautiful corner of the Eastern Shore.

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        Swap Stories and Cast Alongside New Friends
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        Swap Stories and Cast Alongside New Friends

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        Swap Stories and Cast Alongside New Friends

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        Swap Stories and Cast Alongside New Friends

        Fishing - River

        Swap Stories and Cast Alongside New Friends

        Shared Trip

        Swap Stories and Cast Alongside New Friends

        Stress Reelief Boat • 23' Sportsman

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        Swap Stories and Cast Alongside New Friends

        Split the deck and team up to hunt down feeding fish

        Jumping on a split boat is a fantastic way to access premium guided fishing while making a few new friends on the water. You will be casting right alongside other passionate anglers sharing the deck of the Sportsman as we hunt for surface busting Striped Bass and Bluefish. Captain Shane provides the exact same high level instruction and premium light tackle as a private run ensuring everyone gets dialed into the bite. We focus on active cast and retrieve techniques along the river drop offs and oyster bars. When someone hooks up the whole boat works together to navigate the fight and land the fish. It is a highly social cooperative environment where you swap stories learn new techniques and enjoy the rush of a shared topwater strike.

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          Stress Reelief Charters Fishing Trip Information

          TRIPS ARE SCHEDULED FROM 2ND WEEK OF AUGUST

          Schedule a Trip Now!

          Good To Know’s

          • All Gear, Bait, and Maryland Fishing Licenses Are Included
          • No Alcohol Permitted on Board; Kids Must Be Age 5 or Older
          • Guests Are Encouraged to Bring non-Spray Sunscreen and Snacks

          Maryland Eastern Shore Fishing Charter Frequently Asked Questions


          How much does a private fishing charter cost with Stress Reelief Charters in Oxford, MD?

          Our private 3-hour fishing trips start at $500 for up to 4 guests, while our extended 5-hour private fishing charters cost $700 for up to 4 guests. We also offer shared 3-hour fishing charters at $185 per person with a minimum of 2 anglers.


          What is included in a Stress Reelief Charters trip?

          Every trip includes all high-quality rods, light tackle, fresh bait, bottled water, sodas, and required safety equipment. Additionally, your Maryland fishing license is completely covered by the boat for all guests on board.


          Do I need to bring my own fishing gear for a trip in Oxford, MD?

          No, Captain Shane provides all the specialized light tackle and topwater gear you need for a successful day. However, guests are welcome to bring their own favorite fishing rod if they prefer.


          Is fish cleaning and filleting included in the fishing trip?

          Yes, Captain Shane will gladly clean, fillet, and bag your legal keeper catch at the end of your trip so it is ready to take home for dinner.


          What is the best time of year to fish the Chesapeake Bay and Eastern Shore?

          Our peak season runs from June through October, which offers the best conditions for explosive topwater fishing for Striped Bass, Cobia, Redfish, Bluefish, and Black Drum across the Choptank and Miles rivers.


          Are Stress Reelief Charters trips good for kids and beginners?

          Absolutely, we specialize in beginner and family-friendly fishing trips in Maryland! Captain Shane has 12 years of guiding experience and loves teaching young anglers basic skills on calm, protected waters. Please note that children must be 5 years or older and bring their own fitted USCG-approved life vest.


          What should I bring on a fishing charter with Stress Reelief Charters?

          You should bring non-spray sunscreen, sunglasses, a hat, weather-appropriate clothing layers, and any personal snacks you would like to enjoy. You may also bring a cooler to leave in your vehicle to transport your fish fillets home. Please note that alcohol is strictly prohibited on board.


          Where do Stress Reelief Charters trips leave from near Easton and St. Michaels?

          Our boat departs directly from 318 Tilghman Street in historic Oxford, MD, which provides instant access to top local fishing hotspots like the Choptank River, Tred Avon River, Wye River, and Eastern Bay.

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          Ready to trade the daily grind for an unforgettable day on the Chesapeake Bay with Stress Reelief Charters in Oxford, MD? Reserve your date today and join Captain Shane to cast for big catches, soak in the scenic views, and make lasting memories on the water!

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