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Expert-Guided Winter Flounder Fishing on Cape Cod Bay

  • Published Date: July 17, 2025
  • Fishing
  • Cape Cod, MA
  • $550 - $1,400 price range

Summary

Join us for a half-day flounder fishing adventure in Cape Cod Bay! Our 4-hour trips run during May and early June, perfect for targeting these tasty flatfish. We offer flexible morning or afternoon departure times to fit your schedule, with options to extend your trip if you're hooked on the action. Our experienced crew will show you the ropes, whether you're a seasoned angler or trying flounder fishing for the first time. We'll teach you the techniques to catch these prized bottom-dwellers and share local knowledge about the bay. With a maximum of 5 guests, you'll get plenty of personal attention and space to cast. Grey Dolphin Sportfishing Charters provides all the gear you need, so just bring your enthusiasm and maybe a snack. It's a great way to experience Cape Cod's fishing scene without committing to a full day on the water. Who knows? You might even bring home dinner!
Expert-Guided Winter Flounder Fishing on Cape Cod Bay

Flounder Finds

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Five people enjoying a day of fishing at Cape Cod

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Striped bass fishing in MA

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Single fisherman fishing in MA

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Striped Bass caught on fishing trip at Cape Cod

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Striped bass fishing in MA

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Striped bass caught while fishing in MA

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Striped bass caught while fishing in MA

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One striped bass caught on fishing trip in Cape Cod

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Two striped bass and white bass caught on a fishing trip in Cape Cod

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Group of 5 people fishing on the beach in Cape Cod

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Five people enjoying a day of fishing at Cape Cod

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Striped bass fishing in MA

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Single fisherman fishing in MA

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Striped Bass caught on fishing trip at Cape Cod

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Striped bass fishing in MA

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Striped bass caught while fishing in MA

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Striped bass caught while fishing in MA

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One striped bass caught on fishing trip in Cape Cod

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Two striped bass and white bass caught on a fishing trip in Cape Cod

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Group of 5 people fishing on the beach in Cape Cod

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Five people enjoying a day of fishing at Cape Cod

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Striped bass fishing in MA

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Single fisherman fishing in MA

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Striped Bass caught on fishing trip at Cape Cod

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Hook Winter Flounder on Cape Cod Bay

Ready to reel in some of the tastiest fish Cape Cod Bay has to offer? Our 4-hour winter flounder trips are the perfect way to get your line wet without eating up your whole day. Whether you're an old salt or just getting your sea legs, we've got you covered from May through early June. Morning or afternoon, we'll work with your schedule to get you on the fish. And if you're itching for more time on the water, we can always extend the trip. Let's dive into what makes these flounder trips a can't-miss experience for anglers of all stripes.

What to Expect on the Water

Picture this: You're cruising out on Cape Cod Bay, the salt air in your face, as we head to the prime flounder spots. Our seasoned crew knows these waters like the back of their hand, so we'll put you right on top of the action. We keep our groups small - just you and up to four of your buddies - so you'll get plenty of one-on-one attention. No need to pack a lunch for this quick trip, but feel free to bring some snacks to keep your energy up. The real feast comes later when you're cooking up your catch!

Flounder Fishing 101

If you've never targeted winter flounder before, you're in for a treat. These flatfish might not look like much, but they put up a fun fight and taste amazing on the plate. We'll set you up with light tackle - usually a simple rig with a sinker and a couple of hooks baited with sea worms or clams. The key is to keep your bait on or near the bottom where these bottom-dwellers hang out. We'll show you how to detect those subtle bites and set the hook just right. It's a technique that's easy to learn but takes a lifetime to master - and that's half the fun!

Why Anglers Keep Coming Back

Our winter flounder trips have become a spring tradition for many Cape Cod anglers, and it's not hard to see why. These outings are perfect for families, offering a laid-back vibe that's great for kids and beginners. But don't let that fool you - even seasoned fishermen get a kick out of filling the cooler with these tasty flatfish. Plus, with our flexible scheduling, it's easy to fit a trip in whether you're local or just visiting for a long weekend. Many of our regulars say it's the perfect way to kick off the fishing season before the summer crowds arrive.

Species You'll Want to Hook

Winter flounder, also known as blackback flounder, are the stars of the show on these trips. These flatfish might not win any beauty contests with their mottled brown coloring, but what they lack in looks, they make up for in flavor. Typically ranging from 1-3 pounds, with the occasional trophy pushing 5 pounds or more, winter flounder offer a fun challenge for anglers of all skill levels. They're masters of camouflage, blending in with the sandy or muddy bottom. But when they bite, hold on tight - they can put up a surprisingly spirited fight for their size.

May and early June are prime time for winter flounder in Cape Cod Bay. As the water warms up, these fish move into shallower areas to feed, making them more accessible to anglers. They're not picky eaters, happily gobbling up worms, clams, and small crustaceans. This makes them relatively easy to target, but don't mistake that for guaranteed success - reading the bottom and finding the right spots is key, and that's where our local knowledge comes in handy.

One of the coolest things about winter flounder is watching them change color as they come up from the bottom. It's like nature's own magic trick, and it never gets old, even for us guides who see it day in and day out. And let's not forget the main event - these fish are absolutely delicious. With their sweet, delicate white meat, they're often called the "filet mignon of the sea." Whether you're pan-frying, baking, or grilling your catch, you're in for a real treat.

Time to Book Your Spot

Ready to get in on the winter flounder action? Our 4-hour trips offer the perfect balance of fishing time and flexibility, making them ideal for both locals and visitors. Whether you're looking to introduce the kids to fishing, want a relaxed day on the water with friends, or are aiming to stock the freezer with some of the best-eating fish around, we've got you covered. Remember, the season is short and sweet - May to early June - so don't wait too long to book. Give us a call, and let's get you out on Cape Cod Bay for some world-class flounder fishing. Trust us, once you've tasted that first bite of fresh-caught flounder, you'll be hooked for life!

Learn more about the specie

Winter Flounder

Winter flounder are a real treat to catch in Cape Cod Bay. These bottom-dwellers usually run 10-12 inches but can grow up to 25 inches and 8 pounds. You'll find them hanging out near rocks and vegetation in estuaries and along the continental shelf. May and early June are prime time for winter flounder fishing here. What makes these fish special is their unique appearance - they're flattened with both eyes on the right side. They can even change color to match their surroundings, from black to olive green or slate. That camouflage makes them tricky to spot, but also fun to target. Anglers love winter flounder for their mild, sweet taste. They put up a good fight for their size too. To land one, use a sensitive rod to detect their nibbling style. I always tell folks to go with a bigger bait like a fat sea worm or clam - that's what tempts the bigger flounder to commit to a full bite. With the right approach, you'll be reeling in these tasty flatfish in no time.

Winter Flounder

About the Grey Dolphin Sportfishing

Company vehicle

Vehicle Guest Capacity: 6

Manufacturer Name: Cummins

Maximum Cruising Speed: 16

Number of Engines: 1

Horsepower per Engine: 370

Ready for some winter flounder action in Cape Cod Bay? Join us for a 4-hour fishing trip that'll have you reeling in these tasty bottom-dwellers. We run these trips in May and early June, when the flounder are biting and the weather's just right. Choose from morning or afternoon outings to fit your schedule, or extend your time on the water if you're really keen. Our experienced crew will show you the ropes, whether you're a seasoned angler or it's your first time holding a rod. We've got room for up to 5 guests, so bring your friends or family along for the fun. You'll learn the best techniques for catching these flat fish and might even go home with dinner. Cape Cod Bay's waters are teeming with winter flounder during this season, making for a productive and enjoyable time on the boat. Don't miss out on this chance to reel in some of the bay's best-tasting fish!
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Immerse yourself in the fishing experience of your dreams! Join Cape Cod Fishing Charters now and discover why we specialize in the relentless pursuit of striped bass fishing. Stop waiting and start catching, as you embark on an adventure that'll be sure to provide a lifetime of memories and stories!

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