Guided Bass And Flounder Fishing In Cape Cod
Private Trip
Offshore Fishing
Target fluke, porgy, and seabass with Captain Tom's expert guidanceAccommodates up to six guests for family or group fishing adventuresOffshore charter fishing near scenic Nantucket coast waters
Captain Tom knows these waters like the back of his weathered hands, and when you step aboard Gypsy Charters, you're getting more than just a fishing trip—you're getting decades of local knowledge packed into one hell of a day. We're talking about prime Cape Cod offshore fishing where the coolers get heavy and the stories get better with each cast. This isn't some cookie-cutter charter operation; it's a top-rated family business that treats every angler like they're part of the crew. Whether you're bringing the kids for their first taste of saltwater fishing or you're a weekend warrior looking to fill the freezer, Captain Tom's got the spots dialed in and the techniques down to a science.
Your day starts early—and trust me, it's worth dragging yourself out of bed for. We're heading offshore where the real action happens, away from the weekend warriors casting from shore. The boat accommodates up to six anglers comfortably, so you're not fighting for rail space or dealing with a cattle boat situation. Captain Tom runs a tight ship but keeps things relaxed; he's the kind of guy who'll have you laughing between hookups and sharing local fishing lore that you won't find in any guidebook. The scenic backdrop near Nantucket's waters is just a bonus—you'll be too busy fighting fish to take many photos, but the views are world-class when you get a breather. This is Cape Cod fishing at its finest, where every drift has potential and every bite could be the fish of the day. Pack your own lunch and drinks since meals aren't included, but honestly, you'll be too amped up on adrenaline to think much about eating until the ride back to the dock.
Captain Tom's got the gear dialed in for the species we're targeting—no need to bring your own rods unless you've got something special you want to throw. We're talking about bottom fishing with enough weight to reach the structure where these fish live, plus some light tackle options when the bite gets finicky. The captain switches up techniques based on what the fish are telling him that day; sometimes we're drifting over sandy bottoms with bucktails and strips, other times we're anchored up on productive pieces with fresh bait. He's not stuck in his ways—if the traditional approach isn't working, he'll pivot to different presentations, different depths, even different spots until we find cooperative fish. The offshore waters here hold structure that most weekend anglers never see, and that's where Captain Tom's local knowledge really pays off. He's marked productive bottom over the years and knows how to read the fish finder like a roadmap to success. Rod holders keep your gear organized while you're fighting fish, and there's plenty of deck space to move around without getting tangled up in other lines.
Summer Flounder are the bread and butter of this fishery, and for good reason—these flatfish are some of the best eating you'll find in New England waters. They're ambush predators that bury themselves in sand and mud, waiting for baitfish to swim within striking distance. The best action typically runs from late spring through early fall, with peak summer months producing the most consistent bite. What makes fluke fishing so addictive is the variety; you might catch a keeper at 18 inches, then hook into a doormat pushing five pounds on the very next drop. They fight with surprising power for a flatfish, making strong runs and using their broad body to leverage against the current. Captain Tom knows the specific depths and bottom types that hold the biggest fish, and he's not shy about sharing techniques that'll help you boat more keepers. Black Sea Bass round out the mixed bag and they're absolute bulldogs on the line. These chunky bottom dwellers love structure—wrecks, rocks, and hard bottom areas where they can ambush crabs and small fish. They hit baits aggressively and fight like fish twice their size, making multiple runs toward the bottom before you can get them up to boat level. Bass season typically runs through late fall, and the bigger fish often come from deeper water as the season progresses. They're excellent table fare with firm white meat that's perfect for fish tacos or a classic fish fry back home.
Look, there's a reason Captain Tom's calendar fills up fast during prime season—word gets around when someone consistently puts clients on fish. This is the kind of charter experience that turns first-timers into regulars and gives seasoned anglers new respect for Cape Cod's offshore potential. You're not just buying a day on the water; you're investing in local expertise that takes years to develop and knowledge that money can't buy. The boat runs rain or shine within reason, but Captain Tom prioritizes safety above all else, so if conditions aren't right, he'll work with you to reschedule rather than risk a miserable day. Bring your camera, pack some snacks, and get ready for the kind of fishing stories that'll have your buddies planning their own Cape Cod trips. Book now because the best dates disappear quickly, and you don't want to spend your vacation watching other boats come back loaded while you're stuck on shore wishing you'd planned ahead.
The Gypsy Charters motorboat cuts through Cape Cod waters with confidence, powered by a robust 480HP Volvo engine that gets you to the fishing grounds fast at 20 knots. Built in 1986, this seasoned vessel knows these waters well and handles offshore conditions like a champ. Captain Tom relies on the onboard fish finder and GPS to locate prime spots where bass and flounder are biting. The radar keeps you safe when fog rolls in, while the VHF radio maintains contact with other boats and shore. With room for six anglers, there's plenty of space to work the rails without bumping elbows. The boat includes a bed for anyone needing a break between catches and a head for convenience during those longer fishing days. Whether you're casting for stripers or dropping down for fluke, this sturdy platform gives you everything needed for productive fishing in Cape Cod's productive waters.
Centropristis StriataBlack sea bass are chunky, aggressive fish that love structure - wrecks, rocky bottom, and boulder fields are where you'll find them. Most run 1-3 pounds, but 4-6 pounders show up regularly, especially the deeper you go. They're bottom huggers, typically in 30-100 feet around Cape Cod, though bigger males prefer the deeper stuff. Late spring through early fall is when they're most active in our waters before heading south for winter. What guests love about sea bass is their scrappy fight - they pull hard straight down and don't give up easy. They're also fantastic table fare with firm, white meat. Here's a local trick: once you hook one, keep your line tight and pump it up quickly. Sea bass will dive straight back into the rocks if you give them slack, and that's game over. Their spiny dorsal fins are sharp, so watch your hands when handling them.
Paralichthys DentatusSummer flounder, or "fluke" as we call them locally, are flatfish that live on sandy bottoms where they blend in perfectly using their natural camouflage. These ambush predators average 15-20 inches but can grow much larger - the big females are real trophies. You'll find them in 10-80 feet of water around Cape Cod, especially over sandy flats and near structure edges. Late spring through fall is prime time, with September and October being peak months. What makes fluke special is their unique fight - they pull hard and flat, using their broad body against the current. Plus, they're some of the best eating fish in these waters. Pro tip: when you feel that tap-tap bite, count to three before setting the hook. Fluke like to grab bait sideways and need time to turn it around. This patience makes all the difference between landing dinner and losing it.
Hyannis, MA