Charter Fishing Boston | 5 To 7 Hour Charter Trip
Private Trip
Inshore Fishing
57 hour inshore fishing targeting Striped Bass and BluefishCaptain Will offers 30+ years professional guiding experienceSmall group trips accommodate up to 3 guests maximum
Looking for some serious fishing action in Boston Harbor? Captain Will and Boston Bass Charters have been putting anglers on fish for over three decades, and this guy knows every rocky ledge, drop-off, and current break where the stripers and blues like to hang out. This isn't your typical tourist boat ride – we're talking about a legitimate fishing charter with a captain who lives and breathes this stuff. With 30+ years of experience working these waters, Captain Will has figured out exactly where the fish are holding and what they're biting on any given day. The boat handles just three anglers max, so you're getting personalized attention and prime fishing real estate without fighting crowds for rod space.
Your day starts early – that's when the fish are most active and before the harbor gets busy with weekend warriors. Captain Will runs a tight ship but keeps things relaxed and fun for everyone, whether you're bringing the kids for their first real fishing trip or you're a seasoned angler looking to put some quality fish in the cooler. The 5-7 hour window gives you plenty of time to work different spots around the harbor without feeling rushed. Boston Harbor has some fantastic structure – old wharves, rocky points, and tidal rips that hold baitfish, which means predators aren't far behind. The captain reads the water conditions, tide charts, and recent fishing reports to put you on the most productive water. Don't worry about bringing tackle – everything's provided, though you're welcome to bring your favorite rods if you've got gear preferences. The focus here is on actually catching fish, not just getting some sun and salt air.
Captain Will adapts his approach based on what the fish are doing that day. Early season, we're often working with live bait around structure – dropping eels or pogies near the pilings and letting the current do the work. When the water warms up and baitfish are thick, we switch to casting lures like swimbaits, bucktails, and topwater plugs. There's nothing quite like watching a 20-pound striper blow up on a surface lure in three feet of water. The tackle is sized right for Boston Harbor fishing – medium-heavy spinning gear that can handle fish but still gives you a good fight. Captain Will knows when to anchor up and fish vertically and when to drift and cover water. The boat's equipped with quality fish finders, so we're not just guessing where the fish are – we can see them on the screen and position ourselves accordingly. Depending on conditions, we might troll umbrella rigs in deeper water or work the shallows with lighter tackle when fish are feeding aggressively.
Striped bass are the bread and butter of Boston Harbor fishing, and for good reason. These fish run anywhere from schoolie size up to legitimate cows pushing 30+ pounds. Stripers are incredibly smart – they follow bait movements, use structure to ambush prey, and can be finicky about presentation. Spring and fall are prime time when they're feeding heavily during migration, but summer fishing can be outstanding early morning and evening. What makes stripers so addictive is their fight – they'll make long runs, jump, and use every trick in the book to throw your hook. Plus, they're excellent eating when you keep a few within the slot limits. The bigger fish are usually catch-and-release, which keeps the fishery strong for future seasons.
Bluefish bring a completely different energy to your fishing day. These are aggressive predators that hit lures hard and fight dirty – they'll make screaming runs and have razor-sharp teeth that can slice through leaders if you're not careful. Blues travel in schools, so when you find them, the action can be non-stop. They're particularly active during summer months when water temperatures peak and baitfish are abundant. Captain Will always has wire leaders ready when blues are around because their teeth will cut through mono in a heartbeat. They're also fantastic table fare when prepared fresh – their rich, oily meat is perfect for grilling or smoking. The best part about targeting blues is they're not as finicky as stripers, so they're great for newer anglers or kids who want consistent action.
Captain Will's calendar fills up fast, especially during peak fishing seasons when word gets out about hot bites. With only three spots per trip, you're getting an experience that's more like fishing with a buddy who happens to know every productive spot in Boston Harbor. The small group size means more personal coaching, better fishing positions, and a relaxed atmosphere that bigger charter boats simply can't match. Whether you're planning a father-son trip, introducing someone new to fishing, or just want to get away from shore fishing crowds, this charter delivers the goods. Boston Harbor has been producing quality fishing for generations, and with Captain Will's local knowledge and dedication to putting clients on fish, you're setting yourself up for the kind of day that keeps anglers coming back season after season. Don't wait until the last minute – the best fishing days book weeks in advance, and you don't want to miss out on what could be your best fishing trip of the year.
Hit the waters of Boston Harbor aboard our 2020 Seafox 23' dual console, built for serious striped bass action. This beauty packs a 250HP Yamaha engine that'll get you to the fish fast, cruising at 40 knots to those prime fishing spots where the bass are biting. Perfect for up to 3 anglers, she's rigged with everything you need – fish finder to locate the schools, GPS to mark your honey holes, and radar for those foggy New England mornings. The wireless trolling motor keeps things quiet when you're working structure, while the onboard icebox keeps your catch fresh and drinks cold. Captain Will knows these waters like the back of his hand after 30 years chasing stripers and blues around the harbor. Whether you're a seasoned angler or bringing the kids for their first bass, this Seafox delivers a smooth, safe ride that gets you on fish. VHF radio keeps you connected, and there's even a head onboard for longer trips. Ready to land your photo-worthy striper?
Pomatomus SaltatrixBluefish are aggressive fighters that show up in Boston Harbor mid-June through October, following the warm water north. These blue-green torpedoes average 3-8 pounds but can hit 15-20 when the big schools move through. They're found in open water, around structure, and love to chase baitfish in the shallows. Blues are famous for their "blitz" feeding - they'll attack schools of pogies and silversides like a washing machine, churning up the water. Great for kids and beginners since they bite almost anything and fight hard for their size. Fair warning though - those razor-sharp teeth will slice through light tackle. Pro tip: bring wire leaders and watch your fingers when unhooking them. Cut bait works great, but metal spoons are deadly when they're feeding on top.
Morone SaxatilisStripers are the bread and butter of Boston Harbor fishing. These silver beauties with their distinctive dark stripes typically run 20-40 pounds here, though we've pulled some real monsters over 50. They're structure lovers - you'll find them around drop-offs, rocky areas, and near the harbor islands. Spring through fall is prime time, especially during their migration when they're feeding heavily on bunker and herring. What makes stripers special is their fight - they'll make long runs and test your drag. Plus, they're excellent eating with sweet, flaky meat. My local tip: watch for diving birds over baitfish. When you see that action, get your line in the water fast. Those feeding frenzies don't last long, but they're your best shot at a keeper.
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