Top-Rated Boston Inshore Fishing Charters

Published Date: July 16, 2025
Fishing

Cape Cod
$650 - $850 price range

Summary

Ready for some afternoon fishing in Boston? Join Wine Down Boston for a Cape Cod Fishing Charter that starts at 4 pm and runs into the evening. You'll be casting lines with the stunning Boston skyline as your backdrop. The crew knows these waters well and will help you go after bass, blues, and flounder. They've got quality gear and plenty of know-how to share, so even if you're new to fishing, you're in good hands. It's just you and the crew, so you'll get plenty of attention and tips. As the day winds down, you'll be reeling in fish while watching the city lights come on. It's a cool way to see Boston from a different angle and maybe catch dinner while you're at it. Whether you're a seasoned angler or just looking to try something new, this trip offers a unique spin on city sightseeing and fishing rolled into one.

Top-Rated Boston Inshore Fishing Charters

Boston's Skyline Catches

Energetic sendoff from Boston aboard Wine Down!

Fresh ride, Boston fishing charter ready!

Focused action on this Boston fishing charter!

Pumped catch on Boston fishing charter!

Cape Cod Fishing: Boston Skyline Edition

Ready for some wicked good fishing with a view? Wine Down Boston's got you covered with our afternoon Cape Cod charters. We're talking prime-time action starting at 4 PM, when the fish are biting and the city lights start twinkling. It's not your average day on the water – this is Boston fishing done right.

What to Expect on the Water

Picture this: You're cruising out of the harbor as the afternoon sun starts to dip. The skyline's behind you, and the open water's ahead. Our crew's got everything dialed in – top-notch gear, secret spots, and the know-how to put you on fish. We're after the big three: stripers, blues, and flounder. Whether you're a seasoned pro or it's your first time wetting a line, we've got you covered. And let's be real, that golden hour light on the water? It's wicked pretty.

Fishing Finesse 101

Alright, let's talk shop. We're not just tossing lines and hoping for the best. Our crew's got techniques that'll make you feel like a local pro in no time. We might start with some light tackle jigging for flounder – it's all about that subtle touch. Then as the sun dips lower, we'll switch gears for some striper action. Could be tossing plugs near structure or live-lining if the bait's running. And if the blues show up? Hold onto your rod, 'cause it's gonna be a wild ride. We've got all the gear you need, from rods and reels to the latest in fish-finding tech. Just bring your A-game and maybe a cold one for when the bite's on.

Why Anglers Keep Coming Back

Look, there's fishing, and then there's fishing with a view. Our regulars rave about that magic hour when the city lights start to twinkle and the fish go on a feeding frenzy. It's not just about what's in the net – it's the whole package. You're out here making memories, swapping stories, and yeah, hopefully landing a few good ones for the 'gram. Plus, our crew? They're the real deal. They know these waters like the back of their hand and they're always good for a laugh or a local fishing tale.

Species You'll Want to Hook

Striped Bass: The crown jewel of Boston Harbor fishing. These bad boys can push 40 inches and put up a fight that'll make your arms burn. They love to hang around structure and smash topwater lures at dusk. Peak season's usually May through October, but our local stripers have been known to surprise us. Landing a keeper striper? That's bragging rights for days.

Winter Flounder: Don't let the name fool you – these flatfish are a year-round treat. They might not be the biggest fish in the sea, but what they lack in size, they make up for in taste. We target these guys with light tackle, feeling for that distinctive 'tap-tap' on the line. Best part? They're often found in good numbers, so you can fill the cooler for a fresh fish fry.

Bluefish: Pound for pound, blues are some of the hardest fighting fish in these waters. When a school moves through, it's non-stop action. They'll hit just about anything that moves and aren't picky eaters. Watch those teeth, though – they're not called 'choppers' for nothing. Peak season's usually summer through early fall, and when they're running, it's an all-out blitz.

Black Sea Bass: These guys are the unsung heroes of our local fishery. With their distinctive black and white patterns, they're not just good-looking – they're delicious too. We usually find them hanging around rocky bottoms and wrecks. The bigger ones can put up a decent fight, and they're a blast to catch on light tackle. They start showing up in late spring and stick around through the fall.

Time to Book Your Spot

Listen, we could talk fish all day, but nothing beats actually getting out there. Our afternoon charters are booking up fast – and for good reason. You're not just signing up for a fishing trip; you're in for a slice of Boston's best. Whether you're looking to bend a rod, catch dinner, or just soak in that skyline view, we've got you covered. So what are you waiting for? Grab your spot, bring your crew (up to 6 can join), and let's make some waves. The fish are calling, and Wine Down Boston's ready to show you the ropes. Book now, and let's turn those fish tales into reality!

Learn more about the species

Black Sea Bass

Black sea bass are a fun catch, usually 1-4 pounds but can reach 8. You'll find them around underwater structures like wrecks, reefs, and rocky bottoms. Late spring to summer is prime time when they gather near shore. Anglers enjoy their tasty white meat and the challenge of pulling them from their hideouts. Use medium tackle with 20-30 pound line, and try squid or fish strips as bait. A local tip: the bigger males tend to be in deeper water, so head further out for trophy-sized bass. They put up a decent fight until they break the surface. One cool fact - they're born female and can change to male later in life. Black sea bass are a reliable target that's great for both beginners and experienced anglers looking for a delicious dinner.

Bluefish

Bluefish are aggressive fighters that'll give you a real thrill. They show up in our waters from June to October, chasing schools of smaller fish. You can find them in bays, along beaches, and over the continental shelf. Blues typically run 3-10 pounds but can reach 20. Anglers love them for their fierce strikes and acrobatic jumps. They're not picky eaters, so try cut bait or lures that mimic wounded fish. Just be careful - those teeth are razor sharp! A local secret: look for birds diving into the water, that's often a sign of a bluefish feeding frenzy. The meat can be strong-tasting, but it's great smoked or grilled fresh. Catching blues is pure excitement, perfect for anglers who want non-stop action.

Striped Bass

Striped bass are a prized catch around here, typically weighing 20-40 pounds but can get up to 70. You'll find them near structures like reefs and drop-offs, usually within yards of the shore. They love moving water, so look for them around currents and tides. Spring and fall are prime seasons as they migrate. Anglers love stripers for their powerful fight and excellent eating. To land one, try using live bait like herring or eels - the stripers can't resist. A local trick is to fish early morning or dusk when they're feeding near the surface in cooler water. Just be careful handling them - those gill plates are sharp! With some patience, you might hook into a trophy striper that'll give you a real workout on the line.

Winter Flounder

Winter flounder are neat little flatfish, usually 10-12 inches long but can reach 25 inches. You'll spot them hiding in estuaries and along the coast, blending in with the bottom. They're most active in cooler months, hence the name. Anglers like targeting them for their mild, sweet meat. To catch one, use a sensitive rod to feel their nibbles - they like to sample the bait before committing. Big sea worms or clams work well. Fish near vegetation or rocks where they lurk, waiting for prey. A local tip: their color changes to match their surroundings, so look closely. They may not put up much of a fight, but winter flounder are a tasty treat that's fun to pursue, especially for beginners or kids just getting into fishing.

About the Shannon Brendan (Downeast)

Vehicle Guest Capacity: 6

Manufacturer Name: Detroit engines

Maximum Cruising Speed: 22

Number of Engines: 2

Horsepower per Engine: 250

Ready for an afternoon escape on the water? Join us for a laid-back Cape Cod fishing trip with Wine Down Boston. We set sail at 4 PM, giving you a chance to unwind after work and enjoy the golden hours on the bay. As the sun starts to dip, you'll be treated to stunning views of Boston's skyline while you cast your line for bass, blues, and flounder. Our friendly crew knows these waters like the back of their hand and will help you reel in some great catches. Whether you're a seasoned angler or trying fishing for the first time, we've got top-notch gear and plenty of tips to share. It's a relaxed vibe, perfect for unwinding and enjoying the evening breeze. Bring along your favorite drinks and snacks to make it a true happy hour on the waves. With room for up to 6 guests, it's an ideal way to spend quality time with friends or family. So grab your hat and sunglasses, and let's head out for some fishing fun with the city lights twinkling in the distance.

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