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Premium 10-Hour Fishing Trip | Greenport to Montauk

  • Published Date: July 17, 2025
  • Fishing
  • Greenport, NY, United States
  • $900 - $1,500 price range

Summary

Looking for a serious fishing adventure? This private 10-hour trip from Greenport to Montauk is the real deal. You and up to five others will spend a full day on the water, targeting a mix of species like Fluke, Striped Bass, and various bottom fish. We'll cover a lot of ground, giving you the best shot at quality catches across different fishing spots. Whether we're drifting for Fluke or working structure for Bass, you'll be hands-on the whole time. Don't worry about gear – we've got you covered with everything you need, plus expert guidance throughout the day. It's a long outing, but that's what it takes to put in the effort and chase down the good fish. Perfect if you're after a rewarding day of fishing with plenty of time to really work the waters.
Premium 10-Hour Fishing Trip | Greenport to Montauk

Rods Bent, Lines Tight

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Successful fishing trip with 3 fish caught in Greenport

Discovering treasures in Montauk waters

Tautog fish caught by angler in NY

Waves of adventure in Montauk

Angler with big fish in NY

Montauk sunsets and fishing dreams

Angler with a 25-inch fish in Greenport

Sail away to Montauk's fishing spots

Fishing in Greenport with two people

Montauk never disappoints on fish!

A scenic view of New York City skyline

Adventure awaits in Montauk's depths

Fishing in Greenport

Montauk's waters are a fisher's delight

4 fishing rod caught fish on a NY pier

Hooking memories in Montauk

Catch of two sea bass, fishing in NY

Fishing trips to remember in Montauk

Angler with a 24-inch fish in NY

Montauk is a fishing lover's dream

Successful fishing trip with 3 fish caught in Greenport

Discovering treasures in Montauk waters

Tautog fish caught by angler in NY

Waves of adventure in Montauk

Angler with big fish in NY

Montauk sunsets and fishing dreams

Angler with a 25-inch fish in Greenport

Sail away to Montauk's fishing spots

Fishing in Greenport with two people

Montauk never disappoints on fish!

A scenic view of New York City skyline

Adventure awaits in Montauk's depths

Fishing in Greenport

Montauk's waters are a fisher's delight

4 fishing rod caught fish on a NY pier

Hooking memories in Montauk

Catch of two sea bass, fishing in NY

Fishing trips to remember in Montauk

Angler with a 24-inch fish in NY

Montauk is a fishing lover's dream

Successful fishing trip with 3 fish caught in Greenport

Discovering treasures in Montauk waters

Tautog fish caught by angler in NY

Waves of adventure in Montauk

Angler with big fish in NY

Montauk sunsets and fishing dreams

Angler with a 25-inch fish in Greenport

Sail away to Montauk's fishing spots

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Full-Day Fishing Adventure: Greenport to Montauk

Trip Overview

Get ready for a serious day of fishing with our 10-hour private charter from Greenport to Montauk. We're talking about covering some serious ground here, folks. This isn't your average quick trip - we're going all out to put you on the fish. With room for up to six anglers, you and your crew will have the run of the boat as we hit multiple fishing grounds throughout the day. We'll be targeting a mix of species, from tasty fluke to hard-fighting striped bass, and everything in between. This trip is perfect for anglers who want to maximize their time on the water and really dig into what the East End has to offer.

What to Expect on the Water

Listen up, because here's the deal: we're gonna cover a lot of water on this trip. We'll start by heading out of Greenport, known for its protected bays and inshore fishing spots. As the day progresses, we'll make our way towards Montauk, "The End" as us locals call it, where the fishing can be downright epic. You'll get to experience a variety of fishing techniques throughout the day. We might start off drifting for fluke in the morning, switch to jigging for stripers around structure, and then finish up with some bottom fishing for scup and sea bass. The beauty of this extended trip is that we've got time to really work different areas and adjust our tactics based on what's biting. And don't worry about gear - we've got you covered with top-notch rods, reels, and all the tackle you'll need.

Techniques & Terrain

Alright, let's break down how we'll be fishing on this trip. For fluke (summer flounder to you out-of-towners), we'll be using a mix of bucktails and Gulp! baits, drifting over sandy bottoms and drop-offs. When we're after striped bass, we might toss some live eels around structure or troll wire line with parachute jigs - it all depends on where the fish are and how they're feeding. And for the bottom fish like scup, we'll drop down some hi-lo rigs baited with clams or squid. The terrain we'll cover ranges from shallow bays to deep rips off Montauk Point. We might hit some of the famous spots like "The Lighthouse" or "Shagwong Reef" if the bite is on. The key is, we've got options, and we'll use every minute of those 10 hours to put you on fish.

Top Catches This Season

Let me tell you, the fishing has been on fire lately. We've been seeing some monster fluke coming over the rails, with a few doormats pushing 10 pounds. The striped bass run has been solid too, with plenty of keeper-sized fish and some real cows in the 40-pound range for those willing to put in the time. And don't sleep on the scup - these "porgies" might not be glamorous, but they're plentiful and make for some fantastic eating. Remember, it's not just about size - it's about the experience and bringing home some fresh fillets for the table. On this extended trip, you've got a real shot at landing a personal best or filling the cooler with a mixed bag of delicious fish.

Species You'll Want to Hook

Fluke (Summer Flounder): These flatfish are masters of camouflage and put up a surprising fight for their shape. They love sandy or muddy bottoms and can grow to impressive sizes in our waters. The best part? They're absolutely delicious. We typically target fluke from late spring through early fall, with the biggest fish often showing up in July and August. When you feel that telltale thump on your line and start reeling, get ready - you might have a real doormat on the other end!

Striped Bass: The mighty striper is the crown jewel of Northeast inshore fishing. These powerful fish can range from schoolies in the 20-inch range to trophy cows pushing 50 pounds or more. They're voracious predators, known for crushing bait on the surface one day and hugging the bottom the next. Stripers typically show up in our waters in May and stick around until late fall. There's nothing quite like the rush of a big bass peeling line off your reel - it's an addiction that keeps anglers coming back year after year.

Scup (Porgy): Don't let their small size fool you - scup are a blast to catch and even better to eat. These feisty little fighters travel in schools and can provide non-stop action when you find them. They've got a small mouth but a big appetite, and they'll readily take bait or small jigs. Scup fishing is at its best from late spring through fall. While they might not be the glamour species, a cooler full of scup means you're in for some fantastic fish fries.

Why Anglers Keep Coming Back

I'll tell you straight - this 10-hour trip isn't for the faint of heart. It's for serious anglers who want to make the most of their day on the water. The extended range means we can follow the fish and adapt to conditions, giving you the best shot at a stellar day of fishing. Plus, with the variety of species we target, you never know what might end up on the end of your line. It's the kind of trip where you might start off catching fluke for dinner, then suddenly find yourself locked in battle with a trophy striper. And let's not forget the scenery - from the picturesque harbors of Greenport to the rugged beauty of Montauk, you're in for some world-class views along the way.

Time to Book Your Spot

Listen, if you're looking for a fishing trip that goes above and beyond, this is it. We're talking about a full day on the water, hitting prime spots from Greenport to Montauk, with a real shot at landing some quality fish. Whether you're a seasoned angler looking to up your game or you've got a group that wants to experience the best fishing the East End has to offer, this 10-hour charter is the way to go. Spots fill up fast, especially during peak season, so don't wait. Give us a call, lock in your date, and get ready for a day of fishing you won't forget. Trust me, when you're out there with a bent rod and a screaming drag, you'll be glad you booked this trip. See you on the water!

Learn more about the species

Scup

Scup, or porgy, are a fun mid-sized catch around here. They usually run 10-15 inches and hang out near rocky bottoms or structure. You'll find 'em inshore from May through October when the water warms up. Scup put up a decent fight for their size and make great eating - sweet, flaky meat. They're bottom feeders, so drift fishing with squid, worms, or clams on a simple rig works well. Pro tip: when you feel that telltale tap-tap, wait a second before setting the hook. Scup have small mouths and need time to get the bait. It's not glamorous fishing, but pulling up a bunch of these tasty guys makes for a fun day on the water.

Scup

Striped Bass

Striped bass are the rockstars of our local waters. These powerful fish average 20-40 pounds but can top 70. You'll find them cruising structure near shore, especially during low light. Spring and fall are prime as the bass follow bait migrations. Stripers give an incredible fight, making long runs and bulldogging near the boat. Their firm white meat is top-notch eating too. Anglers go nuts for the thrill of hooking into a big cow bass. Live eels or chunked menhaden are go-to baits, but throwing topwater plugs at dawn is hard to beat for excitement. My best tip? Find the bait, find the bass. Look for birds working or bait spraying on the surface.

Striped Bass

Summer Flounder

Summer flounder, or fluke, are a staple around here. These flatfish are masters of camouflage, blending right into the sandy bottom. Most run 15-20 inches, but the big doormat-sized ones can hit 26 pounds. Look for them in bays, inlets, and near shore from spring through fall. Drifting sandy flats or working drop-offs is the ticket. Fluke put up a good scrap and are excellent eating. Anglers love the challenge of fooling these ambush predators. For best results, try a bucktail jig tipped with a strip of squid or a live killie. Work it slowly along the bottom with little hops - that triggers their predatory instinct.

Summer Flounder

About the 41 ft Custom Boat

Company vehicle

Vehicle Guest Capacity: 6

Manufacturer Name: Cummins

Maximum Cruising Speed: 35

Number of Engines: 1

Horsepower per Engine: 600

Ready for a serious day of fishing? This 10-hour private trip takes you and up to five friends from Greenport all the way to Montauk's rich fishing grounds. You'll have plenty of time to target a variety of species, including Fluke, Striped Bass, and an assortment of bottom dwellers. The extended range means more opportunities to find where the fish are biting. Whether you're drifting for Fluke or working structure for Bass, this full-day outing is all about maximizing your chances for quality catches. The captain provides all the gear and know-how, so you can focus on reeling them in. It's a long day on the water, perfect for groups who want to put in the effort and potentially see big rewards. Bring your A-game and get ready for a rewarding day of hands-on fishing across diverse waters.
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Set on an unforgettable fishing adventure with East End Fishing Charters, your top destination for remarkable fishing trips in Greenport, NY. Under the expert guidance of Captain Kevin Moss, anglers of every experience level can pursue trophy catches while enjoying the stunning scenery of Greenport's pristine waters. With a dedication to ensuring customer satisfaction and a genuine love for fishing, East End Fishing Charters guarantees a memorable day on the water, brimming with excitement, camaraderie, and lasting memories.

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