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Premium 10-Hour Fishing Trip | Greenport to Montauk
- Published Date: July 17, 2025
- Fishing
- Greenport, NY, United States
- $1,000 - $1,500 price range
- Updated Date: November 14, 2025
Summary
This 10-hour private fishing trip out of Greenport takes you and up to five friends on a serious day of angling. We'll cover a lot of water, pushing all the way to Montauk's rich fishing grounds. The goal? A mixed bag of fluke, striped bass, and other bottom-dwellers. We'll drift for fluke on sandy flats and work structure for stripers, giving you plenty of time to find quality fish. It's hands-on fishing from start to finish – perfect if you're after a full day of steady action. All the gear is provided, and we'll show you the ropes if you need it. This trip is ideal for groups who want to put in the effort for a really rewarding day on the water.
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Big Catch Moments
Epic 10-Hour Fishing Adventure in Greenport
Get ready for the ultimate fishing trip out of Greenport, NY! This extended full-day charter takes you on a 10-hour journey to some of the most productive fishing grounds in the area, including the legendary waters off Montauk. Whether you're after hard-fighting stripers, tasty fluke, or a mixed bag of bottom dwellers, this trip has it all. With room for up to six anglers, it's perfect for groups looking to make the most of their time on the water and put some serious fish in the cooler.
What to Expect on the Water
We'll kick things off early, meeting at the dock in Greenport as the sun's coming up. Once everyone's aboard, we'll cruise out to our first spot of the day. The beauty of this extended trip is the flexibility it offers - we can hit multiple locations and target different species throughout the day. We might start by drifting for fluke on sandy bottoms, then switch gears and troll for striped bass along rips and structure. As the day progresses, we'll keep adjusting our tactics based on what's biting. The captain knows these waters like the back of his hand, so you're in for a day of non-stop action.
Gear Up for Success
No need to worry about bringing your own tackle - we've got you covered with top-notch rods, reels, and all the bait and lures you'll need. We use a mix of conventional and spinning gear, depending on the target species and conditions. For fluke, we'll often use bucktails tipped with Gulp or strip baits. When we're after stripers, we might throw plugs, swim shads, or live-line bunker if they're around. The captain and mate will be there every step of the way to help you rig up and show you the most effective techniques for each species.
Top Catches This Season
Anglers have been crushing it on the fluke grounds lately, with plenty of keepers coming over the rails. The striped bass run has been hot too, with some real cows in the mix. Don't sleep on the scup (porgies) either - these tasty panfish have been showing up in good numbers and make for excellent eating. Remember, it's not just about size - a cooler full of mixed bottom fish can be just as rewarding as landing that trophy striper.
Species You'll Want to Hook
Striped Bass: The crown jewel of Northeast inshore fishing, stripers are the main attraction for many anglers. These powerful fish can range from schoolies in the 20-inch class to trophy-sized cows topping 50 pounds. They're known for their hard fights and delicious white meat. We target them around structure, rips, and bait schools, using a variety of techniques from live-lining to throwing topwater plugs. The thrill of watching a big striper blow up on a surface lure is hard to beat.
Summer Flounder (Fluke): These flatfish might not look like much, but they're prized for their firm, white fillets and the challenge they present to anglers. Fluke are ambush predators, lying camouflaged on the sandy bottom waiting to pounce on passing baitfish. We drift for them, using specialized rigs that keep our baits close to the bottom. When a fluke hits, it's a quick, subtle tap - you've got to be on your toes to set the hook before they spit it out. Keeper-sized fluke typically range from 18 to 24 inches, but we occasionally hook into real doormats pushing 10 pounds or more.
Scup (Porgy): Don't let their small size fool you - scup are some of the tastiest fish in the sea and a blast to catch. These feisty little brawlers travel in schools and can provide non-stop action when you find them. We often target them over rocky bottom or around structure using simple hi-lo rigs baited with clams or squid. While most scup are in the 10 to 14-inch range, jumbo "hubcap" porgies over 3 pounds are not unheard of. They're excellent eating, with sweet, flaky white meat that's perfect for frying or baking.
Why Anglers Keep Coming Back
This extended full-day trip offers something that shorter outings just can't match - time. Time to really explore different spots, time to wait out the tide changes, and time to experiment with different techniques. It's not uncommon for the best bite to happen late in the day, long after the half-day boats have headed in. Plus, with the ability to run all the way to Montauk, we can access some of the most productive grounds in the Northeast. The variety is another big draw - one minute you might be battling a bruiser striper, the next you're reeling up a double-header of fat fluke.
Time to Book Your Spot
If you're looking for a fishing trip that goes above and beyond, this is it. Ten hours on the water means plenty of time to find the fish and fill the cooler. Whether you're a seasoned angler or new to the game, our experienced crew will make sure you have a day to remember. Just remember to bring plenty of sunscreen, snacks, and your A-game - it's going to be a long, fish-filled day! Spots on these extended trips fill up fast, especially during peak season, so don't wait. Give us a call or book online to lock in your date. Get ready for some serious rod-bending action!
Learn more about the species
Scup
Scup, or porgies, are a fun catch around here. These medium-sized fish typically run 10-15 inches and put up a decent fight for their size. You'll find them near rocky bottoms and structure, often in schools. Late spring through fall is prime scup season when they move inshore. Folks love targeting them for their tasty white meat. To land a good one, try drifting or anchoring over structure and using a high-low rig with clams or squid. A local trick is to use small hooks - scup have small mouths. When you feel that telltale tap-tap-tap, set the hook quick. They're not the biggest fish out there, but they're plentiful and make for some relaxed fishing and good eating.
Striped Bass
Striped bass, or stripers, are the crown jewel of our local fishery. These powerful fish can grow over 50 pounds, though 20-40 pounders are more common. Look for them around structure, in moving water, and near bait schools. They're here year-round, but spring and fall migrations offer the best action. Anglers love stripers for their hard-fighting nature and excellent table fare. They're structure-oriented, so target areas like rocky points, jetties, and rips. Live bait like bunker or eels is deadly, but artificials work well too. My local tip: fish the tide changes, especially in the early morning or evening. That's when stripers often feed most aggressively. When you hook one, hold on tight - these fish will give you a run for your money!
Summer Flounder
Summer flounder, or fluke, are a blast to catch. These flatfish average 15-20 inches but can reach 26 pounds. You'll find them on sandy or muddy bottoms, often near structures like wrecks or reefs. They're masters of camouflage, changing color to match their surroundings. Peak season is May to September when they move inshore. Anglers love targeting fluke for their delicious white meat and the challenge of hooking them. They have a unique sideways bite, so timing is key. My go-to rig is a bucktail jig with a strip of squid or fish. Drift slowly and bounce the jig along the bottom. When you feel weight, wait a second before setting the hook - fluke often grab the bait sideways before turning it to swallow.
About the 41 ft Custom Boat
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Vehicle Guest Capacity: 6
Manufacturer Name: Cummins
Maximum Cruising Speed: 35
Number of Engines: 1
Horsepower per Engine: 600
Ready for a seriously fun day of fishing? Join us for a 10-hour private trip out of Greenport, where we'll chase after some tasty catches. We've got room for up to six people, so grab your friends and let's hit the water. We'll be targeting fluke, striped bass, and other bottom-dwelling fish, giving you plenty of chances to reel in something good. This trip takes us all the way to Montauk's productive fishing spots, so we'll cover a lot of ground. We'll mix it up between drifting for fluke and working structure for bass, keeping things interesting all day long. Don't worry about gear - we've got you covered with everything you need, plus expert guidance to help you make the most of your time on the water. It's a full day of hands-on fishing, perfect for folks who want to put in the effort and hopefully see some great results. Whether you're an experienced angler or just getting started, you'll have a blast trying different techniques and exploring various fishing grounds. So come on out and let's see what we can catch!
