Twilight Inshore Fishing in Montauk, NY
Private Trip
Inshore Fishing
Evening inshore fishing adventure aboard Captain Keith's vesselSixguest capacity ensures personalized Atlantic Ocean experienceTwilight departure captures magical golden hour fishing conditions
There's something special about being on the water when the sun starts to dip and the evening bite kicks in. Captain Keith's twilight fishing trips out of Montauk give you that perfect window when the day anglers have headed home and the fish start getting active again. You'll be fishing the legendary waters around Montauk Point, where the Atlantic Ocean meets Long Island Sound, creating some of the most productive inshore fishing on the East Coast. With just six spots on the boat, you're getting a personalized experience with one of Montauk's top-rated charter captains who knows these waters like the back of his hand.
Captain Keith runs a tight ship that's built for inshore fishing success. You'll launch from Montauk Harbor right around late afternoon, giving you time to get settled and rigged up before the prime evening bite window opens. The boat handles the sometimes choppy Atlantic waters around the Point with ease, and there's plenty of room for everyone to fish comfortably without getting tangled up in each other's lines. The twilight hours are when Montauk really shows off - striped bass start moving up from the depths, fluke become more aggressive as the light fades, and you might even hook into some surprising species that don't usually show during the day. Captain Keith knows exactly where to position the boat based on tide, wind, and what's been biting recently.
This is classic Northeast inshore fishing at its finest. You'll be using medium to heavy spinning gear loaded with braid, perfect for feeling the bottom and detecting those subtle fluke taps or the aggressive strikes from stripers cruising the shallows. Captain Keith provides all the rods, reels, and terminal tackle, but feel free to bring your own setup if you've got a favorite combo. The techniques vary based on what's biting - you might be bouncing bucktails and gulp baits along the bottom for fluke, throwing live eels or chunk bait for striped bass, or even casting topwater plugs if the fish are busting on the surface. The rocky structure around Montauk Point holds baitfish, and that's where you'll focus your efforts. Don't forget to bring layers - it can get chilly on the water once the sun goes down, and you'll want to stay comfortable during those prime fishing hours.
Striped bass are the crown jewel of Montauk fishing, and twilight is prime time for these Atlantic coast favorites. These fish can range from schoolies around 20 inches up to cow bass pushing 40 pounds or more. They're most active during low-light periods, making evening trips perfect for targeting them. Stripers are ambush predators that love to hang around the rocky structure and rips near Montauk Point, waiting to smash bunker, eels, or whatever baitfish are moving through. The fight is what keeps anglers coming back - they'll make powerful runs and use their broad sides to shake the hook. Late spring through fall is peak season, with the biggest fish typically showing up during the fall migration.
Summer flounder, or fluke as we call them locally, are another species that really turns on during the evening hours. These flatfish are masters of camouflage, lying on sandy bottoms waiting to ambush passing baitfish. Montauk's waters produce some true doormat fluke, with fish over five pounds caught regularly during peak season from May through October. They're tricky to hook because they often grab the bait and run with it before fully committing, so you need to give them a few seconds before setting the hook. The key is keeping your bait moving just off the bottom with a slow, steady retrieve. When you do hook one, they fight with surprising power for a flatfish, making strong runs and trying to bury themselves back on the bottom.
Captain Keith's twilight trips fill up fast, especially during peak season when the fishing is red hot. With only six anglers per trip, you're getting personalized attention and plenty of room to fish without feeling crowded. This isn't some cattle boat operation - it's quality fishing with a captain who genuinely cares about putting you on fish. The evening bite window is relatively short but incredibly productive, and there's nothing quite like watching the sunset over Montauk Point while your drag is screaming from a big striper. Whether you're a seasoned angler looking for that next trophy or someone new to saltwater fishing who wants to learn from one of the best, this trip delivers the goods. Book your spot now and get ready to experience why Montauk has earned its reputation as one of the East Coast's premier fishing destinations.
Captain Keith's well-equipped motorboat is your ticket to prime Montauk waters for this twilight fishing adventure. This comfortable 6-person vessel comes loaded with everything serious anglers need – a top-notch fish finder to locate those evening bite hotspots, GPS navigation to hit the best inshore fishing grounds, and radar for safe passage as daylight fades. Stay cool with onboard AC between fishing sessions, grab cold drinks from the refrigerator, and keep your catch fresh in the ice box. The VHF radio keeps you connected while you're working the lines. When you need a break from casting, there's a full kitchen, comfortable bed, and private toilet onboard. The multimedia system adds to the relaxed atmosphere as you drift along the Atlantic coastline. Perfect setup for chasing stripers, fluke, and whatever else is biting during those magical golden hour conditions off Long Island's eastern tip.
Montauk, NY