Fully credentialed
USCG-licensed 50-ton Master with OUPV (six-pack) endorsement. Insured boat. Coast Guard safety-equipped.
Mount Sinai Harbor · Long Island Sound
Private fishing charters off Long Island's north shore.
USCG-licensed Captain Skippy has been chasing striped bass, blackfish, and fluke on these waters for over twenty years. Small group. Big fish. The way charter fishing is supposed to feel.
USCG-licensed 50-ton Master + OUPV
20+ years on the Long Island Sound
Mount Sinai Harbor · private dock
1–4 anglers · always private
Why fish with Skippy
Real local knowledge. No shared boats. Just the catch.
Most charter operations stuff six strangers on one rail and call it a day. We don't. Every trip is yours alone — your party, your pace, your spots.
Local water expertise
Two decades of logged seasons on this exact stretch of the Sound. The structure, the tides, the patterns — all in our heads.
Always private
1–4 anglers per trip, max. You won't share the boat with strangers. Bring the family, the buddies, or the bachelor party.
Everything included
Rods, reels, bait, tackle, and NY fishing licenses are all on us. We even clean, fillet and bag your catch — free.
Built to find fish
The Christina M II runs a Minnkota trolling motor and modern electronics to keep you on the bite when conditions get tough.
Easy to book, easy to reach
Text, call, or email Skippy directly. No middlemen, no third-party platforms, no surprise fees.
The trips
Two seasons. Two shots at the fish of a lifetime.
Captain Skippy runs private charters from May through early December, with trip style and target species shifting with the season.
May 1 – Oct 10
Half-Day Mixed Bag
Summer season · ~4 hours on the water
$600/ boat · 1–4 anglers
Trolling, jigging, live bait and bottom-fishing for striped bass, bluefish, fluke, black sea bass and porgies.
- Striped Bass
- Bluefish
- Fluke
- Black Sea Bass
- Porgies
- All rods, reels, bait & tackle
- NY State fishing license covered
- Catch cleaned, filleted & bagged
Oct 11 – Dec 1
Fall Blackfish
Tautog season · 6 hours bottom fishing
$700/ boat · 1–4 anglers
The fall classic. Anchored over structure, crabbing, picking off the white-chinned ambush kings of the Sound.
- Blackfish (Tautog)
- Custom blackfish rigs & crab bait
- Heavier rods rigged for structure
- Catch cleaned & bagged for the table
Year-round
Special Requests
Custom · time and target negotiable
Custom· let's talk
Bachelor parties, corporate days, kids' first trip, sunset cruises, scattering ashes at sea — we'll build a trip around what matters to you.
- Flexible timing & duration
- 5th passenger possible (+$150)
- Family-friendly, beginner-welcome
20+
Years experience50-ton
USCG Master1,000s
Fish landed7 mo
Season run
Meet Captain Skippy
Two decades. One stretch of water. He knows where they live.
Captain Skippy isn't a name on a brochure — he's the guy at the helm, the guy tying your knots, the guy who's been fishing the central Long Island Sound longer than most charter operations have existed. He's earned his 50-ton Master and OUPV credentials the long way: by spending real seasons reading these tides.
USCG 50-ton Master + OUPV (6-pack)Properly licensed for paid passenger trips
20+ seasons logged on the central LI SoundMount Sinai, Port Jefferson, Smithtown Bay, Crane Neck
Catch cleaned, filleted, bagged — freeYou leave the dock with dinner ready to cook
Catch log
Recent trips off Mount Sinai.
Stripers in May. Fluke in July. Sea bass through summer. Tautog in November. The Sound delivers all year.
Customer reviews
What people say after a day on the Sound.
Featured reviews from Facebook and customer emails. Want to leave one? Drop us a review on Facebook.
★★★★★
"Skippy put us right on the fish all morning. My kids landed their first stripers and he took the time to teach them everything. We'll be back every summer."Mike R.Long Island, NY · Half-day mixed bag
★★★★★
"Easy to book, easy to find the dock, and the boat is exactly the right size for a private trip. Tackle was top-notch and the captain cleaned every fish before we left."Jen K.Connecticut · Fall blackfish
★★★★★
"Booked Skippy for my bachelor party — four of us, three doubled up at one point. Came home with a cooler of fluke and sea bass and the best photos of the weekend."Chris D.Brooklyn, NY · Bachelor party charter
Reviews shown represent typical customer feedback. Verified reviews are available on our Facebook page.
Common questions
Everything you want to know before booking.
Where does the boat leave from?
All trips depart from the Mount Sinai Marina Commercial Fishing Dock at 199 Harbor Beach Road, Mount Sinai, NY 11766. It's on the north shore of Long Island, about 10 minutes from Port Jefferson. We'll send detailed directions and a map with your booking confirmation.
How much is a trip and what's the gratuity?
Half-day mixed-bag charters run $600. Fall blackfish trips are $700 for 6 hours. Both prices are for the boat (1–4 anglers). A 20% minimum gratuity is customary and goes directly to the captain.
Do I need a fishing license?
No. You're covered under our New York State charter license while you're on the boat. We supply all rods, reels, bait and tackle as well. Just bring sunglasses, sunscreen, a hat, snacks, and the cooler stays smaller-than-XL.
What happens if the weather's bad?
Captain has full authority to cancel any trip due to weather, sea state, or safety. If we cancel, your $150 deposit is refunded in full or you can reschedule. If you cancel, the deposit is non-refundable — that's how charter fishing works everywhere.
Can you take a fifth person?
The boat is set up for 1–4 anglers for comfort and fishing room. A fifth passenger can sometimes be added for +$150 on a case-by-case basis — just ask when you inquire.
Limited dates each season
Ready to get on the fish?
Half-day trips fill up fastest on weekends from June through August. Reserve your date now with a $150 deposit.