
Charter fishing for Connecticut, Rhode Island, New York and Massachusetts for 50 years!
INSHORE FISHING CHARTER
FISH LONG ISLAND SOUND AND FISHER'S ISLAND SOUND

We offer five terrific options for your New York, Massachusetts, or Connecticut inshore fishing charter. These include half-day, full-day, extended-day, a scenic sunset trip, and our popular October Bass Trip.
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An inshore fishing charter aboard the Osprey explores the productive, calm waters of Long Island and Fishers Island Sounds. These trips target seasonal favorites such as Striped Bass, Bluefish, Fluke (Summer Flounder), Blackfish, and Porgie.
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This is an ideal private fishing charter experience for both beginners and seasoned anglers. Our professional first mate is on board to provide instruction, hands-on help, and ensure everyone has a fun, successful day on the water. Inshore charters offer the most consistent fishing action, with a real chance to land a trophy fish.​
Note: Prices listed are for the full boat (upto 6 passengers)
Half Day Trip | 5 hrs | $850
Our Half Day trips leave the dock at either 4:30 AM, 10:00 AM or 12 Noon. 5 hours, more often than not, is ample time to catch your limit of fish and enjoy being out on the water. Our most common request is to catch Striped bass, though some customers enjoy catching a mix of both Stripers and Blues. Some also prefer to spend their day Fluke fishing.
Full Day Trip | 7 hrs | $950
Our Full Day trips leave the dock at 4:30 AM or 10:00 AM. During the week, sailing times may be tailored to accommodate your party depending on already scheduled trips. The Full is similar to the Half Day, it just offers greater options and flexibility. More time often results in more fish, of course, but that is not a guarantee. We have an excellent reputation of sending our customers home with their limit of fish. The extra time may also allow for different types of fishing.
Extended Day Trip | 10 hrs | $1,050
This is a fun trip for the group that may want to spend their morning fishing, make a stopover at Orient Point to have lunch in one of the many reputable restaurants, then finish out their day with another round of fun-filled fishing. The additional time also allows for multi-species options.
Sunset Trip | 3 hrs | $500
This trip runs from 5:00 PM to 8:00 PM. It is a fun, beautiful way to fish while watching the sun set over LI Sound.
October Bass Trip | 9 hrs | $1,250
There is usually a fall run of nice-sized Bass off Montauk, NY at this time of year. This trip leaves the dock at 6:00 AM.
Call Capt. Jay at (860) 227-6922 today to discuss the details of your New York, Massachusetts, or Connecticut inshore fishing charter trip. Phone calls are preferred since it is easier for the Captain to talk while sailing.
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Please call before 8:00 pm EST, as the Captain has to wake up early for your trip in the morning.
Fish the waters of Long Island Sound and Fisher's Island Sound…
Fish the deep waters south of Long Island and Block Island…
A thoughtful and unique way to say goodbye to a loved one...
VIDEO OVERVIEW
CONTACT OSPREY
Watch a video of Osprey Fishing Charters:
Have questions or ready to book your Connecticut, Rhode Island, New York, or Massachusetts charter fishing trip?
Phone calls are preferred. Speak directly with Captain Jay at (860) 227-6922 to get started.
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📞 Please call before 8:00 PM EST. The Captain starts early to get you out on the water!