Charter fishing for Connecticut, Rhode Island, New York and Massachusetts for 50 years!
CHARTERS
INSHORE & OFFSHORE DEEP SEA FISHING
DEEP SEA FISHING CT​
Deep sea fishing aboard the Osprey offers an unforgettable offshore adventure departing from Connecticut. Our offshore charter fishing trips head to the deep waters south of Long Island and Block Island, where large oceanic species roam. Unlike an inshore fishing charter, our deep sea fishing CT experience demands stamina, patience, and a passion for the open ocean. Each 12-hour trip gives you the chance to battle powerful species like Shark, Tuna, Marlin, and Swordfish, known for their strength and acrobatic fights when hooked.
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If you're seeking a thrilling, high-stakes fishing charter that trades predictable catches for the pursuit of trophy-worthy giants, this is the adventure for you.
Enjoy a customized charter fishing experience with Osprey Fishing Charters, offering half-day, full-day, extended-day, and specialty trips, including scenic sunset cruises and our popular October Bass Trip.
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Our inshore fishing charter explores the calmer, productive waters of Long Island and Fishers Island Sounds. These trips offer the best chance for consistent action, making them ideal for both beginners and seasoned anglers.
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Inshore species vary by season but often include Striped Bass, Bluefish, Fluke (Summer Flounder), Blackfish, and Porgie. Our professional first mate is always on board to provide instruction, assist with gear, and ensure a successful day on the water.
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Whether you're after steady bites or hoping to land a trophy catch, our inshore fishing charters deliver the perfect balance of excitement and accessibility.
Call Capt. Jay directly to book your charter:
Conditions at sea are subject to change.
Call for the most up to date info!
FISHING CHARTER DEPOSIT & CANCELLATION POLICY
A specified deposit amount is required upon booking. Any remaining balance is due on the day of the fishing trip. There is a 10-day cancellation policy for your fishing charter. If a cancellation is made 10 business days before the departure day and time, there is no outstanding fee. If a cancellation is made within 10 business days of departure day and time, the customer will be billed a 50% balance of the cost of the charter. Canceling due to inclement weather is up to the Captain’s discretion (Your safety is our top priority). If the captain cancels due to weather, the trip will be rescheduled. All sales are final.
FUEL SURCHARGES FOR DEEP SEA AND INSHORE CHARTERS
To continue running the charters you are accustomed to, I must, unfortunately, implement a fuel surcharge for the foreseeable future. When fuel is over four dollars there will be an added surcharge. Thank you for being so understanding; this is obviously out of my control but necessary for me to continue to offer the best charters on the east coast.
When you book your CT charter fishing trip from Connecticut, Massachusetts, Rhode Island, or New York, you’ll be fishing with one of the hardest-working full-time captains in the offshore and inshore charter fleet.
Below are directions to Osprey Sportfishing Charters, where your unforgettable fishing charter begins.
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Directions from New Haven or Hartford, CT
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Directions from Boston, MA
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Directions from Providence, RI
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Directions from New York, NY
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VIDEO OVERVIEW
Watch a video of Osprey Fishing Charters:
CONTACT US
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!