Osprey Sportfshing
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Osprey Sportfshing
Planning your fishing trip from Connecticut, Rhode Island, New York or Massachusetts? Then you have found the premier charter boat fishing service for Long Island Sound. Get ready for the fishing trip of a lifetime with Captain Jay and Osprey Fishing Charters. Our fishing charters offer excitement, fun, and lots of fish on the high seas.

All trips are accompanied by a professional first mate, which will provide instruction, hands-on help and will fillet and bag your catch. All bait and tackle is provided for your trip. We use custom-built rods and high-quality reels. Osprey Fishing Charters is family owned and has been fishing from Connecticut, Rhode Island, New York and Massachusetts for 50 years.
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Osprey Fishing Charters is family owned and has been delighting fishermen from New York, Massachusetts, and Connecticut for over 50 years. Capt. Jay is U.S. Coast Guard licensed with 28 years of experience fishing the waters of Eastern Long Island Sound, Montauk and Block Island. The boat is a 38 foot, custom-built Harris, powered by a Cummins diesel engine.
Charters
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Offshore fishing aboard the Osprey refers to deep sea fishing the waters south of Long Island and Block Island, where the water depth increases. Offshore Fishing Charters are a minimum of 12 hours, as it takes more time to get to and from the fishing grounds. This is a much different experience than Inshore Fishing Charters in that it requires greater patience and an ability to withstand rough waters.
Inshore Charter
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We have five terrific options for your New York, Massachusetts, or Connecticut Inshore Charter Fishing experience. This includes half, full, and extended day trips as well as a sunset trip and an October Bass Trip. Inshore fishing aboard the Osprey refers to the waters of Long Island and Fisher's Island Sounds.
Sea Burials
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A thoughtful and unique way to say goodbye, the Osprey offers Burials at Sea. We offer an affordable, private and dignified scattering of ashes and memorial service of up to two hours. The sea offers a tranquil and poignant resting place for a loved one, especially for those who loved the ocean in life.
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Send us your questions or get started booking your Off-Shore, In-Shore, Sea Burial Connecticut, Rhode Island, New York or Massachusetts Charter trip! Phone calls are preferred as it is easier for Captain Jay to talk while sailing. Call the Captain directly at (860) 227-6922. Please call before 8:00 pm EST, as the Captain has to wake up early for his trip in the morning.
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