Great South Bay Fishing Charters

Welcome to Maybe Tonight Fishing Charters. Maybe Tonight Charters fishes the beautiful waters of Fire Island Inlet and the surrounding Great South Bay on the south shore of Long Island New York. Sailing from Seaborn Marina in Bay Shore New York the boat is located only 15 minutes from the fishing grounds.

Fire Island Striped Bass fishing charters

Maybe Tonight Charters provides private charter boat fishing trips for parties of 1-4 anglers. Day and night trips are available with flexible departure times to suit your schedule. Quality fishing tackle from manufacturers such as Shimano, Quantum, Penn and Star Rods is supplied to provide you with the best fishing experience possible.

Long Island New York Fishing Charter Boat

Maybe Tonight Charters, fully licensed and insured, is owned and operated by U.S.C.G. Capt Paul Mandella. Capt Paul has spent over 40 years fishing these waters and is well versed in many different methods of catching the targetted species.Please take a moment to review the Charters page for further information on how Maybe Tonight Charters can put you on the fish.

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Maybe Tonight Fishing Charters

Located on the South Shore of Long Island, the Great South Bay and Fire Island Inlet provide excellent fishing opportunities for Striped Bass, Weakfish, Bluefish, Fluke and a host of other species. Well protected by the Fire Island barrier island these waters offer comfortable boating and fishing conditions. From a family fun day of fluke fishing to late night hunts for striped bass, Maybe Tonight Charters can cater a fishing trip to meet your wishes.

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Recent Fishing Trips

  • Fire Island Striper

Fire Island Fall Diamond Jigging Action

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Heading west we worked a few promising areas with lots of bait showing on the finder but no fish on them. Before long we got on an area lit up with the same bluefish as yesterday's trip

  • Tackle Busting Bluefish

Long Island Fall Fishing Diamond Jigging Fun

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Dropped the jigs and it was game on for the rest of the day as we jigged huge bluefish till our arms were aching. As the sun was getting down we headed back and came across a school of nice size stripers rolling on the surface.

  • Fire Island Striped Bass Fishing

Fire Island Fall Striped Bass Fishing Clam Chumming

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We got the chumslick going and was not long before the guys were locked and loaded with stripers. We ended the day with right around 40 fish ranging from tiny school size stripers up to 30-31 inch keeper sized.

Thank you Capt. Paul, this was the perfect way to celebrate my husband’s birthday!
Maria P
Thanks Capt Paul, we had so much fun. Family can’t wait to go again!
Julio H
Paul-thanks for the great day. We had fun and appreciate your fortitude!!
Valerie S


Fishing Fun with Maybe Tonight Charters. Examples of the fish the boat targets on the waters of Great South Bay and Fire Island InletMaybe Tonight Charters Catches
Fishing how-to, tips and techniques videos from Maybe Tonight Charters YouTube ChannelFishing Videos
Fishing Tackle and related equipment trusted and used by Capt Paul while fishing aboard the Maybe Tonight.Trusted Tackle and Equipment