Little Sister Charters - Westport Archives - The Fisherman

Little Sister Charters - Westport

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October 26, 2026 - 10:16:44

Capt. Jason of Little Sister Charters has been upping his usual routine with limits of good sized tog and while releasing some big sea bass. The skipper does have an ace up his sleeve and that is some great striper fishing along the Westport shoreline and big schools of bonito and albies heading west by his favorite spots. Give him a call and get on his email list. He runs open boat trips that allow you to enjoy a charter at a fraction of the cost.

October 19, 2026 - 10:04:32

The word from Capt. Jason of Little Sister Charters has been of consistent tog and black fishing with the black sea bass closing this weekend. There has been such a good bite that his clients have been releasing tog well over the legal minimum as they work through husky fish looking for a double digit tog for high hook honors. There are still bones and some albies dumping out of Buzzards Bay to provide topwater action which is always appreciated. Give the skipper a call.


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phone: 617-755-3740

With decades of experience fishing throughout Southern New England, Capt. Jason Colby of Little Sister Charters is a true specialist in light tackle angling.  From striped bass and bluefish to bottom fish such as winter flounder, fluke, sea bass and blackfish; he is the man to call for an exciting trip on the water, especially when shared between your family and friends.  His 31-foot Contender with twin Yamaha F300’s ensure you get to your spot fast and safe, along with a Minn-Kota trolling motor to keep you “anchored” as needed. Prospective clients are urged to check out Jason’s information page to see which species are in season and biting well. During the month of May (only), he launches out of Sesuit Harbor, targeting winter flounder. Then from June and throughout the summer and into late fall his time is spent out of Westport, MA, targeting everything from stripers and blues, to a long list of bottom fish such as fluke, sea bass, and tautog.  Late summer and early fall have occasional mid-shore mahi openings, so be sure to keep an eye out for your next trip.  Weekends fill up quick so reserve your spot today!