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Little Sister Charters

  • Quincy, Massachusetts 02169
  • Vendor Type: Charters / Boats
  • Fishing Type: Saltwater
  • Fishing Style: Spin / Bait Casting
  • Amenities: Please bring drinks, food, sunscreen, ice/cooler, wear soft-soled shoes and don’t forget your camera. Artificial baits. Live bait if needed and available.
  • Targets: Striped Bass, Flounder, Fluke, Sea Bass, Blac Cod, Bluefish, Blackfish
  • Phone: (617) 755-3740
  • Website: www.littlesister1.com


Little Sister Charters 

May through July fish for flounder and striped bass out of historic Quincy, Massachusetts. The surrounding waters of Boston Harbor are clean and full of life.
August through November the boat moves to Westport, MA for fluke, sea bass, stripers, blues, cod and blackfish.


Your Captain

Both an avid surf caster and boat fisherman, Jason grew up on Long Island fishing the beaches and back bays while working on charter and commercial boats. Now a charter captain and residing in Massachusetts, Jason Colbyhe has seen both the commercial and recreational side of the picture. Jason wrote his first article for The Fisherman in 1978 and has been a contributor ever since, he also writes The Conservation Corner for the New England edition of The Fisherman each month.

Fish with “Capt. Jason Colby”, a man who for many years made his living catching fish with a rod and reel.

Capt. Jason has personally caught 24 Striped Bass over 50 lbs and took a Striper that topped the scales at 64 1/4 lbs. (personal best)

Member Reviews


by Rob | Overall Rating:

Oct 20, 2016

I have fished with Jason Colby many times. Not only for flounder, but for tautog, stripers as well as Black Sea Bass. Jason has patience not only with the clients but in waiting for the bite. His many decades of experience shows and I really appreciate the guidance he has...

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Cpt. Jason will put you on the fish(es).

by Brian | Overall Rating:

Oct 01, 2016

Though I've fished with Captain Colby more than a dozen times, this was my first time casting eels at night. We had action almost the whole time with fish to 38", tossing back both keepers and shorts. A few bluefish made it in the boat as a bonus. Whether it...

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fishing on the little sister

by Michael | Overall Rating:

Oct 01, 2016

I always have a good time fishing with Captain Jason Colby. This man really knows his stuff. He made the trip fun which is always a good thing. I have been fishing on the Little Sister for quite a few years and I can honestly say I have not had...

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Striped bass fishing with jason colby

by kevin | Overall Rating:

Apr 05, 2016

I have been fishing with Capt Jason for a number of years. This is the was first time I brought my family. He was very understanding and professional in engaging my family members to fish. Even though there was a language barrier he was very engaging. Everyone on the boat...

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Request Booking/Information

Call today (802) 347- 4550 or fill out the form below to plan your next fishing adventure:

The Fish


Things really come alive with Flounder (Limit on Flounder is 8 per angler) and Striped Bass becoming more numerous and larger with each passing day.


Flounder are abundant and Striped Bass Fishing is at it’s best with  a good shot of fish over 30 lbs!


Flounder become scarce and you have to travel for Cod, but Striped Bass are very hot with some of the BIGGEST fish of the year.


Little Sister heads to Westport the 1st and there it is a mixture of stripers, sea bass, bluefish, scup, fluke, trigger fish, tuna, sharks and whatever else we can get! This fishing is pure fun as you will never know for sure what will bite next..


Good Bass Fishing, day and night. Fluke move out and tautog (blackfish) move in.


Bass fade out, blackfish take over


All Black Fish !

The Boat

26 foot Center Console

Little Sister Charters 5



Fishing News from Captain Jason/Little Sister Charters

Flounder fishing BostonFishing Boston

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