Operating out of Jamaica bay, New York, Karen Ann Charters are a team of professionals who know the local waters like the palm of their hands. They have multiple boats accommodating various fishing styles, but this one pursues trophy gamefish in the NY harbor, Jamaica Bay, Raritan Bay, Jersey, and South Shore!
Captain Vinnie Calabro welcomes you aboard his 21’ Maritime skiff, designed for stealth and dominating the flats and back bays with the ability to fish inshore, as well. The trolling motor and the Power-Pole allow anglers to get up close where others can’t go, to the skinniest of waters.
The boat can cater to up to 3 anglers fishing comfortably and comes with a 115 HP Suzuki SS engine. It also features top-of-the-line marine electronics, safety equipment, and a live bait tank to keep your bait spry and appetizing.
Captain Vinnie will show you the best inshore and flats hotspots and do everything in his power to put you on a catch of your dreams. Depending on the bite, you’ll get to go after giant Striped Bass, Black Seabass, Tautog, Weakfish, and Bluefish. If you’re into trolling and fly fishing, those are options, as well.
The charter includes the use of top-notch custom Penn, Shimano, and Daiwa fishing gear, fly fishing equipment, live bait, and lures. Catch cleaning and licenses are courtesy of the charter! Drinks and snacks are also included in the price.
Book a trip with Karen Ann Charters and get ready for some unforgettable inshore fishing!
Rating summary
Photos & videos by reviewers (68)
Angler rating
Anglers claimed
Good experience
97%
Appropriate for children
89%
Friendly captain
92%
Satisfied with the boat
100%
Recommend this charter
90%
Caught fish
98%
May 17, 2025
Karen Ann 50 yrs. on the bay
Captain Vinnie and First Mate Miles took us on a great trip to catch striped bass! We had a range of experience in the group and they helped us all successfully catch fish. We started around 4:30am and caught live bait, and then we went out to catch our striped bass. Captain Vinnie put us on the fish and you could tell that he knew what he was doing, knew the area extremely well, and knew most of the other captains on the water. We had a great time!
Captain Vinnie and First Mate Miles took us on a great trip to catch striped bass! We had a range of experience in the group and...
Aug 23, 2025
6 Hour Trip – Shared (AM)
Super
Super
Jul 13, 2025
6 Hour Trip – Shared (PM)
Sep 25, 2024
6 Hour Trip – Shared (PM)
Second trip with Vinnie, this time fly fishing. Great time again. Lots of fish at the start of the session, with “two fish on” several times with my friend Richard. Slowed later but the tides and winds were against us. Brilliant.
Second trip with Vinnie, this time fly fishing. Great time again. Lots of fish at the start of the session, with “two fish on”...
Valley Stream, New York
Aug 10, 2023
6 Hour Trip – Shared (AM)
Captain and Mate definitely made this trip personable. They didn’t hold back from treating us like family. Took a second for me to learn the fishing lingo but Miles was more than patient in showing me the ropes. My son loves Captains way about him what can ya say he is authentically him. The fishing was great caught amazing striper and some blue fish. I honestly think this trip wouldn’t have been the same without Captain Vinnie and Miles. Captain is quick to bust your balls and is hilarious and slick at the mouth but nonetheless he is genuine and was a gentleman for sure. Coming back in spring time booking soon
Captain and Mate definitely made this trip personable. They didn’t hold back from treating us like family. Took a second for me...
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Rating summary
Photos & videos by reviewers (68)
Angler rating
Anglers claimed
Good experience
97%
Appropriate for children
89%
Friendly captain
92%
Satisfied with the boat
100%
Recommend this charter
90%
Caught fish
98%
Experience:
Boat
Crew
Overall
Karen Ann 50 yrs. on the bay on May 17, 2025
Captain Vinnie and First Mate Miles took us on a great trip to catch striped bass! We had a range of experience in the group and they helped us all successfully catch fish. We started around 4:30am and caught live bait, and then we went out to catch our striped bass. Captain Vinnie put us on the fish and you could tell that he knew what he was doing, knew the area extremely well, and knew most of the other captains on the water. We had a great time!
Captain Vinnie and First Mate Miles took us on a great trip to catch striped bass! We had a range of experience in the group and they helped us all successfully catch fish. We started around 4:30am and caught live bait, and then we went out to catch our striped bass. Captain Vinnie put us on the fish and you could tell that he knew what he was doing, knew the area extremely well, and knew most of the other captains on the water. We had a great time!
Experience:
Boat
Crew
Overall
6 Hour Trip – Shared (AM) on August 23, 2025
Super
Super
Experience:
Boat
Crew
Overall
6 Hour Trip – Shared (PM) on July 13, 2025
Experience:
Boat
Crew
Overall
6 Hour Trip – Shared (PM) on September 25, 2024
Second trip with Vinnie, this time fly fishing. Great time again. Lots of fish at the start of the session, with “two fish on” several times with my friend Richard. Slowed later but the tides and winds were against us. Brilliant.
Second trip with Vinnie, this time fly fishing. Great time again. Lots of fish at the start of the session, with “two fish on” several times with my friend Richard. Slowed later but the tides and winds were against us. Brilliant.
Valley Stream, New York
Experience:
Boat
Crew
Overall
6 Hour Trip – Shared (AM) on August 10, 2023
Captain and Mate definitely made this trip personable. They didn’t hold back from treating us like family. Took a second for me to learn the fishing lingo but Miles was more than patient in showing me the ropes. My son loves Captains way about him what can ya say he is authentically him. The fishing was great caught amazing striper and some blue fish. I honestly think this trip wouldn’t have been the same without Captain Vinnie and Miles. Captain is quick to bust your balls and is hilarious and slick at the mouth but nonetheless he is genuine and was a gentleman for sure. Coming back in spring time booking soon
Captain and Mate definitely made this trip personable. They didn’t hold back from treating us like family. Took a second for me to learn the fishing lingo but Miles was more than patient in showing me the ropes. My son loves Captains way about him what can ya say he is authentically him. The fishing was great caught amazing striper and some blue fish. I honestly think this trip wouldn’t have been the same without Captain Vinnie and Miles. Captain is quick to bust your balls and is hilarious...