
Toby Ann Charters
Charter
Rating
Anglers' gallery (153)
What anglers say
All reviews (144)
David DouglasMassachusetts, US•Member since 20265.0VerifiedNEWour trip was everything we had hoped for!
6 Hour Haddock and Cod PM • 6 adultsI took my 5 kids ages 24-14 for our first deep sea advnture. Captain Brian prior to our trip kept good communication with us in regards to questions I had. He offered to change the departure time to better acomodate us and was at the dock precisely at our new agreed time where he met us with a smile and " hop aboard". We were instantly comfortable with Brian. My kids have never fished deep and Capt Brian gave us lessons and assistance . By the end he had everyone tuned in and catching fish. we caught lots of fish, had. beautiful day and we for sure wil b booking again yearly and are planning a striper trip in another month! THANKS AGAIN , BRIAN! Douglas Family Fishing Trip 2026....
Reported catch:

Ryan ShawArizona, US•Member since 20265.0VerifiedIncedible Family Trip
6 Hour Trip – Haddock • 5 adults • 3 childrenwe had an amazing time with Captain Brian. my wife and I and our 3 boys went out for a 6 hour charter with Toby Ann, and it was their first charter. Captain Brian was amazing with our boys, and is just a great host all sround. Good conversation, and he clearly knows where to go in Gloucester to give you the nest chance to be on the fish. Highly recommend this charter to anyone who’s looking to charter a boat out of Gloucester… my family and i will be back out with Captain Brian!
Crystal PikeMassachusetts, US•Member since 20265.0VerifiedNEWAmazing first trip!
4 Hour Striped Bass PM • 4 adults • 2 childrenAll around, ouldnt have asked for a better experience! It was easy to park and board the boat, Captain Brian was clear with his communication before departure. He was excellent with our two kids, one of whom asked LOTS of questions. And best of all, we slayed stripped bass all day long! Would highly recommend!
Reported catch:

David AbbottRepeat anglerCalifornia, US•Member since 2025•2 trips5.0VerifiedNEWFantastic trip for striped bass
4 Hour Trip – Striped Bass AM • 4 adultsWhat a fantastic morning of fishing! Capt. Brian was great with my boys and we landed several big guys. We were catch-and-release but we had a bunch of keepers for sure - could have filled a cooler. Would definitely recommend this great boat and captain! We will be back!
Reported catch:
Anthony FratoniMassachusetts, US•Member since 20265.0VerifiedNEWfirst trip on Toby Ann Charters
4 Hour Trip – Striped Bass AM • 2 adults • 1 childwe had a good time on the boat Captain Brian is a very nice person very knowledgeable. We caught nice fish overall great experience. I would recommend him if anybody’s looking to do any kind of saltwater fishing charters.
Real catches shared by our community
Toby Ann ChartersGloucester, MA
Toby Ann ChartersGloucester, MA
Toby Ann ChartersGloucester, MA
Toby Ann ChartersGloucester, MA
Toby Ann ChartersGloucester, MA
Toby Ann ChartersGloucester, MA
Toby Ann ChartersGloucester, MA
Toby Ann ChartersGloucester, MA
Toby Ann ChartersGloucester, MA
Toby Ann ChartersGloucester, MA
What's biting with Toby Ann Charters in Gloucester
You will find a steady bite, whether it's pelagics or bottom fish you're after. Bluefin and Yellowfin Tuna are in large numbers, followed by Sharks, Mackerel, Pollock, Haddock, Cod, and Cusk.















