
Keepin’ It Reel Charters is a well recognized charter in Southern MA and Cape Cod. We trailer to specific boat ramps to target specific fish from Cape Cod to Boston and we offer a lifetime experience in these waters. I'll let the Reviews do the talking!
Captain Timmy will assure you not only to catch fish but also lots of laughs and good times that will never be forgot! This involves 4 to 10 hour trips, fishing for but not limited to Striped Bass, Black Seabass, Bluefish, Tautog, Scup, Flounder, Haddock and Bluefin Tuna depending on the season and conditions on the day. On these trips, you can expect to use techniques such as light tackle, bottom fishing, trolling, big game fishing, drift fishing, jigging, popping, and spinning.
Your fishing adventure starts on a beautiful and extremely clean 
27' MayCraft boat that can safely take 4-6 anglers. This boat comes with an ice-box so you can store your food, beverages, and of course your fresh catch that we will clean for you! 
All rods, reels, and terminal tackle are included in the price so you can focus on what really matters, fishing! Your trip will include all the necessary fishing licenses for the day.
Book your trip now and hit the water with Keepin’ It Reel Fishing Charters for experiences you will talk about the rest of your life!
Note: if booking alone, we will need one more person to select same date, Contact me directly and I will make it happen!
Rating summary
Photos & videos by reviewers (101)


 +98
+98Angler rating
Anglers claimed
Good experience
97%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
97%
Caught fish
93%

Jul 22, 2025
4Hr P.M. Trip – Striper&Bluefish
We started the trip with low expectations because the trip earlier got skunked. Fish just weren’t biting. Within 20 minutes of getting to the fishing area we were hooked up. It didn’t stop for the entire trip. We all got keepers and the boat even got one. Capt. Tim and his mate/dad were fantastic. They kept things light and fun but worked their butts off to make sure we were always fishing. We will definitely be back before the end of the season.
We started the trip with low expectations because the trip earlier got skunked. Fish just weren’t biting. Within 20 minutes of...


 Captain replied
Captain replied

Jun 10, 2025
5Hr BuzzBay Seabass/Tautog/Scup
My teenage son and I took a charter and caught sooo many scup, black sea bass, among other random fish. The crew was so friendly, informative, and helpful. We’ve done a bunch of charters, and we both said we learned the most with this crew. Totally enjoyable experience! Remember to bring a big cooler!
My teenage son and I took a charter and caught sooo many scup, black sea bass, among other random fish. The crew was so friendly,...
 Captain replied
Captain replied

Oct 25, 2025
5hr Fall Tautog open boat
my son and I really enjoyed the tautog trip. we caught many fish and had a few keepers. highly recommend.
my son and I really enjoyed the tautog trip. we caught many fish and had a few keepers. highly recommend.

 Captain replied
Captain replied

May 25, 2025
11-3pm Black Seabass/Scup open boat
Hats off to Captain Tim and his first mate! They knew exactly where the fish were and all 4 of us on the boat caught our limit of Black Sea Bass. I have 2 sons 12 and 8 and they had a blast. I would highly recommend Keepin' it Reel for your next charter. Thanks guys!
Hats off to Captain Tim and his first mate! They knew exactly where the fish were and all 4 of us on the boat caught our limit...
 Captain replied
Captain replied


May 29, 2025
5Hr BuzzBay Seabass/Tautog/Scup
Timmy was fantastic, very knowledgeable and friendly, I have wanted to fish on the ocean for years, he had us catching fish in no time, highly recommended. Greg and Lacey Barr Braeside, ontario
Timmy was fantastic, very knowledgeable and friendly, I have wanted to fish on the ocean for years, he had us catching fish...

 Captain replied
Captain replied
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Rating summary
Photos & videos by reviewers (101)


 +98
+98Angler rating
Anglers claimed
Good experience
97%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
97%
Caught fish
93%

Experience:
Boat
Crew
Overall
4Hr P.M. Trip – Striper&Bluefish on July 22, 2025
We started the trip with low expectations because the trip earlier got skunked. Fish just weren’t biting. Within 20 minutes of getting to the fishing area we were hooked up. It didn’t stop for the entire trip. We all got keepers and the boat even got one. Capt. Tim and his mate/dad were fantastic. They kept things light and fun but worked their butts off to make sure we were always fishing. We will definitely be back before the end of the season.
We started the trip with low expectations because the trip earlier got skunked. Fish just weren’t biting. Within 20 minutes of getting to the fishing area we were hooked up. It didn’t stop for the entire trip. We all got keepers and the boat even got one. Capt. Tim and his mate/dad were fantastic. They kept things light and fun but worked their butts off to make sure we were always fishing. We will definitely be back before the end of the season.




Experience:
Boat
Crew
Overall
5Hr BuzzBay Seabass/Tautog/Scup on June 10, 2025
My teenage son and I took a charter and caught sooo many scup, black sea bass, among other random fish. The crew was so friendly, informative, and helpful. We’ve done a bunch of charters, and we both said we learned the most with this crew. Totally enjoyable experience! Remember to bring a big cooler!
My teenage son and I took a charter and caught sooo many scup, black sea bass, among other random fish. The crew was so friendly, informative, and helpful. We’ve done a bunch of charters, and we both said we learned the most with this crew. Totally enjoyable experience! Remember to bring a big cooler!


Experience:
Boat
Crew
Overall
5hr Fall Tautog open boat on October 25, 2025
my son and I really enjoyed the tautog trip. we caught many fish and had a few keepers. highly recommend.
my son and I really enjoyed the tautog trip. we caught many fish and had a few keepers. highly recommend.



Experience:
Boat
Crew
Overall
11-3pm Black Seabass/Scup open boat on May 25, 2025
Hats off to Captain Tim and his first mate! They knew exactly where the fish were and all 4 of us on the boat caught our limit of Black Sea Bass. I have 2 sons 12 and 8 and they had a blast. I would highly recommend Keepin' it Reel for your next charter. Thanks guys!
Hats off to Captain Tim and his first mate! They knew exactly where the fish were and all 4 of us on the boat caught our limit of Black Sea Bass. I have 2 sons 12 and 8 and they had a blast. I would highly recommend Keepin' it Reel for your next charter. Thanks guys!



Experience:
Boat
Crew
Overall
5Hr BuzzBay Seabass/Tautog/Scup on May 29, 2025
Timmy was fantastic, very knowledgeable and friendly, I have wanted to fish on the ocean for years, he had us catching fish in no time, highly recommended. Greg and Lacey Barr Braeside, ontario
Timmy was fantastic, very knowledgeable and friendly, I have wanted to fish on the ocean for years, he had us catching fish in no time, highly recommended. Greg and Lacey Barr Braeside, ontario


