Book The Best Fishing Charter: Start With the Captains

Booking a charter fishing trip can be a daunting task. It is your job to pick the right boat to bring your family, friends, or business on. You also are in charge of finding a fun experience, that provides a lot of ‘bang for your buck’. The smart answer to this is to book a fishing charter based on the guy who will be driving the boat, keeping you safe, and most importantly…putting you on some damn fish!

Local, LifeLong, Father Son Charter Captains

Kevin O'Maley
Kevin O'MaleyCaptain
Get to Know Kevin
Kevin’s biggest Bluefin Tuna
Kellen O'Maley
Kellen O'MaleyCaptain
Get to Know Kellen
Kellen’s Biggest Striped Bass

Travel Enthusiast: Courtney Scott Loves Connemara Bay Charters

It’s Easy to Show a Family A Good Time on the Water When You’ve Been Doing it Your whole Life

The Omaley

Each of the O’Maleys has spent their fair share of time on the water. Growing up a stone’s throw from the Annisquam River, it’s inevitable that you spend some time getting salty.

Venturing off of land can be intimidating with a family but, when you do it with the O’Maleys you can rest assured. This is not their first rodeo. Captain Kellen explains it,”Running a fishing charter is actually a pretty simple process. Prioritize safety, make sure everyone feels comfortable, and let the ocean do the rest of the work.”

“This week we booked two trips aboard the Connemara Bay, the striper tour with the lobstering, and the ground fishing tour for haddock and cod. Both trips were stellar! I took my 60 something parents, wife, and my 8 and 4 year old, and everyone had a great time. Kevin and Kellen worked their butts off”

Michael Omo

Experience On the Ocean Goes A Long Way

When people ask the O’Maley’s about the HUGE fish they caught the reply typically is minimal. “We were just in the right spot at the right time” or “We had a hook in the water and got lucky”. The truth both captains reveal is there are millions of little things that when done properly, make all the difference in the world. In order to find these fishing tricks, it simply takes a lot of time on the water and failure. Sooner or later you figure out fishing tricks that work. “It’s just a matter of now being able to try something new fishing, the learning never ends.”

Captains Kevin and Kellen O'Maley
shark charters gloucester ma


  1. Chris May 8, 2017 at 5:07 pm - Reply

    We went Haddock fishing April 18th 2017 and had a great time catching many fish.

    • Kellen O'Maley May 9, 2017 at 12:39 am - Reply

      It was great to have you out there Chris, Hope you enjoyed the Haddock for Dinner!

  2. Max Jones June 12, 2017 at 4:51 pm - Reply

    I’ve been looking into fishing charters for my son and I to go out and see what we can catch, and I think that finding a captain who can have us in the right spot at the right time like you said would be really helpful. I’ve never had a lot of luck with fishing, so going out on fishing charters could be a way for us to learn a few tricks as well as use the experience of someone who does it on a daily basis. I’m going to have to see if we can find a great fishing charter to go out on, and hopefully get to go out with a captain who can put us in the right spot at the right time to get us that dream catch! Thanks for the info!

  3. Roy P Schwemin July 3, 2017 at 4:51 pm - Reply

    Had a awesome time fishing for stripers. Kevin knew just where to find them. Kevin and Kellan made this trip real enjoyable and I would go out with them again.
    Very highly recommend booking this charter. Everything that we caught was brought to LobsterLand Resteraunt and was cooked perfect. Doesn’t get any fresher!

  4. Brayden Brade September 28, 2017 at 1:44 pm - Reply

    That’s great advice to book a charter based on the captain’s experience. I’m planning a trip for my dad, my brothers, and myself so I’ll be sure to consider this when booking a charter in our area. Thanks for the information.

  5. Ken Garcia April 21, 2018 at 8:42 pm - Reply

    Is tuna fishing $1100 per person or is it for the boat for the 9 hours?

    • Kellen O'Maley April 24, 2018 at 1:27 pm - Reply

      Pricing is per trip. The amount of passengers you bring does not vary the price. So a tuna charter is $1100 with a maximum of 6 passengers.

  6. YAO May 2, 2018 at 1:13 pm - Reply

    During lobster tour, are we allowed to fish the lobster?

    • Kellen O'Maley June 7, 2018 at 1:24 am - Reply

      Yes! The lobster charter is as hands on as you wish. We encourage passengers to join the fun!

  7. Jesse Cain August 11, 2018 at 10:08 pm - Reply

    How much for fuel day and half day? Like smaller vessels such as yours. Have friend and his 7 year old son plus my 2 grandsons

  8. chris barnes August 3, 2019 at 4:18 pm - Reply

    We went fishing and caught a nice size tuna and had a great time doing it. Kevin is the best on the water And a treasure trove of information and experience.

  9. Susan Hubregsen August 6, 2019 at 9:31 pm - Reply

    do you go our deep sea fishing the first week of October?

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