Pair Of Jacks Charters

If you’re looking for some top-notch angling in one of the oldest and most important fishing towns around, then Dorchester Bay, located in Boston, MA, fits the bill perfectly. Pair Of Jacks Charters invites you to come aboard and explore the fantastic fishing grounds that this area has to offer!

Pair Of Jacks Charters is a true family business, run by Captain Jack Donegan and his son, Jim. Capt. Jack has been fishing for over 30 years, and loves introducing anglers of all ages and abilities to this productive fishery. Both captains have one goal in mind—to make your day out on the water a memorable one that you will treasure forever.

You’ll be traveling on a 43’ Bertram flybridge vessel. She’s perfect for cruising a variety of fishing hotspots – no matter whether you’re staying inshore or heading further out, you’ll have a smooth, safe journey. She can accommodate up to 6 anglers, with 4 fishing at the same time. Onboard you’ll find top-quality safety and navigational gear, as well as a private toilet. There are outriggers and downriggers, too, for maximum fishability!

As for the species you’ll be targeting? If you opt to cruise the inshore waters of Dorchester Bay, you’ll be reeling in Flounder, Bluefish, Striped Bass, and whatever else is biting. Heading further out? Get ready to come face-to-gills with Bluefin Tuna, Porbeagle Shark, Haddock, Pollock, and plenty of other enviable offshore species.

Your captain will have you trolling, bottom fishing, and kite fishing for your dream catch. You can also give Flounder-gigging a go! Want to add some sightseeing to your angling adventure? Just let your captain know, as he’s happy to customize your trip and show you the sights of Boston, too.

Your trip includes top-notch rods and reels, live bait to tempt your catch, and a fishing license. A first mate will also be on hand to help with whatever you need. All that’s left is to come aboard Pair Of Jacks Charters for an incredible East Coast angling adventure!



Select date to see available trips and rates:

  • Private trip
    Full Day Trip - Offshore
    FREE Cancellation 14 days notice
    10 Hour Trip, starts at 6:00 AM
    Seasonal trip May 15 - Oct 1
    $2,500
    price breakdown
    $2,500
    Get ready to spend a full day targeting some seriously impressive species! On this trip, your captain will take out to productive offshore waters. You can expect to reel in some huge Bluefin Tuna, as well as Porbeagle Shark, Cod, Haddock, and Pollock. Your captain will provide you with top-of-the-line rods and reels, as well as live bait to tempt your dream catch. Want to take in some of the sights of Boston, too? Talk to your captain, as he's happy to customise your trip. Fishing license included!
  • Private trip
    Full Day Trip - Inshore
    FREE Cancellation 14 days notice
    8 Hour Trip, starts at 8:30 AM
    Seasonal trip Mar 15 - Oct 1
    $1,680
    price breakdown
    $1,680
    Join your captain for a full day of cruising these plentiful inshore waters! On this trip, you'll be targeting Striped Bass, Bluefish, and Flounder, as well as whatever else happens to be biting. Want to see some of the famous lighthouses and sights of Boston, too? Let your captain know - he's happy to customise your trip so that it includes a mix of fishing and sightseeing! You'll be provided with top-notch rods and reels, as well as live bait. Your fishing license is included.
  • Private trip
    Half Day Trip - AM
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 7:00 AM
    Seasonal trip May 15 - Oct 1
    $840
    price breakdown
    $840
    Start your day off in the right way and join your captain for a morning of cruising some seriously productive waters. You'll be traveling 25 miles in total, and will be targeting a variety of species, including Bluefish, Spotted Seatrout, Flounder, and more. Your captain will provide you with top-notch rods and reels, as well as live bait. He'll also clean and fillet your dream catch for you.
  • Private trip
    Half Day Trip - PM
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 1:00 PM
    $840
    price breakdown
    $840
    What could be better than spending an afternoon cruising some seriously productive fishing grounds? Join your captain for an afternoon of top-notch angling! You'll be heading out on a 25 mile round trip that will see you reeling in Flounder, Bluefish, Striped Bass, and plenty more. Your captain will provide you with up to date, top-of-the-line rods and reels, as well as live bait. He'll also clean and fillet your dream catch for you. Your fishing license is included!
  • Private trip
    Sunset Cruise and Fishing
    FREE Cancellation 14 days notice
    4 Hour Trip, starts at 7:00 PM
    Seasonal trip May 15 - Oct 1
    $840
    price breakdown
    $840
    Get ready to take in the beautiful Boston skyline and reel in some impressive species at the same time. Your captain will work with you to make sure you that you experience the trip of your dreams, so if there's a particular location you'd like to cruise, just let him know. As well as observing a stunning sunset and superb Boston nightlife, you'll also be doing some light angling. Expect to reel in a variety of species, including Striped Bass, Flounder, Bluefish, and plenty more.
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About the Captain

Jack Donegan
Boston, Massachusetts, United States
ID & License verified
1 Customer Reviews
Response time 7 hours
Member since August 2018
Come and explore the bountiful fishing grounds of Dorchester Bay on a top-quality, family-run charter. Captain Jack Donegan runs Pair Of Jacks Charters with his son, Jim, so it's true family business! Capt. Jack has been fishing for 30 years, and loves using his wealth of knowledge and experience to introduce anglers of all ages and skill levels to this productive fishery. He has some serious bragging rights under his belt, too - he once reeled in an 800lb Bluefin Tuna! Who could be better equipped to lead you on your dream angling adventure?

About this listing

Targeted Species

Bass (Striped) Bass (Striped)
Bluefish Bluefish
Cod Cod
Flounder Flounder

Haddock Haddock
Pollock Pollock
Shark (Porbeagle) Shark (Porbeagle)
Tuna (Bluefin) Tuna (Bluefin)

Boat Specs

Bertram (Flybridge) originally built in 1995, and restored in 2018. Powered by 2 680HP Cummings QSM 1 engines, with a maximum cruising speed of 28 knots.

Length
43 ft
Capacity
6 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Kite Fishing
Flounder Gigging
Deep Sea Fishing

Amenities

Toilet
Air Conditioning
GPS
Life Jackets
Fishfinder
Bed
Flybridge
Live Bait Well
Kitchen
Refrigerator
Multimedia System
Outriggers
Ice Box
Toilet
Air Conditioning
GPS
Life Jackets
Fishfinder
Bed

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
First Mate
Fishing License

Cancellation Policy

Free cancellation up to 14 days prior to trip

Customers can cancel or modify their booking up to 14 days before the trip date free of charge. If the trip is canceled or modified later, or in the event of a no-show, 100% of the deposit will be charged.

Listing Policies

Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child Friendly
You Keep Catch
Crew Keeps Catch
Catch and Release Allowed
Disabled Accessible

Payment

Book with 20% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit to guarantee your reservation.
Pay remaining balance to captain
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Checks
Bank Transfer

Boston Fishing Calendar

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Customer Reviews

Rating Summary
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4.67
out of 5 stars from 1 review
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100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
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David G.
United States
 4.67
Experience:
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Fishing with Jack

VERIFIED   August 21, 2019
David G. recommends Pair Of Jacks Charters
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David G. recommends Pair Of Jacks Charters
Mark as helpful
3 persons find this review helpful
You and 3 people found this helpful