Toby Ann Charters runs angling trips out of Gloucester and offers to show you what the local fishery is all about.

Capt. Brian is here to get you on some fish, and to make sure you have fun doing it. You’ll be using techniques like bottom fishing, trolling, jigging, and spinning, depending on what you’re going after. As part of their 3 to 12-hour trips, you can target species like Haddock, Tuna, Bass, and Cod, depending on the current season and weather conditions.

Your boat for the day will be a 36’ Calvin Beal that fits up to 6 anglers at any one time. The boat comes with an ice box. The price of your trip includes all the rods, reels, and terminal tackle you’ll need for a productive day on the water. Your trip will include all the necessary fishing licenses for the day. You’re welcome to keep all legal species caught during the trip.

This is a children-friendly charter, so you’re welcome to bring your kids on for a fun fishing adventure.

Book your trip now and hit the water with Toby Ann Charters.



Select date to see available trips and rates:

  • Private trip
    4 Hour Trip – Striped Bass AM
    In demand! Last booked: 1 day ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 6:00 AM
    Seasonal trip May 1 - Oct 1
    US $500
    Join us for 4 hours as we catch striped bass in Ipswich Bay and Gulf of Maine. Morning or afternoon trips available. Departure times flexible.
  • Private trip
    4 Hour Striped Bass PM
    In demand! Last booked: 15 hours ago
    FREE Cancellation 3 days notice
    4 Hour Trip, starts at 12:00 PM
    US $650
    Striped Bass fishing for the afternoon. Departure time is flexible between 12 and 3 PM.
    Types of fishing
    Inshore Fishing
    Fishing techniques
    Spinning
    Targeted fish
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Mackerel (Atlantic)
    Atlantic Mackerel
  • Private trip
    5 hour Striped Bass AM
    FREE Cancellation 3 days notice
    5 Hour Trip, starts at 6:00 AM
    US $750
    Come out and catch some Striped Bass on the 5 hour trip. We will fish live bait, dead bait, artificial lures...whatever it takes to hook them up. This trip can be booked for morning or afternoon. Departure times are flexible day to day.
    Types of fishing
    Nearshore Fishing
    Fishing techniques
    Light Tackle
    Trolling
    Spinning
    Targeted fish
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Mackerel (Atlantic)
    Atlantic Mackerel
  • Private trip
    5 Hour Striped Bass PM
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 12:00 PM
    US $750
    Afternoon Bass bite. This trip can leave the dock between 12 and 1PM. Departure times are flexible depending on scheduling for that day.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Fishing techniques
    Light Tackle
    Heavy Tackle
    Spinning
    Targeted fish
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Mackerel (Atlantic)
    Atlantic Mackerel
  • Private trip
    6 Hour Haddock and Cod PM
    In demand! Last booked: 16 hours ago
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 8:00 AM
    US $850
    Come out for an afternoon of bottom fishing. Haddock, Cod, Pollack, Cusk, and Red Fish are all likely to be caught on these trips. Departure time is flexible so feel free to send a message with any questions.
    Types of fishing
    Nearshore Fishing
    Reef Fishing
    Wreck Fishing
    Fishing techniques
    Deep Sea Fishing
    Bottom Fishing
    Targeted fish
    Cod
    Cod
    Redfish
    Redfish
    Pollock
    Pollock
    Haddock
    Haddock
  • Private trip
    6 Hour Trip – Haddock
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 6:00 AM
    Seasonal trip May 1 - Oct 1
    US $850
    Explore the Gulf of Maine in search of Haddock and other groundfish such as Cod, Pollock, and Redfish. The trip is suitable for all abilities – this is a great introductory trip for beginners! Morning or afternoon trips are available. Departure time is flexible.
    Targeted fish
    Cod
    Cod
    Pollock
    Pollock
    Haddock
    Haddock
  • Private trip
    6 Hour Trip – Striped Bass
    FREE Cancellation 3 days notice
    6 Hour Trip, starts at 6:00 AM
    Seasonal trip May 1 - Oct 1
    US $850
    Book this trip for AM or PM. Departure times flexible.
    Types of fishing
    Nearshore Fishing
    Fishing techniques
    Light Tackle
    Trolling
    Spinning
    Drift Fishing
  • Private trip
    8 Hour Trip – Striped Bass
    FREE Cancellation 3 days notice
    8 Hour Trip, starts at 5:00 AM
    Seasonal trip May 1 - Oct 1
    US $1,050
    Spend the day in Ipswich Bay and the Gulf of Maine targeting striped bass.
  • Private trip
    10 Hour Trip – Bluefin Tuna
    FREE Cancellation 3 days notice
    10 Hour Trip, starts at 5:00 AM
    Seasonal trip May 1 - Oct 1
    US $1,450
    Exploring Gulf of Maine for bluefin tuna.
  • Private trip
    Bluefin Tuna Marathon Day
    FREE Cancellation 3 days notice
    12 Hour Trip, starts at 5:00 AM
    Seasonal trip May 1 - Oct 1
    US $1,750
    Spend 12+ hours on the water fishing for Bluefin Tuna!
There are 17 people looking at this charter.

FAQs about Toby Ann Charters

Toby Ann Charters offers the following trips to customers:
  • US $500 per group - 4 Hour Trip – Striped Bass AM (4 hours)
  • US $650 per group - 4 Hour Striped Bass PM (4 hours)
  • US $750 per group - 5 hour Striped Bass AM (5 hours)
  • US $750 per group - 5 Hour Striped Bass PM (8 hours)
  • US $850 per group - 6 Hour Haddock and Cod PM (6 hours)
  • US $850 per group - 6 Hour Trip – Haddock (6 hours)
  • US $850 per group - 6 Hour Trip – Striped Bass (6 hours)
  • US $1,050 per group - 8 Hour Trip – Striped Bass (8 hours)
  • US $1,450 per group - 10 Hour Trip – Bluefin Tuna (10 hours)
  • US $1,750 per group - Bluefin Tuna Marathon Day (12 hours)

When you book a trip with Toby Ann Charters, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Bed
  • Live Bait Well
  • Ice Box
  • Radar

Trips booked with Toby Ann Charters include:
  • Rods, reels & tackle
  • Live Bait
  • Catch cleaning & filleting
  • Fishing License

Toby Ann Charters offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Offshore Fishing

Toby Ann Charters offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Deep Sea Fishing

Top targeted fish species with Toby Ann Charters include:
  • Bass (Striped)
  • Cod
  • Haddock
  • Tuna (Bluefin)

Meet the Captain

Brian Higgins
Gloucester, Massachusetts, United States
1 Fishing Report
39 Customer reviews
Response time 1 hour
Member since August 2021
Captain Brian Higgins is a passionate angler who looks forward to showing you a fun day out on the water.

About this listing

Targeted species

Bass (Striped) Striped Bass
Cod Cod
Haddock Haddock
Tuna (Bluefin) Bluefin Tuna

Boat specs

Calvin Beal (Downeast) originally built in 2006. Powered by a 375HP John Deere engine, with a maximum cruising speed of 12 knots.

Length
36 ft
Capacity
6 persons

Types of fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing

Fishing techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Deep Sea Fishing

Amenities

GPS
Fishfinder
Bed
Live Bait Well
Ice Box
Radar

Trip includes

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

Cancellation policy

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

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
Catch and Release Allowed

Payment

Book with 20% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit to guarantee your reservation.

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
PayPal
Checks

Gloucester Fishing Calendar

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Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 39 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (37)
Fish, family, fun
Fish, family, fun
Fish, family, fun
+34
Angler rating
37
1
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
97%
Appropriate for children
100%
Satisfied with the boat
100%
Caught fish
97%
Sort by:
Featured  
Showing:
5 of 39 reviews
Amy S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fish, family, fun

VERIFIED   6 Hour Haddock and Cod PM on October 9, 2023
Captain Brian was a great guide for a family fishing day!  When the weather didn’t cooperate with plan A, he absolutely...
Amy S. recommends Toby Ann Charters
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Amy S. recommends Toby Ann Charters
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Craig M.
Excellent
4.7 / 5
Experience:
Very good
4.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Brian

VERIFIED   6 Hour Trip – Striped Bass on September 4, 2023
Craig M. recommends Toby Ann Charters
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Craig M. recommends Toby Ann Charters
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Paula P.
Berwyn, PA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Trip!!!

VERIFIED   6 Hour Trip – Haddock on July 5, 2023
We went on a 6 hr haddock trip.  We had a blast.  Caught lots of cod but threw them back.  But the haddock were certainly...
Paula P. recommends Toby Ann Charters
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Paula P. recommends Toby Ann Charters
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Vito B.
Montreal, Quebec
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Half day on the toby ann

VERIFIED   4 Hour Striped Bass PM on August 9, 2023
Me and my family spent a half day with brian on board the toby ann.This day was one of the highlights of our vacation.Brian...
Vito B. recommends Toby Ann Charters
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Vito B. recommends Toby Ann Charters
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Brian F.
Sterling, MA
Excellent
4.7 / 5
Experience:
Very good
4.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

4 hour trip

VERIFIED   4 Hour Trip – Striped Bass AM on August 24, 2023
Good Boat and Great Captain Captain Higgins worked hard to try to put us on the fish and he was experienced and very...
Brian F. recommends Toby Ann Charters
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Brian F. recommends Toby Ann Charters
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