Cape Ann Cruises – WeJack - Larger Groups 

4.8/5 (2 reviews)
 63 Rogers Street, Gloucester, MA 01930, United States

Cape Ann Cruises – WeJack - Larger Groups 

Gloucester, MA, United States
53 ft
46
4.8/5 (2 reviews)

Full Bar, Catering, & Sound System.

Great for work parties, employee appreciation, team building, bachelors, family & friends.

You'll be dropping lines from a 53' Down East Sport Fishing Yacht licensed for 46 passengers (max) although 30 guests is best for fishing. It comes with everything you need for a productive day on the water and a toilet on board for your convenience.

Spend the day with Cape Ann Cruises and get hooked on fishing in Gloucester aboard the Legendary WeJack, a custom Downeast sport fishing boat with a full bar! Your guide for the day is Captain Jeff, so you'll benefit from years of knowledge & experience.

These waters are known for Striped Bass, Pollock, Cod, Bluefish, Bluefin Tuna, Atlantic Mackerel, Haddock, and more – with any luck, it won't take long to hook into some. You can expect to do some light tackle fishing, drifting, jigging, bottom fishing, or maybe something more specialized in this area.

Cape Ann Cruises welcomes kids aboard, so go ahead and bring the whole family along! There are 46 adult lifevests and 5 children's lifevests. If you need more than 5 child-sized life vests, please be sure to request that when booking. There are snacks on board for purchase and full catering is available (requires 2 weeks lead time usually). Capt. Jeff has rods and reels for you, along with lures & live bait for some trips

A First Mate will be there to make sure everything is running smoothly. Mates often work for tips & it's customary to pay a 20% tip.

There's no need to buy a fishing license, just show up ready for a good time! Keep in mind that some fish may have harvest limits or closed seasons. Your captain will help you follow regulations while you fish.

You can't go wrong when you bring sunblock (non-spray), and sunglasses. Full Cash bar. NO BYOB due to our liquor license, but we have a full Cash Bar.

How often would you rather be fishing? Go on and turn that daydream into a reality, with Cape Ann Cruises!

Full Bar, Catering, & Sound System.

Great for work parties, employee appreciation, team building, bachelors, family & friends.

You'll be dropping lines from a 53' Down East Sport Fishing Yacht licensed for 46 passengers (max) although 30 guests is best for fishing. It comes with everything you need for a productive day on the water and a toilet on board for your convenience.

Spend the day with Cape Ann Cruises and get hooked on fishing in Gloucester aboard the Legendary WeJack, a custom Downeast sport fishing boat with a full bar! Your guide for the day is Captain Jeff, so you'll benefit from years of knowledge & experience.

These waters are known for Striped Bass, Pollock, Cod, Bluefish, Bluefin Tuna, Atlantic Mackerel, Haddock, and more – with any luck, it won't take long to hook into some. You can expect to do some light tackle fishing, drifting, jigging, bottom fishing, or maybe something more specialized in this area.

Cape Ann Cruises welcomes kids aboard, so go ahead and bring the whole family along! There are 46 adult lifevests and 5 children's lifevests. If you need more than 5 child-sized life vests, please be sure to request that when booking. There are snacks on board for purchase and full catering is available (requires 2 weeks lead time usually). Capt. Jeff has rods and reels for you, along with lures & live bait for some trips

A First Mate will be there to make sure everything is running smoothly. Mates often work for tips & it's customary to pay a 20% tip.

There's no need to buy a fishing license, just show up ready for a good time! Keep in mind that some fish may have harvest limits or closed seasons. Your captain will help you follow regulations while you fish.

You can't go wrong when you bring sunblock (non-spray), and sunglasses. Full Cash bar. NO BYOB due to our liquor license, but we have a full Cash Bar.

How often would you rather be fishing? Go on and turn that daydream into a reality, with Cape Ann Cruises!

Jeff Brown
Captain
Jeff Brown
responds within an hour

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
August 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
4 Hour Fish Trip - Private Group
FREE Cancellation 30 days notice
4 hour trip starts at 8:00 AM
Seasonal trip
May 10 - Oct 31
Cod
Pollock
Haddock
US $2,800
Entire boat: up to 12 people
6 Hour Fishing: Private Group
FREE Cancellation 30 days notice
6 hour trip starts at 8:00 AM
Seasonal trip
May 10 - Oct 31
Cod
Pollock
Haddock
US $3,700
Entire boat: up to 12 people
8 Hour Trip - Private Group
FREE Cancellation 30 days notice
8 hour trip starts at 7:00 AM
Bluefish (Tailor)
Cod
Pollock
Haddock
US $4,200
Entire boat: up to 12 people
10 Hour Day Trip - Private Group
FREE Cancellation 30 days notice
10 hour trip starts at 7:00 AM
Bluefish (Tailor)
Cod
Pollock
Haddock
US $5,000
Entire boat: up to 12 people
There are 4 people looking at this charter.

Customer reviews

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Rating

4.8
2 reviews
4.5
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

All reviews (2)

Showing 12 of 2 reviews
William Kaufman
William Kaufman
us
Massachusetts, US
Member since 2025
5.0
Verified
Perfect Seas, Wonderful Day!
6 Hour Fishing: Private Group on June 21, 202510 adults

Had a great time with a group of 7 friends - we plan to turn this into an annual trip, and bring even more folks a long!

Kyra Laberge
Kyra Laberge
us
New Hampshire, US
Member since 2025
4.7
Verified
August fishing trip
4 Hour Fish Trip - Private Group on August 30, 202520 adults

Reported catch:
Pollock

FAQs about Cape Ann Cruises – WeJack - Larger Groups

Cape Ann Cruises – WeJack - Larger Groups offers the following trips to customers:
  • US $2,800 per group, additional US $100 per person after 12 guests - 4 Hour Fish Trip - Private Group (4 hours)
  • US $3,700 per group, additional US $125 per person after 12 guests - 6 Hour Fishing: Private Group (6 hours)
  • US $4,200 per group, additional US $150 per person after 12 guests - 8 Hour Trip - Private Group (8 hours)
  • US $5,000 per group, additional US $175 per person after 12 guests - 10 Hour Day Trip - Private Group (10 hours)
When you book a trip with Cape Ann Cruises – WeJack - Larger Groups, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Flybridge
  • Live bait well
  • Kitchen
  • Refrigerator
  • Ice box
  • Radar
Trips booked with Cape Ann Cruises – WeJack - Larger Groups include:
  • Rods, reels & tackle
  • Live bait (depends on the trip.)
  • Lures
  • Catch cleaning & filleting
  • Drinks (Full Cash Bar. Drinks costs extra. NO BYOB)
  • First mate
  • Fishing license (We have a head-boat/charter license)
Cape Ann Cruises – WeJack - Larger Groups offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing
Cape Ann Cruises – WeJack - Larger Groups offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Jigging
  • Drift fishing
  • Handline
  • Deep sea fishing
Top targeted fish species with Cape Ann Cruises – WeJack - Larger Groups include:
  • Bass (Striped)
  • Bluefish (Tailor)
  • Cod
  • Haddock
  • Mackerel (Atlantic)
  • Pollock
  • Tuna (Bluefin)

Your captain

Jeff Brown
Jeff Brown
Jeff Brown

Gloucester, Massachusetts, United States

2 Customer reviews
Typical response within an hour
Member since March 2024

Operating a 53' WeJack - Custom Royal Lowell Designed Phil Fessenden Headboat, Capt. Jeff ensures a comfortable fishing experience in the waters of Gloucester, Massachusetts. Using bottom fishing, drifting, jigging, and other techniques, you'll have a chance to catch Bluefish, Bluefin Tuna and Haddock. The only way to learn is to join them on the water.

2 Customer reviews
Typical response within an hour
Member since March 2024

Operating a 53' WeJack - Custom Royal Lowell Designed Phil Fessenden Headboat, Capt. Jeff ensures a comfortable fishing experience in the waters of Gloucester, Massachusetts. Using bottom fishing, drifting, jigging, and other techniques, you'll have a chance to catch Bluefish, Bluefin Tuna and Haddock. The only way to learn is to join them on the water.

The fish you can target

Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Cod
Cod
Haddock
Haddock
Atlantic Mackerel
Atlantic Mackerel
Pollock
Pollock
Bluefin Tuna
Bluefin Tuna
Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Cod
Cod
Haddock
Haddock
Atlantic Mackerel
Atlantic Mackerel

What is the boat like?

Boat image
Boat category
Headboats
Capacity
46 persons
Boat length
53 ft
Year built
1967
Restored in
2023
Boat manufacturer
Custom Royal Lowell Designed Phil Fessenden
Boat type
Headboat
Engine model
GM
Powered by
2 x 318HP
Max cruising speed
14 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Jigging
Drift Fishing
Handline
Deep Sea Fishing

Which amenities are available onboard

Toilet
GPS
Fishfinder
Flybridge
Live bait well
Kitchen
Refrigerator
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
depends on the trip.
Lures
Catch cleaning & filleting
Drinks
Full Cash Bar. Drinks costs extra. NO BYOB
First mate
Fishing license
We have a head-boat/charter license

How cancellations work

Free cancellation up to 30 days prior to trip

You can cancel or modify your booking up to 30 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.

More details

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child friendly
No smoking
Considered for Private Charters Only Outdoors
You keep catch
Depends on the species and regulations
Crew keeps catch
Depends on the species and regulations
Catch and release allowed

How you can pay

Pay online in full

Pay online in full through FishingBooker and save on credit card fees at the dock.

No additional fees.

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% 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

 Visa

 Mastercard

 American Express

When paying the remaining balance with a credit card, an additional 3% charge will apply.

What’s biting in Gloucester right now

Bass (Striped)Bass (Striped)
Bluefish (Tailor)Bluefish (Tailor)
CodCod
HaddockHaddock
Mackerel (Atlantic)Mackerel (Atlantic)
PollockPollock
Tuna (Bluefin)Tuna (Bluefin)

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