Windfish Private Tours and Fishing Charters 

5.0
(27 reviews)
 2 Commercial Street, Gloucester, MA 01930, United States–

Windfish Private Tours and Fishing Charters 

Gloucester, MA, United States
–
25 ft
4
5.0
(27 reviews)

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Departing from Gloucester, Massachusetts, and servicing the Cape Ann Area, Windfish Private Tours and Fishing Charters offers trips for those seeking a diverse New England fishing experience. The friendly and knowledgeable Captains provide safe, informative marine navigation and strive to exceed your expectations!

Everyone has different interests, so Windfish offers a range of activities on the water that appeal to timid first-time mariners and experienced ocean-goers of all age groups. Whether your interest be in fishing, exploration, sightseeing, or education in wildlife, they strive to ensure everyone onboard has a full and satisfying experience! You can expect the focus to change mid-trip if a new opportunity arises or if the activity you pursued was accomplished or has grown stale. If time permits, feel free to ask the Captain to mix it up at any point in your trip!

You can expect to fish inshore, near shore, or offshore targeting your preference of
Mackerel, Striped Bass, Bluefish, Haddock, Cod, Whiting, Lobster, and more, depending on the time of year.

The Windfish is a comfortable and clean 25' Pilothouse with a capacity for 4 passengers and is equipped with all modern necessities for fishing and navigation. There's a camping toilet in the privacy of the cabin for your convenience (no built-in head). Bait, rods, reels, and tackle are provided, as well as lures, but feel free to bring your own.

You may bring any food or beverages you like. There are some snacks, water, and nausea remedies aboard as well. Beer/Wine/Seltzers are fine - No hard liquor or glass is permitted. Don't forget to dress and prepare appropriately for the weather and wear closed-toed shoes. No hard-body coolers or chairs are permitted - There is an ice chest and seating onboard. All capable ages are permitted aboard. Children under 12 must wear appropriately-fitting PFDs (2 child-sized PFDs are stored aboard).

Departing from Gloucester, Massachusetts, and servicing the Cape Ann Area, Windfish Private Tours and Fishing Charters offers trips for those seeking a diverse New England fishing experience. The friendly and knowledgeable Captains provide safe, informative marine navigation and strive to exceed your expectations!

Everyone has different interests, so Windfish offers a range of activities on the water that appeal to timid first-time mariners and experienced ocean-goers of all age groups. Whether your interest be in fishing, exploration, sightseeing, or education in wildlife, they strive to ensure everyone onboard has a full and satisfying experience! You can expect the focus to change mid-trip if a new opportunity arises or if the activity you pursued was accomplished or has grown stale. If time permits, feel free to ask the Captain to mix it up at any point in your trip!

You can expect to fish inshore, near shore, or offshore targeting your preference of
Mackerel, Striped Bass, Bluefish, Haddock, Cod, Whiting, Lobster, and more, depending on the time of year.

The Windfish is a comfortable and clean 25' Pilothouse with a capacity for 4 passengers and is equipped with all modern necessities for fishing and navigation. There's a camping toilet in the privacy of the cabin for your convenience (no built-in head). Bait, rods, reels, and tackle are provided, as well as lures, but feel free to bring your own.

You may bring any food or beverages you like. There are some snacks, water, and nausea remedies aboard as well. Beer/Wine/Seltzers are fine - No hard liquor or glass is permitted. Don't forget to dress and prepare appropriately for the weather and wear closed-toed shoes. No hard-body coolers or chairs are permitted - There is an ice chest and seating onboard. All capable ages are permitted aboard. Children under 12 must wear appropriately-fitting PFDs (2 child-sized PFDs are stored aboard).

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Select date to see availability

Trip date:
Group Size:
November 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Half Trip (AM) – Inshore
FREE Cancellation 3 days notice
3 hour trip starts at 7:00 AM
Seasonal trip
May 23 - Oct 31
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US $480
Entire boat: up to 4 people
Half Trip (PM) – Inshore
FREE Cancellation 3 days notice
3 hour trip starts at 12:00 PM
Seasonal trip
May 23 - Oct 31
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US $480
Entire boat: up to 4 people
Full Trip – Inshore or Deep Sea
FREE Cancellation 3 days notice
7 hour trip starts at 7:00 AM
Seasonal trip
May 23 - Oct 31
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US $810
Entire boat: up to 4 people

Customer reviews

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Rating

5.0
27 reviews
4.9
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (21)

Reviews (27)

  • Ada Ates
    Ada Ates
    us
    Ohio, US
    Member since 2026
    5.0
    Verified

    Literally best experience ever!

    Half Trip (AM) – Inshore on June 28, 2026 • 2 adults

    I booked this trip mostly for my dad as he loves to go fishing. I didn’t expect much from this experience but Captain Daniel was amazing! He made the experience very enjoyable and made sure I also caught a fish. He helped me with the equipment and showed me tricks. We caught plenty of mackerels and two huge striped bass! My dad and I can’t wait to go back. Highly recommend!

  • John Lamar
    John Lamar
    Repeat angler
    us
    New York, US
    Member since 2025
    2 trips
    4.7
    Verified

    Great trip!

    Half Trip (PM) – Inshore on August 12, 2026 • 3 adults • 2 children

    Captain was awesome! He worked hard to keep us busy. the Bass fishing was slow, but we had a great time catching mackerel and pollock. My son asked captain Daniel if he had lobster traps and the captain took us to check all his traps. He let my son pull the traps and take out the lobsters. He showed him how to determine if the lobsters were keepers and how to band the claws. It made my dons dat. pous he let us keep the lobsters! we will definitely be back!

  • John Wihbey
    John Wihbey
    us
    New Jersey, US
    Member since 2026
    5.0
    Verified

    August fishing trip

    Half Trip (PM) – Inshore on August 14, 2026 • 4 adults • 2 children
  • Brian Sullivan
    Brian Sullivan
    us
    Massachusetts, US
    Member since 2026
    5.0
    Verified

    Kids loved it!!

    Half Trip (PM) – Inshore on July 15, 2026 • 4 adults • 2 children
  • Chelsea Stiles
    Chelsea Stiles
    us
    Massachusetts, US
    Member since 2021
    5.0

    Windfish Private Tours is awesome and Captain Dan is the best!!

    Half Trip (PM) – Inshore on September 9, 2023

    I had an amazing time with Windfish Private Tours on a recent fishing trip. The booking was easy, and Captain Dan was very responsive and informative. The boat was clean and well-equipped, and Captain Dan’s knowledge of the best fishing spots was impressive. We started by catching live bait, which was a fun activity for everyone. We were mainly searching for stripers and got a lot of bites, managing to land a few. Captain Dan (having generations in the fishing industry here) provided excellent guidance and tips throughout the trip. He even had extra sea sickness aides available for passengers! As an extra bonus he offered to show and haul in some of his lobster traps. This was very cool. The stunning views and wildlife sightings were a delightful addition. I highly recommend Windfish Private Tours for anyone looking for a top-notch fishing adventure. Thank you, Captain Dan for an unforgettable day on the water. I look forward to our next trip!

  • Edward Lomeli
    Edward Lomeli
    us
    California, US
    Member since 2025
    5.0
    Verified

    Capt Dan!!!!!

    Half Trip (AM) – Inshore on September 21, 2025 • 4 adults • 2 children

    First fish charter. We had two little guys with us, captain was patient with them and did his best to give the best experience which it was!!! We all had a blast. Kids said it was the best day ever! Would highly recommend and we’ll be back!

  • Suzanne Aaron
    Suzanne Aaron
    us
    Georgia, US
    Member since 2025
    5.0
    Verified

    September fishing trip

    Half Trip (PM) – Inshore on September 15, 2025 • 3 adults

    the guys truly enjoyed their trip thank you so much for making it a Time To Remember. the weather was beautiful the area is beautiful. can't wait to come back and catch more fish

  • Keith Kimmel
    Keith Kimmel
    Repeat angler
    us
    Delaware, US
    Member since 2025
    2 trips
    5.0
    Verified

    Great fishing trip

    Half Trip (PM) – Inshore on September 9, 2025 • 2 adults

    Dan is a great Captain!

  • Sean Stewart
    Sean Stewart
    us
    Michigan, US
    Member since 2024
    4.7
    Verified

    A great trip

    Half Trip (AM) – Inshore on August 17, 2024 • 2 adults

    Capt Dan took extra time Making sure we got on the Stripers and his instruction was crucial in us catching fish! A nice man who has a good feel for the area and his craft. Thanks again for a great first time out on the ocean! Highly recommend.

  • Tim Kane
    Tim Kane
    us
    New York, US
    Member since 2026
    5.0
    Verified

    Three Pointer at the Buzzer

    Half Trip (PM) – Inshore on July 28, 2026 • 4 adults

    What a day! It all started with good conditions all along the coastline for Striped Bass. Calm waters presented numerous good spots with even some hits but no fish in the boat after several hours. Then an unexpected storm stirred up the water creating less than desirable conditions. With a little more than an hour left Captain Dan went into fast and furious mode hitting several spots as we went back toward shore. But still no fish. As we entered the harbor to end the trip Dan had one last play: fishing underneath a pier minutes away from docking. All of a sudden,when hope was really fading, bingo!! A 14-pound keeper emerged from the waters to save the day thanks to Dan's determination. A great shot with no time left on the clock. What a day!!

FAQs about Windfish Private Tours and Fishing Charters

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The fish you can target

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Real catches by this captain

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What is the boat like?

Boat image
Boat category
Cabin cruisers
Capacity
4 persons
Boat length
25 ft
Year built
1997
Boat manufacturer
Parker
Boat type
Pilothouse
Engine model
Volvo Penta
Powered by
1 x 350HP
Max cruising speed
28 knots
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