Windfish Private Tours and Fishing Charters

Just listed

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 or near shore, 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).



Select date to see available trips and rates:

  • Private trip
    Half Trip (AM) – Inshore
    FREE Cancellation 3 days notice
    3 Hour Trip, starts at 7:00 AM
    Seasonal trip May 25 - Oct 31
    US $480
    3.5-hour trip departing at 07:00 AM targeting your preference of mackerel, striped bass, bluefish, haddock, cod, whiting, perch, and/or lobster. Note: It may be possible to shift focus from selected species or target multiple.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Light Tackle
    Jigging
    Trolling
    Targeted fish
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Cod
    Cod
    Haddock
    Haddock
    Whiting
    Whiting
    Mackerel (Atlantic)
    Atlantic Mackerel
    Lobster
    Lobster
  • Private trip
    Half Trip (PM) – Inshore
    FREE Cancellation 3 days notice
    3 Hour Trip, starts at 12:00 PM
    Seasonal trip May 25 - Oct 31 (Mon, Wed, Fri, Sat, Sun)
    US $480
    3.5-hour trip departing at 12:00 PM targeting your preference of mackerel, striped bass, bluefish, haddock, cod, whiting, perch, pollock, and/or lobster. Note: It may be possible to shift focus from selected species or target multiple.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Light Tackle
    Jigging
    Trolling
    Targeted fish
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Cod
    Cod
    Pollock
    Pollock
    Haddock
    Haddock
    Whiting
    Whiting
    Mackerel (Atlantic)
    Atlantic Mackerel
    Lobster
    Lobster
  • Private trip
    Full Trip – Inshore or Deep Sea
    FREE Cancellation 3 days notice
    7 Hour Trip, starts at 7:00 AM
    Seasonal trip May 25 - Oct 31
    US $810
    7-hour trip departing at 07:00 AM targeting your preference of mackerel, striped bass, bluefish, or deep sea (haddock, cod, pollock, whiting, perch, etc.) You may choose to depart as late as 08:30 AM, with confirmation from Captain. Note that certain sunrise and early morning fishing opportunities may be missed with a later start.
    Types of fishing
    Inshore Fishing
    Nearshore Fishing
    Offshore Fishing
    Fishing techniques
    Deep Sea Fishing
    Light Tackle
    Jigging
    Trolling
    Targeted fish
    Bass (Striped)
    Striped Bass
    Bluefish
    Bluefish
    Cod
    Cod
    Pollock
    Pollock
    Haddock
    Haddock
    Whiting
    Whiting
    Mackerel (Atlantic)
    Atlantic Mackerel
    Lobster
    Lobster
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FAQs about Windfish Private Tours and Fishing Charters

Windfish Private Tours and Fishing Charters offers the following trips to customers:
  • US $480 per group - Half Trip (AM) – Inshore (3 hours)
  • US $480 per group - Half Trip (PM) – Inshore (3 hours)
  • US $810 per group - Full Trip – Inshore or Deep Sea (7 hours)

When you book a trip with Windfish Private Tours and Fishing Charters, you can expect the following amenities onboard:
  • Toilet Camping toilet and cabin privacy. No built-in head
  • GPS
  • Fishfinder
  • Live Bait Well
  • Outriggers
  • Ice Box
  • Radar

Trips booked with Windfish Private Tours and Fishing Charters include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Snacks
  • Drinks
  • Fishing License

Windfish Private Tours and Fishing Charters offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Offshore Fishing

Windfish Private Tours and Fishing Charters offers the following fishing techniques:
  • Light Tackle
  • Bottom Fishing
  • Trolling
  • Jigging
  • Deep Sea Fishing

Top targeted fish species with Windfish Private Tours and Fishing Charters include:
  • Bass (Striped)
  • Bluefish
  • Cod
  • Haddock
  • Lobster
  • Mackerel (Atlantic)
  • Whiting

Meet the Captain

Daniel Sanfilippo
Gloucester, Massachusetts, United States
ID & license verified
Member since March 2024
Deep-rooted Gloucester native with a lifetime of seafaring and fishing experience. In depth knowledge of local species, fishing techniques, and history. UMass Lowell Engineering Alum. Fully insured and licensed USCG Captain.

About this listing

Targeted species

Bass (Striped) Striped Bass
Bluefish Bluefish
Cod Cod
Haddock Haddock

Boat specs

Parker (Pilothouse) originally built in 1997. Powered by a 350HP Volvo Penta engine, with a maximum cruising speed of 28 knots.

Length
25 ft
Capacity
4 persons

Types of fishing

Inshore Fishing
Nearshore Fishing
Offshore Fishing

Fishing techniques

Light Tackle
Bottom Fishing
Trolling
Jigging
Deep Sea Fishing

Amenities

Toilet
Camping toilet and cabin privacy. No built-in head
GPS
Fishfinder
Live Bait Well
Outriggers
Ice Box

Trip includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Snacks
Drinks
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 not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

Book with 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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

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