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).
Captain
Daniel Sanfilippo
Most popular features:
In demand! Last booked: 6 days ago
Rating summary
Photos & videos by reviewers (7)
Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Experience:
Boat
Crew
Overall
Half Trip (AM) – Inshore on August 15, 2024
Went with my nephew from Japan for first ocean fishing experience. Captain Dan was awesome and made the experience for us so memorable. Definitely would recommend him to friends and hope to do another trip again with him.
Went with my nephew from Japan for first ocean fishing experience. Captain Dan was awesome and made the experience for us so memorable. Definitely would recommend him to friends and hope to do another trip again with him.
Experience:
Boat
Crew
Overall
Half Trip (PM) – Inshore on August 16, 2024
We enjoyed our time fishing and the Captain was very informative and laid back as well. I recommend this chartered fishing trip you will definitely learn a lot and have a good time
We enjoyed our time fishing and the Captain was very informative and laid back as well. I recommend this chartered fishing trip you will definitely learn a lot and have a good time
Experience:
Boat
Crew
Overall
Half Trip (AM) – Inshore on August 17, 2024
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.
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.
Experience:
Boat
Crew
Overall
Half Trip (PM) – Inshore on July 12, 2024
Captain Dan was great, knowledgeable about where the fish are, the Gloucester area history, made the day very memorable and we had stripper for dinner!
Captain Dan was great, knowledgeable about where the fish are, the Gloucester area history, made the day very memorable and we had stripper for dinner!
Experience:
Boat
Crew
Overall
Half Trip (PM) – Inshore on June 21, 2024
Captain Dan made my son's birthday special. Three eleven year olds had a blast! He did a great job meeting them where they were at.
Captain Dan made my son's birthday special. Three eleven year olds had a blast! He did a great job meeting them where they were at.
Windfish Private Tours and Fishing Charters offers the following trips to customers:
When you book a trip with Windfish Private Tours and Fishing Charters, you can expect the following amenities onboard:
Trips booked with Windfish Private Tours and Fishing Charters include:
Windfish Private Tours and Fishing Charters offers the following types of fishing:
Windfish Private Tours and Fishing Charters offers the following fishing techniques:
Top targeted fish species with Windfish Private Tours and Fishing Charters include:
Gloucester, Massachusetts, United States
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.
Inshore Fishing
Nearshore Fishing
Offshore Fishing
Light Tackle
Bottom Fishing
Trolling
Jigging
Drift Fishing
Deep Sea Fishing
Toilet
Camping toilet and cabin privacy. No built-in head
GPS
Fishfinder
Live Bait Well
Outriggers
Ice Box
Radar
Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Snacks
Drinks
Fishing License
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.
Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed
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
Bank Transfer
Windfish Private Tours and Fishing Charters - Updated 2025 Prices