Windfish Private Tours and Fishing Charters 

5.0/5 (17 reviews)
 2 Commercial Street, Gloucester, MA 01930, United States

Windfish Private Tours and Fishing Charters 

5.0/5 (17 reviews)
map-thumbnail
2 Commercial Street
Gloucester, MA, United States
Booked with us before? You may qualify for a Loyalty Discount. Sign in to check.

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).

Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

Customer reviews

Rating summary

5.0/5
out of 5 stars from 17 reviews
Boat
4.9/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (12)

Capt Dan!!!!!
Capt Dan!!!!!
September fishing trip
+9

Angler rating

17
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

100%

Showing 1 - 5 of 17 reviews
Showing: 5 of 17 reviews
Christine D.
Christine D.
5.0/5

Jul 19, 2025

Half Trip (PM) – Inshore

The best!

VERIFIED

We had an absolutely incredible experience with Captain Dan! From start to finish, everything was smooth, professional, and most importantly—fun. The captain was knowledgeable, friendly, and clearly passionate about what he does. He made sure everyone on board felt comfortable, whether you were a seasoned angler or a total beginner. The boat was clean, well-maintained, and fully equipped with all the gear we needed. We hit some great fishing spots, and he knew exactly where to go to find the action. We caught Striped Bass, and the excitement on board was contagious. Whether you’re looking for a serious fishing adventure or just a fun day on the water with family or friends, I highly recommend Captain Dan. I’ll definitely be booking with him again!

We had an absolutely incredible experience with Captain Dan! From start to finish, everything was smooth, professional, and most...  

Captain replied
 Christine D. recommends Windfish Private Tours and Fishing Charters
1 person finds this review helpful
 Christine D. recommends Windfish Private Tours and Fishing Charters
1 person finds this review helpful
undefined (The Captain)
Replied on July 29, 2025
Thanks for a great day, Christine and Co! I'm glad you all enjoyed yourselves. Hope to have you aboard again sometime - you guys are welcome back any time. I hope you enjoyed the fresh caught dinner! All the best, Cpt Dan

Edward L.
Edward L.
5.0/5

Sep 21, 2025

Half Trip (AM) – Inshore

Capt Dan!!!!!

VERIFIED

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!

First fish charter. We had two little guys with us, captain was patient with them and did his best to give the best experience...  

Review media 0
Review media 0
Captain replied
 Edward L. recommends Windfish Private Tours and Fishing Charters
 Edward L. recommends Windfish Private Tours and Fishing Charters
undefined (The Captain)
Replied on September 25, 2025
Thanks for a great trip, Eddy and fam! It was a pleasure having you guys aboard. Glad everyone enjoyed and see you next time!! All the best, Cpt Dan

Alan M.
Alan M.
5.0/5

Jul 29, 2025

Half Trip (AM) – Inshore

…best day ever…

VERIFIED

Captain Dan was a true gentleman. We had so much on the water with him. From beginning to end it was a spectacular experience. He never gave up… and the icing on the cake was the striped bass we came home with. 🎣

Captain Dan was a true gentleman. We had so much on the water with him. From beginning to end it was a spectacular experience....  

Captain replied
 Alan M. recommends Windfish Private Tours and Fishing Charters
 Alan M. recommends Windfish Private Tours and Fishing Charters
undefined (The Captain)
Replied on July 29, 2025
Thanks for a great morning, All! Im glad you guys enjoyed yourselves and we found some memorable action on a slower day! Enjoy the fresh caught dinner and the rest of your vacation. All the best, Cpt Dan

Suzanne A.
Suzanne A.
5.0/5

Sep 15, 2025

Half Trip (PM) – Inshore

September fishing trip

VERIFIED

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

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....  

Review media 0
Captain replied
 Suzanne A. recommends Windfish Private Tours and Fishing Charters
 Suzanne A. recommends Windfish Private Tours and Fishing Charters
undefined (The Captain)
Replied on September 17, 2025
Thanks for booking, Suzanne! Enjoy the rest of your time here and enjoy dinner! glad they enjoyed themselves - they're welcome aboard anytime. Hope to have you aboard next time you're in the area. Thanks and all the best, Cpt Dan

Neil T.
Neil T.
5.0/5

Aug 2, 2025

Half Trip (AM) – Inshore

Patience Pays Off

VERIFIED

Dan did a great job. Worked hard to find some fish and keep the lines in the water. His efforts were rewarded toward the end of the day when the stripers started hitting.

Dan did a great job. Worked hard to find some fish and keep the lines in the water. His efforts were rewarded toward the end of...  

Captain replied
 Neil T. recommends Windfish Private Tours and Fishing Charters
 Neil T. recommends Windfish Private Tours and Fishing Charters
undefined (The Captain)
Replied on August 2, 2025
Thanks for your patience on a slower morning, guys! I knew we'd get fish onboard eventually. Glad you were able to take one home for dinner. Hope to fish with you again sometime! All the best, Cpt Dan

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
November 2025
SuMoTuWeThFrSa
Loading...
Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Trip (AM) – Inshore
FREE Cancellation 3 days notice
3 Hour Trip, starts at 7:00 AM
Seasonal trip May 25 - Oct 31
Loading...
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 25 - Oct 31
Loading...
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 25 - Oct 31
Loading...
US $810 
Entire boat: up to 4 people
There is 1 person looking at this charter.

Customer reviews

Rating summary

5.0/5
out of 5 stars from 17 reviews
Boat
4.9/5
Crew
5.0/5
Experience
5.0/5

Photos & videos by reviewers (12)

Capt Dan!!!!!
Capt Dan!!!!!
September fishing trip
+9

Angler rating

17
0
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

100%

Showing 1 - 5 of 17 reviews
Showing: 5 of 17 reviews
Christine D.
Christine D.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

The best!

VERIFIED

Half Trip (PM) – Inshore on July 19, 2025

We had an absolutely incredible experience with Captain Dan! From start to finish, everything was smooth, professional, and most importantly—fun. The captain was knowledgeable, friendly, and clearly passionate about what he does. He made sure everyone on board felt comfortable, whether you were a seasoned angler or a total beginner. The boat was clean, well-maintained, and fully equipped with all the gear we needed. We hit some great fishing spots, and he knew exactly where to go to find the action. We caught Striped Bass, and the excitement on board was contagious. Whether you’re looking for a serious fishing adventure or just a fun day on the water with family or friends, I highly recommend Captain Dan. I’ll definitely be booking with him again!

We had an absolutely incredible experience with Captain Dan! From start to finish, everything was smooth, professional, and most importantly—fun. The captain was knowledgeable, friendly, and clearly passionate about what he does. He made sure everyone on board felt comfortable, whether you were a seasoned angler or a total beginner. The boat was clean, well-maintained, and fully equipped with all the gear we needed. We hit some great fishing spots, and he knew exactly where to go to find the...  

 Christine D. recommends Windfish Private Tours and Fishing Charters
1 person finds this review helpful
undefined (The Captain)
Replied on July 29, 2025
Thanks for a great day, Christine and Co! I'm glad you all enjoyed yourselves. Hope to have you aboard again sometime - you guys are welcome back any time. I hope you enjoyed the fresh caught dinner! All the best, Cpt Dan

Edward L.
Edward L.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Capt Dan!!!!!

VERIFIED

Half Trip (AM) – Inshore on September 21, 2025

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!

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!  

Review media 0
Review media 0
 Edward L. recommends Windfish Private Tours and Fishing Charters
undefined (The Captain)
Replied on September 25, 2025
Thanks for a great trip, Eddy and fam! It was a pleasure having you guys aboard. Glad everyone enjoyed and see you next time!! All the best, Cpt Dan

Alan M.
Alan M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

…best day ever…

VERIFIED

Half Trip (AM) – Inshore on July 29, 2025

Captain Dan was a true gentleman. We had so much on the water with him. From beginning to end it was a spectacular experience. He never gave up… and the icing on the cake was the striped bass we came home with. 🎣

Captain Dan was a true gentleman. We had so much on the water with him. From beginning to end it was a spectacular experience. He never gave up… and the icing on the cake was the striped bass we came home with. 🎣  

 Alan M. recommends Windfish Private Tours and Fishing Charters
undefined (The Captain)
Replied on July 29, 2025
Thanks for a great morning, All! Im glad you guys enjoyed yourselves and we found some memorable action on a slower day! Enjoy the fresh caught dinner and the rest of your vacation. All the best, Cpt Dan

Suzanne A.
Suzanne A.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

September fishing trip

VERIFIED

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

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

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  

Review media 0
 Suzanne A. recommends Windfish Private Tours and Fishing Charters
undefined (The Captain)
Replied on September 17, 2025
Thanks for booking, Suzanne! Enjoy the rest of your time here and enjoy dinner! glad they enjoyed themselves - they're welcome aboard anytime. Hope to have you aboard next time you're in the area. Thanks and all the best, Cpt Dan

Neil T.
Neil T.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Patience Pays Off

VERIFIED

Half Trip (AM) – Inshore on August 2, 2025

Dan did a great job. Worked hard to find some fish and keep the lines in the water. His efforts were rewarded toward the end of the day when the stripers started hitting.

Dan did a great job. Worked hard to find some fish and keep the lines in the water. His efforts were rewarded toward the end of the day when the stripers started hitting.  

 Neil T. recommends Windfish Private Tours and Fishing Charters
undefined (The Captain)
Replied on August 2, 2025
Thanks for your patience on a slower morning, guys! I knew we'd get fish onboard eventually. Glad you were able to take one home for dinner. Hope to fish with you again sometime! All the best, Cpt Dan

FAQs about Windfish Private Tours and Fishing Charters

Loading
Loading
Loading
Loading
Loading
Loading
Loading

The fish you can target

Loading
Loading
Loading
Loading
Loading

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
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading
Loading

What’s biting in Gloucester right now

Loading

Compare similar fishing charters

Loading...
Loading...
Loading...