Against The Wind Fishing 

4.8
(16 reviews)
 467 East Lake Drive, Montauk, NY 11954, United States–

Against The Wind Fishing 

Montauk, NY, United States
–
25 ft
4
4.8
(16 reviews)

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Against The Wind Fishing bids you a warm welcome to Montauk, New York. Come over and explore the inshore waters and their reefs and wrecks and have lots of fun chasing many different species prized both for taste and good fight. Captain Derrick Northcote will see that you have a safe, enjoyable, and successful trip, so join him and have a great time fishing!

The boat you'll use is a 25' Steiger Craft 255 Chesapeake pilothouse with space for 3 guests. It runs on a 225 HP Suzuki DF225 engine, uses full-featured modern technology for navigation and locating fish, and features a portable toilet. Also, there's a livewell to provide live bait, and an ice-box to store your food and drinks.

The species you can target include Black Seabass, Little Tunny, Cod, Flounder, Weakfish, Scup, Tautog, and more. Using light tackle, you'll be bottom fishing, trolling, spinning, jigging, popping, as well as drift fishing. You can keep the fish you catch and you're welcome to bring kids aboard.

All the fishing gear, bait, and licenses will be provided by Captain Derrick. If you wish, he can also clean and fillet your catch at no extra charge. Yours is just to bring your favorite food and drinks.

Visit Against The Wind Fishing and enjoy a lovely day on the water!

Against The Wind Fishing bids you a warm welcome to Montauk, New York. Come over and explore the inshore waters and their reefs and wrecks and have lots of fun chasing many different species prized both for taste and good fight. Captain Derrick Northcote will see that you have a safe, enjoyable, and successful trip, so join him and have a great time fishing!

The boat you'll use is a 25' Steiger Craft 255 Chesapeake pilothouse with space for 3 guests. It runs on a 225 HP Suzuki DF225 engine, uses full-featured modern technology for navigation and locating fish, and features a portable toilet. Also, there's a livewell to provide live bait, and an ice-box to store your food and drinks.

The species you can target include Black Seabass, Little Tunny, Cod, Flounder, Weakfish, Scup, Tautog, and more. Using light tackle, you'll be bottom fishing, trolling, spinning, jigging, popping, as well as drift fishing. You can keep the fish you catch and you're welcome to bring kids aboard.

All the fishing gear, bait, and licenses will be provided by Captain Derrick. If you wish, he can also clean and fillet your catch at no extra charge. Yours is just to bring your favorite food and drinks.

Visit Against The Wind Fishing and enjoy a lovely day on the water!

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Trip date:
Group Size:
November 2026
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Group Size
2 adults • 0 children
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Half Day Trip – Inshore
FREE Cancellation 1 day notice
4 hour trip starts at 7:00 AM
Seasonal trip
(Sat, Sun)
US $600
Entire boat: up to 4 people
Half Day Trip – Inshore (PM)
FREE Cancellation 1 day notice
4 hour trip starts at 4:30 PM
Seasonal trip
May 1 - Nov 1
US $700
Entire boat: up to 4 people
5 Hour Trip – Striped Bass
FREE Cancellation 1 day notice
5 hour trip starts at 6:00 PM
US $700
Entire boat: up to 4 people
Full Day Trip – Inshore
FREE Cancellation 1 day notice
8 hour trip starts at 7:00 AM
Seasonal trip
(Sat, Sun)
US $900
Entire boat: up to 4 people

Customer reviews

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Rating

4.8
16 reviews
4.7
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (16)

Reviews (16)

  • Daniel Gross
    Daniel Gross
    us
    New York, US
    Member since 2024
    5.0
    Verified

    awesome time

    Half Day Trip – Inshore on September 7, 2024 • 4 adults

    I had a great trip with three friends from college on Captain Derrick’s boat. He was very knowledgeable about where the best Fishing was and showed us all the technique we needed. We brought home a striped bass, black bass and Porgies 10 times out of 10 would recommend and will book with him again in the future.

  • Michael Genzano
    Michael Genzano
    Repeat angler
    us
    Connecticut, US
    Member since 2025
    3 trips
    4.7
    Verified

    Night time stripers

    5 Hour Trip – Striped Bass on June 7, 2025 • 3 adults

    Great night time trip

  • Joseph Schappert
    Joseph Schappert
    Repeat angler
    us
    New York, US
    Member since 2023
    2 trips
    5.0
    Verified

    May fishing trip

    Half Day Trip – Inshore (PM) on May 19, 2023 • 1 adult
  • Lisa Peters
    Lisa Peters
    us
    New York, US
    Member since 2022
    5.0
    Verified

    My youngest graduation gift

    5 Hour Trip – Striped Bass on July 29, 2022 • 3 adults

    Derrick was awesome my 3 sons said and would definitely recommend as well as return for another trip

  • Neil Golub
    Neil Golub
    us
    New York, US
    Member since 2021
    5.0
    Verified

    Night Time Bass Fishing with Derrick

    5 Hour Trip – Striped Bass on August 27, 2021 • 3 adults

    My father in-law, brother in-law and I caught so many fish we had to start throwing them back. Excellent experience with a knowledgeable captain. Highly recommend.

  • Scott Nastahowski
    Scott Nastahowski
    Repeat angler
    us
    New York, US
    Member since 2024
    5 trips
    5.0
    Verified

    great trip!

    Half Day Trip – Inshore on June 6, 2026 • 2 adults

    got put on to some very nice stripe bass. caught an assortment of fish. will go again!

  • Arna Zohlman
    Arna Zohlman
    us
    New York, US
    Member since 2024
    5.0
    Verified

    Great trip!

    Half Day Trip – Inshore (PM) on August 24, 2024 • 4 adults • 1 child

    Captain Derrick was terrific! He was patient with the kids (ages 13 and 11) and did everything he could to help everyone catch some fish! We will definitely be back.

  • John Sabino
    John Sabino
    us
    Connecticut, US
    Member since 2021
    5.0
    Verified

    Rough day made great

    Half Day Trip – Inshore (PM) on October 16, 2021 • 2 adults

    CPT Derrick is fantastic. Despite some tough conditions he pulled it out for us. Great guy who was willing to make sure we caught some fish. Everyone left happy after a great day of fishing. Thx CPT D!

  • Scott Seib
    Scott Seib
    us
    New Jersey, US
    Member since 2022
    5.0
    Verified

    October fishing trip

    5 Hour Trip – Striped Bass on October 11, 2022 • 4 adults
  • Carly Gossard
    Carly Gossard
    us
    New Jersey, US
    Member since 2022
    5.0
    Verified

    July fishing trip

    Half Day Trip – Inshore on July 23, 2022 • 4 adults

Rating

4.8
16 reviews
4.7
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (16)

All reviews (16)

Frequently mentioned
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Showing 1 – 5 of 16 reviews
Scott Nastahowski
Scott Nastahowski
Repeat angler
us
New York, US
Member since 2024
5 trips
5.0
Verified
great trip!
Half Day Trip – Inshore on June 6, 2026 • 2 adults

got put on to some very nice stripe bass. caught an assortment of fish. will go again!

Daniel Gross
Daniel Gross
us
New York, US
Member since 2024
5.0
Verified
awesome time
Half Day Trip – Inshore on September 7, 2024 • 4 adults

I had a great trip with three friends from college on Captain Derrick’s boat. He was very knowledgeable about where the best Fishing was and showed us all the technique we needed. We brought home a striped bass, black bass and Porgies 10 times out of 10 would recommend and will book with him again in the future.

Reported catch:
Striped Bass
Bluefish (Tailor)
Scup (Porgy)
Black Seabass
Arna Zohlman
Arna Zohlman
us
New York, US
Member since 2024
5.0
Verified
Great trip!
Half Day Trip – Inshore (PM) on August 24, 2024 • 3 adults • 1 child

Captain Derrick was terrific! He was patient with the kids (ages 13 and 11) and did everything he could to help everyone catch some fish! We will definitely be back.

Reported catch:
Bluefish (Tailor)
Black Seabass
Michael Genzano
Michael Genzano
Repeat angler
us
Connecticut, US
Member since 2025
3 trips
4.7
Verified
Night time stripers
5 Hour Trip – Striped Bass on June 7, 2025 • 3 adults

Great night time trip

Reported catch:
Striped Bass
Joseph Schappert
Joseph Schappert
Repeat angler
us
New York, US
Member since 2023
2 trips
5.0
Verified
May fishing trip
Half Day Trip – Inshore (PM) on May 19, 2023 • 1 adult

FAQs about Against The Wind Fishing

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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
2006
Boat manufacturer
Steiger Craft
Boat type
Pilothouse
Engine model
Suzuki
Powered by
1 x 225HP
Max cruising speed
30 knots
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