Against The Wind Fishing 

4.8/5 (15 reviews)
 467 East Lake Drive, Montauk, NY 11954, United States

Against The Wind Fishing 

4.8/5 (15 reviews)
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467 East Lake Drive
Montauk, NY, United States
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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!

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Customer reviews

Rating summary

4.8/5
out of 5 stars from 15 reviews
Boat
4.6/5
Crew
4.9/5
Experience
4.8/5

Photos & videos by reviewers (16)

Night time stripers
Night time stripers
Night time stripers
+13

Angler rating

9
2
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

67%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

73%

Caught fish

100%

Showing 1 - 5 of 15 reviews
Showing: 5 of 15 reviews
Michael G.
Michael G.
4.7/5

Jun 7, 2025

5 Hour Trip – Striped Bass

Night time stripers

VERIFIED

Great night time trip

Great night time trip  

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 Michael G. recommends Against The Wind Fishing

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 Michael G. recommends Against The Wind Fishing

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Daniel G.
Daniel G.
5.0/5

Sep 7, 2024

Half Day Trip – Inshore

awesome time

VERIFIED

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.

I had a great trip with three friends from college on Captain Derrick’s boat. He was very knowledgeable about where the best Fishing...  

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Review media 1
 Daniel G. recommends Against The Wind Fishing

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 Daniel G. recommends Against The Wind Fishing

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Arna Z.
Arna Z.
5.0/5

Aug 24, 2024

Half Day Trip – Inshore (PM)

Great trip!

VERIFIED

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.

Captain Derrick was terrific! He was patient with the kids (ages 13 and 11) and did everything he could to help everyone catch...  

 Arna Z. recommends Against The Wind Fishing

Mark review as helpful

 Arna Z. recommends Against The Wind Fishing

Mark review as helpful


Joseph S.
Joseph S.
5.0/5

May 19, 2023

Half Day Trip – Inshore (PM)

May fishing trip

VERIFIED

 

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 Joseph S. recommends Against The Wind Fishing

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1 person finds this review helpful
 Joseph S. recommends Against The Wind Fishing

Mark review as helpful

1 person finds this review helpful

Lisa P.
Lisa P.

East Meadow, NY

5.0/5

Jul 29, 2022

5 Hour Trip – Striped Bass

My youngest graduation gift

VERIFIED

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

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

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 Lisa P. recommends Against The Wind Fishing

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 Lisa P. recommends Against The Wind Fishing

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Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
September 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
Half Day Trip – Inshore
FREE Cancellation 1 day notice
4 Hour Trip, starts at 7:00 AM
Seasonal trip (Sat, Sun)
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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
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US $600 
Entire boat: up to 4 people
5 Hour Trip – Striped Bass
FREE Cancellation 1 day notice
5 Hour Trip, starts at 6:00 PM
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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)
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US $900 
Entire boat: up to 4 people

Customer reviews

Rating summary

4.8/5
out of 5 stars from 15 reviews
Boat
4.6/5
Crew
4.9/5
Experience
4.8/5

Photos & videos by reviewers (16)

Night time stripers
Night time stripers
Night time stripers
+13

Angler rating

9
2
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

67%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

73%

Caught fish

100%

Showing 1 - 5 of 15 reviews
Showing: 5 of 15 reviews
Michael G.
Michael G.
4.7/5

Experience:

4.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Night time stripers

VERIFIED

5 Hour Trip – Striped Bass on June 7, 2025

Great night time trip

Great night time trip  

Review media 0
Review media 1
Review media 2
Review media 3
 Michael G. recommends Against The Wind Fishing

Mark review as helpful


Daniel G.
Daniel G.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

awesome time

VERIFIED

Half Day Trip – Inshore on September 7, 2024

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.

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.  

Review media 0
Review media 1
 Daniel G. recommends Against The Wind Fishing

Mark review as helpful


Arna Z.
Arna Z.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great trip!

VERIFIED

Half Day Trip – Inshore (PM) on August 24, 2024

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.

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.  

 Arna Z. recommends Against The Wind Fishing

Mark review as helpful


Joseph S.
Joseph S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

May fishing trip

VERIFIED

Half Day Trip – Inshore (PM) on May 19, 2023

 

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Review media 1
 Joseph S. recommends Against The Wind Fishing

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1 person finds this review helpful

Lisa P.
Lisa P.

East Meadow, NY

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

My youngest graduation gift

VERIFIED

5 Hour Trip – Striped Bass on July 29, 2022

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

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

Review media 0
Review media 1
Review media 2
Review media 3
 Lisa P. recommends Against The Wind Fishing

Mark review as helpful


FAQs about Against The Wind Fishing

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The fish you can target

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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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