Montauk Fishing – Charterboat Oh Brother 

4.9/5 (23 reviews)
 470 West Lake Drive, Montauk, NY 11954, United States
4.9/5 (23 reviews)
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470 West Lake Drive
Montauk, NY, United States

See why these East Coast waters are one of a kind aboard “Montauks Oh Brother”! Whether you’re a family looking for a fun activity, a corporate group, or experienced anglers, you’ll enjoy heading out with this crew. Captain Rob Aaronson is a multi-tournament-winning pro who’s worked in nearly every fishery on the East Coast.

Hop aboard his 40’ custom Downeast vessel ideal for up to 6 passengers on day trips. She’s got a spacious interior with a head and a large back deck to fish from. The latest in GPS and Fish Finder technology keeps you on top of your targets and the live well entices their bite.

Head into the deep and explore the offshore waters for Tuna, Marlin, Shark, and Mahi. If you’d prefer to stay closer to shore, it’s all about Striped Bass, Fluke, Black Seabass and more.

At the end of the day, the crew is happy to clean and fillet your catch.

Make sure to pack enough drinks and snacks to keep you going in an iced cooler, and dress for the season.

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Customer reviews

Rating summary

4.9/5
out of 5 stars from 23 reviews
Boat
4.8/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (23)

Wonderful trip
Wonderful trip
Wonderful trip
+20

Angler rating

21
2
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

84%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

100%

Showing 1 - 5 of 23 reviews
Showing: 5 of 23 reviews
William D.
William D.
5.0/5

Aug 4, 2025

Block Island 5hr trip

Wonderful trip

VERIFIED
NEW

We had a great day fishing with the crew of “Oh Brother” Capitan Rob knew where all the fish were and we caught big Blue Fish almost immediately. Then we switched up to bottom fishing and we caught so many bass we couldn’t keep count. Capt. Rob caught a Shark, it got away, but it was exciting to watch him reel it in. Overall it was a fantastic first fishing trip for our teenagers. John was very nice and patient with the kids, and he cleaned and prepared the fish for us to take with us, right on the boat. We had an amazing fish dinner when we got back to our hotel and didn’t need to do much. High recommend

We had a great day fishing with the crew of “Oh Brother” Capitan Rob knew where all the fish were and we caught big Blue Fish...  

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 William D. recommends Montauk Fishing – Charterboat Oh Brother
 William D. recommends Montauk Fishing – Charterboat Oh Brother

Benjamin S.
Benjamin S.
5.0/5

May 3, 2025

Block Island 5hr trip

Great Charter!

VERIFIED

Captain Rob and mat Jon were awesome. First trip of the season and each of us were able to get some fish! They were very knowledgeable of the area and gave great recommendations to do to after. Highly recommend!

Captain Rob and mat Jon were awesome. First trip of the season and each of us were able to get some fish! They were very knowledgeable...  

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Captain replied
 Benjamin S. recommends Montauk Fishing – Charterboat Oh Brother
 Benjamin S. recommends Montauk Fishing – Charterboat Oh Brother
undefined (The Captain)
Replied on May 5, 2025
Thanks Ben! Pleasure having you and your group aboard!

Kate T.
Kate T.
5.0/5

Jun 30, 2024

5 Hour Trip – Inshore (AM)

Best captain in Montauk

VERIFIED

We have been fishing with Rob for 30 years. He is the best and will make your fishing experience memorable.

We have been fishing with Rob for 30 years. He is the best and will make your fishing experience memorable.  

Review media 0
 Kate T. recommends Montauk Fishing – Charterboat Oh Brother
 Kate T. recommends Montauk Fishing – Charterboat Oh Brother

Bob M.
Bob M.

New York, New York

5.0/5

Jul 30, 2021

5 Hour Trip – Inshore (AM)

Half day trip with Capt Rob

VERIFIED

Captain and mate do a great job. We left a half hour early at Capt Rob’s suggestion cause the bite was more around sunrise. He was spot on. We caught one exceptional striped bass. Too big to keep so photo and release. We were catching multiple bass on the same rig! Both mate and captain were beyond our expectations. I have been fishing Montauk since the mid 80s and these guys are one of the best!

Captain and mate do a great job. We left a half hour early at Capt Rob’s suggestion cause the bite was more around sunrise. He...  

 Bob M. recommends Montauk Fishing – Charterboat Oh Brother
 Bob M. recommends Montauk Fishing – Charterboat Oh Brother

Adam R.
Adam R.

Port Jefferson, New York

4.7/5

Jul 5, 2022

5 Hour Trip – Inshore (PM)

Fishing with Rob

VERIFIED

You want to go to Montauk and catch fish? Hire this Captain. This is not a nice little whale watching, dolphin spotting tour. This is a MONTAUK FISHING BOAT. You will surely be exhausted from catching fish all day. We limited out on bass before charter was even over. This boat catches fish, plain and simple.

You want to go to Montauk and catch fish? Hire this Captain. This is not a nice little whale watching, dolphin spotting tour....  

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Review media 1
 Adam R. recommends Montauk Fishing – Charterboat Oh Brother
 Adam R. recommends Montauk Fishing – Charterboat Oh Brother

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
August 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Almost there...
5 Hour Trip – Inshore (AM)
Low rate deposit non-refundable
5 Hour Trip, starts at 5:30 AM
Seasonal trip May 15 - Dec 31
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US $895 
Entire boat: up to 6 people
5 Hour Trip – Inshore (PM)
Low rate deposit non-refundable
5 Hour Trip, starts at 10:30 AM
Seasonal trip May 15 - Nov 30
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US $895 
Entire boat: up to 6 people
Block Island Half Day Trip 5 hrs
Low rate deposit non-refundable
5 Hour Trip, starts at 5:00 AM
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US $1,095 
Entire boat: up to 6 people
Block Island 5hr trip
Low rate deposit non-refundable
5 Hour Trip, starts at 10:30 AM
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US $1,095 
Entire boat: up to 6 people
9 Hour Trip – Inshore
Low rate deposit non-refundable
9 Hour Trip, starts at 5:00 AM
Seasonal trip May 12 - Dec 31
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US $1,695 
Entire boat: up to 6 people
10 Hour Trip – Offshore
Low rate deposit non-refundable
10 Hour Trip, starts at 5:00 AM
Seasonal trip Jun 5 - Oct 15
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US $2,895 
Entire boat: up to 6 people
14 Hour Trip – Offshore
Low rate deposit non-refundable
14 Hour Trip, starts at 2:30 AM
Seasonal trip Jun 5 - Oct 15
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US $3,695 
Entire boat: up to 6 people
There are 9 people looking at this charter.

Customer reviews

Rating summary

4.9/5
out of 5 stars from 23 reviews
Boat
4.8/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (23)

Wonderful trip
Wonderful trip
Wonderful trip
+20

Angler rating

21
2
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

84%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

100%

Caught fish

100%

Showing 1 - 5 of 23 reviews
Showing: 5 of 23 reviews
William D.
William D.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Wonderful trip

VERIFIED
NEW

Block Island 5hr trip on August 4, 2025

We had a great day fishing with the crew of “Oh Brother” Capitan Rob knew where all the fish were and we caught big Blue Fish almost immediately. Then we switched up to bottom fishing and we caught so many bass we couldn’t keep count. Capt. Rob caught a Shark, it got away, but it was exciting to watch him reel it in. Overall it was a fantastic first fishing trip for our teenagers. John was very nice and patient with the kids, and he cleaned and prepared the fish for us to take with us, right on the boat. We had an amazing fish dinner when we got back to our hotel and didn’t need to do much. High recommend

We had a great day fishing with the crew of “Oh Brother” Capitan Rob knew where all the fish were and we caught big Blue Fish almost immediately. Then we switched up to bottom fishing and we caught so many bass we couldn’t keep count. Capt. Rob caught a Shark, it got away, but it was exciting to watch him reel it in. Overall it was a fantastic first fishing trip for our teenagers. John was very nice and patient with the kids, and he cleaned and prepared the fish for us to take with us, right...  

Review media 0
Review media 1
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 William D. recommends Montauk Fishing – Charterboat Oh Brother

Benjamin S.
Benjamin S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Charter!

VERIFIED

Block Island 5hr trip on May 3, 2025

Captain Rob and mat Jon were awesome. First trip of the season and each of us were able to get some fish! They were very knowledgeable of the area and gave great recommendations to do to after. Highly recommend!

Captain Rob and mat Jon were awesome. First trip of the season and each of us were able to get some fish! They were very knowledgeable of the area and gave great recommendations to do to after. Highly recommend!  

Review media 0
Review media 1
Review media 2
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Review media 4
 Benjamin S. recommends Montauk Fishing – Charterboat Oh Brother
undefined (The Captain)
Replied on May 5, 2025
Thanks Ben! Pleasure having you and your group aboard!

Kate T.
Kate T.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Best captain in Montauk

VERIFIED

5 Hour Trip – Inshore (AM) on June 30, 2024

We have been fishing with Rob for 30 years. He is the best and will make your fishing experience memorable.

We have been fishing with Rob for 30 years. He is the best and will make your fishing experience memorable.  

Review media 0
 Kate T. recommends Montauk Fishing – Charterboat Oh Brother

Bob M.
Bob M.

New York, New York

5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Half day trip with Capt Rob

VERIFIED

5 Hour Trip – Inshore (AM) on July 30, 2021

Captain and mate do a great job. We left a half hour early at Capt Rob’s suggestion cause the bite was more around sunrise. He was spot on. We caught one exceptional striped bass. Too big to keep so photo and release. We were catching multiple bass on the same rig! Both mate and captain were beyond our expectations. I have been fishing Montauk since the mid 80s and these guys are one of the best!

Captain and mate do a great job. We left a half hour early at Capt Rob’s suggestion cause the bite was more around sunrise. He was spot on. We caught one exceptional striped bass. Too big to keep so photo and release. We were catching multiple bass on the same rig! Both mate and captain were beyond our expectations. I have been fishing Montauk since the mid 80s and these guys are one of the best!  

 Bob M. recommends Montauk Fishing – Charterboat Oh Brother

Adam R.
Adam R.

Port Jefferson, New York

4.7/5

Experience:

4.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fishing with Rob

VERIFIED

5 Hour Trip – Inshore (PM) on July 5, 2022

You want to go to Montauk and catch fish? Hire this Captain. This is not a nice little whale watching, dolphin spotting tour. This is a MONTAUK FISHING BOAT. You will surely be exhausted from catching fish all day. We limited out on bass before charter was even over. This boat catches fish, plain and simple.

You want to go to Montauk and catch fish? Hire this Captain. This is not a nice little whale watching, dolphin spotting tour. This is a MONTAUK FISHING BOAT. You will surely be exhausted from catching fish all day. We limited out on bass before charter was even over. This boat catches fish, plain and simple.  

Review media 0
Review media 1
 Adam R. recommends Montauk Fishing – Charterboat Oh Brother

FAQs about Montauk Fishing – Charterboat Oh Brother

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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
6 persons
Boat length
40 ft
Year built
1988
Restored in
2020
Boat manufacturer
Custom
Boat type
Downeast

Engine model
Cat
Powered by
1 x 800HP
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What’s biting in Montauk right now

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