Montauk Fishing – Charterboat Oh Brother 

4.9
(23 reviews)
Recent reports
 470 West Lake Drive, Montauk, NY 11954, United States

Montauk Fishing – Charterboat Oh Brother 

Montauk, NY, United States
40 ft
6
4.9
(23 reviews)

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.

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.

Rob Aaronson
Captain
Rob Aaronson
44 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
September 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
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5 Hour Trip – Inshore (AM)
Non-refundable
5 hour trip starts at 5:30 AM
Seasonal trip
May 15 - Nov 30
US $995
Entire boat: up to 6 people
5 Hour Trip – Inshore (PM)
Non-refundable
5 hour trip starts at 10:30 AM
Seasonal trip
May 15 - Nov 30
US $995
Entire boat: up to 6 people
Block Island Half Day Trip 5 hrs
Non-refundable
5 hour trip starts at 5:00 AM
Seabass (Black)
Bass (Striped)
Bluefish (Tailor)
Scup (Porgy)
US $1,095
Entire boat: up to 6 people
Block Island 5hr trip
Non-refundable
5 hour trip starts at 10:30 AM
Seabass (Black)
Bass (Striped)
Bluefish (Tailor)
Scup (Porgy)
US $1,095
Entire boat: up to 6 people
9 Hour Trip – Inshore
Non-refundable
9 hour trip starts at 5:00 AM
Seasonal trip
May 5 - Nov 30
US $1,795
Entire boat: up to 6 people
10 Hour Trip – Offshore
Non-refundable
10 hour trip starts at 5:00 AM
Seasonal trip
Jun 5 - Oct 15
US $2,995
Entire boat: up to 6 people
14 Hour Trip – Offshore
Non-refundable
14 hour trip starts at 2:30 AM
Seasonal trip
Jun 5 - Oct 15
US $3,795
Entire boat: up to 6 people
There are 3 people looking at this charter.

Customer reviews

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Rating

4.9
23 reviews
4.8
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (23)

All reviews (23)

Frequently mentioned
Showing 15 of 23 reviews
William Dosch
William Dosch
us
Nevada, US
Member since 2025
5.0
Verified
Wonderful trip
Block Island 5hr trip on August 4, 20254 adults

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

Reported catch:
Bluefish (Tailor)
Black Seabass
Scup (Porgy)
Benjamin Spiegel
Benjamin Spiegel
us
New York, US
Member since 2025
5.0
Verified
Great Charter!
Block Island 5hr trip on May 3, 20256 adults

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!

Rob Aaronson
Response from Captain

Thanks Ben! Pleasure having you and your group aboard!

Kate Turner
Kate Turner
us
Connecticut, US
Member since 2024
5.0
Verified
Best captain in Montauk
5 Hour Trip – Inshore (AM) on June 30, 20243 adults

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

Reported catch:
Striped Bass
Bluefish (Tailor)
Bob Meredith
Bob Meredith
us
New York, US
Member since 2021
5.0
Verified
Half day trip with Capt Rob
5 Hour Trip – Inshore (AM) on July 30, 20216 adults

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!

Adam Rauer
Adam Rauer
us
New York, US
Member since 2022
4.7
Verified
Fishing with Rob
5 Hour Trip – Inshore (PM) on July 5, 20226 adults

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.

FAQs about Montauk Fishing – Charterboat Oh Brother

Montauk Fishing – Charterboat Oh Brother offers the following trips to customers:
  • US $995 per group - 5 Hour Trip – Inshore (AM) (5 hours)
  • US $995 per group - 5 Hour Trip – Inshore (PM) (5 hours)
  • US $1,095 per group - Block Island 5hr trip (5 hours)
  • US $1,095 per group - Block Island Half Day Trip 5 hrs (5 hours)
  • US $1,795 per group - 9 Hour Trip – Inshore (9 hours)
  • US $2,995 per group - 10 Hour Trip – Offshore (10 hours)
  • US $3,795 per group - 14 Hour Trip – Offshore (14 hours)
When you book a trip with Montauk Fishing – Charterboat Oh Brother, you can expect the following amenities onboard:
  • Toilet
  • Fighting chair
  • GPS
  • Fishfinder
  • Bed Bunk beds
  • Flybridge
  • Live bait well
  • Outriggers
  • Ice box
  • Radar
Trips booked with Montauk Fishing – Charterboat Oh Brother include:
  • Rods, reels & tackle
  • Live bait (we catch our own when needed)
  • Lures
  • Catch cleaning & filleting
  • First mate ( )
  • Fishing license
Montauk Fishing – Charterboat Oh Brother offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing
  • Reef fishing
  • Wreck fishing
Montauk Fishing – Charterboat Oh Brother offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Jigging
  • Drift fishing
  • Deep sea fishing
Top targeted fish species with Montauk Fishing – Charterboat Oh Brother include:
  • Bass (Striped)
  • Bluefish (Tailor)
  • Dolphin (Mahi Mahi)
  • Flounder
  • Scup (Porgy)
  • Seabass (Black)
  • Shark (Mako)
  • Shark (Thresher)
  • Tuna (Bluefin)

Your captain

Rob Aaronson
Rob Aaronson

Montauk, New York, United States

33 Fishing Reports
ID & license verified
23 Customer reviews
Typical response within an hour
Member since July 2016

Captain Rob has always been a full time fisherman..We have been making our clients happy for over 35 year and have a 95% repeat customer base..We gear our trips to our groups and make sure the kids get involved too..From beginners to the seasoned fishers this is the Boat for you!

Rob Aaronson
Rob Aaronson
Fully verified
33
reports
23
reviews
2016
member since
~1h
response
Captain Rob has always been a full time fisherman..We have been making our clients happy for over 35 year and have a 95% repeat customer base..We gear our trips to our groups and make sure the kids get involved too..From beginners to the seasoned fishers this is the Boat for you!

The fish you can target

Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Flounder
Flounder
Scup (Porgy)
Scup (Porgy)
Black Seabass
Black Seabass
Mako Shark
Mako Shark
Thresher Shark
Thresher Shark
Bluefin Tuna
Bluefin Tuna
Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Flounder
Flounder
Scup (Porgy)
Scup (Porgy)

Real catches by this captain

  • Great Charter!
    Ben S.
    Ben S.
  • Best captain in Montauk
    Kate T.
    Kate T.
  • Fishing with Rob
    Adam R.
    Adam R.

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

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Jigging
Drift Fishing
Deep Sea Fishing

Which amenities are available onboard

Toilet
Fighting chair
GPS
Fishfinder
Bed
Bunk beds
Flybridge
Live bait well
Outriggers
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
we catch our own when needed
Lures
Catch cleaning & filleting
First mate
Fishing license

How cancellations work

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.

More details

What the listing policies are

Pickup agreed upon reservation

Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.

Child friendly
You keep catch
Catch and release allowed

How you can pay

Book with 30% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 30% 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

 Visa

 Mastercard

 American Express

 Checks

 Bank transfer

When paying the remaining balance with a credit card, an additional 3.5% charge will apply.

What’s biting in Montauk right now

Bass (Striped)Bass (Striped)
Bluefish (Tailor)Bluefish (Tailor)
Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
FlounderFlounder
Scup (Porgy)Scup (Porgy)
Seabass (Black)Seabass (Black)
Shark (Mako)Shark (Mako)
Shark (Thresher)Shark (Thresher)
Tuna (Bluefin)Tuna (Bluefin)

Compare similar fishing charters

Current
Montauk Fishing –  Charterboat Oh Brother
Montauk Fishing – Charterboat Oh Brother
4.9
(23)
40 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+7
5 hour trip • 6 persons
US $995