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Montauk Fishing – Charterboat Oh Brother 

4.9
(24 reviews)
 470 West Lake Drive, Montauk, NY 11954, United States–
Meet the Captain
+19
+16

Montauk Fishing – Charterboat Oh Brother 

Montauk, NY, United States
–
40 ft
6
4.9
(24 reviews)
Trips & prices
Targeted species
Boat info
What's biting
What's included
Contact captain
Trips & prices
What's included
Targeted species
Boat info
Reviews
Contact captain

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
Popular features
Fishing license
Live bait
You keep catch
Catch cleaning & filleting
Toilet
Popular features
Fishing license
Live bait
You keep catch
Catch cleaning & filleting
Toilet

Select date to see availability

Trip date:
Group Size:
November 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 $1,095
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 $1,095
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 $1,195
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 $1,195
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 $1,895
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 $3,295
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 $3,895
Entire boat: up to 6 people

Customer reviews

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Rating

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

Anglers' gallery (23)

All reviews (24)

Frequently mentioned
Showing 1 – 5 of 24 reviews
Jeffrey Faller
Jeffrey Faller
Repeat angler
us
New Jersey, US
Member since 2026
2 trips
5.0
Verified
The most fish we’ve caught!
5 Hour Trip – Inshore (AM) on September 18, 2026 • 6 adults

We had a great time! Captaib Rob was very helpful and put us right on the fish. I would recommend him for your next trip!

Reported catch:
Black Seabass
Scup (Porgy)
Rob Aaronson
Response from Captain

great group. congratulations on the upcoming wedding

William Dosch
William Dosch
us
Nevada, US
Member since 2025
5.0
Verified
Wonderful trip
Block Island 5hr trip on August 4, 2025 • 4 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, 2025 • 6 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, 2024 • 3 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, 2021 • 6 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!

FAQs about Montauk Fishing – Charterboat Oh Brother

Montauk Fishing – Charterboat Oh Brother offers the following trips to customers:
  • US $1,095 per group - 5 Hour Trip – Inshore (AM) (5 hours)
  • US $1,095 per group - 5 Hour Trip – Inshore (PM) (5 hours)
  • US $1,195 per group - Block Island 5hr trip (5 hours)
  • US $1,195 per group - Block Island Half Day Trip 5 hrs (5 hours)
  • US $1,895 per group - 9 Hour Trip – Inshore (9 hours)
  • US $3,295 per group - 10 Hour Trip – Offshore (10 hours)
  • US $3,895 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
24 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
24
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

  • Two anglers proudly displaying their catch of flounder on a fishing charter, with several more flounder laid out on the deck.
    Fish 1
    Fish 2
    Flounder
    Absolutely the Best Fluke Fishing of the Season Last few Days
  • Three anglers proudly displaying their catch of large Tuna on a fishing charter, showcasing a successful day on the water.
    Fish 1
    Fish 2
    Bluefin Tuna
    Bluefin tuna have arrived off Montauk and the Oh Brother is On Them!
  • A young girl and an adult proudly display a large striped bass on a fishing charter, showcasing their successful catch on the boat.
    Fish 1
    Striped Bass
    Giant Stripers Biting in Montauk
  • A young angler proudly displaying two fish on a fishing charter, showcasing a successful day on the water.
    William D.
    William D.
    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
  • A group of anglers proudly displaying their catch of several large flounder on a fishing charter in open waters.
    Fish 1
    Flounder
    Fluke and Black Seabass
  • Angler proudly displaying a large Striped Bass while aboard a fishing boat in open waters.
    Fish 1
    Striped Bass
    Ben S.
    Ben S.
    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!
  • A group of anglers proudly displaying their catch of striped bass on the deck of a fishing boat, showcasing a successful day on the water.
    Fish 1
    Fish 2
    Striped Bass
    Limits of Striped Bass,Black Seabass and Tautog (Blackfish)
  • Four anglers proudly displaying a large Bluefin Tuna on a sportfishing boat, showcasing their successful catch during a deep-sea fishing trip.
    Fish 1
    Fish 2
    Bluefin Tuna
    Just a Fanstastic Tuna Season out of Montauk and Still Going Strong!
  • Group of anglers posing on a boat with a catch of striped bass after a successful fishing trip.
    Fish 1
    Striped Bass
    Non Stop Action with Bass of all sizes and Bluefish
  • Three anglers smiling on a boat, showcasing their catch of striped bass after a successful fishing trip.
    Fish 1
    Striped Bass
    Kate T.
    Kate T.
    We have been fishing with Rob for 30 years. He is the best and will make your fishing experience memorable.

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
(24)
40 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+7
5 hour trip • 6 persons
US $1,095