Your Captain
Rob Aaronson
Identity Verified
When it comes to fishing in Montauk, there’s one name locals and visiting anglers trust—Captain Rob Aaronson of Montauk Sport Fishing. With decades of experience and a reputation built on skill, professionalism, and a true passion for the ocean, Captain Rob has guided countless guests to unforgettable catches. His tournament wins and knowledge of East Coast fisheries make him one of Montauk’s most respected captains.
Trips are hosted aboard “Oh Brother,” a 40’ custom Downeast vessel designed to deliver comfort and performance. The boat accommodates up to 6 passengers, making it perfect for family outings, small groups, or private charters. With a roomy back deck, comfortable interior seating, private restroom, and top-tier electronics including GPS and Fish Finder, every detail of the vessel is geared toward maximizing your time on the water.
Montauk is famous for its inshore and offshore fishing, and with Captain Rob at the helm, you’ll have the chance to experience it all. Stay inshore and chase the region’s iconic Striped Bass, along with Black Sea Bass, Fluke, and Porgy. These trips are ideal for families, first-timers, and anyone who wants consistent action close to shore. Looking for more excitement? Head offshore in pursuit of Tuna, Mahi, Marlin, and Sharks. From Yellowfin and Bluefin Tuna to Thresher and Mako Sharks, offshore trips promise heart-pounding battles and lasting memories.
Whether you’re booking a half-day inshore trip or a full-day offshore adventure, each charter is tailored to your group’s needs. Captain Rob and his crew are as enthusiastic about teaching beginners as they are about guiding seasoned anglers to their next trophy catch. They’ll also clean and fillet your catch at the end of the day, so you can enjoy the freshest possible meal back on shore.
All you need to bring are drinks, snacks, and clothing appropriate for the season. The crew provides rods, reels, bait, and the know-how to make your day both productive and fun.
From family-friendly trips to hardcore offshore battles, Montauk Sport Fishing with Captain Rob Aaronson is your ticket to exploring the legendary waters of Montauk. Book your adventure today and see firsthand why anglers around the world consider Montauk the ultimate fishing destination.
What's Included
Your Guide has some important details about your trip with them.
Show More
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
What's Included
Your Guide has some important details about your trip with them.
Show More
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
Join Captain Rob for a 5-hour inshore fishing adventure in Montauk, available morning or midday from May through late fall. Trips start at 5:30 AM or 10:30 AM and are priced at $895 for the entire boat (up to 6 guests). Target Striped Bass, Bluefish, Fluke, Black Seabass, and Porgy in Montauk’s productive coastal waters. All tackle, bait, and lures are provided, and Capt. Rob will clean your catch at the end of the trip. Just bring along snacks and drinks for the ride. A low-rate, non-refundable deposit secures your spot for an exciting day on the water.
Pick Your Date
Spend the day exploring Montauk’s productive inshore waters on this 9-hour trip with Captain Rob. Departing at 5:00 AM (season runs May 12–Dec 31), this adventure is perfect for groups of up to 6 and priced at $1,695 for the entire boat. Target Montauk favorites including Striped Bass, Bluefish, Fluke, Black Seabass, and Porgy while fishing with quality tackle, lures, and gear provided on board. At the end of your trip, Capt. Rob will clean and fillet your catch so it’s ready to take home. All you need are drinks, snacks, and an iced cooler for your fish. A low-rate, non-refundable deposit secures your day on the water.
Pick Your Date
Join Captain Rob for an exciting 10-hour offshore adventure targeting some of the toughest fighters in the Atlantic. Running June 5 – Oct 15, this trip departs at 5:00 AM and takes you up to 25 miles offshore in pursuit of Shark and Tuna. It’s the perfect choice if you’re ready to battle fish that can be bigger than you! Designed for groups of up to 6 guests, the trip is priced at $2,895 for the entire boat. All rods, reels, and tackle are included, while the crew provides expert guidance throughout the day. Just bring an iced cooler with drinks and food to stay fueled, and secure your spot with a low-rate, non-refundable deposit.
Pick Your Date
Take on Montauk’s ultimate fishing challenge with this 14-hour offshore trip running June 5 – Oct 15. Departing at 2:30 AM, you’ll head far into the open ocean to battle some of the Atlantic’s most powerful game fish. Target Tuna, Mahi Mahi, Marlin, and Sharks—species that test skill and strength, even for seasoned anglers. This trip is ideal for up to 6 guests and priced at $3,695 for the entire boat. Captain Rob provides all rods, reels, bait, and lures, plus expert guidance throughout the day. At the end of your adventure, he’ll clean and fillet your catch. Just pack snacks, drinks, and a cooler, and secure your spot with a low-rate, non-refundable deposit.
Pick Your Date
Head out to Block Island with Captain Rob for a productive 5-hour fishing trip, available at 5:00 AM or 10:30 AM. These waters are a prime choice for certain seasonal species, offering a better success rate than staying closer to shore. Target Striped Bass, Black Seabass, Bluefish, and Porgy (Scup) while enjoying the beautiful run across Montauk Channel. Trips are priced at $1,095 for the entire boat (up to 6 guests) and include all the necessary tackle, bait, and lures. Just bring drinks and snacks, and the crew will handle the rest—including cleaning your catch at the end. A low-rate, non-refundable deposit secures your trip.
Pick Your Date
Montauk Sport Fishing
Boat Type:
Boat Guest Capacity:
6
Boat Length:
40 ft
Manufacturer Name:
Custom
Model Year:
1988
Engine Manufacturer Name:
Cat
# of Engines:
1
Horsepower Per Engine:
800
Maximum Cruising Speed:
15
Features: Fighting Chair First Mate Bait Tank Outriggers Flybridge Bed Toilet Ice-Box Fish Finder GPS Radar
Hop aboard the 40′ custom Downeast “Oh Brother”, ideal for up to 6 passengers. It features a roomy interior, private head, spacious fishing deck, GPS and fishfinder tech, plus a live well—designed for comfort, performance, and nonstop angling action.
Montauk Sport Fishing
Boat Type:
Boat Guest Capacity:
6
Boat Length:
40 ft
Vehicle Details