Next AvailableJul 01

Book with Stephen Roland

Professional Cryer Fishing Charters

Identity Verified

Montauk NY

Stephen Roland, Captain at Professional Cryer Fishing Charters

Identity Verified

Captain Stephen operates fishing trips out of Montauk aboard a 36' Osmond Beal Downeast vessel. Anglers can explore these waters, which are rich in Thresher Shark, Black Seabass, and Bluefin Tuna, under Stephen’s expert guidance. The best way to learn about fishing is to join him on the water. Montauk is waiting for you with a fish that has your name on it, and Professional Cryer Fishing Charters is ready to assist you in catching it. With years of professional experience, Captain Stephen serves as an invaluable guide for the day.

Depending on the season, a variety of fish can be caught, including Striped Bass, Black Seabass, Scup (Porgy), Mako Shark, Thresher Shark, Blue Shark, Bigeye Tuna, Bluefin Tuna, Yellowfin Tuna, Tautog, Flounder, and more. Guests may engage in various fishing techniques during the trip, such as trolling, jigging, or bottom fishing, or even more specialized methods suited for the area.

Professional Cryer Fishing Charters is a family-friendly service, allowing the whole family to unplug and enjoy the day together. Children must wear life vests, so it’s important to check if the appropriate sizes are available on board. Guests are encouraged to bring snacks for an energy boost during the trip.

The 36’ Downeast Osmond Beal accommodates up to six passengers, providing a spacious cockpit that ensures comfort while fishing. Equipped with modern safety gear and electronics, the boat also has a first mate on board to assist with fishing needs, including cleaning and filleting the catch. A customary 20% tip for the mate is appreciated, and crushed ice is included with the charter.

Quality rods, reels, tackle, and lures are provided, with live bait available upon request. There's no need to worry about purchasing a fishing license, allowing guests to come aboard without hassle. However, it's important to be aware that certain species may have specific regulations or limited seasons, so asking the captain about what to expect is always a good idea.

For a successful outing, it’s advisable to bring non-spray sunblock, a hat, rubber boots, and sunglasses. Water is complimentary, and while alcohol is permitted in moderation, the captain prefers to avoid hard liquor and glass bottles. A toilet is also available on board for convenience.

Get ready to hit the water with Professional Cryer Fishing Charters!

Upcoming Availability

July 2025

August 2025

Fishing Techniques

JiggingTrolling FishingDeep Sea / Bottom Fishing

What's Included

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

Your Guide has some important details about your trip with them.

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

What's Included

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

Your Guide has some important details about your trip with them.

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

Trips Available with Professional Cryer Fishing Charters

Fishing

Starting At $1,150

Fishing Charter Montauk | 7 HR Private Wreck or Reef FishingTrip

Fishing Area: Montauk

Fishing: Wrecks

Fishing Boat:

Professional Cryer Fishing • 36' Osmond Beal • Max 6 guests (base trip price includes 6 guests)

Description:

Set out on a 7-hour private fishing adventure starting at 6:00 AM, available seasonally from May 15 to November 30 on weekdays (Mon-Fri). Priced at $1,150 for up to 6 guests, this trip is perfect for targeting a variety of species, including Striped Bass, Black Sea Bass, Fluke, Cod, Tautog, and Porgies. Enjoy inshore, reef, and wreck fishing using techniques like bottom fishing and jigging aboard a comfortable vessel with a spacious cockpit. A 20% gratuity for the first mate is customary for their assistance throughout the trip. Book today and get ready for an exciting day exploring Montauk’s

Fishing

Starting At $850

Charter Fishing Montauk | 5 HR Private Trip

Fishing Area: Montauk

Fishing: Inshore

Fishing Boat:

Professional Cryer Fishing • 36' Osmond Beal • Max 6 guests (base trip price includes 6 guests)

Description:

Experience a 5-hour fishing adventure starting at 6:00 AM aboard a spacious and comfortable vessel, perfect for targeting Striped Bass, Fluke, Black Sea Bass, and Porgies. Priced at $850 for up to 6 people, this trip runs seasonally from May 15 to November 30 on weekdays (Mon-Fri). Enjoy fishing with bottom fishing, jigging, and trolling techniques as you explore prime inshore waters. A 20% gratuity for the first mate is appreciated for their help throughout the trip. With free cancellation up to 14 days in advance, book your outing today and prepare for a productive and fun day on the water!

Fishing

Starting At $1,500

Fishing Charters in Montauk | 10 HR Private Charter Trip

Fishing Area: Montauk

Fishing: Inshore

Fishing Boat:

Professional Cryer Fishing • 36' Osmond Beal • Max 6 guests (base trip price includes 6 guests)

Description:

Enjoy a 10-hour private fishing adventure starting at 6:00 AM, available seasonally from May 15 to November 30 on weekdays (Mon-Fri). Priced at $1,500 for up to 6 guests, this trip offers a full day of fishing targeting Striped Bass, Black Sea Bass, Fluke, Cod, Tautog, and Porgies. Experience inshore, reef, and wreck fishing using techniques like bottom fishing, jigging, and drift fishing aboard a spacious and comfortable vessel. A 20% gratuity for the first mate is appreciated for their assistance throughout the day. Book now to secure your spot and enjoy a memorable day of fishing in Montauk

Fishing

Starting At $1,600

Montauk NY Fishing Charters | 10 HR Private Block Island Fishing Trip

Fishing Area: Montauk

Fishing: Inshore

Fishing Boat:

Professional Cryer Fishing • 36' Osmond Beal • Max 6 guests (base trip price includes 6 guests)

Description:

Experience an unforgettable full day of fishing on a spacious and comfortable vessel designed for maximum enjoyment. This 10-hour trip starts at 6:00 AM and runs seasonally from May 15 to November 30, available Monday through Friday. Priced at $1,600 for up to six guests, this adventure offers an excellent opportunity to target popular species such as Striped Bass, Fluke, Blackfish, Cod, Sea Bass, and Porgies! Your fishing adventure will involve various techniques, including bottom fishing, jigging, and drift fishing, ensuring a dynamic experience tailored to the day's conditions.

Fishing

Starting At $1,750

Fishing Charters in Montauk NY | 10 HR Private Shark Charter Trip

Fishing Area: Montauk

Fishing: Offshore

Fishing Boat:

Professional Cryer Fishing • 36' Osmond Beal • Max 6 guests (base trip price includes 6 guests)

Description:

Set on an unforgettable full-day fishing adventure targeting some of the ocean's most formidable predators! This 10-hour trip starts at 6:00 AM and operates seasonally from May 15 to November 30, available Monday through Friday. Priced at $1,750 for up to six guests, this experience is perfect for shark enthusiasts eager to catch Thresher, Mako, Blue, Hammerhead, and other regional sharks. You'll be fishing from a comfortable vessel featuring a spacious cockpit, allowing everyone ample room to engage in the action. The experienced crew will equip you with quality tackle, ensuring a success!

Fishing

Starting At $2,600

Fishing Charters in Montauk NY | 12 HR Private Tuna Fishing Trip

Fishing Area: Montauk

Fishing: Offshore

Fishing Boat:

Professional Cryer Fishing • 36' Osmond Beal • Max 6 guests (base trip price includes 6 guests)

Description:

Experience the excitement of tuna fishing with our Extended Day Trip, featuring a 12-hour adventure starting at 3:00 AM. This seasonal trip runs from May 15 to November 30, available Monday through Friday, and is designed for up to six passengers at a price of $2,600. Set out on a comfortable vessel with a spacious cockpit, perfect for targeting Bluefin, Yellowfin, and Albacore tuna up to 30 miles offshore. You’ll be accompanied by an experienced crew equipped with top-quality tackle, ensuring an exceptional fishing experience. Please note that a 20% gratuity for the first mate is customary.

Vehicle

Professional Cryer Fishing

Boat Type:

Boat Guest Capacity:

Boat Length:

36 ft

Manufacturer Name:

Osmond Beal

Model Year:

2003

Engine Manufacturer Name:

Scania

# of Engines:

Horsepower Per Engine:

450

Maximum Cruising Speed:

Features: Bait Tank Toilet Fish Finder GPS Radar

The 36' Osmond Beal Cabin Cruiser is a 2003 Downeast-style boat with a 450HP Scania engine and a top speed of 16 knots. It comfortably seats 6 passengers, making it perfect for fishing trips or cruising in style.