BOSTON FISHING FIELD GUIDE
First to the Grounds: 4.5 Hours of Fluke Fishing Aboard The Gambler
A 4.5-hour half-day fluke trip aboard The Gambler — the East Coast’s newest, fastest party boat — with onboard gear, crew assistance, and built‑in underwater lights that draw sea life.
First to the Grounds: 4.5 Hours of Fluke Fishing Aboard The Gambler.
Experience an unforgettable 4.5-hour fishing adventure aboard The Gambler, a 90-foot super cruiser that combines speed with comfort and is outfitted to chase summer flounder—the prized fluke—on productive offshore grounds.
Highlights
Outing Highlights
Built for speed, comfort and range
The Gambler is a 90' super cruiser powered by four super‑charged engines, U.S. Coast Guard certified and fitted with all‑new electronics, a heated and air‑conditioned lounge, a food galley and a large upper sundeck—designed for a comfortable, fast run to the fishing grounds.
Underwater night lights that draw life
The Gambler is the only boat in the fleet with built‑in underwater night lights that attract sea life from stem to stern, concentrating activity around the vessel and enhancing chances of bites.
Fluke and incidental hauls—varied and edible
Fluke (summer flounder) are the target—ranging from small throwbacks to doormat fish over 10 lbs—and trips often produce sea bass, redhake and small bluefish; incidental catches can include sandsharks, sea robins, sundials and skates, and porpoises (and sometimes whales) are often seen on summer runs.
What the day feels like
What the half‑day on The Gambler feels like
A brisk offshore run on a fast, comfortable boat gives way to a concentrated 4.5‑hour session on productive grounds—rod and reel rentals, bait and tackle are available, the crew is hands‑on for instruction and filleting, and the vessel’s features and lighting focus fish life around the boat for a lively, social fishery.
THE BOAT
Built for speed, comfort and range
The Gambler is a 90' super cruiser powered by four super‑charged engines, U.S. Coast Guard certified and fitted with all‑new electronics, a heated and air‑conditioned lounge, a food galley and a large upper sundeck—designed for a comfortable, fast run to the fishing grounds.
THE ATTRACTION
Underwater night lights that draw life
The Gambler is the only boat in the fleet with built‑in underwater night lights that attract sea life from stem to stern, concentrating activity around the vessel and enhancing chances of bites.
THE FISHING
Fluke and incidental hauls—varied and edible
Fluke (summer flounder) are the target—ranging from small throwbacks to doormat fish over 10 lbs—and trips often produce sea bass, redhake and small bluefish; incidental catches can include sandsharks, sea robins, sundials and skates, and porpoises (and sometimes whales) are often seen on summer runs.
Suitability
Who it's for
Who this trip suits — and what to plan for.
Practical planner
Details to review before reserving
This is a 4.5‑hour half‑day trip; plan travel and check‑in so you can arrive at least 1 hour before the scheduled departure.
Dress in layers and bring sunscreen; bring a camera—guests can upload photos to the operator’s website after the trip.
Rod and reel rental, bait (included), hooks and sinkers, food and beverages, ice and fish storage are available on board; the crew will assist with instruction and filleting.
Booking in advance is highly recommended—this trip sells out—and please arrive early to check in; the boat will leave promptly and cannot wait for late arrivals.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is the trip?
The Gambler’s Fluke Trip runs 4.5 hours.
What species am I likely to catch?
The target is fluke (summer flounder); trips also commonly produce sea bass, redhake and small bluefish, with incidental catches like sandsharks, sea robins, sundials and skates; porpoises and sometimes whales are often seen on summer trips.
Is gear provided?
Yes—rod and reel rentals and bait are available and included as described; hooks, sinkers, ice and a place to store your catch are provided on board.
Do I need to check in early?
Yes—please arrive at least one hour early to check in and secure your equipment; the boat departs promptly and cannot wait for late arrivals.
Will the crew help if I’m new to fishing?
Yes—the mates are available to assist with instruction and will fillet fish at the end of the trip if needed.
Should I book in advance?
Booking in advance is highly recommended because this trip is a top pick and sells out.
Can I take photos and share them?
Yes—taking pictures is encouraged and guests can upload photos to the operator’s website after the trip.