A GREAT TRIP FOR KIDS TO ENJOY A FISHING EXPERIENCE: These trips run in May and early June. Flounder fishing trips for families with children only. Four persons per trip including adults and children. Children 15 and under, must have one adult. We will provide bait, gear, and safety vests. All sanitizing and cleaning of equipment is on the boat. Toilet facilities are available. Customers keep all legal fish limits. These morning trips start at 7:00 a.m. Afternoon trips start at 12:00 pm.
Massachusetts Flounder Fishing Charters
90 Fishing Charters
The best out of 90 charter fishing deals in Massachusetts - enter dates to check availability
Top Flounder Fishing in Massachusetts
- SPECIAL CHILDREN FLOUNDER TRIPS 4hr:US $575

- Angler's Choice
Make the most of Cape Cod's famous bay and nearshore. These waters are home to a range of exciting, tough-fighting, and delicious creatures. You'd better be at your best if you want to fill the boat with delicious Bonita, Seabass, and many more fish that will make for excellent table fare at the end of the day. Try trolling, jigging, popping, or kite fishing on this exhilarating trip.
Full Day Trip:US $900



- Angler's Choice
Jason will put you on the bite of Striped Bass, Tautog, Bluefish, Black Seabass, and much more. Everything you need will wait for you on the boat, and you'll just need drinks and snacks. On the 26' SeaVee we limit our charters to 4 guests only. For parties greater than 4, we highly recommend booking our 32' boat for your safety and comfort listed under Got Stryper Adventure Charters.
4 HOUR INSHORE CHARTER:US $900


+5 - Angler's Choice
Lyla Rose Fishing Charters
GloucesterOn this 3 hour trip, you can choose to fish for a variety of species depending on what is biting. Striped Bass, Mackerel, Flounder, and many other species are all accessible just minutes from the dock. This trip is for anglers of all experience levels looking to fit a fishing trip into their busy schedule. This is also a great trip for families with children to enjoy a few hours together out on the water. As the departure times are flexible, you can also start the trip at 11:00 a.m.
3 Hour Trip – Inshore:US $400 Liveliner Sportfishing
ChathamExperience the best of Cape Cod fishing on this 4-hour private charter departing from Chatham. Fish the productive waters around Monomoy Island for Striped Bass, Bluefish, Fluke, Black Sea Bass, and more. Captain Russ provides all rods, reels, tackle, live bait, and lures, plus complimentary catch cleaning at the end of your trip.
4 Hour Charter:US $850


+4- Angler's Choice
Showtime Sportfishing
DennisFour to six hours are the recommended trip for the perfect fishing experience. These Prime trips allow for plenty of fishing time without getting worn out. It gives ample time to hit multiple spots (if needed) and provides a good chance of bringing home fish for the dinner table. It is generally the most popular trip, and leaves the most people thrilled with their fishing experience!
4 Hour Trip:US $675


Eastern Viking Charters
Gloucester5hr Trip-Flounder(AM):US $700
- Angler's Choice
Mid-Cape Sportfishing
YarmouthNantucket shoals Fluke fishing! Get your new PB Doormat Fluke
12 Hour Trip – Fluke:US $1,700
Hooked Up Sport Fishing Boston
WinthropWe offer a unique experience to fish for striped bass when they are most active, at night. We cast live eels and artificial lures seeking trophy fish after most captains go home.
Night fishing with live eels:US $800


+2
Recent Flounder catches in Massachusetts
Massachusetts Flounder Fishing Seasons

Calendar
Flounder fishing in Massachusetts, United States draws anglers to sandy bays, rips, and nearshore shoals. You can target Summer Flounder, also called Fluke, and Winter Flounder. These Flatfish fight well, taste great, and live close to shore, making them perfect for easy, fun trips.
Most crews fish inshore by drifting over sand or gravel. Bottom fishing with bucktail jigs tipped with squid is a top tactic. Simple bait rigs with squid strips or minnows also work. Light spinning gear keeps the fight lively. Fly fishing with weighted streamers can produce over shallow flats when the drift is slow.
Charter trips are usually half day and family friendly. Rides are short, and the water is often protected. Captains provide tackle and bait, and they clean your catch. Bring sun protection, a hat, and non-marking shoes. Pack layers, since sea breezes can cool fast even in summer. Tides matter for Flounder, so expect the captain to plan around them.
Top areas include Cape Cod Bay, Buzzards Bay, and Vineyard Sound. Boston Harbor and the South Shore hold fish on channel edges and sandy humps. The North Shore’s bays and estuaries fish well on moving tides. Seasonally, Nantucket Shoals is known for strong Fluke action in suitable weather.
Before your trip, check Massachusetts saltwater license and permit rules. Review current seasons, harvest limits, and any closed areas. Regulations change, and your captain will help you stay compliant.
What anglers said about Flounder Fishing in Massachusetts
- 5.0/5(Half Day Trip - 3:00 PM)
Fantastic Fishing Experience
We loved our fishing experience with Captain Doug and First Mate, Anton. We caught a ton of flounder and several Striped Bass. The boat was clean, the crew attentive, and it was a wonderful multi-generational experience that was enjoyed by my 10 and 13-year old children as well as my father. Highly recommend!
- 5.0/5(4 Hour Trip)
A great time on Showtime!
My son and daughter and I had a great 4 hr trip! We caught a lot of Stripers and Flounder. Amazing time and would highly recommend. This made our trip from the Carolinas worth while!
- 5.0/5(Half Day Trip – Bass/Blues (AM))
Outstanding in Every Way!
After our outing with Reel Grit Sportfishing, five stars just don’t seem adequate to convey how much we enjoyed our trip. Capt. Scott responded quickly when I contacted him with questions ahead of our trip. During our trip, Capt. Scott and his mate Parker were knowledgeable, professional, and accommodating with my 13-year-old son. We caught plenty of stripers and flounder, which the crew fileted on the way back to the dock. We’re already looking forward to our next trip with Reel Grit!
- 5.0/5(5 Hour Trip - 12:00 PM)
Great Fishing Afternoon
We had a wonderful experience fishing with Andrew! He was very friendly and helpful. We had fun catching flounder and bass! He cleaned the fish and we cooked for dinner. Very professional and boat was clean and comfortable!
- 5.0/5(4 Hour Trip)
Great trip!
Jason was great! All 4 if us caught fish. Some black sea bass and flounder. He was super patient and very pleasant to chat with. Very knowledgeable. Highly recommend!

















