Damn Good Flounder Fishing Charters In Massachusetts

Check real-time availability and compare rates on Massachusetts flounder fishing trips. Confidently book your next day on the water.

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4.56/5 Average Rating

Recently Booked Flounder Fishing Charters In Massachusetts

Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Westport

Ocean Charter (1/2 To 5 Miles Out)

NEW
31 ft 1 - 12 People From $600
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Harwich

Half Day Fishing Charter

83% (6)
26 ft 1 - 6 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Plymouth

Plymouth Striped Bass Special

100% (7)
28 ft 1 - 6 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Quincy

5 Hour Trip – Flounder

100% (6)
25 ft 1 - 4 People From $675
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Flats in Dennis

Trophy Striped Bass

100% (7)
27 ft 1 - 8 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Boston

Light Tackle Bass & Bluefish

100% (1)
29 ft 1 - 4 People From $800

Top Types of Flounder Trips in Massachusetts

What makes Captain Experiences Damn Good?

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis.

Damn Good Guides

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns.

Experts Available 24/7

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We want to keep everyone safe, so if the weather is bad we'll work with you to reschedule at no cost.

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4.9 / 5 Average Rating

We hand pick our Damn Good Guides, and our network spans across North America and beyond.

4.9 / 5 Average Rating

“Our Damn Good Guides go above and beyond, and we've handpicked every single one. We're passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

More Flounder Fishing Charters In Massachusetts

Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Barnstable

Cape Cod Sportfishing Trip

NEW
25 ft 1 - 5 People From $523
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Falmouth

Old-School Classic Trip

100% (2)
27 ft 1 - 6 People From $650
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Dennis

Cape Cod Winter Flounder

100% (2)
31 ft 1 - 6 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Dennis

Winter Flounder

100% (7)
27 ft 1 - 12 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Sandwich

Cape Cod Striper Sniper Trip

100% (7)
27 ft 1 - 4 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Sandwich

Massachusetts Flounder Hookfest

100% (7)
27 ft 1 - 4 People From $650

Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

Everything to Know About Booking a Massachusetts flounder fishing charter

What are the best flounder fishing charters in Massachusetts?

The best flounder fishing charters in Massachusetts are:

Why should I book a flounder fishing charter in Massachusetts with Captain Experiences?

Our Damn Good Guides currently offer 14 flounder trips in Massachusetts, and the most popular trips in the area are Ocean Charter (1/2 To 5 Miles Out) guided by Jason, Half Day Fishing Charter guided by Doug, and Plymouth Striped Bass Special guided by Tyler.

Our guides in Massachusetts are rated a 4.56 out of 5 based on 8854 verified reviews on Captain Experiences.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for kid friendly flounder guides / fishing lessons in Massachusetts? Check out our beginner and family friendly flounder guides in Massachusetts.

What types of flounder fishing charters are common in Massachusetts?

Deep Sea fishing is the most popular type of fishing for flounder in Massachusetts as well as inshore fishing, nearshore fishing, and flats fishing.

The most common fishing techniques in Massachusetts are bottom fishing, light tackle fishing, and jigging but trolling and drift fishing are popular as well.

How much do Massachusetts flounder fishing charters cost?

Prices for flounder in Massachusetts can range anywhere from about $685 to $2,000, but the average price for a half day trip for flounder in Massachusetts is $1,080. The average price for a full day trip for flounder in Massachusetts is $1,568.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for flounder fishing in Massachusetts?

The most popular season for flounder fishing in Massachusetts is summer, and most anglers book their trips 25 days in advance.

Do I need a Massachusetts fishing license for flounder and what are the bag limits for flounder in Massachusetts?

See here for more information on fishing licenses in Massachusetts, bag limits for target species, and fishing season regulations in Massachusetts. When in doubt, your guide will always know all the relevant rules and regulations in Massachusetts.

Recent Reviews

  • ★★★★★
    Scott and Will did a great job getting us on some fish. Very good experience.

    Kyle W. | August 3, 2026

    Trip: Light Tackle Bass & Bluefish

  • ★★★★★
    Matt was wonderful. We went during a bachelor party and he was accommodating with helping to get us out there at an ideal time, helped to get us a lot of fish, and cleaned all of the fish for us so that all we had to do was season them and cook. Highly recommend Matt.

    Connor H. | May 12, 2026

    Trip: Winter Flounder

  • ★★★★★
    Captain Bob and his mate Rocko showed us the best day of fishing we could have asked for. They showed my son , niece and nephew how to bring in the stripers and that we did. Nice conversations, personable guys, highly recommend this trip. Jeff Brooke

    Jeffrey B. | September 16, 2024

    Trip: Cape Cod Striper Sniper Trip

  • ★★★★★
    Tyler was awesome. We went out with three adults and two kids (6 & 8) and he got us on the fish! We caught a ton of massive striped bass and had a great time. Will definitely go out with him again.

    Rachel W. | July 27, 2024

    Trip: Plymouth Striped Bass Special

  • ★★★★★
    We had a great trip with Captain Doug. We would definitely book him again. The Captain Experiences team was also great and very responsive.

    Keith M. | July 15, 2024

    Trip: Half Day Fishing Charter

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Last updated: August 7, 2026

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See All Flounder Trips in Massachusetts