Damn Good Fly Fishing Charters In Massachusetts

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

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Recently Booked Fly Fishing Charters In Massachusetts

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Brewster

Saltwater - Flats Wading

NEW
1 - 3 People From $300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Hingham

Boston Harbor Striped Bass

100% (1)
28 ft 1 - 6 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Brewster

Brewster / Monomoy Flats Skiff Trip

NEW
22 ft 1 - 2 People From $575
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Chatham

Early Season Cape Cod Flyfishing

100% (4)
20 ft 1 - 3 People From $706
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Beverly

Inshore Fly & Light Tackle

NEW
25 ft 1 - 4 People From $650
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore, Flats in Yarmouth

Cape Cod Striped Bass Fishing

100% (1)
25 ft 1 - 8 People From $850

Top Types of Fly Fishing 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

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

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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

Top Species for Fly Fishing in Massachusetts

More Fly Fishing Charters In Massachusetts

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Nantucket

Nantucket Inshore Trip

NEW
21 ft 1 - 3 People From $850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Westport

Buzzards Bay Inshore

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

Inshore, Nearshore Fishing in Brewster

Nantucket Sound Half Or Full Day

NEW
20 ft 1 - 2 People From $575
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 Westport

Buzzards Bay Inshore - Seacraft

100% (1)
20 ft 1 - 2 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Chatham

Midsummer-Fall Cape Cod Flyfishing

100% (4)
20 ft 1 - 4 People From $942

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 fly fishing charter

What are the best fly fishing charters in Massachusetts?

The best fly fishing charters in Massachusetts are:

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

Our Damn Good Guides currently offer 13 fly fishing trips in Massachusetts, and the most popular trips in the area are Saltwater - Flats Wading guided by George, Boston Harbor Striped Bass guided by Eric, and Brewster / Monomoy Flats Skiff Trip guided by George.

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 fly fishing guides / fishing lessons in Massachusetts? Check out our beginner and family friendly fly fishing guides in Massachusetts.

What types of fly fishing charters are common in Massachusetts?

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

The most commonly sought after species for fly fishing in Massachusetts are: 1. striped bass, 2. bluefish, 3. bonito, 4. false albacore, and 5. skipjack tuna.

How much do Massachusetts fly fishing charters cost?

Prices for fly fishing in Massachusetts can range anywhere from about $575 to $2,000, but the average price for a half day trip for fly fishing in Massachusetts is $989. The average price for a full day trip for fly fishing in Massachusetts is $1,323.

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 on a fly fishing charter in Massachusetts?

The most popular season to go on a fly fishing charter in Massachusetts is summer, and most anglers book their trips 22 days in advance.

Do I need a Massachusetts fishing license and what are the bag limits 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.

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Last updated: July 16, 2026

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See All Fly Fishing Trips in Massachusetts