Draggin' Fly Charters

Draggin' Fly Charters Experience Boston’s World Class Fishing aboard Draggin Fly Charters. We are Boston’s most experienced fishing charters fishing. All tackle is provided.

Draggin’ Fly Charters continues to offer the finest saltwater angling experiences in the East. From half-day Discovery Trips to full-day fishing trips, Draggin’ Fly Charters and Captain Bill will customize an adventure for you. Draggin’ Fly Charters specializes in shallow water fishing for striped bass and bluefish using light tackle (8-15 pound rods) and fly tackle (7-10 weight rods). A special way to entertain corporate clients or visiting guests. Boston pick-ups are available.

05/31/2026

It has been a long time since I posted anything about fishing. A podcaster approached me to see if I would feel comfortable talking about my fishing career. He is especially interested to hear more about my impressions of Boston Harbor. Some of my former sports have also told me it’s time to share my memories from my 40 years in the fishing industry.
Well, I was fortunate to have owned the biggest independent outdoor sports store south of Boston specializing in fishing. This allowed me access to some amazing anglers. I also was a successful charter skipper running my own boats, first on the South Shore and the Cape before concentrating on the “Harba”. Crewing on other boats, especially during tournaments, put me in front of even more great anglers. I authored numerous articles about my adventures for the Fisherman Magazine, New England Anglers’ Guide, and On the Water, some of which are still available on those publications’ websites.
Well, it is time that I give back to our fishing community. My biggest piece of advice is to be a sponge…take in everything that is offered. Today some anglers spend extreme amounts of time browsing the internet, which might have merit and be helpful at times. However, active involvement is much more valuable than passive viewing of online ideas.
My career began in BC times (before computers) so I will tell you there is no substitution for experience. And that is something you cannot buy…if you are not out there trying, you are missing opportunities to gain experience and improve your skills. The 80/20 rule applies to fishing. We know that 80% of the fish are caught by 20% of the anglers, and that is not just luck. We also know that 80% of the fish are found in just 20% of the water and those areas change constantly during the season and daily due to tides. Begin your journey by focusing on understanding better the fish you are targeting and the areas you are fishing.
That is enough for this post.
Tight Lines
Captain Bill

Hello from Cabo San Lucas.  Mary and I fished during the tail end of the Bisbee Black and Blue Tournament, the richest f...
10/26/2025

Hello from Cabo San Lucas.
Mary and I fished during the tail end of the Bisbee Black and Blue Tournament, the richest fishing tournament in the world with a payoff over 7.5 million dollars 179 boats participatedin this event
Here’s the summary of Day 1 for us ; As planned the fleet went East and we went West.
First hour, landed a huge wahoo. Next a nice marlin. Lost another before finishing the day catching and releasing several rooster fish.
Great day on the water.

10/16/2025

It is hard to believe that it was 41 ago when I won first place for the largest weakfish caught in the 1984 Martha's Vineyard Derby. It was caught the last night of the Derby...great memory of my times fishing the beaches of the Island.
Now in its 80th year, the Derby continues to attract hundreds of great fishers. To address the dwindling striped bass and weakfish stocks, both species have been removed from the derby.

I had a photo that won first place in the New England Outdoor Writers Annual Photo Contest a picture that I took on my S...
03/21/2025

I had a photo that won first place in the New England Outdoor Writers Annual Photo Contest a picture that I took on my Safari in Africa. for the action category.

01/27/2025

Just completed the sale of my website, fishboston.com
Not sure what it will now be used to promote. But I had a great run.
That era is now truly history!

I just completed a set of wooden trout and salmon decoys. Included are brook, brow, rainbow and lake trout, also a landl...
01/26/2025

I just completed a set of wooden trout and salmon decoys. Included are brook, brow, rainbow and lake trout, also a landlock salmon. These are made in the tradition of mid-western spear fishing decoys...are meant to be working decoys.
Now carving other fish of Maine!

11/05/2024

Very interesting.

NELSAP.org is dedicated to preserving the history of lost ski areas. Each lost area has their own in

Mary recently returned form an African Safari where we visited 5 different countries. I have finally got around to editi...
06/22/2024

Mary recently returned form an African Safari where we visited 5 different countries.
I have finally got around to editing quite a few of the pictures from the trip and have uploaded them to my Flickr account. I find this is the best way to share my photos...even Mary finds it easy to use!!
Just click on this link and it will take you there. The pictures are organized in folders so it is easy to navigate.
Will add more scenic pictures as I edited...but finished with animals!!
This is the link to my Flickr page:
https://www.flickr.com/photos/captbillme/albums/

Can use help in identifying these lures. The smaller one, I believe is a Clark Baby Midget Water Scout Minnow and the ot...
07/08/2023

Can use help in identifying these lures. The smaller one, I believe is a Clark Baby Midget Water Scout Minnow and the other might be a South Bend.

I had several entries nominated for the New England Outdoor Writers Annual Photo Contest. I just learned one of my entri...
04/25/2019

I had several entries nominated for the New England Outdoor Writers Annual Photo Contest. I just learned one of my entries won first place. I have been honored to win other awards for writing and photography in past contests but this was the first time winning the top award.

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