Windham Fishing Charters
The best out of 91 charter fishing deals in Windham - enter dates to check availability
Windham Fishing Charters
Compare 91 captains, read reviews, and book in minutes

Showing 1 - 10
Show on mapAngler's Choice

35 ft
up to 6
Tuna Tail Charters Deep Sea Fishing
5.0
/5
(84 reviews)
Gloucester (57 min drive from Windham)
Tuna Tail Charters is located in Gloucester, providing the best and most successful trips in the area. Senior Captain John DeMarco has been fishing commercially and professionally from Mexico to New England, in and offshore, for over 45 years.
"We’ve fished all over on a variety of boats, using various fishing methods, with a variety captains and crews." — Stephanie,
"We’ve fished all over on a variety of boats, using various fishing methods, with a variety captains and crews." — Stephanie,
trips from
US $579
Angler's Choice

25 ft
up to 4
Sara G Charters
4.9
/5
(62 reviews)
Rockport (1 hr 3 min drive from Windham)
Welcome aboard! Join us on the Sara G for an unforgettable fishing adventure in the picturesque waters of Rockport, Massachusetts.
"I was on a budget, but wanted to get out on the water with my son." — John,
"I was on a budget, but wanted to get out on the water with my son." — John,
trips from
US $400

25 ft
up to 4
Tail Dragger Fishing Charters
5.0
/5
(3 reviews)
Beverly (48 min drive from Windham)
At the heart of our operation is a passion for delivering unforgettable fishing adventures along the beautiful North Shore of Massachusetts.
"Had an excellent time fishing for stripers with Captain Eric." — Tyler,
"Had an excellent time fishing for stripers with Captain Eric." — Tyler,
trips from
US $700

19 ft
up to 3
Great Marsh Outfitters
4.9
/5
(33 reviews)
Ipswich (50 min drive from Windham)
Great Marsh Outfitters is a fly and light tackle guide service targeting primarily Striped Bass, mainly in Ipswich Bay and Plum Island Sound.
"If you are looking for an outstanding day on the water catching Striped Bass Erik is your captain." — Philipp,
"If you are looking for an outstanding day on the water catching Striped Bass Erik is your captain." — Philipp,
trips from
US $400
Angler's Choice

28 ft
up to 4
Lyla Rose Fishing Charters
4.9
/5
(350 reviews)
Gloucester (59 min drive from Windham)
Lyla Rose Fishing Charters welcomes you to Gloucester, Massachusetts and offers you a wide range of fun and enjoyable fishing trips.
"We began our day with a delicious breakfast at Mom’s Kitchen—highly recommended for its cozy atmosphere and great food." — Steve,
"We began our day with a delicious breakfast at Mom’s Kitchen—highly recommended for its cozy atmosphere and great food." — Steve,
trips from
US $400

35 ft
up to 6
F/V Meredith Jean
4.9
/5
(92 reviews)
Gloucester (59 min drive from Windham)
Anglers looking for a sea-hardened captain and crew that can provide their customers a proper taste of New England fishing need look no further than Captain Matt Cooney and F/V Meredith Jean. Although he runs charters only from April to October, Capt.
"My husband and I did the 7-hour trip which included fishing then pulling lobster traps." — Jennifer,
"My husband and I did the 7-hour trip which included fishing then pulling lobster traps." — Jennifer,
trips from
US $800

23 ft
up to 6
Island Girl Adventure
Just listed
Essex (29.1 miles from Windham)
Ready to cast a line in Essex? Island Girl Adventure is here to make it happen! Striped Bass Fishing,Digging for Steamer Clams & Lobstering Striped Bass, Bluefish, Porbeagle Shark, Blue Shark, and more inhabit these waters if conditions are right.
trips from
US $650
Angler's Choice

36 ft
up to 6
Hooked On Fish Charters LLC
5.0
/5
(40 reviews)
Rye (54 min drive from Windham)
There's a fish with your name on it in Rye and Hooked On Fish Charters will help you catch it! With Captain Kyle at the helm, you'll benefit from years of knowledge and experience.
"We highly recommend Kyle and his first mate! Kyle lives his passion and he transfers the joy to you through his excitement for the sport of fishing!" — Brenda,
"We highly recommend Kyle and his first mate! Kyle lives his passion and he transfers the joy to you through his excitement for the sport of fishing!" — Brenda,
trips from
US $575

18 ft
up to 4
Essex River Fishing Charters LLC
5.0
/5
(36 reviews)
Essex (53 min drive from Windham)
Enjoy a great fishing charter for big Striped Bass in historic Essex, Massachusetts on the beautiful Essex River and nearby Cape Ann waters of Gloucester, Rockport, Ipswich, and Plum Island with Captain Eric Nelson.
"Captain Eric is a true professional and knows the Essex river like the back of his hand." — Kenny,
"Captain Eric is a true professional and knows the Essex river like the back of his hand." — Kenny,
trips from
US $500
Angler's Choice

36 ft
up to 6
10 Point Charters
5.0
/5
(126 reviews)
Gloucester (56 min drive from Windham)
10 Point Charters is located in Gloucester and offers to show you a memorable time in these waters. With over 20 years of experience fighting giant Bluefin Tuna out of Gloucester, Capt. Ira Shank will put your group onto fish and land fish.
"I booked a half day surprise birthday, father’s day, anniversary trip for my husband, and in his words, “It was one of the best surprise gifts ever!" — Rachel,
"I booked a half day surprise birthday, father’s day, anniversary trip for my husband, and in his words, “It was one of the best surprise gifts ever!" — Rachel,
trips from
US $600