Henderson Fishing Charters
The best out of 70 charter fishing deals in Henderson - enter dates to check availability
Henderson Fishing Charters
Compare 70 captains, read reviews, and book in minutes
Showing 1 - 10
Show on mapAngler's Choice
42 ft
Up to 6 people
JadeLady Charters
4.9
/5
(136 reviews)
Stevensville (48 min drive from Henderson)
Operating out of Stevensville, JadeLady Charters specialize in inshore fishing and crabbing. They are located on Maryland's eastern coast, at Kentmorr marina, fishing the magnificent Chesapeake Bay, home of the Striped Bass and Maryland Blue Crab.
"Took 6 of us out for a morning fishing charter including three children." — Matthew,
"Took 6 of us out for a morning fishing charter including three children." — Matthew,
trips from
US $625
Angler's Choice
30 ft
Up to 6 people
Chasin’ Dreams Sportfishing
5.0
/5
(151 reviews)
Baltimore (1 hr 39 min drive from Henderson)
Chasin' Dreams Sportfishing welcomes you aboard! Come join in for a memorable fishing experience and fish the inshore waters and rivers of Baltimore, Maryland.
"CAPT Dave contacted me regarding potential weather conditions and warned us about possibilities." — Joseph,
"CAPT Dave contacted me regarding potential weather conditions and warned us about possibilities." — Joseph,
trips from
US $450
35 ft
Up to 6 people
Rowe Boat Sportfishing / Captain Lance Rowe
5.0
/5
(50 reviews)
Rock Hall (52 min drive from Henderson)
Rowe Boat Sportfishing offers you enjoyable fishing trips along with dinner cruises, crabbing charters, as well as customized adventures on the Chesapeake Bay for groups up to 12 people.
"Captain Rowe and the crew put us right on the fish and we caught a pretty epic amount of rockfish, spotfish and perch." — Kyle,
"Captain Rowe and the crew put us right on the fish and we caught a pretty epic amount of rockfish, spotfish and perch." — Kyle,
trips from
US $700
32 ft
Up to 6 people
Just For Fun Too Charters
5.0
/5
(16 reviews)
Grasonville (36 min drive from Henderson)
Spend a lovely day on the water and enjoy unforgettable fishing moments with Just For Fun Too Charters. Starting out of Grasonville, you and Captain Jeffrey Councill will head out to the inshore waters of Maryland and have fun chasing many prized fish.
"Our family of 4 had a fabulous time on the morning finishing trip." — Mariya,
"Our family of 4 had a fabulous time on the morning finishing trip." — Mariya,
trips from
US $600
46 ft
Up to 6 people
Biff Fishing Charters
5.0
/5
(125 reviews)
Stevensville (49 min drive from Henderson)
Located on Kent Island, Biff Fishing Charters offers trips fishing for Striped Bass and Bluefish in the Chesapeake Bay. Captain Justin Kaufman has been fishing these waters for more than a decade and knows the area like the back of his hand.
"We had a great time on the water. Justin and Sean were very helpful and knowledgeable." — Ken,
"We had a great time on the water. Justin and Sean were very helpful and knowledgeable." — Ken,
trips from
US $640
25 ft
Up to 4 people
Nauti Hooker Charters – Stevensville
4.8
/5
(77 reviews)
Stevensville (33.3 miles from Henderson)
Explore secret fishing spots in the Chesapeake Bay with Nauti Hooker Charters! Captain Richard Phippin has been fishing in the area since he was a teenager and started this charter as a family business.
"I booked this trip for my husbands birthday as a gift! hom and two of his friends had the best time!" — Ashley,
"I booked this trip for my husbands birthday as a gift! hom and two of his friends had the best time!" — Ashley,
trips from
US $450
46 ft
Up to 15 people
Wayne Gatling Guide Service – 46'
4.8
/5
(24 reviews)
Rock Hall (51 min drive from Henderson)
Striper fishing has just got more interesting with Wayne Gatling Guide Service! Join Captain Wayne in Rock Hall and start a fishing adventure you'll remember for years to come.
"I booked this trip for my family, 8 of us, some had been striper fishing before, some have not." — Debbie,
"I booked this trip for my family, 8 of us, some had been striper fishing before, some have not." — Debbie,
trips from
US $840
Angler's Choice
25 ft
Up to 6 people
Vistaladyfish – 25' Parker
5.0
/5
(78 reviews)
Havre de Grace (1 hr 24 min drive from Henderson)
Vistaladyfish is fishing from locations in Havre de Grace, MD, and Baltimore, MD. You're invited to spend a day on the water of the world-famous Chesapeake Bay! Capt. Jeff Popp's boat follows Bass year-round.
"Had an amazing time on this fishing charter, couldn’t recommend it enough." — Devante,
"Had an amazing time on this fishing charter, couldn’t recommend it enough." — Devante,
trips from
US $450
Angler's Choice
30 ft
Up to 6 people
Stella Charters Light Tackle Guide
5.0
/5
(96 reviews)
Pasadena (1 hr 14 min drive from Henderson)
SPECIAL NOTE: In Maryland's Chesapeake Bay, the Striped Bass (Rockfish) season and limits below.
"If you’re looking for a great experience look no further than Stella Charters." — Mike,
"If you’re looking for a great experience look no further than Stella Charters." — Mike,
trips from
US $500
25 ft
Up to 4 people
Backlash Outdoor Adventures
5.0
/5
(15 reviews)
Pasadena (1 hr 15 min drive from Henderson)
*Special Note* 2026 Maryland striped bass (rockfish) season and limits: Catch and release only January 1-April 30 Spring Season May 1-July 31 Summer closure August 1-31 Fall season September 1- December 5 Catch and release only December 6-31 Catch limit-
"⭐️⭐️⭐️⭐️⭐️ Had an awesome time out on the water with Captain Scott!" — Triston,
"⭐️⭐️⭐️⭐️⭐️ Had an awesome time out on the water with Captain Scott!" — Triston,
trips from
US $375