Drayden Fishing Charters

47 fishing charters

The best out of 48 charter fishing deals in Drayden - enter dates to check availability

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Top Fishing Charters in Drayden

Drayden: 47 fishing charters available

Showing 1 - 10

Angler's choice

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50 ft

Up to 42 people

Chesapeake Bay Outdoors LLC – Crack of Dawn

5.0/5 (42 reviews)
Solomons (26 min drive from Drayden)
Join Captain Damon K Williams aboard the Crack of Dawn for a fishing adventure! Captain Damon has worked the waters of the Chesapeake Bay for 30 years making his living Fishing, Crabbing, and Hunting! A Local to these areas his expertise is unrivaled.

"Welp…first time seeing a toadfish! I gotta give it to Dan, he caught my rod after I threw it because of that ‘loch ness monster’ I reeled in." —⁠ Michelle,
Trips from
US $495
Trips from
US $495

Angler's choice

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28 ft

Up to 6 people

Capt. Brian with Thomason Tradition

4.9/5 (40 reviews)
Leonardtown (17 min drive from Drayden)
Enjoy a day on the water with Capt. Brian Thomason, in his new 28’ Sportsman 282 TE, named Second Chance. He will always try his best to provide a top-notch light tackle fishing charter.

"We went out as a group of three and had the time of our lives." —⁠ Rick,
Trips from
US $400
Trips from
US $400
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38 ft

Up to 16 people

Chubby Chaser Charters

5.0/5 (10 reviews)
Solomons (24 min drive from Drayden)
Join Chubby Chaser Charters to explore some of the best fishing Maryland has to offer! Captain Daniel Morrison has been fishing for 18 years and has been a licensed captain for 8 years, so he has all the experience needed to put you on the fish.

"Had a great time fishing Captain Dan knew right where to take us to catch some fish." —⁠ Aaron,
Trips from
US $775
Trips from
US $775
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26 ft

Up to 4 people

Desperate Measures Guide Service

4.9/5 (13 reviews)
Dameron (27 min drive from Drayden)
Based out of Dameron, Maryland Desperate Measures Guide Service is your ticket to world class Light Tackle and Fly Fishing on the Chesapeake Bay. Capt. Cole will do his best to make sure you have a fun day full of fishing.
Trips from
US $650
Trips from
US $650
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27 ft

Up to 4 people

Thomason Tradition Sport Fishing

4.9/5 (43 reviews)
Solomons (24 min drive from Drayden)
Captain Drey Thomason is the Owner of Thomason Tradition Sport Fishing. I am a licensed USCG captain. I run light tackle charters for trophy fish in Maryland and Virginia. My boat is a brand new 2022 Pair Marine 24Mv powered by a Suzuki 300.

"Captain Brian was very patient and accommodating of our family, who had no experience fishing." —⁠ Pauline,
Trips from
US $700
Trips from
US $700

Angler's choice

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26 ft

Up to 5 people

Salty Siren Fishing (Southern Bay)

Ridge (26 min drive from Drayden)
Salty Siren Fishing is your ticket to a memorable time on the Chesapeake Bay. We split the season between our Southern Bay location in Ridge, MD, and our Northern Bay location in Pasadena, MD.
Trips from
US $650
Trips from
US $650
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40 ft

Up to 15 people

Marcy Lynn Charter Fishing

5.0/5 (1 review)
Solomons (10.1 miles from Drayden)
If you're ready to get hooked on fishing in Solomon's, look no further than Marcy Lynn Charter Fishing. You're likely to go after Striped Bass, Bluefish, Spanish Mackerel, Cobia, Redfish, and more, depending on conditions.

"Great day on the water with a mix of live lining and trolling to catch our Rockfish." —⁠ MICHAEL,
Trips from
US $750
Trips from
US $750
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42 ft

Up to 6 people

Lochjaw Charters

4.9/5 (40 reviews)
Solomons (26 min drive from Drayden)
Spend the day with Lochjaw Charters and let them show you what makes the fishing in Solomons so memorable! Having logged many hours on these tides, Captain Thomas Loch can tell you all about them.

"We had a great time. Nearly had a full load of people (can have up to six, we had five) and we all caught fish the entire time." —⁠ ANDREW,
Trips from
US $400
Trips from
US $400
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40 ft

Up to 6 people

Grace Mary Charters II

5.0/5 (2 reviews)
Solomons (26 min drive from Drayden)
If you’re going to cast a line in Solomons, look no further than Grace Mary Charters. With Captain Vincent at the helm, you’ll benefit from years of knowledge and experience.

"Had a great trip w Vince and his mate, caught a bunch of fish,..." —⁠ James,
Trips from
US $495
Trips from
US $495
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40 ft

Up to 6 people

Grace Mary Charters

4.9/5 (28 reviews)
Solomons (26 min drive from Drayden)
Go fishing in style with Grace Mary Charters! Explore the beautiful waters off the coast of Solomons, and fish in some of the most productive grounds in the area.
Trips from
US $725
Trips from
US $725

Top deep sea fishing trips in Drayden

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Top-rated family fishing trips in Drayden

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Half-day fishing trips in Drayden

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Top Targeted Species in Drayden

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Top Types of Fishing in Drayden

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Top Fishing Techniques in Drayden

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Frequently Asked Questions about Fishing Charters in Drayden

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Frequently Asked Questions about Fishing Charters in Drayden

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Fishing in Drayden

Drayden, Maryland offers unparalleled access to the legendary Chesapeake Bay fishery, where anglers target prized species like Striped Bass, known locally as Rockfish. These waters host one of the world's premier Striped Bass habitats, with peak seasons in May for trophy catches and October's frenzied 'Rocktober' feeding events. The nutrient-rich tributaries and tidal flats also yield abundant Black Sea Bass, Red Drum, Spanish Mackerel, and Spotted Seatrout.

Strategically positioned near the Potomac River and Patuxent River estuaries, Drayden provides diverse fishing environments—from shallow grass beds to deep channel edges. Inshore charters navigate protected creeks for White Perch and Croaker, while nearshore excursions challenge anglers with Bluefish and hard-fighting Tautog around oyster bars. Freshwater options in nearby Savage River and Deep Creek Lake add trout, bass, and walleye opportunities.

Expert-guided charters leverage generations of local knowledge to adapt techniques seasonally, whether live-lining menhaden for Rockfish or jigging structure for Sheepshead. Family-friendly trips focus on action-packed species like Spot and Croaker, ensuring memorable catches for all skill levels. With over 30 professional charter operators based minutes from Drayden's docks, every excursion delivers access to the Chesapeake's most productive honey holes.

Drayden

Based on 29,688 reviews by FishingBooker anglers

Drayden Fishing Calendar

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What anglers said about fishing in Drayden

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