Drayden Fishing Charters

42 fishing charters

The best out of 42 charter fishing deals in Drayden - enter dates to check availability

Loading...

Top Fishing Charters in Drayden

Drayden: 42 fishing charters available

Showing 1 - 10
Listing image

42 ft

Up to 6 people

Lochjaw Charters

5.0/5 (27 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.
Trips from
US $400
Trips from
US $400

Angler's choice

Listing image

50 ft

Up to 42 people

Chesapeake Bay Outdoors LLC – Crack of Dawn

5.0/5 (35 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 $395
Trips from
US $395

Angler's choice

Listing image
Charter Highlights

42 ft

Up to 16 people

Misty Blue Charters

5.0/5 (58 reviews)
Solomons (25 min drive from Drayden)
Solomons Island Maryland during May June July August and September.  Chesapeake Beach MD October November December. Misty Blue Charters is your ticket to a memorable time on the water. Come on aboard with Capt.
Trips from
US $550
Trips from
US $550
Listing image

28 ft

Up to 6 people

Capt. Brian with Thomason Tradition

4.9/5 (37 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 $500
Trips from
US $500
Listing image

46 ft

Up to 18 people

Mary Lou Too Charters

5.0/5 (12 reviews)
Solomons (10.1 miles from Drayden)
Mary Lou Too Charters runs angling trips out of Chesapeake Beach,Dundalk,and Solomons Island. and offers to show you what the local fishery is all about. Capt. David is here to get you on some fish, and to make sure you have fun doing it.

"Had a great time on the Mary Lou Too with the family. Caught lots of fish." —⁠ Cody,
Trips from
US $700
Trips from
US $700
Listing image

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
Listing image

38 ft

Up to 16 people

Chubby Chaser Charters

5.0/5 (9 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.

"The team made it easy and fun. We caught fish, had a blast, and everything was smooth from start to finish." —⁠ Jordan,
Trips from
US $775
Trips from
US $775

Angler's choice

Listing image

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
Listing image

27 ft

Up to 5 people

Fish Taxi – Light Tackle Fishing

5.0/5 (1 review)
Saint Leonard (43 min drive from Drayden)
Spend the day with Fish Taxi and get hooked on light tackle fishing on the Chesapeake Bay and remote islands. Depending on the time of year, you might hook into Rockfish, Redfish, Spotted Seatrout, and anything else that bites.

"Captain Joey is a first class guy!  We had a great time and caught a good amount of fish on our 8 hour trip." —⁠ Joshua,
Trips from
US $550
Trips from
US $550
Listing image

26 ft

Up to 6 people

C&S Charter And Guide Services

4.9/5 (27 reviews)
Montross (1 hr 31 min drive from Drayden)
C&S Charter And Guide Services is located in Montross and offers to show you a memorable time in these waters. Capt. Chad will do his best to make sure you have a fun day full of fishing.

"We had an amazing experience on our fishing charter with Captain Chad!" —⁠ Samantha,
Trips from
US $375
Trips from
US $375

Top deep sea fishing trips in Drayden

Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...

Top-rated family fishing trips in Drayden

Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...

Half-day fishing trips in Drayden

Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...

Top Targeted Species in Drayden

Loading...Loading...Loading...Loading...Loading...Loading...

Top Types of Fishing in Drayden

Loading...
Loading...
Loading...
Loading...
Loading...Loading...Loading...Loading...

Top Fishing Techniques in Drayden

Loading...
Loading...
Loading...
Loading...
Loading...Loading...Loading...Loading...

Frequently Asked Questions about Fishing Charters in Drayden

Loading
Loading

Frequently Asked Questions about Fishing Charters in Drayden

Loading
Loading
Loading
Loading
Loading
Loading
Powered by AI

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 29,228 reviews by FishingBooker anglers

Drayden Fishing Calendar

Loading

Featured photos from Drayden

Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...

What anglers said about fishing in Drayden

Loading...
Loading...
Loading...
Loading...

How did anglers rate fishing charters in Drayden?

Loading...
Loading...
Loading...
Loading...

Nearby Fishing Destinations

Loading...
Loading...
Loading...
Loading...