Leonardtown Fishing Charters

61 fishing charters

The best out of 61 charter fishing deals in Leonardtown - enter dates to check availability

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Top Fishing Charters in Leonardtown

Leonardtown: 61 fishing charters available

Showing 1 - 10
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28 ft

Up to 6 people

Capt. Brian with Thomason Tradition

4.8/5 (34 reviews)
Leonardtown
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
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42 ft

Up to 6 people

Lochjaw Charters

5.0/5 (12 reviews)
Solomons (18 min drive from Leonardtown)
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 5 hour trip with Capt Thomas and first mate Jimmy!" —⁠ Erin,
Trips from
US $400
Trips from
US $400

Angler's choice

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Charter Highlights

42 ft

Up to 16 people

Misty Blue Charters

5.0/5 (53 reviews)
Solomons (18 min drive from Leonardtown)
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.

"We went out this past weekend for a corporate fishing trip with several very novice fisherman just looking to get an escape." —⁠ Angelo,
Trips from
US $550
Trips from
US $550

Angler's choice

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50 ft

Up to 42 people

Chesapeake Bay Outdoors LLC – Crack of Dawn

5.0/5 (30 reviews)
Solomons (19 min drive from Leonardtown)
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
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46 ft

Up to 18 people

Mary Lou Too Charters

5.0/5 (10 reviews)
Solomons (18 min drive from Leonardtown)
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.

"Captain Dave and Captain Rich were a lot of fun.. very knowledgeable of the area and where to find the fish… will book with them again!" —⁠ LaToya,
Trips from
US $700
Trips from
US $700
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26 ft

Up to 5 people

Fire Escape Sport Fishing And Guide Service

5.0/5 (2 reviews)
Leonardtown
If you want to enjoy productive fishing in a safe, friendly environment, Fire Escape Sport Fishing and Guide Service is the name to remember. Captain Chris Kamienski is a full-time EMT firefighter, so you know safety is a priority.

"Great summer morning of fishing even though on the hot side." —⁠ Matt, Virginia
Trips from
US $350
Trips from
US $350
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26 ft

Up to 6 people

C&S Charter And Guide Services

4.9/5 (26 reviews)
Montross (1 hr 15 min drive from Leonardtown)
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
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38 ft

Up to 16 people

Chubby Chaser Charters

5.0/5 (8 reviews)
Solomons (17 min drive from Leonardtown)
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.

"We had an AMAZING time on the water. All 8 of us were able to catch fish, the crew worked so hard to show us a good time, and the weather was perfect." —⁠ Christy,
Trips from
US $775
Trips from
US $775
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27 ft

Up to 5 people

Fish Taxi – Light Tackle Fishing

Saint Leonard (36 min drive from Leonardtown)
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.
Trips from
US $550
Trips from
US $550
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46 ft

Up to 6 people

Patent Pending Charters

4.9/5 (155 reviews)
Tracys Landing (1 hr 2 min drive from Leonardtown)
Chesapeake Bay may be a world-famous fishery, but there’s no better way to experience it than through the eyes of a local.

"Capt. John and First Mate Ronnie gave us the best day of fishing!" —⁠ Rich,
Trips from
US $795
Trips from
US $795

Top deep sea fishing trips in Leonardtown

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Top-rated family fishing trips in Leonardtown

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Half-day fishing trips in Leonardtown

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Top Targeted Species in Leonardtown

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Top Types of Fishing in Leonardtown

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Top Fishing Techniques in Leonardtown

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Frequently Asked Questions about Fishing Charters in Leonardtown

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Frequently Asked Questions about Fishing Charters in Leonardtown

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Leonardtown Fishing Calendar

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Featured photos from Leonardtown

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What anglers said about fishing in Leonardtown

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How did anglers rate fishing charters in Leonardtown?

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Nearby Fishing Destinations

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