Hollywood Fishing Charters

69 fishing charters

The best out of 69 charter fishing deals in Hollywood - enter dates to check availability

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Top Fishing Charters in Hollywood

Hollywood: 69 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 (41 reviews)
Solomons (16 min drive from Hollywood)
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
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42 ft

Up to 6 people

Lochjaw Charters

4.9/5 (34 reviews)
Solomons (15 min drive from Hollywood)
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

Angler's choice

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Charter Highlights
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42 ft

Up to 16 people

Misty Blue Charters

5.0/5 (63 reviews)
Solomons (15 min drive from Hollywood)
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
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46 ft

Up to 18 people

Mary Lou Too Charters

5.0/5 (14 reviews)
Solomons (6.5 miles from Hollywood)
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.

"Charter the Mary Loo Two for a fantastic day of fishing and an awesome crew." —⁠ Robin,
Trips from
US $700
Trips from
US $700
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28 ft

Up to 6 people

Capt. Brian with Thomason Tradition

4.9/5 (38 reviews)
Leonardtown (17 min drive from Hollywood)
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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38 ft

Up to 16 people

Chubby Chaser Charters

5.0/5 (10 reviews)
Solomons (14 min drive from Hollywood)
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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27 ft

Up to 4 people

Thomason Tradition Sport Fishing

4.9/5 (39 reviews)
Solomons (14 min drive from Hollywood)
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.

"Had an amazing outing with Captain Drey.  We are from the mid-west, this was our first experience with this type of fishing." —⁠ Jim, IL
Trips from
US $400
Trips from
US $400
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40 ft

Up to 18 people

Marcy Lynn Charter Fishing

Just listed
Solomons (6.5 miles from Hollywood)
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.
Trips from
US $750
Trips from
US $750
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40 ft

Up to 6 people

Grace Mary Charters II

5.0/5 (2 reviews)
Solomons (16 min drive from Hollywood)
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 (16 min drive from Hollywood)
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 Hollywood

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Top-rated family fishing trips in Hollywood

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Half-day fishing trips in Hollywood

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Top Targeted Species in Hollywood

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Top Types of Fishing in Hollywood

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Top Fishing Techniques in Hollywood

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Frequently Asked Questions about Fishing Charters in Hollywood

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Frequently Asked Questions about Fishing Charters in Hollywood

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Fishing in Hollywood

Hollywood, Maryland, offers exceptional fishing experiences in the heart of the Chesapeake Bay, known for its diverse fish species and year-round angling opportunities. Set against a backdrop of scenic marshes and tranquil waterways, this destination combines abundant catches with picturesque views, making it ideal for both novice and seasoned anglers.

Target prized Rockfish (Striped Bass) and hard-fighting Bluefish through popular methods like live-lining Spot or trolling the Bay's prime channels. Bottom fishing yields seasonal panfish such as Spot, Croaker, and Perch, while warmer months invite crabbing adventures for a true Chesapeake tradition. Charters also pursue Red Drum, Spanish Mackerel, and Blue Catfish, ensuring dynamic action across habitats.

Choose from intimate private charters or lively headboat trips, all equipped with expert captains who navigate hidden hotspots like Parker’s Creek or the Little Choptank River. Beyond fishing, enjoy crabbing excursions, sunset cruises, and wildlife viewing—including ospreys and bald eagles. Hollywood’s versatile charters cater to families, groups, and solo adventurers, promising an authentic Chesapeake Bay experience.

Hollywood

Based on 29,349 reviews by FishingBooker anglers

Hollywood Fishing Calendar

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Featured photos from Hollywood

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What anglers said about fishing in Hollywood

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How did anglers rate fishing charters in Hollywood?

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Nearby Fishing Destinations

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