Sherwood Fishing Charters

103 fishing charters

The best out of 103 charter fishing deals in Sherwood - enter dates to check availability

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Top Fishing Charters in Sherwood

Sherwood: 103 fishing charters available

Showing 1 - 10
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25 ft

Up to 4 people

Nauti Hooker Charters – St Michaels, MD

5.0/5 (1 review)
St. Michaels (12 min drive from Sherwood)
Schedule a trip with Nauti Hooker Charters and visit historical St. Michaels, Maryland all on the same day! You’ll explore secret fishing spots on the Chesapeake Bay.
Trips from
US $450
Trips from
US $450
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46 ft

Up to 6 people

Biff Fishing Charters

5.0/5 (121 reviews)
Stevensville (1 hr 4 min drive from Sherwood)
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 an incredible day-long fishing trip with an amazing captain who went above and beyond to ensure everyone had a fantastic time." —⁠ Keith,
Trips from
US $720
Trips from
US $720
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32 ft

Up to 6 people

Screaming Eagle Charters

4.8/5 (154 reviews)
Neavitt (21 min drive from Sherwood)
Screaming Eagles offers an excellent charter for fishing on the Chesapeake Bay. The company is based in Neavitt, Maryland, which is 15 minutes from St. Michaels.

"We fished two straight days (one half day and one full day) with Captain H." —⁠ Anthony,
Trips from
US $300
Trips from
US $300
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25 ft

Up to 4 people

Nauti Hooker Charters – Stevensville

4.8/5 (74 reviews)
Stevensville (8.3 miles from Sherwood)
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.

"We really enjoyed our fishing trip with Captain Richard. He was on task in providing a great fishing experience." —⁠ Cheryl,
Trips from
US $450
Trips from
US $450
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46 ft

Up to 6 people

Patent Pending Charters

4.9/5 (160 reviews)
Tracys Landing (1 hr 35 min drive from Sherwood)
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
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42 ft

Up to 6 people

JadeLady Charters

4.9/5 (120 reviews)
Stevensville (1 hr 4 min drive from Sherwood)
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.

"The wind was pretty strong and so was the current. Capt. Marion never stopped trying to find us a hotspot." —⁠ JD,
Trips from
US $625
Trips from
US $625
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25 ft

Up to 4 people

Nauti Hooker Charters

4.6/5 (8 reviews)
Bellevue (45 min drive from Sherwood)
Nauti Hooker Charters invites you to fish with them on the astonishing waters of Chesapeake Bay. They’ll take you to the best-known fishing hot spots of the Eastern Shore of Maryland but also show you a few hidden places you may have never seen.

"Bad weather day but the captain worked hard to find the rockfish" —⁠ Casey,
Trips from
US $450
Trips from
US $450
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32 ft

Up to 6 people

Tight Times Charters

4.9/5 (30 reviews)
Edgewater (1 hr 26 min drive from Sherwood)
Tight Times Charters offers a variety of charters, including sport fishing, cruises, Blue Angels demonstrations, and parties. The professional captain and crew know all the hotspots to put you on the fish.

"We booked the 3-hour fishing tour with Tight Times for my son’s 11th birthday, and it was an unforgettable experience!" —⁠ Andrea,
Trips from
US $450
Trips from
US $450
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42 ft

Up to 6 people

Hallock's Grace Charters

4.8/5 (109 reviews)
Deale (1 hr 34 min drive from Sherwood)
Hallock’s Grace Charters is a family owned and operated business. Trips depart from their private location in Shady Side, Maryland where you can bring your family aboard for a hands-on fishing or crabbing experience.

"Started the day fishing for stripers. They were not biting that day so we switched to fishing for bluefish." —⁠ Patrick,
Trips from
US $595
Trips from
US $595

Angler's choice

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38 ft

Up to 6 people

Vickie Ann Charters

4.9/5 (133 reviews)
Deale (1 hr 41 min drive from Sherwood)
Vickie Ann Charters is based in Deale, Maryland. The Captain and his crew fish the water of the Chesapeake Bay, specializing in catching Striped Bass, Bluefish, White Perch, Spanish Mackerel, and many other species.

"Captain and crewman were awesome for our groups fishing trip and definitely one to remember." —⁠ Isaac,
Trips from
US $450
Trips from
US $450

Top deep sea fishing trips in Sherwood

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Top-rated family fishing trips in Sherwood

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Half-day fishing trips in Sherwood

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Top Targeted Species in Sherwood

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Top Types of Fishing in Sherwood

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Top Fishing Techniques in Sherwood

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Frequently Asked Questions about Fishing Charters in Sherwood

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Frequently Asked Questions about Fishing Charters in Sherwood

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Fishing in Sherwood

Discover the premier fishing experiences awaiting you in Sherwood, Maryland, nestled along the picturesque Chesapeake Bay. This Eastern Shore destination offers diverse angling adventures across its vibrant waterways, where seasoned captains guide you to prime fishing grounds teeming with local species. Whether you're targeting trophy striped bass in open waters or exploring sheltered coves for crabbing and light-tackle fishing, Sherwood's dynamic ecosystem provides year-round opportunities.

Set against a backdrop of stunning sunsets and tranquil beaches, Sherwood combines exceptional fishing with unmatched natural beauty. Charter services cater to all preferences, from exhilarating deep-sea excursions to family-friendly inshore trips. Professional crews share extensive knowledge of tidal patterns and migratory routes, ensuring memorable catches. Pair your adventure with area amenities like waterfront dining and kayak access, creating a perfect blend of angling excitement and Chesapeake charm.

Sherwood

Based on 29,373 reviews by FishingBooker anglers

Sherwood Fishing Calendar

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Featured photos from Sherwood

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What anglers said about fishing in Sherwood

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How did anglers rate fishing charters in Sherwood?

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Nearby Fishing Destinations

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