Sherwood Fishing Charters

104 fishing charters

The best out of 106 charter fishing deals in Sherwood - enter dates to check availability

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Top Fishing Charters in Sherwood

Sherwood: 104 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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42 ft

Up to 6 people

JadeLady Charters

4.9/5 (136 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.

"Took 6 of us out for a morning fishing charter including three children." —⁠ Matthew,
Trips from
US $625
Trips from
US $625
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46 ft

Up to 6 people

Biff Fishing Charters

5.0/5 (125 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 a great time on the water. Justin and Sean were very helpful and knowledgeable." —⁠ Ken,
Trips from
US $620
Trips from
US $620
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25 ft

Up to 4 people

Nauti Hooker Charters – Stevensville

4.8/5 (77 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

Angler's choice

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32 ft

Up to 6 people

Screaming Eagle Charters

4.8/5 (157 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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42 ft

Up to 6 people

Local Charter Fishing

Just listed
Stevensville (9.8 miles from Sherwood)
Make some memories in Stevensville and go fishing with Local Charter Fishing. These waters hold game fish like Striped Bass, Redfish, Bluefish, Crab, Spanish Mackerel, and more if you cast your line at the right time of year.
Trips from
US $750
Trips from
US $750
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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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Charter Highlights
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42 ft

Up to 16 people

Misty Blue Charters

4.9/5 (71 reviews)
Chesapeake Beach (12.9 miles from Sherwood)
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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42 ft

Up to 6 people

Hallock's Grace Charters

4.8/5 (110 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
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32 ft

Up to 6 people

Tight Times Charters

4.8/5 (39 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

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 29,692 reviews by FishingBooker anglers

Sherwood Fishing Calendar

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What anglers said about fishing in Sherwood

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