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Top Fishing Charters in Annapolis, MD

The best out of 94 charter fishing deals in Annapolis - enter dates to check availability

Top Fishing Charters in Annapolis, MD

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Top Fishing Charters in Annapolis

Annapolis: 94 fishing charters available

Showing 1 - 10
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Listing image
30 ft
Up to 6 people
Rock On Fishing
4.8
/5
(69 reviews)
Annapolis
Rock On Charter Fishing – Chesapeake Bay Charter Days Still Available – Book Your Adventure Today! 🏆 Fishbooker Angler's Choice Award Winner – 4 Years in a Row 2022-2026 55+ Five-Star Reviews Looking to create unforgettable memories

"My daughter and I went out for Early Father’s Day trip." —⁠ Shawn, Belgrade
trips from
US $645
Angler's Choice
Listing image
42 ft
Up to 6 people
JadeLady Charters
4.9
/5
(159 reviews)
Stevensville (26 min drive from Annapolis)
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.
trips from
US $675
Listing image
42 ft
Up to 6 people
Local Charter Fishing
5.0
/5
(15 reviews)
Stevensville (29 min drive from Annapolis)
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.

"We were after striper (striped bass/rockfish) on our charter.." —⁠ Bill,
trips from
US $700
Listing image
46 ft
Up to 6 people
Biff Fishing Charters
5.0
/5
(133 reviews)
Stevensville (26 min drive from Annapolis)
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.

"I got this trip for my fiance who is a big fisher, and I went." —⁠ Catherine,
trips from
US $640
Angler's Choice
Listing image
35 ft
Up to 6 people
Mitzi B Charters LLC
5.0
/5
(33 reviews)
Pasadena (31 min drive from Annapolis)
If you're in the market for a day to remember, look no further than Mitzi B Charters. Having logged many hours on these tides, Captain Roger can tell you all about the local fishery.

"Where do I even begin? From my very first conversation with Captain Roger to the moment we stepped off the boat, this trip was a rootin’ tootin’ good time from start to finish." —⁠ Casey,
trips from
US $750
Listing image
46 ft
Up to 6 people
Patent Pending Charters
4.9
/5
(186 reviews)
Tracys Landing (34 min drive from Annapolis)
Chesapeake Bay may be a world-famous fishery, but there's no better way to experience it than through the eyes of a local.

"We had a great time with Patent Pending Charters! The trip was a belated birthday celebration for my 15-year-old son and four of his friends, and Captain John and first mate Ronnie made it a fantastic experience." —⁠ Pete,
trips from
US $795
Angler's Choice
Listing image
25 ft
Up to 4 people
Backlash Outdoor Adventures
5.0
/5
(27 reviews)
Pasadena (32 min drive from Annapolis)
*Special Note* 2026 Maryland striped bass (rockfish) season and limits: Catch and release only January 1-April 30 Spring Season May 1-July 31 Summer closure August 1-31 Fall season September 1- December 5 Catch and release only December 6-31 Catch limit-

"This was our first fishing trip as a family and 3 out of 4 of us had never fished prior." —⁠ Maryam,
trips from
US $375
Angler's Choice
Listing image
42 ft
Up to 12 people
Hallock's Grace Charters
4.9
/5
(136 reviews)
Deale (33 min drive from Annapolis)
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.

"What an incredible day aboard the Grace. We really can’t say enough good about it!" —⁠ Sean,
trips from
US $750
Listing image
40 ft
Up to 6 people
CB Charters
5.0
/5
(73 reviews)
Chester (25 min drive from Annapolis)
Chesapeake Bay is known for being home to one of the most sought-after species in the world – Striped Bass! If you're a hardcore angler who's always dreamed of chasing Stripers, or want to take your family on an exciting adventure explor

"We enjoyed a family adventure with 5 teen boys between the ages of 13-16 (and one adult) this August." —⁠ Nicole,
trips from
US $700
Angler's Choice
Listing image
30 ft
Up to 6 people
Stella Charters Light Tackle Guide
5.0
/5
(133 reviews)
Pasadena (31 min drive from Annapolis)
In Maryland's Chesapeake Bay, the Striped Bass (Rockfish) season and limits below.

"We had such a fun time on our trip with Captain Eric and his first mate, Eric!" —⁠ Jen,
trips from
US $450
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Fishing in Annapolis

Experience the thrill of Chesapeake Bay fishing with Annapolis Fishing Charters, where the brackish waters teem with iconic Striped Bass, feisty Blue Catfish, and prized Speckled Trout. Set against Annapolis' historic waterfront, anglers explore prime spots like the Severn River's tidal creeks and the structure-rich Thomas Point Rocks, where light-tackle casting and fly fishing yield explosive topwater action. Seasonal runs bring Bull Sharks and Tarpon in summer, followed by autumn's Black Seabass and winter Tautog, ensuring year-round opportunities.

Family-friendly crabbing charters invite you to harvest Maryland's famous blue crabs, combining bottom fishing for Perch and Croaker. Whether targeting Rockfish beneath the Naval Academy Bridge or navigating South River's hidden coves, professional guides adapt to all skill levels. Just minutes from Baltimore and Washington DC, Annapolis blends world-class angling with maritime heritage—where every cast connects you to the Chesapeake's enduring bounty.

Annapolis

4.9
/5
Based on 31,707 reviews by FishingBooker anglers

What anglers said about fishing in Annapolis

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