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Skidmore Fishing Charters

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

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Top Fishing Charters in Skidmore

Skidmore: 94 fishing charters available

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    Rock On Fishing

    Annapolis: 5 min drive from Skidmore

    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. She had never caught a Rockfish, but caught a keeper on the first cast." —⁠ Shawn, Belgrade

    Trips from:
    US $645
  • Angler's Choice

    JadeLady Charters

    Stevensville: 17 min drive from Skidmore

    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.

    "it was a great experience we love it I recommend this trip , we catch rockfish and it was fun we was waiting for this moment , the captain and crew was really nice this trip was one of the best because we had fun and we also like it , and of course we going back with othes guests , for future guests I personally I recommend it thanks to the captain and his crew !" —⁠ Wilfredo,

    Trips from:
    US $675
  • Angler's Choice

    Mitzi B Charters LLC

    Pasadena: 30 min drive from Skidmore

    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

    CB Charters

    Chester: 16 min drive from Skidmore

    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

    Backlash Outdoor Adventures

    Pasadena: 31 min drive from Skidmore

    *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

    Stella Charters Light Tackle Guide

    Pasadena: 30 min drive from Skidmore

    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

    Local Charter Fishing

    Stevensville: 20 min drive from Skidmore

    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.

    "Captain Steve and Steve were incredibly friendly, knowledgeable, and helpful." —⁠ Michael,

    Trips from:
    US $700

    Simonizer Fishing Charters

    Pasadena: 30 min drive from Skidmore

    Simonizer Fishing Charters is located in Pasadena and offers to show you a memorable time in these waters. Capt. Lenny will do his best to make sure you have a fun day full of fishing.

    "Our group of eight individuals had an exceptional experience." —⁠ Michael,

    Trips from:
    US $800

    Claw Enforcement Charters

    Stevensville: 17 min drive from Skidmore

    Stevensville has a fish with your name on it, so let Claw Enforcement Charters help you catch it! With Captain Richard at the helm, you'll have a knowledgeable and experienced guide.

    "we had a great time!! had one novice angler/ crabber. The captain and mate were very patient and kind, making sure he got the hang of things." —⁠ Labone',

    Trips from:
    US $650
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Fishing in Skidmore

Nestled in the heart of Maryland's Eastern Shore, Skidmore serves as a premier gateway to the abundant fishing opportunities of the Chesapeake Bay. Renowned for its thriving striped bass (rockfish) populations, the waters around Skidmore offer year-round action, with peak trophy seasons in spring and consistent catches extending through winter. Local fishing charters provide expert-guided experiences tailored to both novice and seasoned anglers, leveraging decades of local knowledge to navigate prime fishing grounds where bluefish, seatrout, and other species flourish.

The Chesapeake Bay's diverse ecosystem supports a rich variety of angling adventures, from light-tackle inshore excursions to deeper bay explorations. Charter captains based near Skidmore emphasize family-friendly outings, combining safety, education, and conservation-minded practices to ensure sustainable fishing. Accessibility from major hubs like Baltimore, Annapolis, and Washington D.C. makes this destination ideal for day trips, with charters supplying all necessary gear and insights into the region's seasonal patterns. Experience the Chesapeake's legendary fishery through Skidmore's dedicated charter services, where every trip promises memorable battles with hard-fighting fish against a backdrop of stunning coastal scenery.

Skidmore

Based on 31,731 reviews by FishingBooker anglers

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