Fish 'N Party II
HomeTrips & RatesGalleryReviewsReportsTarget SpeciesMeet the Captain

Learn More

My Trips

Caught a Striped Bass Fishing Charter in Chestertown

Striped Bass Fishing in Chesapeake Bay

Striped bass caught in Chestertown, MD with Captain Lenny Fletcher's charter.

Striped bass are the signature gamefish of Chesapeake Bay, moving between saltwater and freshwater environments throughout their lifecycle. These powerful fighters are known for their distinctive horizontal stripes and aggressive feeding behavior. - Prime targets for charter fishing in Maryland waters. - Excellent table fare with firm, flaky white meat. - Support both commercial and recreational fisheries throughout their range.

Fishing Charter by Captain Lenny Fletcher in December

Lenny Fletcher
Lenny Fletcher
Meet your Captain Lenny Fletcher
Chesapeake Bay
  • Book Your Chesapeake Bay Fishing Adventure Today!
Book A TripCopy Link

Summary

Captain Lenny Fletcher of Fish 'N Party II offers premier fishing charters targeting striped bass in the productive waters of Chesapeake Bay near Chestertown. These guided fishing trips provide anglers with access to some of Maryland's best striped bass fishing grounds, where the shallow flats and deeper channels create ideal habitat for rockfish throughout the season. With local knowledge of tides, structure, and seasonal patterns, Captain Lenny positions his guests for success whether you're casting live bait near the shoreline or trolling the main bay channels. All fishing gear and tackle are provided, making these charters perfect for both experienced anglers and families new to Chesapeake Bay fishing. Book your striped bass charter online and experience why Chestertown waters consistently produce quality catches for visiting anglers.

Fishing Charter with Captain Lenny Fletcher – Rates & Booking

Captain Lenny Fletcher of Fish 'N Party II offers guided fishing charters targeting striped bass in Chesapeake Bay's productive waters near Chestertown. These half-day and full-day trips include all fishing gear, tackle, and bait needed for a successful day on the water. Captain Lenny's local knowledge of seasonal patterns, tide movements, and productive structure helps anglers connect with quality striped bass throughout the fishing season. Charters accommodate small groups and families, with flexible departure times to match optimal fishing conditions. Licensed and insured, Captain Lenny provides a safe and productive fishing experience on Chesapeake Bay. Contact Fish 'N Party II directly to check availability and secure your preferred fishing dates.

Highlights of Chesapeake Bay Striped Bass Fishing

Chestertown's location on the upper Chesapeake Bay provides excellent access to both shallow water flats and deeper main bay channels where striped bass feed actively. The mix of fresh and saltwater creates nutrient-rich conditions that support abundant baitfish populations, drawing striped bass into these waters consistently. Spring and fall migrations bring larger fish through the area, while summer fishing focuses on schooling fish in 15-25 feet of water. Captain Lenny's experience reading water conditions and locating active fish helps maximize your time on productive water.

These fishing charters target striped bass using a variety of techniques including live bait fishing with spot and bloodworms, trolling with umbrella rigs and spoons, and casting soft plastics to visible structure. The diverse fishing methods keep trips engaging while adapting to daily conditions and fish behavior. Whether you prefer the excitement of live-lining bait or the steady action of trolling, Captain Lenny adjusts techniques to match your preferences and the day's fishing conditions.

Local Species Insights: Striped Bass

Striped bass, locally known as rockfish, are the premier gamefish of Chesapeake Bay and the primary target for Chestertown area fishing charters. These anadromous fish move between saltwater and freshwater environments, with the upper bay near Chestertown serving as important feeding and nursery habitat. Striped bass in these waters typically range from 18-28 inches, with larger fish present during spring and fall migration periods. Their aggressive feeding behavior and strong fighting ability make them ideal targets for both novice and experienced anglers seeking memorable fishing action on Chesapeake Bay.

Plan Your Fishing Charter Day

Fish 'N Party II fishing charters include all necessary equipment: rods, reels, tackle, bait, and safety gear for a complete fishing experience. The boat accommodates small groups comfortably, allowing for personalized instruction and plenty of fishing space. Departure times are scheduled to take advantage of optimal tide conditions and fish activity periods. Captain Lenny provides guidance on techniques, helps with fish handling, and shares local knowledge about Chesapeake Bay fishing. Bring sun protection, snacks, and drinks for your comfort during the trip. Maryland fishing licenses are required and can be purchased online before your charter date.

Fishing in Chesapeake Bay with Fish 'N Party II

Fish 'N Party II Available Trips

Fish 'N Party II

Follow Us

Facebook

Navigate

Home

Trips & Rates

Gallery

Reviews

Reports

Target Species

Meet the Captain

FAQ

Contact Us

FEATURED

Bay Reels

Family Bass Fun

Bay Catch

Striped Pro

Striper Intro

Things To Do

Fishing License

Chesapeake Bay Charters: Your Catch

Don't let this opportunity slip away! Join Captain Lenny Fletcher aboard the Fish 'N Party II for an unforgettable fishing adventure in Chesapeake Bay,. Embrace your passion, reel in big catches, and create memories that will last a lifetime – book now before all spots are gone!

More about Fish 'N Party II

© Copyright 2026. All rights reserved.

Powered by Guidesly

Privacy Policy

Sitemap