Season
Chesapeake Bay Rockfish (Striped Bass) season opens May 16. Additional seasonal species such as bluefish and Spanish mackerel are available throughout the charter window.
Chesapeake Bay Fishing Charters in Stevensville, Maryland
Rockfish (Striped Bass), Crabbing, Bowfishing & Private Charter Trips Near Annapolis, Baltimore & Washington, DC
Included
All rods, reels, bait, tackle, and Maryland fishing licenses included. Choose morning or afternoon charters for flexible scheduling.
Access
Easy access from Annapolis, Baltimore, Washington, DC, and the greater Maryland Eastern Shore.
Voted Top Ten Fishing Charter in America 2025, 2024
Our Fleet
Choose your boat for the perfect trip.
Valor
A modern Chesapeake deadrise built for comfort and consistent action.
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Jessie Girl
Flagship space and range for larger parties and full-day success.
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Vagabond
Balanced speed and deck room for private groups and mixed trips.
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Kathy C
A proven bay boat with a smooth ride and dependable fishing layout.
See DetailsCharter Types
Private Fishing Charters
Book your own boat and crew for a focused trip with your family, friends, or group.
Cruise Charters
Relaxed bay cruises for sunsets, sightseeing, and time on the water without fishing.
Mixed Group Charters
Join a walk-on trip and fish alongside other anglers when private seats are not needed.
Corporate Events
Host team outings and client trips with a private charter built around your schedule.
Crabbing Charters
Hands-on Chesapeake Bay crabbing trips with gear and guidance provided by the crew.
Duck Hunting
Seasonal guided duck hunting trips with experienced support and local bay knowledge.
Bow Fishing Charters
Target fish after dark with guided bow fishing trips designed for action and fun.
Cast & Blast
Combine hunting and fishing in one trip for groups looking for the full outdoor day.
What people are saying about us
★★★★★
"The captain and mate made sure everyone had a chance to haul fish on board and have a great time."
- Don, Kent Island
★★★★★"Our club caught our limit of stripers and the crew worked hard all trip. Highly recommended."
- Mason, Kent Island
★★★★★"We relocated multiple times and ended up with over 30 fish. A great day with a great crew."
- Jessica, Rockville
★★★★★"Our work group had a great afternoon trip. Friendly crew, smooth process, and strong results."
- Guy, Glenwood
★★★★★"Captain Paul and mate J.P. never stopped finding fish. We made memories and will be back."
- Greg, Centre Hall
★★★★★"Even in rough weather, Captain Paul and J.P. kept us on fish and made the whole trip enjoyable."
- Pete, Parkville
CBSF by the Numbers
10,000+
Trips Run
1,000+
5-Star Reviews
20+
Years on the Bay
Target Species on the Chesapeake Bay
Our captains target the most productive species throughout the season, including:
- Rockfish (Striped Bass)
- Bluefish
- Spanish Mackerel
- White Perch
- Seasonal Bay Species
- Crabbing Charters
- Bowfishing Trips
Species availability varies by season. Contact us if you’d like help picking the best date for your target catch.
CHESAPEAKE BAY CHARTERS
Let's Get Out On The Water
We run fishing charters near Stevensville on Kent Island, Maryland — and during select seasons, out of Pasadena, near Annapolis, MD too. Whether you're targeting rockfish (striped bass), pulling up crabs, targeting seasonal species, or booking a duck hunting trip, our captains know where to put you on the bite. Every trip includes rods, reels, bait, tackle, and your Maryland fishing license. Book a private boat for your group or join a shared charter — just show up and fish.
Why Groups Keep Booking With CBSF
Trusted by families, corporate groups, and serious anglers for productive days on the Chesapeake Bay.
Private & Mixed Charters
Private boats and walk-on options for groups of any size.
Experienced Crew
Seasoned captains focused on safe, fun trips.
Easy Bay Access
Convenient from Annapolis, Baltimore & Washington, DC.
Productive Fishing Days
We focus on putting fish in the boat — not just taking a ride.
Ready to lock in a date?
Live availability updates instantly.