Head Boat Fishing aboard the Crack of Dawn

Head Boat Fishing at Chesapeake Bay Outdoors is a 1st Class experience. Leaving from Solomons Island aboard the 50' Crack of Dawn and fishing the famed Patuxent River and Chesapeake Bay. Patuxent River bottom fishing is the best the area has to offer. Beginning in June and running through September our Head Boat service offers daily opportunity for individuals and small groups to come join the Fishing fun. 

Head Boat Fishing Schedule

i incuded: Licensing

not included: Bait, Rod Rental, & Tip

available: Rod Rental $5 & Bait (call to order)

Friday & Saturday (AM & PM)


5 hours (6a-11a) & (1p-6p)

Monday, Tuesday, Wednesday, & Thursday (AM)


6 hours (5:30a-11:30a)

Sunday (Morning, Midday, & Afternoon)


4 hours (6a-10a, 11a-3p, & 4p-8p)

Head Boat Policies

  • Although the 50' Crack of Dawn is USCG Inspected and Certified for 42 passengers... all Head Boat Trips will be limited to 14 passengers for maximum room and comfort.

  • 1 cooler per passenger: 35 quart max size.

  • Boat coolers are available to put drinks and food in... recommend labeling a large Ziplock bag.

  • 1 Rod n Reel per passenger not to exceed 8'.

  • Rod Rental is $5

  • Bait is NOT INCLUDED but may be available... call us

  • Unlike most Head Boats we will fish no matter the number of passengers that show up... however, the time of the trip will be limited based on total passengers: 8+ Passengers 100% of time, 5-7 Passengers 75% of time, 3-4 Passengers 50% of time, 1-2 Passengers 25% of time.

  • Mate's Fee is required on all Head Boat Trips... $10 per passenger.

  • Fish Cleaning is not included but may be discussed with 1st mate and Captain.

  • Beer is allowed... no liquor.

  • $10 Deposit Required (note date and time of your trip)

  • Deposit will be credited towards Mate's Fee.

  • Deposits are non-refundable unless we cancel the trip.

  • Balance in Full is due before departure (CASH ONLY).

  • Boat leaves on time... do NOT BE LATE.

  • Boat Schedule and Reservations are available 7 days prior.... must call/text/email to confirm space prior to making deposit.

  • We reserve the right to cancel any scheduled trip... all deposits will be reimbursed.







Solomons Island, Maryland

Chesapeake Beach, Maryland

Point Lookout, Maryland

Cape Charles, Virginia

Chesapeake Bay OutDoors LLC

Located on the Chesapeake Bay, Maryland, immersed in the history and beginnings of modern day Waterfowling and Charter Fishing, where Waterfowl Hunting and Charter Fishing are much more than a passion or a weekend hobby but rather a “WAY OF LIFE”. Life at Chesapeake Bay Outdoors revolves around two things, Charter Fishing and Waterfowl Hunting. It is a lifestyle that we enjoy 24 hours a day 365 days a year.

Chesapeake Bay Outdoors offers an unmatched level of professionalism, knowledge, and experience in Waterfowl Hunting and Charter Fishing. Captain Damon and his Colleagues bring over 100 years of professional experience in the field and they have spent their entire lives living and working on the Chesapeake Bay.

For those looking for the ultimate in Charter Fishing and Waterfowl Hunting, join Chesapeake Bay Outdoors on a world class Charter Fishing Trip or Sea Duck Hunt. Enjoy yourself while catching Trophy Rockfish, Redfish, Bluefish, Cobia, Spanish Mackeral or shooting Blue Bills, Canvasbacks, Old Squaws, Surf Scoters, Common Scoters, and White Winged Scoters, on the famous and historic Chesapeake Bay!

Captain Damon K. Williams is a USCG Licensed Captain(Master), Maryland State Licensed Fishing Guide, Maryland State Licensed Master Hunting Guide(Licensed Outfitters), and NOAA HMS Charter Licensee.

Pay Deposit

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Copyright 2017 Chesapeake Bay Outdoors LLC