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  • Home - Get out on the bay and go fishing! Check out the best in Chesapeake Bay Charter Fishing in Maryland with Loosen Up Charters! Enjoy the best MD Bay fishing for Striped Bass, Spanish Mackerel & Bluefish. We also have Bottom Fishing for Hardhead, Spot and Perch!
  • Our Boats - Book the right Bay Charter Boat for you! Choose The Loosen Up, a Custom 48' Carman * US Coast Guard Inspected Vessel * 800 hp Cat Diesel * Cruise at 24+ knots * Enclosed bathroom with heat and AC. Or choose the Miss Ashleigh which is Licensed up to 30 passengers.
  • Locations - Go Fishing! Book your charter boat for the Chesapeake Bay with Loosen Up. We launch from Happy Harbor Marina Inn and Restaurant 533 Rockhold Creek Rd, Deale, MD 210751. Get directions to come experience the best charter boat fishing on the bay!
  • Seasons - Find out what type of fish are in season before your next fishing trip on the Chesapeake Bay with Loosen Up Charters. Book your charter boat out of Deale Maryland today!
  • Galleries - View photos of excursions out on the Maryland Chesapeake Bay with Loosen Up Charter Fishing Boat. Take a look at our main gallery or choose the month you were our guest on the boat and view photos of you and your guests out fishing on the bay.
  • Testimonials - See what other guests and fishermen and woman have said about Loosen Up Charters of out Deale Maryland and their fishing trip out on the Maryland Chesapeake Bay.
  • Contact - Book your next charter fishing boat and Chesapeake Bay excursion, The Loosen Up launching from Happy Harbor Marina Inn and Restaurant. Call us at 443-223-5603, email us at or fill out our online form with requests and questions.
    • Privacy Policy - Our privacy notice discloses the privacy practices for This privacy notice applies solely to information collected by this website.
  • Accessibility - Loosen Up Charters is dedicated to providing exceptional service to guests of all abilities.
  • Chesapeake Bay Charter Fishing
Book Your Next Fishing Trip Today!
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What our Customers Say...

”Captain Frank is the best. Always finds the fish and always a great time. We've been fishing on the Loosen Up for over 25 years and always bring home dinner. A great day with the family or absolutely the best way to entertain customers.”
”Best charter boat on the bay! Hands down. There is a ton of bay experience on the loosen up. You are going to have a great time and catch your limit every time.”
”I recently joined Captain Frank and his crew for my second trip on Loosen Up Charters, and once again, it was perfect. Every person on board was funny, extremely knowledgeable and beyond helpful. I would definitely recommend Loosen Up Charters to anyone!”
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