8500 Cove Road
Dundalk MD, United States

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About this listing

Boat Specs

Phil Jones (Downeast) originally built in 1997. Powered by a 635HP Cummins Deisel QSM11 engine with a maximum cruising speed of 18 knots.

42 ft
6 persons
Types of Fishing
River Fishing
Inshore Fishing
Maryland's portion of the upper Chesapeake Bay
Reef Fishing
Wreck Fishing
Fishing Techniques
Light Tackle
Heavy Tackle
Spring & Fall, Trolling, 25 Penn 330LD, 40lb Test
Bottom Fishing
Top & Bottom Rigs, Drifting Shoals
Summer & Early Fall, 320LD, 25lb Test
New Model Ugly Sticks, Shimano Sedona, 15lb Test
Drift Fishing
eel balling during winter season, Cape Charles, VA
Targeted Species
Bass (Striped)

Spanish Mackerel

In 2015, Diamond Fishing Charters was voted a favorite by the locals! They have been fishing Maryland’s Chesapeake Bay since 1992. Most of the fishing season they depart from Anchor Bay East Marina/Hard Yacht Café which is located at 8500 Cove Road, Dundalk Maryland 21222. Docked at the Hard Yacht Cafe is their fishing vessel named “Diamond”.

Diamond Fishing Charters offers 7 hour and 5 hour fishing charters, 2 per day, 7 days a week. Every year they start fishing around the middle of April and finish up the season at the end of December. They specialize in catching Rock Fish - others might know them as “Stripers”. And even after 20+ years of fishing on the Chesapeake Bay, they still find it very enjoyable.
Rock fishing is good from mid April to the end of December, depending on what size fish you want to catch. The trophy sized (35” and above) Rock Fish can be caught from mid April until the end of December. To catch these large fish, we will be trolling 25 rods w/planner boards. We only have about 3 weeks to catch these trophy migratory Rock Fish in the Chesapeake Bay. So, if your ever interested in one of these charters, and your schedule isn’t flexible, try to let us know months in advance. After these trophy fish have left we’ll be catching rock fish of various sizes by trolling and chumming with lighter rods.

Bottom fishing is best from early June to late October and is available every Monday-Thursday. While on one of these charters, you can expect to catch Perch, Spot, Blue Fish, and some Croaker (hard head). These 5 hour bottom fishing charters will cost $450 and we’ll normally have less then a 30 minute boat ride to the fishing grounds. When we are bottom fishing, we will be using spinning reels spoiled with 10 lb test line. Top and bottom rigs baited with cut worm, squid, or shrimp (depending on what’s running) seem to work best for this type of fish.

Air Conditioning
Fighting Chair
Life Jackets
Fly Fishing Equipment
Snorkeling Equipment
Live Bait Tank
Multimedia System
Wireless Trolling Motor
Planner Boards 150' long
Tuna tubes
Spearfishing Equipment
Ice Box
for keeping our catch cold
Air Conditioning
Life Jackets
Trip Includes
Rod, Reels & Tackle
Live Bait
Catch Cleaning & Filleting
First Mate
Murray has been working on the Diamond 8 years
Fishing Licence
Fly Fishing Equipment
FREE Cancellation
You can cancel or change your booking free of charge up to 7 days before the trip date
Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on trip and number of days booked

Other Policies 
Child Friendly
No Smoking
in cabin, plenty of deck room for smoking though
You Keep Catch
Catch and Release Allowed

20% deposit charged upfront by FishingBooker to guarantee your reservation. The remaining balance is to be paid directly to the captain on or prior to your trip date in one of the following payment methods: Cash, Visa, Master Card, Check, Bank Transfer, American Express, PayPal.

About the Captain

Charlie Thrappas
Dundalk, Maryland, United States
Member since November 2015
Captain Charlie has been fishing from the Chesapeake Bay for nearly twenty years. He is a devoted fisherman whose charter goal is to make sure his guests are having a great time and catching fish. He gives you his word that no one will work harder to make sure you enjoy your day! He believes in treating others how he'd like to be treated himself and appreciates the fact that his customers are spending their hard-earned dollars on their charter trip, making sure to provide them with value for money every time.
Response time: 10 hours
Response rate: 100%

Customer Reviews

5.00 out of 5 stars from 1 review

5 star
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1 star

Had a great time and crew was very helpful and knowledgable!,

Judy Newton • Fished Sep 11, 2016
Charlie Thrappas (The Captain)
Replied to this review on September 14, 2016

Thanks for the very nice compliment!  It was a pleasure fishing with you and your family the other day.  You and your family are more than welcome to come back and fish with us at anytime.  Be well,  Charlie

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  • 8500 Cove Road, Dundalk
    MD 21222, United States