Robert Flynn
Captain

Robert Flynn

Shady Side, United States
50+ reviews
I have been fishing the middle Chesapeake Bay my entire life. I started out as a first mate on several charter boats while gaining my U.S. Coast Guard 50-ton Captain's License. When the opportunity to buy a charter boat with one of my best friends, U.S. Coast Guard Certified Captain Matt Maceron, came up – we set the hook! Let's go fishing.
Matt M.
Matt M.
Captain

Charter

Rating

5.0
69 reviews
4.9
Boat & Equipment
5.0
Captain & Crew
5.0
Fishing Experience

What anglers say

100%
Good experience
100%
Friendly captain
100%
Recommend this charter
98%
Appropriate for children
100%
Satisfied with the boat
92%
Caught fish

All reviews (69)

Showing 15 of 69 reviews
  • Tom Kline
    Tom Kline
    us
    Maryland, US
    Member since 2026
    5.0
    Verified

    Great time with great people and great crew!

    Half Day Trip – Weekend (AM)6 adults1 child

    We had a fantastic time with Captain Matt and Taylor! These guys know where to find the rockfish and we limited out. Definitely will book with them again.

  • Steve Wiles
    Steve Wiles
    us
    Virginia, US
    Member since 2024
    5.0
    Verified

    What a great day on the bay!

    Full Day Trip – Weekend3 adults

    We had a superb day fishing with Captains Matt and Rob on the Chesapeake. We’d been told it’s hard to find and catch Rockfish so we paid for an 8 hour trip to increase our chances. But both seaman knew the bay very well and worked hard to help us catch our limit by noon. Not only was the fishing great but we left feeling like we’d made two new fishing friends for many years to come. Thank you both for giving us a great day on the water!

    Reported catch:
    Striped Bass
    Response from Captain

    What a great day indeed. We thoroughly enjoyed having y’all on board with us and are looking forward to having you fish with us again. Hope everyone enjoyed the fresh fish dinner. Thanks for choosing us.

  • Kenneth Hoyle
    Kenneth Hoyle
    us
    Missouri, US
    Member since 2018
    5.0
    Verified

    AWESOME!!

    Half Day Trip (AM)6 adults

    Capt. Matt and Capt. Robert worked incredibly hard to get us on rock fish. We had a great day on the water from weather to waves. Capt. Matt was incredibly skillful with the boat and Capt. Robert was masterful with the cleaning our fish while the boat was on the move. If I could give 6 stars I would. The only bad thing of the day was that it had to end. Thanks Captains!!!!!!!

    Reported catch:
    White Perch
    Striped Bass
    Response from Captain

    Had a great time with you and your family. Thanks for your generosity and choosing us to fish with for your vacation.

  • Shannon Cameron
    Shannon Cameron
    Repeat angler
    us
    Maryland, US
    Member since 2023
    2 trips
    5.0
    Verified

    Half day with Captain Rob and Captain Matt

    Half Day Trip – Weekend (PM)6 adults2 children

    We came from Indiana to visit family and planned this trip. The captains suggested we head out to Baltimore to go where the fish were and they did not disappoint! My boys couldn’t keep up they had so much fun reeling in some big rockfish and getting to take home their catch and eat them for dinner. They’re already planning our next trip!

    Reported catch:
    Striped Bass
    Response from Captain

    We had a great time with y'all. Enjoy the rest of your visit and hope that fish fry is great! Capt Rob/ Matt

  • Aaron Cosgrove
    Aaron Cosgrove
    us
    Virginia, US
    Member since 2025
    5.0
    Verified

    June fishing trip

    Full Day Trip4 adults
    Reported catch:
    Striped Bass

Real catches shared by our community

  • U.S. Blues Chesapeake Charters
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    AWESOME!!
    Kenneth H.
    Kenneth H.
  • U.S. Blues Chesapeake Charters
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    First time fishing trip went amazing!
    Dylan C.
    Dylan C.
  • U.S. Blues Chesapeake Charters
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    Half day with Captain Rob and Captain Matt
    Shannon C.
    Shannon C.
  • U.S. Blues Chesapeake Charters
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    October fishing trip
    Carl W.
    Carl W.
  • U.S. Blues Chesapeake Charters
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    Fishing with Robert
    Jennifer F.
    Jennifer F.
  • U.S. Blues Chesapeake Charters
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    Half day trip with Captain Matt and Mate Rob
    Olivia R.
    Olivia R.
  • U.S. Blues Chesapeake Charters
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    Great Day Fishing
    Jeremy R.
    Jeremy R.
  • U.S. Blues Chesapeake Charters
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    Half day trip with Captains Rod and Matt
    James G.
    James G.
  • U.S. Blues Chesapeake Charters
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    Half Day Trio
    Heath T.
    Heath T.
  • U.S. Blues Chesapeake Charters
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    Grand kids first fishin trip
    Rick W.
    Rick W.

Fishing reports

2026 Season dates still up in the air

Mar 9, 2026 • Shady Side
The 2026 season dates are still undecided as several pieces of legislation move through the state house. A propsoal to protect breeding females from catch and release in April and May has been acted on by the representatives delaying the catch and release season until mid-May. Most likely the season will open for rockfishing May 16th and run until July 31st. The season will be closed in August to protect rockfishing from catch and release mortality during the period of warmest water temps in season. September until December will be the late summer/fall season. When the season is open, the minimum size for striped bass is 19 inches and the maximum size for striped bass is 24 inches. One fish per person is the creel limit.
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A sleek fishing boat cruising through calm waters, showcasing its vibrant teal and white design, equipped with multiple fishing rods.

2025 Chesapeake Bay Striped Bass Season

Feb 2, 2025 • Shady Side
The 2025 Chesapeake Bay Striped Bass season dates and restrictions have been announced. May 16, 2025, through July 15, 2025, and August 1, 2025, through December 10, 2025. Minimum size for striped bass is 19 inches and the maximum size for striped bass is 24 inches. One fish per Angler... including Anglers on charter boats. Please messge us first to find out what we can target during the period you may want to fish or crab. Rob/Matt
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An aerial display featuring military jets flying in formation beneath an American flag, showcasing a patriotic scene.

2024 Season Dates and Creel Limits Annou

Feb 14, 2024 • Shady Side
******New Regulations pertaining to Striped Bass for 2024****** The 2024 Maryland striped bass (Rockfish) season kicks off on May 16th this year. During summer season the Rockfish size and limit will be 19" to 24" and each person can keep (1) one rockfish. Rockfish Season is closed July 16, 2024 - July 31, 2024. There may also be additional closure time in the beginning of August. Contact us in reference to the new regulations if you have questions. Matt/Rob
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A serene sunset over calm waters, viewed from a boat, creating a picturesque fishing environment.

Fall 2023 fishing has heated up

Nov 11, 2023 • Shady Side
We are trolling looking for bird shows to catch the fat fall schooling stripers. Good very early morning bites and great evening bites have been the pattern this November. Weekdays have been the most productive avoiding the crowds of boats on weekends, but really all days have produced some decent to great fishing when they decide to eat.
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2023 Striped Bass Season has been announ

Feb 1, 2023 • Shady Side
2023 Striped Bass season has been announced. May 1st through May 15th "trophy season" 35 inches and over. May 16th to July 15th. 19 inches and over. July 16th to July 31st - No targeting of Striped Bass. August 1st to December 10th. 19 inches up to 31 inches. Get your date on the books!
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A smiling crew member inside the boat, showcasing freshly filleted fish on the cleaning table, highlighting the fishing experience.

2022 season ends

Dec 10, 2022 • Shady Side
Well, the season finally came to an end. We had a great fall run from mid October through December. The rockfishing was great and the weather cooperated most days. Fall is truly the best time to target fat stripers. The season should open back up again May 1st 2023. I will post a report once we get dates confirmed by the State. Merry Christmas. Have a safe holiday and winter season!
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