U.S. Blues Chesapeake Charters 

5.0
(69 reviews)
 Woods Wharf Road 4801, Shady Side, MD 20764, United States–

U.S. Blues Chesapeake Charters 

Shady Side, MD, United States
–
34 ft
6
5.0
(69 reviews)

U.S. Blues Chesapeake Charters offers exciting fishing trips in Chesapeake Bay, Maryland. Captain Robert Flynn and his first mate welcome anglers of all skill levels. Come aboard and learn a new hobby, sharpen your skills, and have a productive day on the water!

Your vessel for the day is a 34' Crusader offshore sport fishing boat. This spacious fishing machine comes powered by a 450 HP Cummins engine and has a maximum cruising speed of 20 knots. There is plenty of fishing space for up to 6 anglers.

The boat is fully fitted with the latest navigational electronics, including Garmin 1040sx Fishfinder and GPS. The vessel features a flybridge to spot any action going on beneath the surface, an ice-box for your catch, and other professional accessories. There is also a toilet on board, which is much-needed when spending a day on the water.

U.S. Blues Chesapeake Charters specializes in a variety of fishing techniques and methods that work best in the local waters. You will be light tackle bottom fishing, trolling, spinning, and jigging. Before you make your first cast, the crew will guide you through the basics and teach you how to properly use the tackle.

The season begins in Mid-May and goes on through to December. You'll hook into a variety of legendary East Coast fish including Striped Bass, blue catfish, white perch, spot, spanish mackerel and bluefish depending on the time of the season. Ask the Captain ahead of time, which time of the season is best for the fish you want to target.

All trips come with all the necessary gear and tackle to make an outstanding catch possible. You will be provided with rods, reels, bait, lures, and a license. When you return to the shore, your catch will be cleaned and ready to jump straight into the frying pan.

Bring along any drinks and snacks you'd like to enjoy and fish on!

U.S. Blues Chesapeake Charters offers exciting fishing trips in Chesapeake Bay, Maryland. Captain Robert Flynn and his first mate welcome anglers of all skill levels. Come aboard and learn a new hobby, sharpen your skills, and have a productive day on the water!

Your vessel for the day is a 34' Crusader offshore sport fishing boat. This spacious fishing machine comes powered by a 450 HP Cummins engine and has a maximum cruising speed of 20 knots. There is plenty of fishing space for up to 6 anglers.

The boat is fully fitted with the latest navigational electronics, including Garmin 1040sx Fishfinder and GPS. The vessel features a flybridge to spot any action going on beneath the surface, an ice-box for your catch, and other professional accessories. There is also a toilet on board, which is much-needed when spending a day on the water.

U.S. Blues Chesapeake Charters specializes in a variety of fishing techniques and methods that work best in the local waters. You will be light tackle bottom fishing, trolling, spinning, and jigging. Before you make your first cast, the crew will guide you through the basics and teach you how to properly use the tackle.

The season begins in Mid-May and goes on through to December. You'll hook into a variety of legendary East Coast fish including Striped Bass, blue catfish, white perch, spot, spanish mackerel and bluefish depending on the time of the season. Ask the Captain ahead of time, which time of the season is best for the fish you want to target.

All trips come with all the necessary gear and tackle to make an outstanding catch possible. You will be provided with rods, reels, bait, lures, and a license. When you return to the shore, your catch will be cleaned and ready to jump straight into the frying pan.

Bring along any drinks and snacks you'd like to enjoy and fish on!

Robert Flynn
Captain
Robert Flynn
11 years of experience
responds within an hour

Select date to see availability

Trip date:
Group Size:
November 2026
SuMoTuWeThFrSa
Group Size
2 adults • 0 children
Change
1/2 Day Trip – River Crabbing
FREE Cancellation 7 days notice
4 hour trip starts at 5:00 AM
Seasonal trip
Aug 1 - Nov 1
US $695
Entire boat: up to 6 people
Half Day Trip (AM)
FREE Cancellation 7 days notice
6 hour trip starts at 6:00 AM
Seasonal trip
May 1 - Dec 15 (Mon, Tue, Wed, Thu)
US $800
Entire boat: up to 6 people
Half Day Trip (PM)
FREE Cancellation 7 days notice
6 hour trip starts at 1:00 PM
Seasonal trip
May 1 - Dec 15 (Mon, Tue, Wed, Thu)
US $800
Entire boat: up to 6 people
Half Day Trip – Weekend (AM)
FREE Cancellation 7 days notice
6 hour trip starts at 6:00 AM
Seasonal trip
May 1 - Dec 15 (Fri, Sat, Sun)
US $900
Entire boat: up to 6 people
Half Day Trip – Weekend (PM)
FREE Cancellation 7 days notice
6 hour trip starts at 11:00 AM
Seasonal trip
May 1 - Dec 15 (Fri, Sat, Sun)
US $900
Entire boat: up to 6 people
Full Day Trip
FREE Cancellation 7 days notice
8 hour trip starts at 6:00 AM
Seasonal trip
May 1 - Dec 15 (Mon, Tue, Wed, Thu)
US $950
Entire boat: up to 6 people
Full Day Trip – Weekend
FREE Cancellation 7 days notice
8 hour trip starts at 6:00 AM
Seasonal trip
(Fri, Sat, Sun)
US $990
Entire boat: up to 6 people

Customer reviews

Loading...

Rating

5.0
69 reviews
4.9
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (66)

What anglers say

100%
Great experience
98%
Family friendly
100%
Friendly captain
100%
Good boat
99%
Recommended
92%
Caught fish

Reviews (69)

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

    AWESOME!!

    Half Day Trip (AM) on July 2, 2024 • 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!!!!!!!

  • 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) on June 30, 2023 • 6 adults • 2 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!

  • Dylan Cochrane
    Dylan Cochrane
    us
    Virginia, US
    Member since 2023
    5.0
    Verified

    First time fishing trip went amazing!

    Half Day Trip – Weekend (AM) on August 12, 2023 • 3 adults

    Captain Rob and Matt were awesome and tolerated all my fishing questions. We did bottom fishing and trolling, and caught six species! Also extra thanks for giving us some overtime, it really paid off! The mackerel is going on the grill tonight!

  • Olivia Ricchi
    Olivia Ricchi
    us
    Washington D.C., US
    Member since 2022
    5.0
    Verified

    Half day trip with Captain Matt and Mate Rob

    Half Day Trip – Weekend (PM) on May 15, 2022 • 5 adults • 3 children

    Matt and Rob are fantastic and so knowledgeable and passionate about fishing. The boat was the perfect size and comfortable and the fishing set-up was top notch. This was our kids first Bay fishing experience and they all want to do it again. That's the best testimonial right there :)

  • Heath Tortarella
    Heath Tortarella
    Repeat angler
    us
    New York, US
    Member since 2021
    2 trips
    5.0
    Verified

    Half Day Trio

    Half Day Trip – Weekend (PM) on August 6, 2021 • 2 adults

    Excellent day on the water with Captains Rob and Matt. They found the Rockfish without hesitation and delivered the opportunity to catch our limit. Clean, comfortable boat and a fun, relaxed atmosphere. Soundtrack was perfect too. Captain Rob’s recipe/instructions for preparation resulted in Rockfish Tacos enjoyed by the whole family. Thank you.

  • Larry Entler
    Larry Entler
    us
    Pennsylvania, US
    Member since 2021
    5.0
    Verified

    Grate Time

    Half Day Trip (AM) on June 18, 2021 • 6 adults • 1 child

    Captain Matt and Captain Robert were great. I took my Dad, brother and son along. Captain Matt took us up the bay right where the fish were biting. We caught our limit and had a blast doing if. Captain Matt and Captain Robert made this trip a blast for us. We will be back.

  • James Gosser
    James Gosser
    Repeat angler
    us
    Illinois, US
    Member since 2021
    5 trips
    5.0
    Verified

    Half day trip with Captains Rod and Matt

    Half Day Trip – Weekend (PM) on August 29, 2021 • 4 adults

    Another great day of fishing. Started off quick... hit a slow period for a few hours... then got back on the fish. Was able to experience a first for both captains... we caught a ribbon fish!! Great times.

  • Shawn Henderson
    Shawn Henderson
    us
    Florida, US
    Member since 2020
    5.0
    Verified

    My big brother birthday gift

    Half Day Trip (AM) on August 9, 2020 • 4 adults

    The best experience I ever had, Captain and the deck mate was very nice. Paid attention to details they kept the vessel clean at all times. They had a great knowledge of the local fish we was catching, they both pointed out historical information about the Annapolis Navy Base. In a nut shell I recommend U.S. Blues Chesapeake Charter 200% for a great time.

  • Todd Rief
    Todd Rief
    us
    New Jersey, US
    Member since 2018
    5.0
    Verified

    Half Day 4-9PM Trip

    Half Day Trip (PM) on August 10, 2018 • 3 adults

    A Rockfish tide-changing Feeding Frenzy and stayed nuts on the lines for 3 hours straight! Captain and crew are absolutely fantastic guys, know the bay, know their boat, their fish! Were prepared for everything. Great guys from the area and taught us so much. Me and the boys know how to fish some, but were excited to meet the Striped Bass/Rockfish. 10 minutes out of the dock we found some gulls and just starting killing it. A great day and the fun lasted for a long time. Probably caught 80-100 fish. I guess this is what Captain Matt and Rob can do! All smiles here! Even if the Rocks weren't eating it all (and Captain's Matt sonar was right on the mark to do this), the boat was rigged for perch or whatever up toward the rivers. These guys are absolutely prepared to get the most out of every day. Go see them!

  • Jamie N Jason Clendenin
    Jamie N Jason Clendenin
    Member since 2018
    5.0

    Captain Robby and Captain Matt

    Half Day Trip (AM) on June 2, 2018

    My 11 year asked for a charter trip for his birthday, so three adults and three 11-12 years old went on this boat! Robby and Matt made this trip the best charter trip ever! Not only did they know exactly where to catch lots of fish, they are a ton of fun! They do all the hard work so you can enjoy your day! The boys had a blast- the kids and the adults! If your looking for a charter to have a great experience and to catch lots of fish, this is your boat! At one point , 5 of the rods had two fish each on it and Two others had one on each... ALL AT THE SAME TIME! 12 fish at once!! And this was only half the rods that were in the water! These guys really know their stuff and do what they have to do to make your trip the best one ever! They were also always available prior to the trip to answer any questions that came up! You will not be disappointed when you book this charter!

FAQs about U.S. Blues Chesapeake Charters

U.S. Blues Chesapeake Charters offers the following trips to customers:
  • US $695 per group - 1/2 Day Trip – River Crabbing (4 hours)
  • US $800 per group - Half Day Trip (AM) (6 hours)
  • US $800 per group - Half Day Trip (PM) (6 hours)
  • US $900 per group - Half Day Trip – Weekend (AM) (6 hours)
  • US $900 per group - Half Day Trip – Weekend (PM) (6 hours)
  • US $950 per group - Full Day Trip (8 hours)
  • US $990 per group - Full Day Trip – Weekend (8 hours)
When you book a trip with U.S. Blues Chesapeake Charters, you can expect the following amenities onboard:
  • Toilet
  • GPS Garmin 1040sx
  • Fishfinder Garmin 1040sx
  • Live bait well
  • Ice box
  • Radar
Trips booked with U.S. Blues Chesapeake Charters include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting (Available by Mate)
  • First mate
  • Fishing license
U.S. Blues Chesapeake Charters offers the following type of fishing:
  • Inshore fishing
U.S. Blues Chesapeake Charters offers the following fishing techniques:
  • Light tackle
  • Bottom fishing
  • Trolling
  • Spinning
Top targeted fish species with U.S. Blues Chesapeake Charters include:
  • Bass (Striped)
  • Bluefish (Tailor)
  • Catfish
  • Perch (White)
  • Spanish Mackerel

Your captain

Robert Flynn
Robert Flynn
Shady Side, Maryland, United States
14 Fishing Reports
69 Customer reviews
Typical response within an hour
Member since August 2017
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.
Our Team
Matt M.
Matt M.
Captain
Robert Flynn
Robert Flynn
14
reports
69
reviews
2017
member since
~1h
response
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.
The crew
Matt M.
Matt M.
Captain

The fish you can target

Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Catfish
Catfish
White Perch
White Perch
Spanish Mackerel
Spanish Mackerel
Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Catfish
Catfish
White Perch
White Perch
Spanish Mackerel
Spanish Mackerel

Real catches by this captain

  • Fishing charter boat cruising across the water at sunset, with anglers visible on the stern and a colorful coastal horizon.
    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.
  • A sleek fishing boat cruising through calm waters, showcasing its vibrant teal and white design, equipped with multiple fishing rods.
    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
  • A cheerful group of anglers posing on the deck of a fishing boat with a lighthouse in the background, enjoying a sunny day on the water.
    Kenneth H.
    Kenneth H.
    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!!!!!!!
  • An aerial display featuring military jets flying in formation beneath an American flag, showcasing a patriotic scene.
    ******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
  • A serene sunset over calm waters, viewed from a boat, creating a picturesque fishing environment.
    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.
  • A fisherman filleting fresh fish on a blue cleaning table aboard a boat, with the open sea in the background.
    Fish 1
    Spanish Mackerel
    Dylan C.
    Dylan C.
    Captain Rob and Matt were awesome and tolerated all my fishing questions. We did bottom fishing and trolling, and caught six species! Also extra thanks for giving us some overtime, it really paid off! The mackerel is going on the grill tonight!
  • Young angler proudly holding a large striped fish aboard a fishing charter boat, with an adult companion and buckets visible on deck.
    Fish 1
    Striped Bass
    Shannon C.
    Shannon C.
    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!
  • Angler in orange fishing gear proudly holds a large striped bass and catfish on a marina dock.
    Fish 1
    Fish 2
    Striped Bass
    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!
  • A smiling crew member inside the boat, showcasing freshly filleted fish on the cleaning table, highlighting the fishing experience.
    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!
  • Adult angler holding a striped bass aboard a fishing boat on calm open water at sunset.
    Fish 1
    Striped Bass
    Carl W.
    Carl W.

What is the boat like?

Boat image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
34 ft
Year built
1999
Restored in
2022
Boat manufacturer
Crusader
Boat type
Sportfishing
Engine model
Cummins
Powered by
1 x 450HP
Max cruising speed
21 knots

What kind of fishing will you do?

Inshore Fishing

Which fishing techniques you can try

Light Tackle
Bottom Fishing
Trolling
Spinning

Which amenities are available onboard

Toilet
GPS
Garmin 1040sx
Fishfinder
Garmin 1040sx
Live bait well
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
Available by Mate
First mate
Fishing license

How cancellations work

Free cancellation up to 7 days prior to trip
You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
More details

What the listing policies are

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child friendly
You keep catch
Catch and release allowed
We do not catch and release striped bass

How you can pay

Book with 10% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
 Cash
 Visa
 Mastercard
When paying the remaining balance with a credit card, an additional 3% charge will apply.

Compare similar fishing charters

Current
U.S. Blues Chesapeake Charters
U.S. Blues Chesapeake Charters
5.0
(69)
34 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+3
4 hour trip • 6 persons
US $695