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 availability and prices

Trip date:
Group Size:
October 2026
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Group Size
2 adults • 0 children
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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
There is 1 person looking at this charter.

Customer reviews

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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!

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

All reviews (69)

Frequently mentioned
Showing 1 – 5 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) on July 10, 2026 • 5 adults • 1 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 – Weekend on July 13, 2024 • 3 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
Robert Flynn
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) 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!!!!!!!

Reported catch:
White Perch
Striped Bass
Robert Flynn
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) on June 30, 2023 • 4 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!

Reported catch:
Striped Bass
Robert Flynn
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 Trip on June 16, 2025 • 4 adults

Reported catch:
Striped Bass

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

  • First time fishing trip went amazing!
    Dylan C.
    Dylan C.
  • Fishing with Robert
    Jennifer F.
    Jennifer F.
  • Half day trip with Captain Matt and Mate Rob
    Olivia R.
    Olivia R.
  • Great Day Fishing
    Jeremy R.
    Jeremy R.
  • Half day trip with Captains Rod and Matt
    James G.
    James G.
  • Half Day Trio
    Heath T.
    Heath T.
  • Half day on the US Blues
    Josh W.
    Josh W.
  • My big brother birthday gift
    Shawn H.
    Shawn H.
  • October fishing trip
    Kevin J.
    Kevin J.
  • Half day
    James G.
    James G.

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