Vickie Ann Charters 

4.9
(154 reviews)
 6124 Drum Point Road, Deale, MD 20751, United States–

Vickie Ann Charters 

Deale, MD, United States
–
38 ft
6
4.9
(154 reviews)

Vickie Ann Charters is based in Deale, Maryland. The Captain and his crew fish the water of the Chesapeake Bay, specializing in catching Striped Bass, Bluefish, White Perch, Spanish Mackerel, and many other species. They can accommodate any angler's needs, so your age and expertise don't matter!

Enjoy your fishing adventure aboard a 38-foot boat, which comes powered by twin 210 HP Cummins engines. The vessel is fully rigged with navigational electronics, which include a GPS, a VHF radio, a fish finder, and a radar. There is an anchoring system carried on board, an ice-box, a toilet for your maximum comfort on the water, and a live bait tank. The boat can comfortably accommodate up to six anglers.

On this charter, you can choose between six and eight-hour trips. If you want to fish for a trophy Striped Bass, the season starts on May 1st and lasts for about two weeks. If it's a summer Striped Bass that you are after, then the best time to catch them would be mid-May to December. You will also get a chance to fish for White Perch, Bluefish, Spanish Mackerel, and Spot.

Each fishing adventure with Vickie Ann Charters comes inclusive with the licenses for you and your group, as well as rods, reels, tackle, lures, and live bait. The crew will clean and fillet the catch after the trip so that you can take it home with you and have it for dinner. You can feel free to bring snacks and drinks in your cooler, along with sunscreen, proper clothing for the weather, and a camera. Alcoholic drinks are also allowed but in moderation.

The only thing you have to do now is to look through the offered trips and pick the one you like the best. After that, you'll be ready to embark on your next angling adventure!

Vickie Ann Charters is based in Deale, Maryland. The Captain and his crew fish the water of the Chesapeake Bay, specializing in catching Striped Bass, Bluefish, White Perch, Spanish Mackerel, and many other species. They can accommodate any angler's needs, so your age and expertise don't matter!

Enjoy your fishing adventure aboard a 38-foot boat, which comes powered by twin 210 HP Cummins engines. The vessel is fully rigged with navigational electronics, which include a GPS, a VHF radio, a fish finder, and a radar. There is an anchoring system carried on board, an ice-box, a toilet for your maximum comfort on the water, and a live bait tank. The boat can comfortably accommodate up to six anglers.

On this charter, you can choose between six and eight-hour trips. If you want to fish for a trophy Striped Bass, the season starts on May 1st and lasts for about two weeks. If it's a summer Striped Bass that you are after, then the best time to catch them would be mid-May to December. You will also get a chance to fish for White Perch, Bluefish, Spanish Mackerel, and Spot.

Each fishing adventure with Vickie Ann Charters comes inclusive with the licenses for you and your group, as well as rods, reels, tackle, lures, and live bait. The crew will clean and fillet the catch after the trip so that you can take it home with you and have it for dinner. You can feel free to bring snacks and drinks in your cooler, along with sunscreen, proper clothing for the weather, and a camera. Alcoholic drinks are also allowed but in moderation.

The only thing you have to do now is to look through the offered trips and pick the one you like the best. After that, you'll be ready to embark on your next angling adventure!

Bob Flynn
Captain
Bob Flynn
9 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip date:
Group Size:
October 2026
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Group Size
2 adults • 0 children
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Bottom Fishing 3 Hours (AM)
FREE Cancellation 14 days notice
3 hour trip starts at 6:00 AM
Seasonal trip
Jun 1 - Oct 10
US $460
Entire boat: up to 6 people
Bottom Fishing 3 hour PM
FREE Cancellation 14 days notice
3 hour trip starts at 1:00 PM
Seasonal trip
Jun 1 - Sep 30
Perch (White)
US $460
Entire boat: up to 6 people
6 Hour Trip
FREE Cancellation 14 days notice
6 hour trip multiple starting times (6:00 AM, 1:00 PM)
Seasonal trip
Apr 1 - Dec 15
US $760
Entire boat: up to 6 people
There is 1 person looking at this charter.

Customer reviews

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Rating

4.9
154 reviews
4.9
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (265)

What anglers say

95%
Great experience
97%
Family friendly
99%
Friendly captain
100%
Good boat
97%
Recommended
95%
Caught fish

Reviews (154)

  • Crystal Rowe
    Crystal Rowe
    us
    Virginia, US
    Member since 2026
    5.0
    Verified

    Milestone Birthday Fishing Adventure!

    6 Hour Trip on July 26, 2026 • 6 adults • 4 children

    My husband and son both have milestone birthdays this year so we decided to go charter fishing as a family to celebrate together. Captain Bob and his first mate, Paxton, were both friendly, engaging, helpful, and encouraging to every member of our family (2 adults, 13yo, 10yo & 8yo). We went out for a 6-hour trip, beginning at 6am, and had a great time. We caught lots spot fish and a couple blue fish. We had a few unfortunate snag events with crab pots and unlucky rockfish losses, but the overall experience was terrific. When we return to fish again, we will now know to limit the trolling portion for blue fish and focus on the interactive fishing aspect as our family would rather catch nothing while interactively trying than just watching a process passively. Captain Bob & his first mate were incredibly thoughtful of allowing my kids to reel in the catches and to prepare everything for our fishing success. The boat was clean and perfect for our family of 5.

  • Richard Owen
    Richard Owen
    us
    California, US
    Member since 2026
    5.0
    Verified

    Simply Perfect

    Bottom Fishing 3 hour PM on August 15, 2026 • 4 adults

    An experience never to be forgotten. Captain Bob and his first mate Paxton were on it with every bait and catch ensuring we all had the support we needed. We caught numerous fish and even 2, 3, and 4 at once! It was a blast. My husband and two of our adult children really enjoyed the time together and this crew were the main reason. Highly recommend and plan to do again when the weather is cooler. Thank you!

  • Ryan Gleason
    Ryan Gleason
    Repeat angler
    us
    Wisconsin, US
    Member since 2026
    3 trips
    5.0
    Verified

    Great time with the kids!

    Bottom Fishing 3 Hours (AM) on August 19, 2026 • 6 adults • 5 children

    This was a great tome out with the kids - ranging from 7-13 with a few first timers. There was plenty of action which was great and got the kids even more interested in fishing. They also learned a lot thanks to the great job of everyone. The 3 hour format was nice too and great sunrise in the morning doesn’t hurt either. Would definately recommend. Thanks!

  • Tod Wells
    Tod Wells
    us
    Washington D.C., US
    Member since 2026
    5.0
    Verified

    Great Fishing Trip!

    6 Hour Trip on September 8, 2026 • 3 adults

    Excellent fishing trip! Caught Rockfish and Bluefish. Captain Bob got us on the fish and provided expert fishing insight, and Mate Robert was a great hand and help in keeping the fishing successful. Great day fishing on the Vickie Ann!Looking forward to getting back on the Bay!

  • Jeannette Butler
    Jeannette Butler
    us
    Washington D.C., US
    Member since 2025
    5.0
    Verified

    Perfect Morning Trip!

    Bottom Fishing 3 Hours (AM) on June 21, 2026 • 6 adults • 2 children

    We had a blast with Bob and Robert... VIBEZ 🔥 We were reeling in fish back to back, had my children fishing like professionals by the middle of our trip! All this on Father's Day, thank you 😊 This trip is best for adventure seekes looking for a good time.

  • Heather Craft
    Heather Craft
    us
    Florida, US
    Member since 2021
    5.0
    Verified

    Great Day on the water!

    6 Hour Trip on July 18, 2026 • 6 adults • 2 children

    We had a great time with Captain Bob and Mate Rob! The fishing was fun the blue fish we’re wearing out our live bait. we got a couple of keeper rock fish!

  • Orville Burnett
    Orville Burnett
    us
    Maryland, US
    Member since 2026
    5.0
    Verified

    Fishing with Bob

    Bottom Fishing 3 hour PM on July 24, 2026 • 4 adults

    The captain and first mate where very friendly we had good conversations all day

  • Steven Jones
    Steven Jones
    us
    Pennsylvania, US
    Member since 2026
    5.0
    Verified

    Great Trip

    6 Hour Trip on June 27, 2026 • 2 adults

    Captain and Firstmate were great. The bite started slow but Captain put us on the fish. Great time. in

  • Elizabeth Ruddy
    Elizabeth Ruddy
    us
    Washington D.C., US
    Member since 2025
    4.7
    Verified

    Birthday Fishing Trip

    Bottom Fishing 3 hour PM on June 28, 2026 • 6 adults

    My son and his friends had a ton of fun with Captain Rob and Bob! They caught lots of fish too!

  • Kevin Connor
    Kevin Connor
    us
    Virginia, US
    Member since 2024
    5.0
    Verified

    Awesome Day With Captain Bob

    6 Hour Trip - 1:00 PM on June 9, 2024 • 4 adults

    Outstanding fishing experience with Captain Bob and Shane - super clean boat!! We caught numerous fish of all different sizes and types. Bob and Shane were both phenomenal and went above and beyond to help make our day on the water extra memorable. We had two youngsters in our group (5 and 7) and Captain Bob and Shane modified the fishing day so it was extra special for the kids as well - We would highly recommend them both to everyone and we will absolutely be seeing them again on our next fishing excursion 😎

Rating

4.9
154 reviews
4.9
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (265)

What anglers say

95%
Great experience
97%
Family friendly
99%
Friendly captain
100%
Good boat
97%
Recommended
95%
Caught fish

All reviews (154)

Frequently mentioned
Showing 1 – 5 of 154 reviews
Crystal Rowe
Crystal Rowe
us
Virginia, US
Member since 2026
5.0
Verified
Milestone Birthday Fishing Adventure!
6 Hour Trip on July 26, 2026 • 2 adults • 4 children

My husband and son both have milestone birthdays this year so we decided to go charter fishing as a family to celebrate together. Captain Bob and his first mate, Paxton, were both friendly, engaging, helpful, and encouraging to every member of our family (2 adults, 13yo, 10yo & 8yo). We went out for a 6-hour trip, beginning at 6am, and had a great time. We caught lots spot fish and a couple blue fish. We had a few unfortunate snag events with crab pots and unlucky rockfish losses, but the overall experience was terrific. When we return to fish again, we will now know to limit the trolling portion for blue fish and focus on the interactive fishing aspect as our family would rather catch nothing while interactively trying than just watching a process passively. Captain Bob & his first mate were incredibly thoughtful of allowing my kids to reel in the catches and to prepare everything for our fishing success. The boat was clean and perfect for our family of 5.

Reported catch:
Bluefish (Tailor)
Bob Flynn
Response from Captain

Had a great time fishing with you all. Hope to see you again real soon.

Kelsey Bettridge
Kelsey Bettridge
us
Indiana, US
Member since 2026
5.0
Verified
Great Father's Day excursion!
Bottom Fishing 3 hour PM on June 21, 2026 • 2 adults • 1 child

Took my husband and 5 year old for father's day! It exceeded my expectations. Everything was handled, and Bob and Robert let my 5 year old reel in most of the fish. They were also very good with all of his questions! My husband is a veteran fisher and I am not, but they were able to help me out while letting my husband do his thing. My 5 year old said he wants to come back on "this exact boat with these exact people" which is a very high compliment!

Bob Flynn
Response from Captain

Had a great time fishing with you guys hope to see you again real soon.

Richard Owen
Richard Owen
us
California, US
Member since 2026
5.0
Verified
Simply Perfect
Bottom Fishing 3 hour PM on August 15, 2026 • 4 adults

An experience never to be forgotten. Captain Bob and his first mate Paxton were on it with every bait and catch ensuring we all had the support we needed. We caught numerous fish and even 2, 3, and 4 at once! It was a blast. My husband and two of our adult children really enjoyed the time together and this crew were the main reason. Highly recommend and plan to do again when the weather is cooler. Thank you!

Bob Flynn
Response from Captain

Had a great time fishing with you all hope to see you again real soon.

Ryan Gleason
Ryan Gleason
Repeat angler
us
Wisconsin, US
Member since 2026
3 trips
5.0
Verified
Great time with the kids!
Bottom Fishing 3 Hours (AM) on August 19, 2026 • 1 adult • 5 children

This was a great tome out with the kids - ranging from 7-13 with a few first timers. There was plenty of action which was great and got the kids even more interested in fishing. They also learned a lot thanks to the great job of everyone. The 3 hour format was nice too and great sunrise in the morning doesn’t hurt either. Would definately recommend. Thanks!

Bob Flynn
Response from Captain

Had a great time fishing with you all hope to see you again real soon.

Tod Wells
Tod Wells
us
Washington D.C., US
Member since 2026
5.0
Verified
Great Fishing Trip!
6 Hour Trip on September 8, 2026 • 3 adults

Excellent fishing trip! Caught Rockfish and Bluefish. Captain Bob got us on the fish and provided expert fishing insight, and Mate Robert was a great hand and help in keeping the fishing successful. Great day fishing on the Vickie Ann!Looking forward to getting back on the Bay!

FAQs about Vickie Ann Charters

Vickie Ann Charters offers the following trips to customers:
  • US $460 per group - Bottom Fishing 3 hour PM (3 hours)
  • US $460 per group - Bottom Fishing 3 Hours (AM) (3 hours)
  • US $760 per group - 6 Hour Trip (6 hours)
  • US $760 per group - 6 Hour Trip - 1:00 PM (6 hours)
When you book a trip with Vickie Ann Charters, you can expect the following amenities onboard:
  • Toilet Full size marine toilet.
  • GPS
  • Fishfinder
  • Live bait well
  • Radar New Garmin 24 phantom
Trips booked with Vickie Ann Charters include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • Catch cleaning & filleting
  • First mate (Works for tips 20% is customary )
  • Fishing license
Vickie Ann Charters offers the following type of fishing:
  • Inshore fishing
Vickie Ann Charters offers the following fishing techniques:
  • Light tackle
  • Bottom fishing
  • Trolling
  • Jigging
  • Drift fishing
Top targeted fish species with Vickie Ann Charters include:
  • Bass (Striped)
  • Black Drum
  • Bluefish (Tailor)
  • Perch (White)
  • Spanish Mackerel
  • Weakfish

Your captain

Bob Flynn
Bob Flynn
Deale, Maryland, United States
7 Fishing Reports
ID & license verified
154 Customer reviews
Typical response within an hour
Member since February 2017
Angler's Choice
The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.
Captain Robert (Bob) Flynn has been fishing with his grandfather ever since he could walk and that's when he fell in love with fishing, and that love continues to this day. Chartering came naturally to him, after taking his kids and friends out to angling adventures, and after he retired, he decided to dedicate to it full time. Capt. Bob loves catching fish and meeting new people, and with this business, he has the best of both worlds. Everybody is welcome, so come one, come all!
Bob Flynn
Bob Flynn
Fully verified
Angler's Choice
7
reports
154
reviews
2017
member since
~1h
response
Captain Robert (Bob) Flynn has been fishing with his grandfather ever since he could walk and that's when he fell in love with fishing, and that love continues to this day. Chartering came naturally to him, after taking his kids and friends out to angling adventures, and after he retired, he decided to dedicate to it full time. Capt. Bob loves catching fish and meeting new people, and with this business, he has the best of both worlds. Everybody is welcome, so come one, come all!

The fish you can target

Striped Bass
Striped Bass
Black Drum
Black Drum
Bluefish (Tailor)
Bluefish (Tailor)
White Perch
White Perch
Spanish Mackerel
Spanish Mackerel
Weakfish
Weakfish
Striped Bass
Striped Bass
Black Drum
Black Drum
Bluefish (Tailor)
Bluefish (Tailor)
White Perch
White Perch
Spanish Mackerel
Spanish Mackerel

Real catches by this captain

  • Great Fishing Trip!
    Tod W.
    Tod W.
  • Great time with the kids!
    Ryan G.
    Ryan G.
  • Great Trip
    Arthur K.
    Arthur K.
  • Simply Perfect
    Richard O.
    Richard O.
  • Milestone Birthday Fishing Adventure!
    Crystal R.
    Crystal R.
  • Fishing with Bob
    Orville B.
    Orville B.
  • Great Day on the water!
    Heather C.
    Heather C.
  • Birthday Fishing Trip
    Elizabeth R.
    Elizabeth R.
  • Great Trip
    Steven J.
    Steven J.
  • Great Father's Day excursion!
    Kelsey B.
    Kelsey B.

What is the boat like?

Boat image
Boat category
Cabin cruisers
Capacity
6 persons
Boat length
38 ft
Year built
1998
Boat manufacturer
Evans
Boat type
Pilothouse
Engine model
Cummins
Powered by
2 x 210HP
Max cruising speed
18 knots

What kind of fishing will you do?

Inshore Fishing

Which fishing techniques you can try

Light Tackle
Bottom Fishing
Trolling
Jigging
Drift Fishing

Which amenities are available onboard

Toilet
Full size marine toilet.
GPS
Fishfinder
Live bait well
Radar
New Garmin 24 phantom
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
Catch cleaning & filleting
First mate
Works for tips 20% is customary
Fishing license

How cancellations work

Free cancellation up to 14 days prior to trip
You can cancel or modify your booking up to 14 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

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
 American Express
 PayPal
 Checks
When paying the remaining balance with a credit card, an additional 3.5% charge will apply.

What’s biting in Deale right now

Bass (Striped)Bass (Striped)
Black DrumBlack Drum
Bluefish (Tailor)Bluefish (Tailor)
Perch (White)Perch (White)
Spanish MackerelSpanish Mackerel

Compare similar fishing charters

Current
Vickie Ann Charters
Vickie Ann Charters
4.9
(154)
38 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+4
3 hour trip • 6 persons
US $460