Fly'n Fish Sportfishing 

4.9
(27 reviews)
 200 Winston Salem Avenue, Virginia Beach, VA 23451, United States–

Fly'n Fish Sportfishing 

Virginia Beach, VA, United States
–
54 ft
6
4.9
(27 reviews)

Start your Virginia Beach adventure in comfort and style aboard Fly'n Fish Sportfishing. Our vessel is a 54 foot Jim Smith custom sportfish. We offer a premium product which includes a well-appointed interior and top-of-the-line fishing gear in a spacious fishing cockpit. Captains Jake and Jim have been fishing the waters off Virginia Beach for over 25 years and love to share their passion for fishing with all our customers.

Updates to the boat include a state-of-the-art Garmin suite with fishfinder, radar, GPS, fighting chair, and Bluetooth audio. Customers will have access to a galley refrigerator for food and drink storage as well as a built-in cooler in the cockpit.

A variety of trip options are available depending on the species targeted and selected trip length. Shorter trips stay near the shore and target species such as Spanish Mackerel, Spadefish, Cobia, Bluefish, and Redfish. Species targeted on any trip are also dependent on the time of year and availability.

Mates work strictly for tips. Fish cleaning services are available upon return from a third-party vendor at an extra cost (set by them). All fishing equipment and licenses are covered by the boat, so you only need to pack some snacks and drinks for the day.

Just pick a date you want your adventure to start. Fly'n Fish Sportfishing is always ready to put you on the fish.

Start your Virginia Beach adventure in comfort and style aboard Fly'n Fish Sportfishing. Our vessel is a 54 foot Jim Smith custom sportfish. We offer a premium product which includes a well-appointed interior and top-of-the-line fishing gear in a spacious fishing cockpit. Captains Jake and Jim have been fishing the waters off Virginia Beach for over 25 years and love to share their passion for fishing with all our customers.

Updates to the boat include a state-of-the-art Garmin suite with fishfinder, radar, GPS, fighting chair, and Bluetooth audio. Customers will have access to a galley refrigerator for food and drink storage as well as a built-in cooler in the cockpit.

A variety of trip options are available depending on the species targeted and selected trip length. Shorter trips stay near the shore and target species such as Spanish Mackerel, Spadefish, Cobia, Bluefish, and Redfish. Species targeted on any trip are also dependent on the time of year and availability.

Mates work strictly for tips. Fish cleaning services are available upon return from a third-party vendor at an extra cost (set by them). All fishing equipment and licenses are covered by the boat, so you only need to pack some snacks and drinks for the day.

Just pick a date you want your adventure to start. Fly'n Fish Sportfishing is always ready to put you on the fish.

James Boltz
Captain
James Boltz
6 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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3 Hour Trip – Inshore
FREE Cancellation 7 days notice
3 hour trip multiple starting times (8:00 AM, 12:00 PM)
Seasonal trip
(Mon, Tue, Wed, Thu)
US $525
Entire boat: up to 6 people
4 Hour Trip – Inshore
FREE Cancellation 7 days notice
4 hour trip multiple starting times (7:00 AM, 12:00 PM)
Seasonal trip
(Mon, Tue, Wed, Thu, Sun)
Cobia
Bluefish (Tailor)
Redfish
Spanish Mackerel
US $700
Entire boat: up to 6 people
6 Hour Trip – Nearshore
FREE Cancellation 7 days notice
6 hour trip multiple starting times (7:00 AM, 12:00 PM)
Seasonal trip
(Mon, Tue, Wed, Thu, Sun)
US $1,200
Entire boat: up to 6 people
8 Hour Trip – Nearshore
FREE Cancellation 7 days notice
8 hour trip starts at 7:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Sun)
US $1,600
Entire boat: up to 6 people
There is 1 person looking at this charter.

Customer reviews

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Rating

4.9
27 reviews
4.9
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (25)

All reviews (27)

Frequently mentioned
Showing 1 – 5 of 27 reviews
Dana Staples
Dana Staples
us
North Carolina, US
Member since 2024
5.0
Verified
Our First Trip
6 Hour Trip – Nearshore on August 13, 2026 • 6 adults

Amazing experience the captain and first mate were very knowledgeable and nice. The boat was clean and tidy and the equipment was well kept and we caught well into the double digits. Would definitely go again

Reported catch:
Spanish Mackerel
Cobia
Redfish
James Boltz
Response from Captain

Thank you so much for your business and thanks for sharing some pictures of your day.

Sarah Kephart
Sarah Kephart
us
Pennsylvania, US
Member since 2026
5.0
Verified
Great trip for the family!
3 Hour Trip – Inshore on July 22, 2026 • 2 adults • 2 children

This trip will be a great memory for our family! We had a fun and relaxing time and will be booking again soon!

Reported catch:
Spanish Mackerel
James Boltz
Response from Captain

We look forward to seeing you again, hopefully with better weather conditions. thanks for your business

Colby Wentz
Colby Wentz
Repeat angler
us
Pennsylvania, US
Member since 2023
2 trips
5.0
Verified
July fishing trip
3 Hour Trip – Inshore on July 30, 2026 • 3 adults • 1 child

Scott Markowitz
Scott Markowitz
us
New Jersey, US
Member since 2026
5.0
Verified
Fishing with James
4 Hour Trip – Inshore on July 27, 2026 • 4 adults

Reported catch:
Spanish Mackerel
Trevor Dickson
Trevor Dickson
us
California, US
Member since 2024
5.0
Verified
Beyond satisfied!!
6 Hour Trip – Nearshore on July 17, 2024 • 2 adults

Captain Jake and First Mate Bill know exactly what they are doing! Both are very polite and respectful. The boat had a very comfortable interior with a clean restroom and a refrigerator for your food. More than enough room for 6 anglers. A very, very well maintained vessel. We had three young boys who had been excited and hyped to go out and catch as much as they could. Jake and Bill kept the lines tight all 6 hours! The boys’ expectations were vastly exceeded!! We lost count of the fish after number 40. Spanish Mackerel and Red Drum ALL DAY. The boys were worn out and us dads were extremely satisfied after our trip. If you want to get down to business and reel’em in, THIS is the crew you want!

Reported catch:
Spanish Mackerel
Redfish

FAQs about Fly'n Fish Sportfishing

Fly'n Fish Sportfishing offers the following trips to customers:
  • US $525 per group - 3 Hour Trip – Inshore (3 hours)
  • US $525 per group - 3 Hour Trip – Inshore - 12:00 PM (3 hours)
  • US $700 per group - 4 Hour Trip – Inshore (4 hours)
  • US $700 per group - 4 Hour Trip – Inshore - 12:00 PM (4 hours)
  • US $1,200 per group - 6 Hour Trip – Nearshore (6 hours)
  • US $1,200 per group - 6 Hour Trip – Nearshore - 12:00 PM (6 hours)
  • US $1,600 per group - 8 Hour Trip – Nearshore (8 hours)
When you book a trip with Fly'n Fish Sportfishing, you can expect the following amenities onboard:
  • Toilet Fresh water flush private bathroom
  • Air conditioning
  • Fighting chair
  • GPS
  • Fishfinder
  • Flybridge
  • Live bait well
  • Refrigerator
  • Multimedia system
  • Outriggers
  • Ice box
  • Radar
Trips booked with Fly'n Fish Sportfishing include:
  • Rods, reels & tackle
  • Lures
  • First mate (Mate works very hard, 15-20% of trip cost is customary as a tip)
  • Fishing license (Trip includes all required licenses and top of the line fishing gear. Fish cleaning is usually 3rd party vendor who charges for their services. )
Fly'n Fish Sportfishing offers the following types of fishing:
  • Inshore fishing
  • Wreck fishing (Offshore to 15 miles)
Fly'n Fish Sportfishing offers the following fishing techniques:
  • Bottom fishing
  • Trolling
Top targeted fish species with Fly'n Fish Sportfishing include:
  • Cobia
  • Redfish
  • Spadefish
  • Spanish Mackerel

Your captain

James Boltz
James Boltz
Virginia Beach, Virginia, United States
15 Fishing Reports
ID & license verified
27 Customer reviews
Typical response within an hour
Member since March 2021
Captain Jim has been fishing the Virginia waters for over 20 years. He specializes in offshore fishing and catching big game species. Anglers of all skill levels are welcome to join.
James Boltz
James Boltz
Fully verified
15
reports
27
reviews
2021
member since
~1h
response
Captain Jim has been fishing the Virginia waters for over 20 years. He specializes in offshore fishing and catching big game species. Anglers of all skill levels are welcome to join.

The fish you can target

Cobia
Cobia
Redfish
Redfish
Spadefish
Spadefish
Spanish Mackerel
Spanish Mackerel
Cobia
Cobia
Redfish
Redfish
Spadefish
Spadefish
Spanish Mackerel
Spanish Mackerel

Real catches by this captain

  • Angler proudly displaying a large Cobia while fishing on a boat in open waters.
    Fish 1
    Fish 2
    Redfish
    Dana S.
    Dana S.
    Amazing experience the captain and first mate were very knowledgeable and nice. The boat was clean and tidy and the equipment was well kept and we caught well into the double digits. Would definitely go again
  • A young angler joyfully reeling in a Spanish Mackerel while fishing on a boat, showcasing her excitement on a sunny day.
    Fish 1
    Spanish Mackerel
    Erica S.
    Erica S.
  • Two young anglers excitedly reeling in their catch while fishing on a charter boat, showcasing a lively day on the water.
    Fish 1
    Redfish
    Trevor D.
    Trevor D.
    Captain Jake and First Mate Bill know exactly what they are doing! Both are very polite and respectful. The boat had a very comfortable interior with a clean restroom and a refrigerator for your food. More than enough room for 6 anglers. A very, very well maintained vessel. We had three young boys who had been excited and hyped to go out and catch as much as they could. Jake and Bill kept the lines tight all 6 hours! The boys’ expectations were vastly exceeded!! We lost count of the fish after number 40. Spanish Mackerel and Red Drum ALL DAY. The boys were worn out and us dads were extremely satisfied after our trip. If you want to get down to business and reel’em in, THIS is the crew you want!
  • Angler proudly displaying a large Redfish while aboard a fishing boat, enjoying a sunny day on the water.
    Fish 1
    Redfish
    Tayler H.
    Tayler H.
    My wife and I have fished in Florida, Mexico, Malta, and California, but our trip with Fly’n Fish Sport-Fishing was the best by far. The boat was immaculate, and the crew was knowledgeable and friendly, ensuring we had a fantastic time. We caught a variety of impressive fish, thanks to their expertise. The attention to detail and passion of the crew made this an unforgettable experience. Highly recommend and can’t wait to book our next trip!
  • Multiple fish resting in a landing net on the deck of a center-console fishing boat, with an angler standing nearby.
    Fish 1
    Fish 2
    Spanish Mackerel
    Catherine G.
    Catherine G.
    Great trip! Knowledgeable and friendly.
  • Group of adult anglers posing behind a large mixed catch of fish neatly arranged on a marina dock beside the charter boat.
    Fish 1
    Fish 2
    Spanish Mackerel
    Kevin N.
    Kevin N.
    Great day fishing with the family today! Bill helped us haul in 31 Spanish mackerel and ribbon fish, with one bluefish. Filet back at the dock and fried up good!!
  • A group of anglers proudly displaying a variety of fish, including Spanish Mackerel, arranged neatly on the dock after a successful fishing trip.
    Fish 1
    Spanish Mackerel
    Dean S.
    Dean S.
    Very good day the captain and mate were awesome
  • An angler proudly displaying a catch of multiple Black Sea Bass while fishing on a boat in open waters.
    Fish 1
    Black Seabass
    Another successful run to the wrecks. Caught a limit of nice seabass in a little over an hour.
  • Angler displaying two large dark reef fish aboard a fishing boat offshore, with a second person partially visible beside him.
    Fish 1
    Black Seabass
    Ran two black seabass trips this week. Found nice fish and quick limits. Book your trip today and fish in comfort and style.
  • Angler proudly displaying a large Black Sea Bass while fishing on a boat in foggy conditions.
    Fish 1
    Black Seabass
    Hit a couple of our favorite spots on opening day and collected a limit of seabass in short order. Come book your trip and get in on the action. Cobia and Spade fishing should kick off soon as well.

What is the boat like?

Boat image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
54 ft
Year built
1987
Restored in
2015
Boat manufacturer
Jim Smith Custom
Boat type
Convertible
Engine model
Caterpillar
Powered by
2 x 700HP
Max cruising speed
27 knots

What kind of fishing will you do?

Inshore Fishing
Wreck Fishing

Which fishing techniques you can try

Bottom Fishing
Trolling

Which amenities are available onboard

Toilet
Fresh water flush private bathroom
Air conditioning
Fighting chair
GPS
Fishfinder
Flybridge
Live bait well
Refrigerator
Multimedia system
Outriggers
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Lures
First mate
Mate works very hard, 15-20% of trip cost is customary as a tip
Fishing license
Trip includes all required licenses and top of the line fishing gear. Fish cleaning is usually 3rd party vendor who charges for their services.

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.
You keep catch
Catch and release allowed

How you can pay

Pay online in full
Pay online in full through FishingBooker and save on credit card fees at the dock.
No additional fees.
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
When paying the remaining balance with a credit card, an additional 2.5% charge will apply.

What’s biting in Virginia Beach right now

CobiaCobia
RedfishRedfish
SpadefishSpadefish
Spanish MackerelSpanish Mackerel

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Fly'n Fish Sportfishing
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4.9
(27)
54 ft
Group size 1 - 6
1 - 6
Fish 1
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+2
4 hour trip • 6 persons
US $700