Fly'n Fish Sportfishing 

5.0/5 (22 reviews)
 200 Winston Salem Avenue, Virginia Beach, VA 23451, United States

Fly'n Fish Sportfishing 

5.0/5 (22 reviews)
map-thumbnail
200 Winston Salem Avenue
Virginia Beach, VA, United States

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. Longer trips target wrecks out to 30 miles in search of Black Seabass or out to 75 miles in search of Tuna, Mahi Mahi, Wahoo, Blue and White Marlin, Swordfish, and Tilefish. 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.

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Customer reviews

Rating summary

5.0/5
out of 5 stars from 22 reviews
Boat
5.0/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (17)

Beyond satisfied!!
Beyond satisfied!!
Beyond satisfied!!
+14

Angler rating

19
1
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

86%

Caught fish

94%

Showing 1 - 5 of 22 reviews
Showing: 5 of 22 reviews
Bob Sielschott
Bob Sielschott
5.0
Verified
Great time! Great fish! Great crew!
6 Hour Trip – Nearshore on July 2, 20253 adults2 children
From start to finish we had an amazing time!!
Response from Captain
July 5, 2025
Thanks Bob! Look forward to the next one.
0
David Adams
David Adams
5.0
Verified
Fun time!
4 Hour Trip – Inshore on July 30, 20253 adults2 children
Caught mackerel and a red drum.
Reported catch:
Spanish Mackerel
0
Francina Kahng
Francina Kahng
5.0
Verified
July fishing trip
3 Hour Trip – Inshore on July 28, 20252 adults4 children
Reported catch:
Spanish Mackerel
Response from Captain
July 30, 2025
Thank you for taking the time to give us a review. Glad you were pleased with the experience. Hope to see you again if your plans include another fishing adventure.
0
Trevor Dickson
Trevor Dickson
5.0
Verified
Beyond satisfied!!
6 Hour Trip – Nearshore on July 17, 20242 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!
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Reported catch:
Spanish Mackerel
Redfish
0
Tayler Hudson
Tayler Hudson
5.0
Verified
10/10 Best Trip!
6 Hour Trip – Nearshore on May 25, 20246 adults
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!
Review media 0
Review media 1
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Review media 3
Reported catch:
Redfish
Black Seabass
Response from Captain
June 15, 2024
Thanks Taylor, was a pleasure having your group aboard. Hope to see you guys again
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
December 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
3 Hour Trip – Inshore
FREE Cancellation 14 days notice
3 Hour Trip, starts at 8:00 AM
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US $525 
Entire boat: up to 6 people
3 Hour Trip – Inshore - 12:00 PM
FREE Cancellation 14 days notice
3 Hour Trip, starts at 12:00 PM
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US $525 
Entire boat: up to 6 people
4 Hour Trip – Inshore
FREE Cancellation 14 days notice
4 Hour Trip, starts at 7:00 AM
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US $700 
Entire boat: up to 6 people
4 Hour Trip – Inshore - 12:00 PM
FREE Cancellation 14 days notice
4 Hour Trip, starts at 12:00 PM
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US $700 
Entire boat: up to 6 people
6 Hour Trip – Nearshore
FREE Cancellation 14 days notice
6 Hour Trip, starts at 7:00 AM
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US $1,200 
Entire boat: up to 6 people
6 Hour Trip – Nearshore - 12:00 PM
FREE Cancellation 14 days notice
6 Hour Trip, starts at 12:00 PM
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US $1,200 
Entire boat: up to 6 people
8 Hour Trip – Nearshore
FREE Cancellation 14 days notice
8 Hour Trip, starts at 7:00 AM
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US $1,600 
Entire boat: up to 6 people

Customer reviews

Rating summary

5.0/5
out of 5 stars from 22 reviews
Boat
5.0/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (17)

Beyond satisfied!!
Beyond satisfied!!
Beyond satisfied!!
+14

Angler rating

19
1
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

86%

Caught fish

94%

Showing 1 - 5 of 22 reviews
Showing: 5 of 22 reviews
Bob Sielschott
Bob Sielschott
5.0
Verified
Great time! Great fish! Great crew!
6 Hour Trip – Nearshore on July 2, 20253 adults2 children
From start to finish we had an amazing time!!
Response from Captain
July 5, 2025
Thanks Bob! Look forward to the next one.
0
David Adams
David Adams
5.0
Verified
Fun time!
4 Hour Trip – Inshore on July 30, 20253 adults2 children
Caught mackerel and a red drum.
Reported catch:
Spanish Mackerel
0
Francina Kahng
Francina Kahng
5.0
Verified
July fishing trip
3 Hour Trip – Inshore on July 28, 20252 adults4 children
Reported catch:
Spanish Mackerel
Response from Captain
July 30, 2025
Thank you for taking the time to give us a review. Glad you were pleased with the experience. Hope to see you again if your plans include another fishing adventure.
0
Trevor Dickson
Trevor Dickson
5.0
Verified
Beyond satisfied!!
6 Hour Trip – Nearshore on July 17, 20242 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!
Review media 0
Review media 1
Review media 0
Review media 1
Review media 2
Review media 3
Reported catch:
Spanish Mackerel
Redfish
0
Tayler Hudson
Tayler Hudson
5.0
Verified
10/10 Best Trip!
6 Hour Trip – Nearshore on May 25, 20246 adults
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!
Review media 0
Review media 1
Review media 2
Review media 3
Reported catch:
Redfish
Black Seabass
Response from Captain
June 15, 2024
Thanks Taylor, was a pleasure having your group aboard. Hope to see you guys again
0

FAQs about Fly'n Fish Sportfishing

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The fish you can target

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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
Cummins
Powered by
2 x 660HP
Max cruising speed
26 knots
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