Old School Fishing Charters
Old School Fishing Charters
Virginia Beach has a fish with your name on it, so let Old School Fishing Charters help you catch it! With Captain John at the helm, you'll have a knowledgeable and experienced guide.
Bluefish (Tailor), Spanish Mackerel, Redfish, Cobia, King Mackerel (Kingfish) and more are in the cards if conditions are right. On these trips, you can expect to troll but may sight cast to big Red or Cobia if they are spotted while trolling.
Thinking of bringing the whole family? Kids are absolutely welcome! Snacks and drinks are permitted onboard — bring your favorites to ward off any mid-trip fatigue!
You'll find yourself aboard a 39' Chris-Craft convertible that can carry up to 6 passengers. It has all the essentials, a spacious cockpit for fishing, a roomy air-conditioned cabin with bench seats and a small kitchen area, a dinette with seating and a bathroom (head) with a toilet and sink, all are available for your convenience.
Onboard, you'll find rods, reels, and tackle waiting for you, along with whatever lures or bait is needed to catch what-ever fish give is an opportunity
You'll have the help of a First Mate to put you on fish. A 15–20% tip is customary to show your appreciation for their hard work.
The charter boat covers your fishing license, so you can drive right over and come aboard without any hassle! Be mindful that most species may have special rules such as size limits, creel limits and occasionally limited seasons. Simply ask and your captain can tell you more.
A few items to bring include sunglasses, a hat, sunscreen (non-spray), and bottled water. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.
Your trip with Old School Fishing Charters is just a click away, so why not make it happen?
Virginia Beach has a fish with your name on it, so let Old School Fishing Charters help you catch it! With Captain John at the helm, you'll have a knowledgeable and experienced guide.
Bluefish (Tailor), Spanish Mackerel, Redfish, Cobia, King Mackerel (Kingfish) and more are in the cards if conditions are right. On these trips, you can expect to troll but may sight cast to big Red or Cobia if they are spotted while trolling.
Thinking of bringing the whole family? Kids are absolutely welcome! Snacks and drinks are permitted onboard — bring your favorites to ward off any mid-trip fatigue!
You'll find yourself aboard a 39' Chris-Craft convertible that can carry up to 6 passengers. It has all the essentials, a spacious cockpit for fishing, a roomy air-conditioned cabin with bench seats and a small kitchen area, a dinette with seating and a bathroom (head) with a toilet and sink, all are available for your convenience.
Onboard, you'll find rods, reels, and tackle waiting for you, along with whatever lures or bait is needed to catch what-ever fish give is an opportunity
You'll have the help of a First Mate to put you on fish. A 15–20% tip is customary to show your appreciation for their hard work.
The charter boat covers your fishing license, so you can drive right over and come aboard without any hassle! Be mindful that most species may have special rules such as size limits, creel limits and occasionally limited seasons. Simply ask and your captain can tell you more.
A few items to bring include sunglasses, a hat, sunscreen (non-spray), and bottled water. If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.
Your trip with Old School Fishing Charters is just a click away, so why not make it happen?
Select date to see availability
Trip availability and prices
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Customer reviews
Rating
Anglers' gallery (34)
Reviews (19)
Michelle Noble5.0VerifiedAmazing Experience
4 Hour Trip on June 20, 2026 • 6 adultsI booked the Old School charter for my son, nephew, and their friends, and I couldn’t be happier with the experience! I was a little apprehensive at first since they were new on FishingBooker, but Captain John was incredibly helpful from the very beginning and quickly put my mind at ease. All six young men had an absolute blast on the morning half-day trip. Before they left, I told them that fishing is all about the experience and not to be disappointed if they didn’t catch anything. Well, I didn’t need to worry! Every single one of them caught multiple fish—more than two each—and they were beyond excited. The first mate went above and beyond by cleaning, filleting, and packaging all of their fish for us. As soon as they got home, we made fish tacos using the crew’s recommendation, and they were amazing! Most importantly, thank you to Captain John and the crew for keeping my babies safe while giving them an unforgettable experience. I highly, highly recommend Old School to anyone looking for a fun, professional, and family-friendly fishing charter. We will definitely be back!
Patricia Kauffman5.0VerifiedBest trip EVER!
2 Hour Trip – Cruise With Fishing on June 13, 2026 • 5 adultsWe all had a great experience! We caught Spanish Mackerels and Blues. That was the first time in years we ever got fish while out on a boat. The Captain was wonderful showed my boys around the boat and answered all of their questions. The mate(crew) did a GREAT job as well . We all had the BEST trip ever. Even got a little sun tan! Thanks so much for the memories we made!
Kayla Chelgren5.0VerifiedAMAZING TRIP!
4 Hour Trip - 12:00 PM on June 9, 2026 • 4 adults • 1 childThe crew was great! we caught o over 30 fish kids had a blast! water was beautiful!! Captain cleaned fished! The mate showed us the ropes and helped so much! definitely going to recommend ans rebook!! perfect boat for the family❤️ THANK YOU AGAIN SO MUCH!
Bryan RobinsonRepeat angler5.0VerifiedVery good First Impression
4 Hour Trip on July 18, 2026 • 5 adults • 1 childBoth Capt. Jean and first mate Cam made experience enjoyable for my son and two nephews. Each made sure they all caught a fish and joyful experience they could remember.
Kelsey Stock5.0VerifiedSuch a sweet team
2 Hour Trip – Cruise With Fishing on August 22, 2026 • 6 adults • 1 childJohn and Brit are a dynamic duo!! Very knowledgeable very kind. The boat was very clean and very well organized. I would 100% fish with them again!
Yitzchok Katz5.0VerifiedAmazing trip
2 Hour Trip – Cruise With Fishing on August 24, 2026 • 6 adults • 4 childrenextremely kid friendly! great 1st experience with fishing.
Melissa Moran4.7VerifiedFamily’s first boat fishing trip
2 Hour Trip – Cruise With Fishing on July 30, 2026 • 4 adults • 2 childrenwe didn’t catch many fish, two, but the captain and first mate tried their very best. They were also very patient with us and our questions!
Morgan BrattenRepeat angler5.0Verifiedcaught 11 fish i nusf
2 Hour Trip – Cruise With Fishing on June 16, 2026 • 3 adults
Marien Poveda3.7VerifiedAn unforgettable Father's Day with family
2 Hour Trip – Cruise With Fishing on June 21, 2026 • 4 adults • 2 childrenIt was our first time fishing, and the experience exceeded our expectations in terms of service. The captain and his mate were very friendly, attentive, and shared a lot of knowledge with us about the boat and fishing. We caught several fish, and the kids had a blast, although we were hoping for something a bit bigger. As a constructive suggestion, it would be great to be allowed to bring the fish back to the marina for a final photo with the whole catch, as we would have loved to have that memory. Overall, it was a wonderful and very family-friendly experience.
Albert Lewis2.0Verifiednot the type of fishing we like
4 Hour Trip on August 29, 2026 • 2 adultswas very unhappy with this trip and the mate the water was choppy and some of us got sick. not botto feeding fishing that wewaslooking to do i understand that i booked the wrong trip my bad.nex time we go out fishing I'll make sure we book the right type of fishig and hopefully the water won't be choppy where wecan have fun fishing with bottom fishing. mate was sleeping and on his cell phone a lot didhelp some buta tip he shouldn't have gotten.
Rating
Anglers' gallery (34)
All reviews (19)
I booked the Old School charter for my son, nephew, and their friends, and I couldn’t be happier with the experience! I was a little apprehensive at first since they were new on FishingBooker, but Captain John was incredibly helpful from the very beginning and quickly put my mind at ease. All six young men had an absolute blast on the morning half-day trip. Before they left, I told them that fishing is all about the experience and not to be disappointed if they didn’t catch anything. Well, I didn’t need to worry! Every single one of them caught multiple fish—more than two each—and they were beyond excited. The first mate went above and beyond by cleaning, filleting, and packaging all of their fish for us. As soon as they got home, we made fish tacos using the crew’s recommendation, and they were amazing! Most importantly, thank you to Captain John and the crew for keeping my babies safe while giving them an unforgettable experience. I highly, highly recommend Old School to anyone looking for a fun, professional, and family-friendly fishing charter. We will definitely be back!
Michelle, thanks for the review. we really enjoyed having you son an his friends on board. They are a great bunch of guys and were a pleasure to fish with. everybody had a good time and there was enough fishing action to keep things exciting. I hope to see your group again, and maybe next time you can save a spot in the group for yourself. Moms need to have fun and catch fish too.
Great 2 hour trip with lots of action! A little lull in the middle after some quick catches but Capt John (Gene) got us back on the fish and we almost caught our limit. We were only 2 short and he even stayed out a few extra minutes to try and get them. Our mate, Cam, kept the lines going after all the catches and then did a great job cleaning the fish. Will definitely reach out again next year! Thanks for a great trip!
Frank, thanks for the review. We really enjoyed fishing with you and your son and daughter. Everyone had fun and everone caught fish, that's what fishing is all about. we hope to se you guys again in the future.
We all had a great experience! We caught Spanish Mackerels and Blues. That was the first time in years we ever got fish while out on a boat. The Captain was wonderful showed my boys around the boat and answered all of their questions. The mate(crew) did a GREAT job as well . We all had the BEST trip ever. Even got a little sun tan! Thanks so much for the memories we made!
Thanks Patricia. we loved having you and you family onboard, and it was an honor to be part of your son's birthday memories. I hope to see you guys again in the future. .
We had a fantastic time on Old School charter boat!! The Captain and mate were very knowledgable and helpful. We had 3 young kids and they helped teach them how to fish. They helped us catch almost 20 bluefish and the mate cleaned then for us. We also saw dolphins and had a great time out on the water. We will book with them again.
The crew was great! we caught o over 30 fish kids had a blast! water was beautiful!! Captain cleaned fished! The mate showed us the ropes and helped so much! definitely going to recommend ans rebook!! perfect boat for the family❤️ THANK YOU AGAIN SO MUCH!
Thanks Kayla. We really enjoyed fishing with you guys, and hope to see you again. Hope your dad enjoys that Mackerel .
FAQs about Old School Fishing Charters
- US $400 per group - 2 Hour Trip – Cruise With Fishing (2 hours)
- US $700 per group - 4 Hour Trip (4 hours)
- US $700 per group - 4 Hour Trip - 1:00 PM (4 hours)
- US $700 per group - 4 Hour Trip - 12:00 PM (4 hours)
- US $700 per group - 4 Hour Trip - 8:00 AM (4 hours)
- US $800 per group - 5 Hour Trip (5 hours)
- US $800 per group - 5 Hour Trip - 12:00 PM (5 hours)
- US $800 per group - 5 Hour Trip - 8:00 AM (5 hours)
- US $900 per group - 6 Hour Trip (6 hours)
- US $900 per group - 6 Hour Trip - 8:00 AM (6 hours)
- Toilet Enclosed
- Air conditioning Cabin is air conditioned with ample seating
- Fighting chair Two deck chairs and a cooler seat in the cockpit
- GPS Garmin
- Fishfinder Garmin and Hummingbird
- Flybridge Seating is available on the bridge
- Kitchen Microwave, refrigerator and sink
- Refrigerator
- Radar Garmin
- Rods, reels & tackle
- Live bait
- Lures
- First mate (Mate works for tips, 20% is customary)
- Fishing license (Boat has license to cover passengers while on boar)
- Nearshore fishing (Typically within 3 miles of shoreline )
- Trolling
- Spinning
- Bluefish (Tailor)
- Bonito
- Cobia
- King Mackerel (Kingfish)
- Redfish
- Spanish Mackerel
Your captain
Virginia Beach, Virginia, United States
Capt. John is experienced in navigating the waters of Virginia Beach, Virginia and is ready to take you on a therapeutic fishing excursion. The crew has you covered if you wish to try spinning, trolling, or other techniques. The only way to learn is to join them on the water.
Real catches by this captain
What is the boat like?
What kind of fishing will you do?
Which fishing techniques you can try
Which amenities are available onboard
How cancellations work
You can cancel or modify your booking up to 3 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.
What the listing policies are
Pickup not included
Transfer to/from departure site is not included in trip rates.
How you can pay
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
Checks
What’s biting in Virginia Beach right now
Bluefish (Tailor)
Cobia
King Mackerel (Kingfish)
Redfish
Spanish MackerelCompare similar fishing charters
