Four Winds Chartering

Four Winds Chartering runs the most fun and exciting fishing adventures in the beautiful city of Hampton, Virginia. They make each trip enjoyable and a learning experience for their guests, by going straight to the best fishing spots and giving sound advice on how to catch and reel in the fish. This is what they will do with you!

You will fish aboard a 42’ R.F. Green saltwater fishing boat, which is powered by a 225 HP Detroit engine. The boat is safe and reliable, being equipped with all the safety equipment and electronics you need for a successful trip. It has a flybridge and a toilet, which is an absolute must-have if you are taking kids out on the water.

These waters are brimming with life, so there’s a variety of fish species you can expect to come across. You will target Striped Bass, Spotted Seatrout, the super tasty Flounder, Triggerfish, Black Drum and other exciting species that call these waters home.

The boat is owned by Captain John O’Neal who has been fishing these waters from an early age and is familiar with all the productive spots in the area. He will provide you with rods, reels, tackle, lures and a fishing license, so all you have to bring is a positive attitude and sunglasses.

In the words of Captain John: “Quit wishing – let’s go fishing”! Join Four Winds Chartering and have some serious fun!



Select date to see available trips and rates:

  • Private trip
    2 Hour Sunset and Fishing Cruise
    In demand! Last booked: 4 days ago
    Low rate deposit non-refundable
    2 Hour Trip, starts at 6:00 PM
    $440
    If you would just like to get out on the water and enjoy the views then this is the trip for you. 2 hours of site seeing and a little fishing around the Chesapeake Bay and Virginia Beach ocean front. Bring your booze and we will supply the fishing and tackle and sunset. The starting time may be earlier in the winter months.
  • Private trip
    Half Day Trip (AM)
    In demand! Last booked: 5 days ago
    Low rate deposit non-refundable
    4 Hour Trip, starts at 7:00 AM
    Seasonal trip Apr 24 - Oct 18
    $660
    This is a morning trip with a capacity of 27 people. After six people there is an additional per person charge. This is a moring trip for those who want to get an early start on the water. This great short trip will see you targeting Spotted Seatrout, Flounder, Bluefish, Cobia, Fall Stripers, Croaker, Sea Mullet, Sand Shark, Blackfin Shark, Oyster Toad, Spanish Mackerel, and other species of the Chesapeake Bay.
  • Private trip
    Half Day Trip (PM)
    Low rate deposit non-refundable
    4 Hour Trip, starts at 1:00 PM
    Seasonal trip Apr 24 - Oct 18
    $660
    This is an afternoon trip with a capacity of 27 people. After six people there is an additional per person charge. This great short trip will see you targeting Spotted Seatrout, Flounder, Bluefish, Cobia, Fall Stripers, Croaker, Sea Mullet, Sand Shark, Blackfin Shark, Oyster Toad, Spanish Mackerel, and other species of the Chesapeake Bay. Departure time may vary. Make sure to consult with the captain prior to the trip.
  • Private trip
    Half Day Trip (PM) (3PM)
    Low rate deposit non-refundable
    4 Hour Trip, starts at 3:00 PM
    Seasonal trip Apr 24 - Oct 18
    $660
    This is an afternoon (3PM) trip with a capacity of 27 people. After six people there is an additional per person charge. This great short trip will see you targeting Spotted Seatrout, Flounder, Bluefish, Cobia, Fall Stripers, Croaker, Sea Mullet, Sand Shark, Blackfin Shark, Oyster Toad, Spanish Mackerel, and other species of the Chesapeake Bay. Departure time may vary. Make sure to consult with the captain prior to the trip.
  • Private trip
    3/4 Day Trip
    Low rate deposit non-refundable
    6 Hour Trip, starts at 7:00 AM
    Seasonal trip Apr 24 - Oct 18
    $880
    This is a 6-hour trip with a capacity of 27 people. After six people there is an additional per person charge. Fish on the beautiful and productive waters of Chesapeake Bay for Croaker, Sand Shark, Blackfin Shark, Cobia, Spotted Seatrout, Fall Stripers, Flounder, Sea Mullet, Bluefish, Oyster Toad, Spanish Mackerel, and other species.
  • Private trip
    3/4 Day Trip – Fall
    Low rate deposit non-refundable
    6 Hour Trip, starts at 6:30 AM
    Seasonal trip Oct 31 - Dec 31
    $880
    Join Captain John for 6 hours of trolling. This trip has a capacity of 27 people. After six people there is an additional per person charge. You will mostly target Stripers and Rockfish. This trip is seasonal, so make sure you book your spot on time. Your fishing equipment and bait are included. In case you need any help, the first mate will be there to assist you.
  • Private trip
    3/4 Day Trip – Striper Trolling
    Low rate deposit non-refundable
    6 Hour Trip, starts at 6:30 AM
    Seasonal trip Oct 31 - Dec 31
    $880
    This trip is for Striper enthusiasts. A quick trip to local structures where the Stripers live will have your lines in the water in no time. This trip will consist of casting and jigging and trolling, so seasoned anglers are preferred. However, novices are encouraged to give it a try. This is a short duration trip of 6 hours, with the start time-varying as well. Bring your snacks, and drinks along too. The capacity of the boat is 13 people.
  • Private trip
    Full Day Trip – Fall
    Low rate deposit non-refundable
    8 Hour Trip, starts at 6:30 AM
    Seasonal trip Oct 31 - Dec 31
    $1,100
    On this trip, Capt. John will take you out for 8 hours of trolling. The capacity of the boat is 13 people. After six people there is an additional per person charge. Your main targets for the day will be Striper and Rockfish. Make sure to book your spot on time, as this trip is seasonal. Your fishing equipment and lures will be provided, feel free to bring any snacks and drinks you want.
  • Private trip
    Full Day Trip – Summer
    Low rate deposit non-refundable
    8 Hour Trip, starts at 7:00 AM
    Seasonal trip May 1 - Sep 30
    $1,100
    This is a full-day trip for up to 27 people! After six people there is an additional per person charge. The trip will see you fishing the very productive fishing grounds of the Chesapeake Bay for Fall Stripers, Croaker, Spanish Mackerel, Cobia, Spotted Seatrout, Flounder, Bluefish, Sea Mullet, Sand Shark, Blackfin Shark, Oyster Toad, and other species.
  • Private trip
    Chesapeake Bay Shark Fishing
    Low rate deposit non-refundable
    8 Hour Trip, starts at 6:00 AM
    Seasonal trip May 18 - Sep 15
    $1,300
    Shark fishing is one of the most fun adventures you can go. This trip will put you up against some of the fiercest predators of the seas. Sharks put up a fight no matter their size so you're sure to experience plenty of excitement reeling one in. The capacity of the boat is 27 people. After six people there is an additional per person charge.
There are 17 people looking at this charter.

About the Captain

John O'Neal
Hampton, Virginia, United States
Angler's Choice
4 Fishing Reports
ID & License verified
83 Customer Reviews
Response time 1 hour
Member since December 2016
Captain John was born and raised in Hampton Roads where he learned to swim and fish in the Chesapeake Bay. He worked as an ironworker for many years, and finally was able to purchase the Four Winds boat. He did it to share his passion of fishing with others.

About this listing

Targeted Species

Bass (Striped) Striped Bass
Black Drum Black Drum
Bluefish Bluefish
Cobia Cobia

Flounder Flounder
Spanish Mackerel Spanish Mackerel
Spotted Seatrout Spotted Seatrout
Triggerfish (Gray) Gray Triggerfish

Weakfish Weakfish

Boat Specs

R.F. Green (Saltwater fishing) originally built in 1961, and restored in 2019. Powered by a 225HP Detroit engine.

Length
42 ft
Capacity
27 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Reef Fishing

Fishing Techniques

Light Tackle
Bottom Fishing
Trolling
Drift Fishing
Deep Sea Fishing

Amenities

Toilet
GPS
Fishfinder
Flybridge
Refrigerator
Ice Box
Toilet
GPS
Fishfinder
Flybridge
Refrigerator
Ice Box

Trip Includes

Rods, reels & tackle
Lures
First Mate
Works for tips please don't forget to tip the mate
Fishing License

Cancellation Policy

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.

Listing Policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed
Disabled Accessible
we will do our best to get you on the boat

Payment

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
When paying the remaining balance with a credit card, an additional 4% charge will apply.

Hampton Fishing Calendar

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Customer Reviews

Rating Summary
Photos & videos by reviewers (76)
Excellent
4.7 / 5
out of 5 stars from 83 reviews
Boat
Excellent
4.7 / 5
Crew
Excellent
4.8 / 5
Experience
Excellent
4.7 / 5
Have day evening trip
Have day evening trip
Have day evening trip
+73
Angler Rating
76
2
4
0
1
Anglers Claimed
Good experience
93%
Friendly captain
99%
Recommend this charter
93%
Appropriate for children
99%
Satisfied with the boat
97%
Catch intended fish
74%
Sort By:
Featured  
Showing:
5 of 83 reviews
Inga C.
Williamsburg, Virginia
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Half Day!

VERIFIED   NEW  Half Day Trip (PM) (3PM) on May 4, 2022
It was a great day to be on water, and Captain John and crew took expert care of everything for us. All we had to do is get...
Inga C. recommends Four Winds Chartering
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  John O'Neal Captain replied

Justin D.
Suffolk, VA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Family half day trip

VERIFIED   Half Day Trip (PM) on August 18, 2021
Our family spent the afternoon with Captain John and his 2 mates Amber and C.J. We had a blast my 3 sons ages 9,12, and 15...
Justin D. recommends Four Winds Chartering
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2 persons find this review helpful
You and 2 people found this review helpful
Justin D. recommends Four Winds Chartering
Mark review as helpful
2 persons find this review helpful
You and 2 people found this review helpful

Steve O.
Glen Allen, VA
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great half day trip with Capt. John and Amber

VERIFIED   Half Day Trip (PM) (3PM) on August 14, 2021
I’d heartily recommend booking with Capt. John at Four Winds. We had a group of 3 dads and 5 boys age 12 and under. John...
Steve O. recommends Four Winds Chartering
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Steve O. recommends Four Winds Chartering
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Jordan W.
Portsmouth, Virginia
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Full Day with Capt. John and Deckhand Amber

VERIFIED   Full Day Trip – Summer on June 27, 2021
My friends and I wanted a day out on the water to just hang out and catch some fish. Unsurprisingly, that’s exactly what...
Jordan W. recommends Four Winds Chartering
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1 person finds this review helpful
You and 1 other person found this review helpful
  John O'Neal Captain replied

Natasha L.
Hampton, Virginia
Excellent
4.6 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Very good
4.0 / 5
Overall

4 hour trip

VERIFIED   Half Day Trip (AM) on June 30, 2021
Captain John and his first mate (don’t forget to bring a tip for her she does a lot!) welcomed our group of 8 adults and...
Natasha L. recommends Four Winds Chartering
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Natasha L. recommends Four Winds Chartering
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FAQs about Four Winds Chartering

Four Winds Chartering offers the following trips to customers:
  • $440 per group, additional $44 per person after 6 guests - 2 Hour Sunset and Fishing Cruise (2 hours)
  • $660 per group, additional $66 per person after 6 guests - Half Day Trip (AM) (4 hours)
  • $660 per group, additional $66 per person after 6 guests - Half Day Trip (PM) (4 hours)
  • $660 per group, additional $66 per person after 6 guests - Half Day Trip (PM) (3PM) (4 hours)
  • $880 per group, additional $88 per person after 6 guests - 3/4 Day Trip (6 hours)
  • $880 per group, additional $88 per person after 6 guests - 3/4 Day Trip – Fall (6 hours)
  • $880 per group, additional $125 per person after 6 guests - 3/4 Day Trip – Striper Trolling (6 hours)
  • $1,100 per group, additional $110 per person after 6 guests - Full Day Trip – Fall (8 hours)
  • $1,100 per group, additional $99 per person after 6 guests - Full Day Trip – Summer (8 hours)
  • $1,300 per group, additional $110 per person after 6 guests - Chesapeake Bay Shark Fishing (8 hours)

When you book a trip with Four Winds Chartering, you can expect the following amenities onboard:
  • Toilet
  • GPS
  • Fishfinder
  • Flybridge
  • Refrigerator
  • Ice Box

Trips booked with Four Winds Chartering include:
  • Rods, reels & tackle
  • Lures
  • First Mate (Works for tips please don't forget to tip the mate)
  • Fishing License

Four Winds Chartering offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing
  • Reef Fishing

Four Winds Chartering offers the following fishing techniques:
  • Light Tackle
  • Bottom Fishing
  • Trolling
  • Drift Fishing
  • Deep Sea Fishing

Top targeted fish species with Four Winds Chartering include:
  • Bass (Striped)
  • Black Drum
  • Bluefish
  • Cobia
  • Flounder
  • Spanish Mackerel
  • Spotted Seatrout
  • Triggerfish (Gray)
  • Weakfish