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
    Chesapeake Bay Shark Fishing
    Low rate deposit non-refundable
    8 Hour Trip, starts at 6:00 AM
    Seasonal trip May 18 - Oct 1
    $1,100
    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.
  • Private trip
    Full Day Trip – Fall
    Low rate deposit non-refundable
    8 Hour Trip, starts at 6:30 AM
    Seasonal trip Oct 19 - Dec 31
    $1,100
    On this trip, Capt. John will take you out for 8 hours of trolling. 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 10 people! 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
    3/4 Day Trip
    In demand! Last booked: 1 day ago
    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 for up to 10 people. 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 Sep 1 - Dec 31
    $880
    Join Captain John for 6 hours of trolling. 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 18 - 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.
  • Private trip
    Half Day Trip (AM)
    In demand! Last booked: 6 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 for up to 10 persons 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
    A trip for up to 10 persons. 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
    A trip for up to 10 persons. 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
    2 Hour Sunset and Fishing Cruise
    Low rate deposit non-refundable
    2 Hour Trip, starts at 7:00 PM
    $400
    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.
There are 48 people looking at this charter.

About the Captain

John O'Neal
Hampton, Virginia, United States
3 Fishing Reports
ID & License verified
38 Customer Reviews
Response time 2 hours
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) Bass (Striped)
Black Drum Black Drum
Bluefish Bluefish
Cobia Cobia

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

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

Amenities

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

Trip Includes

Rods, reels & tackle
Lures
First 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

Payment

Book with 10% deposit
When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.
Pay remaining balance to captain
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, there is a 4% fee.

Hampton Fishing Calendar

Loading Fish Calendar!
Please Wait...

Customer Reviews

Rating Summary
Photos & videos by reviewers (24)
4.72
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 38 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
May fishing trip
May fishing trip
Captain John was great!
+21
Angler Rating
33
2
3
0
0
Anglers Claimed
Good experience
89%
Friendly captain
100%
Recommend this charter
89%
Appropriate for children
100%
Satisfied with the boat
97%
Catch intended fish
65%
Sort By:
Featured  
Showing:
5 of 38 reviews
Matt W.
Jackson, MI
Excellent Excellent Excellent Excellent Excellent  4.67
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Very Good Very Good Very Good Very Good Very Good Overall

Half day morning trip with captain John

VERIFIED   Half Day Trip (AM) on April 27, 2021
Had a wonderful time even with the cooler weather and only one small fish. Captain John was great with a good sense of humor....
Matt W. recommends Four Winds Chartering
Mark as helpful
You found this helpful
  John O'Neal Captain replied

Edward W.
Alexandria, VA
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Fishing with John

VERIFIED   NEW  Full Day Trip – Summer on May 22, 2021
Edward W. recommends Four Winds Chartering
Mark as helpful
You found this helpful
Edward W. recommends Four Winds Chartering
Mark as helpful
You found this helpful

Marvin H.
Maple Heights, Ohio
Excellent Excellent Excellent Excellent Excellent  5.00
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Captain John was great!

VERIFIED   3/4 Day Trip on April 29, 2021
the fish weren’t biting much and Captain John was aware of that and went above and beyond to give us a great day out.
Marvin H. recommends Four Winds Chartering
Mark as helpful
You found this helpful
  John O'Neal Captain replied

Mike H.
Excellent Excellent Excellent Excellent Excellent  4.67
Experience:
Very Good Very Good Very Good Very Good Very Good Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

May fishing trip

VERIFIED   Full Day Trip – Summer on May 15, 2021
Mike H. recommends Four Winds Chartering
Mark as helpful
You found this helpful
  John O'Neal Captain replied

Donnie P.
Nashville, TN
Excellent Excellent Excellent Excellent Excellent  4.67
Experience:
Very Good Very Good Very Good Very Good Very Good Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Half day morning trip with captain Brandon.

VERIFIED   Half Day Trip (AM) on July 30, 2019
We had a fantastic trip on this charter. Captain Brandon and first mate Jason were very friendly and knowledgeable and made...
Donnie P. recommends Four Winds Chartering
Mark as helpful
1 person finds this review helpful
You and 1 other person found this helpful
  John O'Neal Captain replied

FAQs about Four Winds Chartering

Four Winds Chartering offers the following trips to customers:
  • $400 per group - 2 Hour Sunset and Fishing Cruise (2 hours)
  • $660 per group, additional $66 per person after 10 guests - Half Day Trip (AM) (4 hours)
  • $660 per group, additional $66 per person after 10 guests - Half Day Trip (PM) (4 hours)
  • $660 per group, additional $66 per person after 10 guests - Half Day Trip (PM) (3PM) (4 hours)
  • $880 per group, additional $88 per person after 10 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 12 guests - Chesapeake Bay Shark Fishing (8 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 10 guests - Full Day Trip – Summer (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 (Words for tips please don't forget to top 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

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