Four Winds Chartering
4.8/5 (216 reviews)
368 Dandy Haven Road, Hampton, VA 23664, United States–
Four Winds Chartering
4.8/5 (216)
•
Angler's Choice
368 Dandy Haven Road
Hampton, VA, United States
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 44' Evans saltwater fishing boat, which is powered by two 225 HP Cummins engines. 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! Since 1961.
Rating
4.8
216 reviews
5
201
4
8
3
6
2
0
1
1
4.9
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience
Anglers' gallery (270)
+264
What anglers say
93%
Great experience
98%
Family friendly
98%
Friendly captain
99%
Good boat
94%
Recommended
85%
Caught fish
All reviews (216)
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Featured
Showing 1 – 5 of 216 reviews
Dustin Bivins
5.0
Verified
Captain John and Tim
Half Day Trip on June 20, 2025 • 3 adults • 1 child
Captain John and Tim took great care of us today on a last minute inshore charter. Boat was spacious and well taken care of. Tim made sure everyone had turns reeling in fish and John was awesome making sure my daughter was as comfortable as possible while feeling a bit green. She was able to rally and finish the trip in great spirits. This team showed a great amount of professionalism and excitement even in relatively tough conditions. Everyone had a great time and the only complaint was that we didn’t book a full day. My bad. I’ll definitely book with these guys again. Thanks guys!
Reported catch:
Response from Captain
June 21, 2025
👍👍👍👍👍 five thumbs up to your daughter little dicey there for a little while but pulled through great I was hoping we could get more at the island but the weather man had messed that forecast by a few feet awesome family we look forward to seeing you guys again soon
0
Cassidy Smart
5.0
Verified
Great family trip
Half Day Trip on June 22, 2025 • 5 adults • 6 children
Four Winds Charter was perfect for our big family. They were so family oriented and laid back which is just what we need with 7 kids under the age of 13 coming on the trip! We booked a 4 hour charter and caught so many croakers. The captain handled the younger kids so well. Right off the bat we saw dolphins and capt John picked up the 5 year old to set him up on his seat to have a better view. The mates on the boat worked hard and kept everyone set up the whole time. Would definitely recommend this crew!
Response from Captain
June 22, 2025
Awesome family thanks for coming out today 🤗 and thanks for choosing us
0
Christine Greene
5.0
Verified
Awesome Trip!
3 Hour Kids Trip (PM) on July 17, 2025 • 4 adults • 3 children
We had a great time with Captain John and Tim! We had 4 adults with 3 kids ages 9, 12 & 14 and had plenty of room and everyone caught something. We did some bottom fishing and trolling for some bigger fish. The crew was patient and flexible- bringing us out for a great 3 hour trip! We Highly recommend them for a fabulous family fishing trip! We'll be back for sure! Thanks Captain John! See you next time!
Reported catch:
1
LaTisha Watson
5.0
Verified
Book your excursion today!
2 Hour – Sunset and Fishing Cruise on May 16, 2025 • 6 adults
I recently booked a fishing excursion with Four Winds Chartering for my husband’s birthday, and it was an unforgettable experience! The boat was well-equipped and spacious. The crew was extremely welcoming. My husband and his friends had such a fantastic time that they ended up extending their outing by paying for an extra hour on the water. If you’re looking for a fun day out, I highly recommend Four Winds Chartering!
0
Skye Brickhouse
5.0
Verified
All around great experience
2 Hour – Sunset and Fishing Cruise on June 21, 2025 • 8 adults
My family and I were pleasantly impressed with Captain John and Tim’s experience as we embarked on our scheduled trip. They kept us laughing and took care of us the whole way through. They had even sparked a greater interest in fishing for a few of us! They have our utmost respect and appreciation. Highly recommend them to fellow anglers!
1
Trip availability and prices
Trip Date:
Days:
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April 2026
| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
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Number of days
1
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2 Hour – Sunset and Fishing Cruise
FREE Cancellation 14 days notice
2 Hour Trip
starts at 2:00 PM
Seasonal trip
Aug 4 - Aug 4
US $550
Entire boat: up to 6 people
US $550
Entire boat: up to 6 people
2 Hour – Sunset and Fishing Cruise
FREE Cancellation 14 days notice
2 Hour Trip
starts at 7:00 PM
US $550
Entire boat: up to 6 people
US $550
Entire boat: up to 6 people
3 Hour Kids Trip (PM)
FREE Cancellation 14 days notice
3 Hour Trip
starts at 5:00 PM
US $660
Entire boat: up to 6 people
US $660
Entire boat: up to 6 people
Half Day Trip
FREE Cancellation 14 days notice
4 Hour Trip
starts at 7:00 AM
Seasonal trip
Apr 24 - Oct 31
US $770
Entire boat: up to 6 people
US $770
Entire boat: up to 6 people
Half Day Trip - 1:00 PM
FREE Cancellation 14 days notice
4 Hour Trip
starts at 1:00 PM
Seasonal trip
Apr 24 - Oct 31
US $770
Entire boat: up to 6 people
US $770
Entire boat: up to 6 people
Half Day Trip - 3:00 PM
FREE Cancellation 14 days notice
4 Hour Trip
starts at 3:00 PM
Seasonal trip
Apr 24 - Oct 31
US $770
Entire boat: up to 6 people
US $770
Entire boat: up to 6 people
3/4 Day Trip – Fall
FREE Cancellation 14 days notice
6 Hour Trip
starts at 6:30 AM
Seasonal trip
Oct 31 - Dec 31
US $990
Entire boat: up to 6 people
US $990
Entire boat: up to 6 people
3/4 Day Trip – Striper Trolling
FREE Cancellation 14 days notice
6 Hour Trip
starts at 6:30 AM
Seasonal trip
Oct 31 - Dec 31
US $990
Entire boat: up to 6 people
US $990
Entire boat: up to 6 people
3/4 Day Trip
FREE Cancellation 14 days notice
6 Hour Trip
starts at 7:00 AM
Seasonal trip
Apr 24 - Oct 31
US $990
Entire boat: up to 6 people
US $990
Entire boat: up to 6 people
Chesapeake Bay Shark Fishing (copy)
FREE Cancellation 14 days notice
4 Hour Trip
starts at 6:00 AM
Seasonal trip
May 18 - Sep 30
US $1,000
Entire boat: up to 6 people
US $1,000
Entire boat: up to 6 people
Chesapeake Bay Shark Fishing
FREE Cancellation 14 days notice
6 Hour Trip
starts at 6:00 AM
Seasonal trip
May 18 - Sep 30
US $1,200
Entire boat: up to 6 people
US $1,200
Entire boat: up to 6 people
Full Day Trip – Fall
FREE Cancellation 14 days notice
8 Hour Trip
starts at 6:30 AM
Seasonal trip
Oct 31 - Dec 31
US $1,400
Entire boat: up to 6 people
US $1,400
Entire boat: up to 6 people
Full Day Trip – Summer
FREE Cancellation 14 days notice
8 Hour Trip
starts at 7:00 AM
Seasonal trip
May 1 - Sep 30 (Wed)
US $1,440
Entire boat: up to 6 people
US $1,440
Entire boat: up to 6 people
There are 24 people looking at this charter.
Rating
4.8
216 reviews
5
201
4
8
3
6
2
0
1
1
4.9
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience
Anglers' gallery (270)
+264
What anglers say
93%
Great experience
98%
Family friendly
98%
Friendly captain
99%
Good boat
94%
Recommended
85%
Caught fish
All reviews (216)
Filter
Filter
Sort by: Featured
Featured
Showing 1 – 5 of 216 reviews
Dustin Bivins
5.0
Verified
Captain John and Tim
Half Day Trip on June 20, 2025 • 3 adults • 1 child
Captain John and Tim took great care of us today on a last minute inshore charter. Boat was spacious and well taken care of. Tim made sure everyone had turns reeling in fish and John was awesome making sure my daughter was as comfortable as possible while feeling a bit green. She was able to rally and finish the trip in great spirits. This team showed a great amount of professionalism and excitement even in relatively tough conditions. Everyone had a great time and the only complaint was that we didn’t book a full day. My bad. I’ll definitely book with these guys again. Thanks guys!
Reported catch:
Response from Captain
June 21, 2025
👍👍👍👍👍 five thumbs up to your daughter little dicey there for a little while but pulled through great I was hoping we could get more at the island but the weather man had messed that forecast by a few feet awesome family we look forward to seeing you guys again soon
0
Cassidy Smart
5.0
Verified
Great family trip
Half Day Trip on June 22, 2025 • 5 adults • 6 children
Four Winds Charter was perfect for our big family. They were so family oriented and laid back which is just what we need with 7 kids under the age of 13 coming on the trip! We booked a 4 hour charter and caught so many croakers. The captain handled the younger kids so well. Right off the bat we saw dolphins and capt John picked up the 5 year old to set him up on his seat to have a better view. The mates on the boat worked hard and kept everyone set up the whole time. Would definitely recommend this crew!
Response from Captain
June 22, 2025
Awesome family thanks for coming out today 🤗 and thanks for choosing us
0
Christine Greene
5.0
Verified
Awesome Trip!
3 Hour Kids Trip (PM) on July 17, 2025 • 4 adults • 3 children
We had a great time with Captain John and Tim! We had 4 adults with 3 kids ages 9, 12 & 14 and had plenty of room and everyone caught something. We did some bottom fishing and trolling for some bigger fish. The crew was patient and flexible- bringing us out for a great 3 hour trip! We Highly recommend them for a fabulous family fishing trip! We'll be back for sure! Thanks Captain John! See you next time!
Reported catch:
1
LaTisha Watson
5.0
Verified
Book your excursion today!
2 Hour – Sunset and Fishing Cruise on May 16, 2025 • 6 adults
I recently booked a fishing excursion with Four Winds Chartering for my husband’s birthday, and it was an unforgettable experience! The boat was well-equipped and spacious. The crew was extremely welcoming. My husband and his friends had such a fantastic time that they ended up extending their outing by paying for an extra hour on the water. If you’re looking for a fun day out, I highly recommend Four Winds Chartering!
0
Skye Brickhouse
5.0
Verified
All around great experience
2 Hour – Sunset and Fishing Cruise on June 21, 2025 • 8 adults
My family and I were pleasantly impressed with Captain John and Tim’s experience as we embarked on our scheduled trip. They kept us laughing and took care of us the whole way through. They had even sparked a greater interest in fishing for a few of us! They have our utmost respect and appreciation. Highly recommend them to fellow anglers!
1
FAQs about Four Winds Chartering
The fish you can target
What is the boat like?
Boat category
Cabin cruisersCapacity
19 personsBoat length
44 ftYear built
1987Restored in
2021Boat manufacturer
EvansBoat type
DowneastEngine model
CumminsPowered by
2 x 225HPMax cruising speed
22 knots