Keith Gregory's Guide Service 

4.9
(139 reviews)
 2649 Stella Avenue, Port O'Connor, TX 77983, United States–

Keith Gregory's Guide Service 

Port O'Connor, TX, United States
–
24 ft
4
4.9
(139 reviews)

Head down to Port O'Connor, Texas and explore the waters with Keith Gregory's Guide Service! This Texan town may be small but the fishing is big and you'll have your shot at a variety of inshore and nearshore legends! Heading out with you is Captain Keith Gregory, a local pro who's been on the water for over 30 years.

You'll be casting off of a 24' Falcon Malibu dual console. She has tall sides making her very safe for children. The boat was built in 1976 and fully restored in 2010. Up to 4 anglers can comfortably fish aboard this spacious vessel. Your catch is sure to stay fresh and your drinks will stay cool thanks to the onboard icebox.

After Red Snapper? Then make sure to head down to Port O'Connor in the winter! The crowds are fewer and the number of fish is huge giving you a great shot at filling that cooler with delicious fish. Otherwise, opt to stay closer to shore and explore the Matagorda Bay for the likes of Black Drum, Seatrout, and tasty Flounder.

Everything you need for a productive day, gear-wise, will be provided by Capt. Keith. That includes rods, reel, and tackle. Captain is also using a fish cleaning service now at customers' expense, so he can provide this service at the end of the trip for an additional fee. What you will want to bring along are snacks and drinks to enjoy throughout the day in a small cooler.

What are you waiting for? Head to Port O'Connor for some big Texas fishing with Keith Gregory's Guide Service!

Head down to Port O'Connor, Texas and explore the waters with Keith Gregory's Guide Service! This Texan town may be small but the fishing is big and you'll have your shot at a variety of inshore and nearshore legends! Heading out with you is Captain Keith Gregory, a local pro who's been on the water for over 30 years.

You'll be casting off of a 24' Falcon Malibu dual console. She has tall sides making her very safe for children. The boat was built in 1976 and fully restored in 2010. Up to 4 anglers can comfortably fish aboard this spacious vessel. Your catch is sure to stay fresh and your drinks will stay cool thanks to the onboard icebox.

After Red Snapper? Then make sure to head down to Port O'Connor in the winter! The crowds are fewer and the number of fish is huge giving you a great shot at filling that cooler with delicious fish. Otherwise, opt to stay closer to shore and explore the Matagorda Bay for the likes of Black Drum, Seatrout, and tasty Flounder.

Everything you need for a productive day, gear-wise, will be provided by Capt. Keith. That includes rods, reel, and tackle. Captain is also using a fish cleaning service now at customers' expense, so he can provide this service at the end of the trip for an additional fee. What you will want to bring along are snacks and drinks to enjoy throughout the day in a small cooler.

What are you waiting for? Head to Port O'Connor for some big Texas fishing with Keith Gregory's Guide Service!

Keith Gregory
Captain
Keith Gregory
32 years of experience
responds within an hour

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
October 2026
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Group Size
2 adults • 0 children
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Half Day Trip (AM)
In high demand Last booked: 4 days ago
FREE Cancellation 30 days notice
5 hour trip starts at 7:00 AM
US $550
Entire boat: up to 4 people
Half Day Trip (PM)
In high demand Last booked: 1 day ago
FREE Cancellation 30 days notice
5 hour trip starts at 3:00 PM
US $550
Entire boat: up to 4 people
Full Day Trip – Bay Fishing
FREE Cancellation 30 days notice
8 hour trip starts at 6:30 AM
US $750
Entire boat: up to 4 people
There are 6 people looking at this charter.

Customer reviews

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Rating

4.9
139 reviews
4.8
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (213)

What anglers say

99%
Great experience
100%
Family friendly
99%
Friendly captain
99%
Good boat
97%
Recommended
98%
Caught fish

Reviews (139)

  • Robert May
    Robert May
    us
    New Mexico, US
    Member since 2026
    5.0
    Verified

    Great captain!

    Half Day Trip (AM) on February 28, 2026 • 3 adults

    Even if you catch a bunch of fish (which we did!), having a surly captain will ruin a trip. Captain Keith was the opposite. He was funny, knowledgeable, personable, and provided as much or as little instruction as we needed. Literally had no time to pee, because we couldn't go more than five minutes without reeling something in. Caught our limit of sheepshead and redfish, snagged a few massive drum and various catfish. Fun time all around. Bring a hoodie or jacket for the ride out, as it's chilly when he's full throttle. Be prepared to poop beforehand or go in a bucket! :) Highly recommend! (Captain Keith, not pooping in a bucket.)

  • Travis Kenney
    Travis Kenney
    Repeat angler
    us
    Texas, US
    Member since 2022
    2 trips
    5.0
    Verified

    Fun Trip!

    Half Day Trip (AM) on April 24, 2026 • 3 adults

    Keith definitely put us on some fish! Caught some nice Specs and a variety of other fish which was unexpected and made it fun. Caught a sheep head, jackfish, flounder, and some other interesting species. Keith was laid-back but very knowledgeable. Just an overall great experience! We would definitely use him again.

  • Michael Nelson
    Michael Nelson
    Repeat angler
    us
    Texas, US
    Member since 2025
    3 trips
    5.0
    Verified

    The Great Gregor’s

    Half Day Trip (PM) on October 11, 2025 • 3 adults

    First off, the Gregory bothers are fantastic Captains. Second, this fishing adventure was just as exciting as it was with Keith’s brother. It was amazing. We limited out in about two hours, and did catch and release for the rest of the day. My wife caught the most and the largest. My brother caught the largest lady fish I had ever seen. If you are novice or experienced anglers, you will be amazed at how much fish you catch. Don’t miss out on a great opportunity to catch fish.

  • Chris Reeves
    Chris Reeves
    us
    Texas, US
    Member since 2026
    5.0
    Verified
    New

    My Wife and I had a great time.

    Full Day Trip – Bay Fishing on September 24, 2026 • 2 adults

    Capt. Gregory was super and found us the fish. I highly recomend him.

  • Kim Hajek
    Kim Hajek
    Repeat angler
    us
    Texas, US
    Member since 2021
    6 trips
    5.0
    Verified

    Great trip & Great Captain

    Half Day Trip (AM) on January 16, 2026 • 2 adults

    This was one of thr best fishing trips we have been on. We caught so many big trout along with red fish, black drum, flounder and huge sheep head!!! This was a trip for my 60th Birthday and it will be a memorable one!! Thanks Captain Keith Gregory for outting us on the fish! Will definitely book again in the near future!!🎣🐟🎂🥳

  • Rune Haakonsen
    Rune Haakonsen
    us
    Texas, US
    Member since 2025
    5.0
    Verified

    Keith Gregory

    Half Day Trip (AM) on October 24, 2025 • 2 adults

    I have been out with Keith for more than 20yrs, Keith has been guiding for 30yrs Keith always knows where the fish is and is a great guy to spend a day with Highly recommended!!!!

  • Stephen D. Allain
    Stephen D. Allain
    Repeat angler
    us
    Texas, US
    Member since 2015
    9 trips
    5.0
    Verified

    Capt Wes Pinch Hits for Captain Keith

    Half Day Trip (AM) on November 1, 2025 • 2 adults

    Got on to some nice bull red action. Daddy is bringjng home some regular red fish fillets and some red fish on the half shell. Was a lot of fun.

  • Steven Greiner
    Steven Greiner
    Repeat angler
    us
    North Carolina, US
    Member since 2021
    2 trips
    4.7
    Verified

    Started slow but finished great

    Half Day Trip (AM) on March 31, 2026 • 4 adults

    Found sheepshead early on but the water was getting rough, took a couple of locations before we hit trout a couple of pompano and reds. Finished the 1/2 day trip with a 45 min fight to land a cravelle jack! Worn out but a great trip!

  • Jason Jilek
    Jason Jilek
    us
    Texas, US
    Member since 2026
    5.0
    Verified

    Fishing with Keith

    Half Day Trip (AM) on March 14, 2026 • 2 adults
  • Emmy Crenshaw
    Emmy Crenshaw
    Repeat angler
    us
    Texas, US
    Member since 2024
    2 trips
    5.0
    Verified

    We will be returning!

    Half Day Trip (AM) on May 19, 2024 • 4 adults

    Keith is an awesome fishing guide. He put us on all the fish and is a really great guy. We caught fish the whole time even when other boats around us were not. He is quite relaxed and go with the flow. If fish stopped biting in a spot, he immediately moved to find us more fish. We limited out on trout and also caught bonnet head, sheepshead and drum. We will be returning to fish with him in the future. Can’t recommend more!!!

Rating

4.9
139 reviews
4.8
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (213)

What anglers say

99%
Great experience
100%
Family friendly
99%
Friendly captain
99%
Good boat
97%
Recommended
98%
Caught fish

All reviews (139)

Frequently mentioned
Showing 1 – 5 of 139 reviews
Robert May
Robert May
us
New Mexico, US
Member since 2026
5.0
Verified
Great captain!
Half Day Trip (AM) on February 28, 2026 • 3 adults

Even if you catch a bunch of fish (which we did!), having a surly captain will ruin a trip. Captain Keith was the opposite. He was funny, knowledgeable, personable, and provided as much or as little instruction as we needed. Literally had no time to pee, because we couldn't go more than five minutes without reeling something in. Caught our limit of sheepshead and redfish, snagged a few massive drum and various catfish. Fun time all around. Bring a hoodie or jacket for the ride out, as it's chilly when he's full throttle. Be prepared to poop beforehand or go in a bucket! :) Highly recommend! (Captain Keith, not pooping in a bucket.)

Reported catch:
Redfish
Black Drum
Travis Kenney
Travis Kenney
Repeat angler
us
Texas, US
Member since 2022
2 trips
5.0
Verified
Fun Trip!
Half Day Trip (AM) on April 24, 2026 • 3 adults

Keith definitely put us on some fish! Caught some nice Specs and a variety of other fish which was unexpected and made it fun. Caught a sheep head, jackfish, flounder, and some other interesting species. Keith was laid-back but very knowledgeable. Just an overall great experience! We would definitely use him again.

Reported catch:
Speckled Trout
Jack Crevalle
Flounder
Michael Nelson
Michael Nelson
Repeat angler
us
Texas, US
Member since 2025
3 trips
5.0
Verified
The Great Gregor’s
Half Day Trip (PM) on October 11, 2025 • 3 adults

First off, the Gregory bothers are fantastic Captains. Second, this fishing adventure was just as exciting as it was with Keith’s brother. It was amazing. We limited out in about two hours, and did catch and release for the rest of the day. My wife caught the most and the largest. My brother caught the largest lady fish I had ever seen. If you are novice or experienced anglers, you will be amazed at how much fish you catch. Don’t miss out on a great opportunity to catch fish.

Reported catch:
Redfish
Chris Reeves
Chris Reeves
us
Texas, US
Member since 2026
5.0
Verified
New
My Wife and I had a great time.
Full Day Trip – Bay Fishing on September 24, 2026 • 2 adults

Capt. Gregory was super and found us the fish. I highly recomend him.

Reported catch:
Redfish
Black Drum
Kim Hajek
Kim Hajek
Repeat angler
us
Texas, US
Member since 2021
6 trips
5.0
Verified
Great trip & Great Captain
Half Day Trip (AM) on January 16, 2026 • 2 adults

This was one of thr best fishing trips we have been on. We caught so many big trout along with red fish, black drum, flounder and huge sheep head!!! This was a trip for my 60th Birthday and it will be a memorable one!! Thanks Captain Keith Gregory for outting us on the fish! Will definitely book again in the near future!!🎣🐟🎂🥳

Reported catch:
Redfish
Speckled Trout
Black Drum
Flounder

FAQs about Keith Gregory's Guide Service

Keith Gregory's Guide Service offers the following trips to customers:
  • US $550 per group - Half Day Trip (AM) (5 hours)
  • US $550 per group - Half Day Trip (PM) (5 hours)
  • US $750 per group - Full Day Trip – Bay Fishing (8 hours)
When you book a trip with Keith Gregory's Guide Service, you can expect the following amenity onboard:
  • Ice box
Trips booked with Keith Gregory's Guide Service include:
  • Rods, reels & tackle
  • Lures
Keith Gregory's Guide Service offers the following types of fishing:
  • Inshore fishing
  • Offshore fishing
Keith Gregory's Guide Service offers the following fishing techniques:
  • Light tackle
  • Spinning
  • Jigging
Top targeted fish species with Keith Gregory's Guide Service include:
  • Black Drum
  • Cobia
  • Flounder
  • Jack Crevalle
  • King Mackerel (Kingfish)
  • Redfish
  • Shark (Blacktip)
  • Snapper (Red)
  • Speckled Trout

Your captain

Keith Gregory
Keith Gregory

Port O'Connor, Texas, United States

1 Fishing Report
139 Customer reviews
Typical response within an hour
Member since August 2017

Captain Keith Gregory has been fishing for over 30 years. Born and raised in Texas, he loves to share his passion for his native waters with his guests. A second generation fisherman, choosing this career path was a natural calling for him. His favorite part of his job is seeing the excitement on his guests' faces when they finally reel in the big one!

Keith Gregory
Keith Gregory
1
reports
139
reviews
2017
member since
~1h
response
Captain Keith Gregory has been fishing for over 30 years. Born and raised in Texas, he loves to share his passion for his native waters with his guests. A second generation fisherman, choosing this career path was a natural calling for him. His favorite part of his job is seeing the excitement on his guests' faces when they finally reel in the big one!

The fish you can target

Black Drum
Black Drum
Cobia
Cobia
Flounder
Flounder
Jack Crevalle
Jack Crevalle
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Redfish
Redfish
Blacktip Shark
Blacktip Shark
Red Snapper
Red Snapper
Speckled Trout
Speckled Trout
Black Drum
Black Drum
Cobia
Cobia
Flounder
Flounder
Jack Crevalle
Jack Crevalle
King Mackerel (Kingfish)
King Mackerel (Kingfish)

Real catches by this captain

  • My Wife and I had a great time.
    Chris R.
    Chris R.
  • Fun Trip!
    Travis K.
    Travis K.
  • Started slow but finished great
    Steven G.
    Steven G.
  • Great captain!
    Robert M.
    Robert M.
  • Great trip & Great Captain
    Kim H.
    Kim H.
  • Capt Wes Pinch Hits for Captain Keith
    Stephen D.
    Stephen D.
  • Keith Gregory
    Rune H.
    Rune H.
  • The Great Gregor’s
    Michael N.
    Michael N.
  • Great Trip
    Debra K.
    Debra K.
  • August fishing trip
    Kristi Z.
    Kristi Z.

What is the boat like?

Boat image
Boat category
Speed boats
Capacity
4 persons
Boat length
24 ft
Year built
1976
Restored in
2010
Boat manufacturer
Falcon Malibu
Boat type
Dual console
Engine model
Suzuki
Powered by
1 x 175HP
Max cruising speed
34 knots

What kind of fishing will you do?

Inshore Fishing
Offshore Fishing

Which fishing techniques you can try

Light Tackle
Spinning
Jigging

Which amenities are available onboard

Ice box
What's included in the trip price
Rods, reels & tackle
Lures

How cancellations work

Free cancellation up to 30 days prior to trip

You can cancel or modify your booking up to 30 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.

More details

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child friendly
You keep catch

How you can pay

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

 PayPal

 Checks

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

What’s biting in Port O'Connor right now

Black DrumBlack Drum
CobiaCobia
FlounderFlounder
Jack CrevalleJack Crevalle
King Mackerel (Kingfish)King Mackerel (Kingfish)
RedfishRedfish
Snapper (Red)Snapper (Red)
Speckled TroutSpeckled Trout

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