Kona Cowboy Sportfishing in Kailua-Kona, Hawaii

Guided by Gaige Inscore

Deep Sea Nearshore

About Your Guide

9 Years of Experience
Profile photo of Captain Experiences guide Gaige

Captain Gaige Inscore started his love for offshore fishing in the Gulf of Mexico at the age of 12, with his father. There he learned that this was a sport he wanted to make a career of. He has fished many tournaments out of Texas, Louisiana, Mississippi, and now Kona, Hawaii. Capt. Gaige ran a 54' Hatteras out of Texas, where he placed in different categories of many tournaments, including 2nd place Billfish Release in the prestigious POCO Bueno tournament in 2018. Capt. Gaige moved to Kona, Hawaii in 2022 to run the Kona Cowboy, which at the time was a 35' Bertram. In 2023 Kona Cowboy was upgraded to a classic 42' Merritt. Since moving to Kona, Gaige has been running a successful charter business, putting many people on their first Marlin. In 2023, Capt. Gaige placed 3rd overall in the Lure Maker's challenge and won the Big Island Marlin Tournament. Big Game Sport fishing is Gaige's passion and Kona, Hawaii is a place that allows him to pursue this passion year-round. Capt. Gaige has the U.S.C.G. OUPV/Six-pack License and also his 100 Ton Master's License.

Kona Cowboy Sportfishing Trips

Embark on an unforgettable Hawaii trophy hunting adventure with Captain Gaige. A quick boat ride offshore will take you to the perfect waters to catch huge Pacific species, including Blue Marlin, shortbill spearfish, striped marlin, Ono (Wahoo), Yellowfin Tuna, and more. Captain Gaige's 42’ Merritt is well-equipped with top-of-the-line Shimano reels and quality rods and tackle, all IGFA qualified in case you happen to catch a potential record breaker. Plus, the sturdy fighting chair will provide comfort during the intense battles with these magnificent creatures. Captain Gaige's trips focus on targeting trophy-sized fish, such as giant Yellowfin Tuna and Blue Marlin, rather than medium-sized fish like Mahi Mahi found in the nearshore waters. The waters off Hawaii get very deep quickly, meaning you can catch trophy gamefish without having to venture too far out. Thisepic sportfishing trip includes everything you need, from fishing licenses to tackle and bait, fish cleaning and packaging, coolers full of ice, and even complimentary photos and video of the trip! All reels are Shimano made, and the rods and tackles are of the highest quality and IGFA qualified. So, if you're looking to catch the trophy of a lifetime, Captain Gaige is the right person for the job! Read More

Deep Sea Fishing Charter in Kailua-Kona

Kona Legendary Sportfishing

100% (8)
42 ft 1 - 6 People From $250 / person

The water gets very deep just a short boat ride off the island. This means that trophy gamefish species like yellowfin tuna, blue marlin, sailfish, and mahi-mahi can be caught without having to take a long ride out to the prime fishing waters. This trip includes fishing licenses, tackle & bait, fish cleaning and packaging, coolers full of ice, and even complimentary photos and video of the trip! All the gear on board is IGFA qualified, so if you catch a trophy, you may be in the running for a record. All reels are made by Shimano, and the rods and tackles are of the highest quality. Whether you're just looking to catch your next meal, or chasing after the trophy of a lifetime, this is the trip for you! Read More

Deep Sea, Nearshore Fishing Charter in Kailua-Kona

Kona Deep Sea Special

100% (7)
42 ft 1 - 4 People From $325 / person

Recent Reviews of Kona Cowboy Sportfishing


Verified Review Fishing

Had an awesome time, and definitely once in a lifetime trip! Captain Gaige was very welcoming and helpful and his first mate was also very helpful with my boys and I fishing. The boat is extremely well maintained and cared for, and it sounds like they work hard to make sure it’s up to date with the latest technology to make for a great experience. We were hoping for a fun day, and got just that with our first Blue Marlin and a spearfish as well! Definitely some fun action! I will definitely be scheduling again the next time I make it out!



Half day charter, Great knowledge captain and crew, knew the waters well to land 6 large Ono in a single trip which was perfect for helping a 9yo on their first fishing charter. Would recommend. left us plenty of fish for 2 dinners.



Great day with Gaige and Ryan, pros who know their fishing, appreciate their clients and are great guys to spend a day on the boat with. We were lucky enough to catch a blue marlin!

Emily F.


Fantastic day out on the water. I would highly recommend these guys. Great hospitality! From booking and coming along side it was excellent.

Wesley R.


We had such an amazing experience on our first charter we booked another one before heading home. On both full day charters we caught a Blue Marlin. From the boat to the crew easily should be rated more than 5 stars. Highly recommend!



I have fished all over the world and would rank Captain Shawn and crew among the very best guides I have fished with. Captain Shawn’s commercial fishing background and fishing network give him a solid edge. He knows what he is doing and has all of the right equipment to get it done. Better still, Shawn is great company. Interesting and personable, Shawn made our day on the water a wonderful experience. I look forward to fishing with him again. Book a full day for the best experience. Bring a camera for the whales and lots of sunscreen.



Been on 10 different boats over last 30 years. Never had a captain try so hard to get us on the fish. Clean boat professional all around. Kona cowboy won’t disappoint.



Our first trip to the Big Island to hopefully fulfill a life long dream of catching a Blue Marlin. Fortunately we booked Kona Cowboy with Captain Shawn, Kimberly & Hannah. My dream was catching one Marlin, I caught 5!!! The largest weighing 400lbs!!! It was the best time I’ve ever had fishing & I owe it all to Capt. Shawn & his crew. I truly believe he may be the hardest working captain to hook you up with a Marlin also.


Amberjack, Blue Marlin, Mahi Mahi, Spearfish, Striped Marlin, Wahoo, Yellowfin Tuna


Bottom Fishing, Heavy Tackle Fishing, Jigging, Light Tackle Fishing, Trolling

Types of Fishing

Deep Sea, Nearshore

Start Location

Honokohau Street, Kailua-Kona, HI 96740, United States

Kona Cowboy Sportfishing Photo Gallery

Book a Trip with Gaige