About Us
Captain Skipper Gentry has over 25 years of professional sportfishing experience all over the world and is thrilled to bring an operation to the beautiful waters of Costa Rica. We take pride in providing professional and unforgettable sportfishing experiences for all of our clients.
With us, you can expect nothing less than first-class fishing adventures with a touch of southern hospitality.
The Carolina Gentleman is a 58’ Monterey sportfish yacht features:
Fully air-conditioned Salon and interior
3 staterooms and 2 full heads
Brand new Garmin and Furuno electronics
Large cockpit with mezzanine seating and tuna tubes
Tournament tested tackle and crew
USCG Safety package
Anglers of all skill levels are invited for the fishing trip of a lifetime!
“What an absolutely incredible day on The Carolina Gentleman with Skipper Gentry and his crew. We took our son for sail fishing for his 13th birthday and we could not have asked for a better experience. The fishing, the crew, the food, the drinks, everything was fantastic. I would highly recommend Skipper Gentry and The Carolina Gentleman if you are looking for a fishing trip of a lifetime.”
— Client Google Review 2025Customer Testimonials
“This was our second time fishing with Skipper and he does not disappoint! He’s laid back, friendly and goes out of his way to make sure you have the best experience! The boat is amazing and very comfortable! Nice cool ac to get away from the heat while you wait for bites. Staff are friendly and very accommodating. They even cook you a hot homemade lunch which was delicious all 3 days! If you’re looking to catch some fish in beautiful Costa Rica we would highly recommend Skipper and the Carolina Gentleman! Skipper and Kellie curate your trip top to bottom! Quepos is absolutely beautiful as well!”
— Client Google Review 2025“Amazing experience with Carolina Gentleman! Professional, family friendly crew, beautiful boat, and incredible fishing. They went above and beyond to make it a memorable day on the water. We caught at least seven sailfish!
They served us a delicious hot meal for lunch (pulled pork, coleslaw and homemade chips - it was excellent. Our son said it was the best meal on our vacation).
Fishing with these guys was one of the highlights of our Costa Rica trip, highly recommend. We will be back!”
— Client Google Review 2026
