Meet the Crew
Kaitlyn Armstrong-Glenn & Captain Gary Glenn
Owners and Operators
At Sportsman Charters, everything we do is designed around you. A private charter isn’t about what we want—it’s about creating the perfect experience for your group. With room for up to six passengers, we’ve hosted everything from scavenger hunts, proposals, and birthdays to bar crawls, bachelor and bachelorette parties, relaxing sunset eco-tours, and action-packed fishing trips.
Our island charters are a guest favorite, offering the option to drop anchor, set up our large shade tent, grill out, and enjoy a floating island for unforgettable sandbar gatherings. Whether you’re looking to celebrate, explore, or simply unwind on the water, we tailor each trip to match your vision.
We pride ourselves on offering some of the most competitive pricing in the area while delivering premium, personalized service. As strong advocates for mental health and wellness among first responders and military—past and present—this business is our way of giving back to a community that has given so much. As paramedics and firefighters ourselves, we understand firsthand the importance of time to decompress, reconnect, and recharge. Gary also proudly served as a medic in the United States Air Force, bringing a lifetime of service, professionalism, and safety-focused leadership to every charter.
If you have questions, ideas, or a special request not listed on our site, please call or text us using the numbers at the top of this page. We would love to hear your vision and see how we can make it happen. We look forward to welcoming you aboard soon.
— Gary & Kaitlyn
Jake
Deck Hand/First Mate
Jake brings passion, skill, and dedication to every trip at Sportsman Charters. A full-time firefighter, United States Marine Corps veteran, certified scuba diver, and accomplished fisherman, Jake thrives in high-pressure environments both on and off the water. His deep respect for safety, attention to detail, and calm presence make him an invaluable part of our crew.
When he’s not serving his community, Jake is on the water chasing fish, exploring beneath the surface, and helping guests create unforgettable memories. Whether he’s setting lines, coaching first-time anglers, or sharing local knowledge, Jake’s energy and professionalism ensure every charter is smooth, safe, and fun from dock to dock. He also understands the importance of slowing down and truly enjoying time on the water, helping guests disconnect from the everyday and make the most of every moment aboard.
Exclusive Offers
Heroes on the Water – Enjoy 10% Off Every Charter. Use code: Firstresponder10 at checkout
At Sportsman Charters, we are proud to support those who serve our community and our country. As a thank-you for your dedication and sacrifice, we offer an exclusive 10% discount on every charter for veterans, active-duty military, and first responders. It’s our small way of giving back to the heroes who give so much — just mention your service when booking to receive your discount.
