Meet The Crew

Captain Riley has been part of the Crab Island Adventures crew for five years, making him one of the longest-standing members of the team. A third-generation Destinite, Riley was born and raised here and has spent his life on the water, giving him a deep love and respect for the local waterways. Known for his easygoing personality and fun energy, he loves making sure everyone on board is having a great time. You’ll often catch him doing pull-ups on the upper deck of Summer Lovin’ or tossing a football around with the kids. Captain Riley brings great vibes, local knowledge, and plenty of laughs to every trip. 

Captain Jeremy grew up in Destin and has spent most of his life on the water. After 13 years in the parasailing industry, he knows these local waters inside and out and has a knack for spotting dolphins—almost like he has a sixth sense for them. Jeremy loves the sunshine and enjoys sharing the beauty of the Emerald Coast with guests. When he’s not working, he loves taking his wife and one-year-old daughter out on the water. He’s excited to now be running Crab Island charters and helping families make unforgettable memories. 

Captain Ryan is a laid-back and easygoing captain who loves sharing time on the water with guests. A dad and former engineer, he brings both a thoughtful approach and a fun, silly personality to every trip. Ryan loves exploring the local waterways and keeping the adventure going throughout the cruise. He enjoys hopping from spot to spot and can often be found cruising the harbor, stopping by Crab Island, searching for shells along the shoreline, and exploring the beautiful waters of Destin all in one trip. Captain Ryan takes pride in creating fun, relaxed, and memorable experiences for everyone on board.

Gaeliel comes from Lake Tahoe and loves all forms of water. In the summer, she enjoys coming to Florida for the warm water. In the winter, she is a snowboard coach.  If you're lucky, she'll cook you a yummy meal, since she's also a private chef. Growing up traveling and living all over the world, she finds great joy in providing opportunities for guests to explore all aspects this beautiful world!

Captain Madison grew up around Crab Island—starting out selling ice cream to boaters as a kid—so in many ways, she jokes that Crab Island helped raise her. Being on the water has always been a big part of her life, and she loves sharing the beauty of Destin with visitors. Madison enjoys getting to know every group that steps on board, and many guests leave feeling more like family than customers.

Captain Jamie Casey is a U.S. Coast Guard–licensed Master captain and Registered Nurse who brings both maritime experience and a strong commitment to safety to the Emerald Coast. With years of experience navigating the Gulf of Mexico and Choctawhatchee Bay, he knows the local waters well. Captain Jamie enjoys sharing Destin’s natural beauty, wildlife, and coastal heritage while ensuring every trip is safe, relaxing, and memorable for guests.

First Mate Madi is originally from Utah and brings a friendly, upbeat energy to every cruise. She’s fantastic with kids and can usually be found helping them search for shells, find hermit crabs, or teaching them how to paddleboard. Madi loves making sure everyone is having a great time and is always ready to lend a hand—whether that’s snapping photos for your group, passing you a drink in the water, or helping guests get comfortable. Her helpful attitude and warm personality make every trip even more enjoyable.

First Mate Tim is incredibly kind, easygoing, and always focused on making sure guests have a great time on the water. A personal trainer and retired Air Force police officer, Tim brings both a strong work ethic and a calm, friendly presence to every cruise. He’s always happy to help with absolutely anything guests need—whether that’s lending a hand, helping everyone get comfortable, or making sure the day runs smoothly. His positive attitude and helpful nature make him a great part of any cruise. 

First Mate Ireland brings great energy to every cruise and knows how to make sure everyone is having a great time. Bachelorette groups especially love her fun personality, but she’s also wonderful with kids and families. Ireland works hard, is always eager to help, and consistently goes above and beyond to deliver five-star service. Whether she’s helping get the party started, assisting guests in the water, or making sure everyone is comfortable, she’s dedicated to making every trip unforgettable.