AJ, our Marine Operations Manager and a captain, has been with Sebago (since 2020) for two years. Originally from Freeport, Michigan, he also worked for our sister company Cruz Bay Watersports in the Virgin Islands. When not working, AJ spends time with his lovely wife, Lena, their daughter and their dog. He can also be found relaxing in his Lazy Boy.
Jim, our Operations Manager and a captain, has been with Sebago (since 2011) for nine years. Originally from Holmes Beach, Florida, Key West’s beautiful waters drew him further south. His favorite trip to run is our Island ‘Ting Eco Tour, and when he’s not working Jim enjoys spending time with his family, fishing, and maintaining his salt water aquarium.
Jason has been with Sebago (since 2016) for 6 years. He started with the Schooner Appledore and now captains the catamarans full time. Originally from Greensboro, North Carolina he moved down to Key West to spend more timing sailing. His favorite trip to drive is the Land’s End Sunset Sail because of the great live music! Jason is a very talented chef and a major movie buff.
Brett has been with Sebago (since 2018) for 4 years. Originally from Salt Lake City, Utah he moved to the Keys to be able to boat year round. He loves running our private charter events because guests can customize their perfect day in paradise. When not working he enjoys long rides on his motorcycle.
Matt is our lead parasail captain and has been with Sebago (since 2017) for 5 years. Originally from Pennsylvania, he’d had enough of the cold and wanted warmer weather. When not working you can still find Matt on the water—fishing.
Kevin, known as KB, has been with Sebago (since 2016) for 6 years as a parasail captain. He is originally from Orlando, Florida, and came to Key West on vacation which, as it does for so many, turned into a permanent “staycation.”
Conor has been with us (since 2021) for one year as a parasail captain. Originally from Lake City, Florida he was looking for year round sunshine and blue skies. He loves driving the 9AM parasail which is the first trip of the day. When not working, Conor enjoys spearfishing and lounging at the sandbars.
Brandon joined Sebago in XXXX. Originally from Ft. Myers, Florida, he actually came to us from the frigid waters of Alaska’s Bering Sea where he was a commercial fisherman. Brandon loves camping, coffee, and the outdoors and is a self-proclaimed National Park connoisseur. When not on the water, he is busy planning his retirement further south and window shopping for his “forever boat.” Brandon's favorite trip is the Power Adventure because he loves being a part of the highlight of guests’ vacations.
Bryan joined Sebago in 2020. Originally from Vermont, he landed in Key West in 2017. He came to Key West after realizing a corporate finance job wasn’t for him, and he chose to chase his desire to be outdoors as much as possible. Bryan’s favorite part about working for Sebago Watersports is sharing his love of sailing with our guests.