305-294-5687
Save an additional 5% on reservations made 7 days in advance. Book Online and enter promo code EARLY at checkout
AJ

AJ

Aj, our Marine Operation Manager and Captain has been with Sebago for 2 years. Originally from Freeport, Michigan he also worked for our sister company Cruz Bay Watersports in the Virgin Islands. Aj and his lovely wife Lena have an adorable one year baby girl. When not working he enjoys spending time with his family and dog. He also enjoys relaxing in his Lazy Boy.

Jim

Jim has been with Sebago for 9 years. Jim is our Operations Manager and captain. Originally from Holmes Beach, Florida the beautiful waters surrounding Key West brought Jim south. His favorite trip to run is our Island Ting Eco Tour. When not working Jim enjoys spending time with his family, especially fishing. He also enjoys his salt water aquarium.

Jim
Jason

Jason

Jason has been with Sebago for over 6 years. He started with the Schooner Appledore and moved over to 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

Brett has been with Sebago 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.

Brett
Matt

Matt

Matt is our lead parasail captain and has been with Sebago for 5 years. Originally from Pennsylvania he had enough of the cold and wanted warmer weather. When not working you can still find Matt on the water – fishing.

KB

Kevin, known as KB has been with Sebago for 6 years as a parasail captain. He is originally from Orlando, Florida. He came down on vacation which has turned into a permanent “staycation”.

KB
Conor

Conor

Conor has been with us for one year as a parasail captain. Originally from Lake City, Florida he was looking for year round sunshine & 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

Originally from Ft. Myers, FL. Brandon joined Sebago after the pandemic drove him out of the frigid waters of the Bering Sea, commercial fishing in Alaska. He 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.

Brandon
Nick

Nick

Nick is originally from Boston, Massachusetts and started as a catamaran mate with Sebago 4 years ago. He's worked his way up to captain. His favorite trip is the afternoon snorkel aboard Marquesa.

Bryan

Bryan is originally from Vermont and has been with Sebago since June of 2020 and in Key West since 2017. He came to Key West after realizing a corporate finance job wasn’t for him, chasing a desire to be outdoors. Bryan’s favorite part about working for Sebago Watersports is sharing his love of sailing with our guests.

Bryan

    We are open for trips daily!