Our Charter Fishing Boats & Crew

From family fun fishing to bottom fishing for snappers and groupers to offshore fishing for dolphin and tuna to sport fishing for billfish, tarpon, and sharks to bar hopping and exploring, and everything in between … SeaSquared Charters has the charter fishing boats and crews to exceed your expectations!

So, whether you’re looking to fill your trophy wall or your dinner plate, give us a call at 305-393-2929

We can’t wait to hear from you!

SeaSquared XL
Charter Fishing Boat

Seasquared Too
Charter Fishing Boat

Wayne’s World
Carter Fishing Boat

Blue Magic
Charter Fishing Boat

Top Notch
Charter Fishing Boat

All of our charter fishing boats boast

  • State-of-the-art electronics plus top-shelf tackle and gear
  • All safety equipment, permits and licensing as required by the US Coast Guard
  • Comprehensive insurance coverage
  • Dry storage for whatever our anglers may bring on board

Meet Your Captains!

Charter Fishing Boats Captain

Captain Jason

Capt. Jason was born with gills. A true Conch, he has spent his entire life in Marathon and has never had an interest in anything other than fishing. A third-generation charter fishing boat Captain, Jason was still in diapers when he caught his first fish. He is proficient with ...

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every type of fishing we have here in Marathon, whether it’s offshore for pelagics, on the reef/wrecks and bay/Gulf for various species and even on the flats for bonefish and more. Capt. Jason has worked with SeaSquared Charters since he was 14, first as deckhand and now as full-time Captain on the original SeaSquared. He is an integral element in the success of SeaSquared Charters, and our reviews on TripAdvisor are testimonials to his talents.

Experienced Charter Fishing Boats Captain

Captain Derek

Derek grew up on the waters of North Carolina, spending his early years fishing and sailing off the coast. Derek has worn many hats in his professional career including serving on the Petersburg VA police force ..

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playing lead guitar in a rock band. Derek moved to the Florida Keys in 2013, where he met his wife Jennifer. Derek obtained his charter license and quickly familiarized himself with fishing in the Keys.. Derrick had captained multiple vessels within Marathon and Duck Key since obtaining his captain’s license. We are pleased to have Derek and his knowledge of the Middle Keys waters join our SeaSquared crew.

Captain Wayne Charter Fishing Boats Captain

Captain Wayne

A native Floridian, Capt. Wayne began his fishing career in the Cape Canaveral area. Capt. Wayne and his wife, Christine, moved to the Keys in 2001 and he quickly ...

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put his fishing talents to work on various charter and private boats. He originally joined the SeaSquared crew to fill in for Capt. Chris as needed. Now, with the acquisition of his beautiful 32-foot Century center console boat, the Wayne’s World, Capt. Wayne is a full-time member of the SeaSquared crew!

Charter Fishing Boats Captain Alex

Captain Alex

Brother to Capt. Jason and also a third-generation charter Captain, Capt. Alex added his family's boat, the Blue Magic, to the SeaSquared fleet in December 2015.

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Capt. Alex has a diversified fishing career, with experience as a private boat Captain, a commercial fisherman and lobsterman. His talents cover the gamut of Keys fishing, including sailfish, offshore for dolphin and tuna, the reefs and wrecks and more. The original Blue Magic was lost in Hurricane Irma in September 2017. In 2018, Capt. Alex and his friend and deckhand, Steve Steenstra, formed a partnership and purchased the current Blue Magic.

Charter Fishing Boats Captain Scott Loves Water

Captain Scott

Scott and his wife Christine love living life on the water. Scott has spent nearly the past decade cruising the Bahamas and the Florida Keys finally calling Marathon home. Scott holds a  ...

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Master Mariner rating on his Merchant Marine credentials. Scott has had a professional career in both law enforcement and as a paramedic. Scott spent his law enforcement career as a marine patrol as well as dive rescue/recovery team. Scott joined the SeaSquared crew in 2022 captaining the Beagle excursion boat. Scott has a wonderful personality and enjoys interacting with his passengers.

Charter Fishing Boats Captain Scott Loves Water
Captain Bill Giliberti
Captain Bill had a fishing pole in his hands before he could walk.  Growing up on the Jersey Shore, he always has a passion for saltwater fishing.  Bill moved to the Florida Keys in 2015 where ...
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he immediately fit right in on the waters here.  Captain Bill is an experienced captain with a 100 ton vessel operator's license.  We are happy to have Captain Bill join the SeaSquared team in 2022.