Tom’s Deep Sea Fishing by FishFlo

Tom’s Deep Sea Fishing, operating under the FishFlo brand, runs deep sea fishing charters from Naples City Dock using two federally permitted vessels based year-round in Naples. Federal permitting matters for offshore fishing in the Gulf of Mexico because certain reef fish species are regulated separately from state waters, and a federally permitted boat can legally target species and fish in zones that a state-only permitted vessel cannot, which expands the range of trips the operation can offer compared to some smaller local charters.

With over 25 years of experience behind the operation, according to the company, the crew runs nearshore and offshore trips structured as half-day, three-quarter day and full-day charters, giving anglers a few different options depending on how far out they want to go and how much time they have. Each boat carries up to six passengers, a size that keeps the fishing experience personal, with everyone aboard getting real rod time rather than crowding around a rail on a larger party boat.

Running two vessels rather than one gives the company more scheduling flexibility during Naples’ busy winter tourist season, when demand for charter fishing spikes and a single-boat operation can quickly book out weeks in advance. It also allows the crew to split larger groups across two boats or keep both boats working simultaneously on a busy day.

Departing from Naples City Dock puts the operation in the same working marina as several of the city’s other charter boats, within a short walk of Third Street South and the rest of downtown Naples’ shopping and dining district. The dock sits at the mouth of the Gordon River, giving quick access out through Gordon Pass to the Gulf of Mexico for the offshore portion of a deep sea trip.

The FishFlo branding reflects a modernized approach to what is otherwise a traditional Naples charter fishing business, with the crew maintaining an active social media presence to share catch photos and connect with past and prospective clients. That combination, decades of experience on the water paired with a more current brand and online presence, has helped keep the operation visible among the newer wave of Naples visitors researching charters online rather than walking the dock looking for an available boat.

Having two boats also means a group that outgrows a single six-passenger charter can still book with the same operator rather than splitting between two unrelated companies, keeping the trip under one crew’s coordination even when the party is larger than a single boat comfortably holds.