Underwater Cowboy

Experience the best of the Florida Keys with private diving and fishing charters led by a local Master Instructor.

Underwater Cowboy operates out of the Key Largo Fishery in the Pilot House canal, offering private scuba diving and fishing charters for groups up to six. Led by Captain Dan, a PADI Master Instructor with over 10,000 dives logged across two decades, the business provides guided reef and wreck diving throughout the Upper Keys alongside offshore sea fishing experiences on a vessel specifically designed for South Florida conditions. The operator emphasizes flexibility and local knowledge, running private charters seven days a week to accommodate vacation schedules. Services include full PADI certification courses ranging from Open Water Diver to Master Scuba Diver, as well as specialty certifications like Deep Diver and Enriched Air. The business also handles equipment rental, air/nitrox fills, and maintenance/repairs. Guests receive a private luxury experience with all necessary gear included in the dive package, such as tanks (Nitrox or Air), BCD, regulator, licensed captain, and professional guide.

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