Board a 36‑ft Hatteras for a private 4‑hour deep‑sea fishing charter off Key West. Experience trolling, reef and wreck fishing aimed at mahi, wahoo, sailfish and more with an experienced crew and full tackle included.
Board a 36‑ft Hatteras for a private 4‑hour deep‑sea fishing charter off Key West. Experience trolling, reef and wreck fishing aimed at mahi, wahoo, sailfish and more with an experienced crew and full tackle included.
The boat eases off the old docks and the Gulf’s horizon opens like a challenge. Salt spray sharpens the senses as the 36‑ft Hatteras “Cowboy” settles onto the blue shoulder of the Atlantic; gulls wheel and the wake slides away, daring you to drop a line.
Verified experiences and guided adventures in the surrounding area.
Operated by Cowboy Cowgirl Sportfishing Charters · Key West, Florida
The boat eases off the old docks and the Gulf’s horizon opens like a challenge. Salt spray sharpens the senses as the 36‑ft Hatteras “Cowboy” settles onto the blue shoulder of the Atlantic; gulls wheel and the wake slides away, daring you to drop a line.
Key West sits at the hinge between the Atlantic and the Gulf Stream, a place where currents and continental shelf edges concentrate bait and predators alike. That geography—an abrupt shelf, scattered wrecks and living coral outcrops—has shaped a century of commercial and sport fishing here, and the island’s maritime culture still revolves around what comes up on the line.
Expect a mix of techniques: trolling for mahi and wahoo along current seams, drifting near reefs for snapper, or casting at the edges where sailfish can rise. The crew will read the water, set rods and explain tackle, but weather and wire‑line drama decide which species show up.
Practically speaking, bring sun protection, a light wind shell, sea‑stable shoes and motion‑sickness remedies if you’re prone to rolling seas. Morning departures often mean calmer water and cooler temperatures; late afternoons can bring wind and faster action. The vessel includes restrooms, a flybridge for scouting, and full tackle; permits and bait are supplied.
Whether you’re chasing a trophy or learning the ropes, the trip is an active, sea‑level lesson in marine dynamics: currents that push you, reefs that shelter life, and a crew that turns those elements into opportunity. Plan for sun, stay hydrated, and be ready to fight and release with respect for the water beneath you.
No — the charter supplies necessary permits and bait, so guests do not need to purchase local licenses for this private trip.
Typical targets include mahi mahi, wahoo, king mackerel and smaller reef species; longer trips increase chances for billfish like sailfish.
The operator lists wheelchair accessibility for boarding areas, but contact the operator ahead of time to confirm specific accommodations and assistance needs.
Trips may be canceled for unsafe conditions with at least 24‑hour cancellation terms; operators may reschedule or offer refunds per their policy.
Cowboy Cowgirl Sportfishing Charters operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The boat eases off the old docks and the Gulf’s horizon opens like a challenge. Salt spray sharpens the senses as the 36‑ft Hatteras “Cowboy” settles onto the blue shoulder of the Atlantic; gulls wheel and the wake slides away, daring you to drop a line.
The boat eases off the old docks and the Gulf’s horizon opens like a challenge. Salt spray sharpens the senses as the 36‑ft Hatteras “Cowboy” settles onto the blue shoulder of the Atlantic; gulls wheel and the wake slides away, daring you to drop a line.
Key West sits at the hinge between the Atlantic and the Gulf Stream, a place where currents and continental shelf edges concentrate bait and predators alike. That geography—an abrupt shelf, scattered wrecks and living coral outcrops—has shaped a century of commercial and sport fishing here, and the island’s maritime culture still revolves around what comes up on the line.
Expect a mix of techniques: trolling for mahi and wahoo along current seams, drifting near reefs for snapper, or casting at the edges where sailfish can rise. The crew will read the water, set rods and explain tackle, but weather and wire‑line drama decide which species show up.
Practically speaking, bring sun protection, a light wind shell, sea‑stable shoes and motion‑sickness remedies if you’re prone to rolling seas. Morning departures often mean calmer water and cooler temperatures; late afternoons can bring wind and faster action. The vessel includes restrooms, a flybridge for scouting, and full tackle; permits and bait are supplied.
Whether you’re chasing a trophy or learning the ropes, the trip is an active, sea‑level lesson in marine dynamics: currents that push you, reefs that shelter life, and a crew that turns those elements into opportunity. Plan for sun, stay hydrated, and be ready to fight and release with respect for the water beneath you.