Board a 34‑ft Contender for a private Key West charter that reaches offshore ledges quickly to chase mahi, kingfish, sailfish and more. Expect fast transit, expert guidance, and a hands‑on day of trolling and bottom fishing on productive Atlantic grounds.
Board a 34‑ft Contender for a private Key West charter that reaches offshore ledges quickly to chase mahi, kingfish, sailfish and more. Expect fast transit, expert guidance, and a hands‑on day of trolling and bottom fishing on productive Atlantic grounds.
The hull crashes through Key West’s turquoise edge; spray salts the air and the horizon eats distance. On a 34‑ft Contender, anglers trade shade for open ocean and the reef for bluewater—where mahi and wahoo streak like flashes daring you to match their speed.
Verified experiences and guided adventures in the surrounding area.
Operated by Cowboy Cowgirl Sportfishing Charters · Key West, Florida
The hull crashes through Key West’s turquoise edge; spray salts the air and the horizon eats distance. On a 34‑ft Contender, anglers trade shade for open ocean and the reef for bluewater—where mahi and wahoo streak like flashes daring you to match their speed.
This stretch of the Gulf Stream has long shaped Key West’s identity: wrecked Spanish galleons, Cuban trade winds, and a deep-rooted fishing culture that dates to Havana-bound schooners. Geologically, the nearby reef and offshore ledges are limestone fingers topped by coral and algae, creating drop-offs that funnel pelagic predators. The local way of life still orbits the water—captains read current and cloud the way others read a map.
Expect a fast, purposeful trip: the Contender’s twin engines reach prime grounds quickly, and the crew switches between trolling and bottom setups depending on what the fish demand. The rhythm on board alternates quiet scanning and sudden, loud action when a rod bends; the ocean’s moods push and release you in turn.
Practical notes: this private four‑hour charter includes tackle, bait, and permits; wear layered sun protection, non‑marking deck shoes, and secure any medication for motion sickness. Mornings are cooler and calmer; late afternoon can bring stronger breeze and brighter light for spotting flash-baits. Bring a small cooler for drinks, but rely on the crew for ice and gear. Whether a first‑timer or a seasoned angler, treat the day as both a lesson in pelagic behavior and a fast, focused hunt for trophy fish.
The boarding location is at the Key West marina indicated on your booking confirmation—there is free parking behind the boats and signage for each vessel.
Yes—tackle, bait, and fishing permits are included with the charter; the crew will outfit anglers with rods suited to the targeted species.
Absolutely—the captain tailors instruction for novices and experienced anglers alike; expect hands‑on coaching for casting, fighting, and landing fish.
Crew will help with cleaning and filleting on request; discuss regulations, size limits, and whether you want fish for a take‑home cooler before departure.
Cowboy Cowgirl Sportfishing Charters operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The hull crashes through Key West’s turquoise edge; spray salts the air and the horizon eats distance. On a 34‑ft Contender, anglers trade shade for open ocean and the reef for bluewater—where mahi and wahoo streak like flashes daring you to match their speed.
The hull crashes through Key West’s turquoise edge; spray salts the air and the horizon eats distance. On a 34‑ft Contender, anglers trade shade for open ocean and the reef for bluewater—where mahi and wahoo streak like flashes daring you to match their speed.
This stretch of the Gulf Stream has long shaped Key West’s identity: wrecked Spanish galleons, Cuban trade winds, and a deep-rooted fishing culture that dates to Havana-bound schooners. Geologically, the nearby reef and offshore ledges are limestone fingers topped by coral and algae, creating drop-offs that funnel pelagic predators. The local way of life still orbits the water—captains read current and cloud the way others read a map.
Expect a fast, purposeful trip: the Contender’s twin engines reach prime grounds quickly, and the crew switches between trolling and bottom setups depending on what the fish demand. The rhythm on board alternates quiet scanning and sudden, loud action when a rod bends; the ocean’s moods push and release you in turn.
Practical notes: this private four‑hour charter includes tackle, bait, and permits; wear layered sun protection, non‑marking deck shoes, and secure any medication for motion sickness. Mornings are cooler and calmer; late afternoon can bring stronger breeze and brighter light for spotting flash-baits. Bring a small cooler for drinks, but rely on the crew for ice and gear. Whether a first‑timer or a seasoned angler, treat the day as both a lesson in pelagic behavior and a fast, focused hunt for trophy fish.