Head out from City Marina after sunset with a private, four-hour Key West night-fishing charter. Fish reef edges for snapper and grouper with an experienced, family-owned crew and bring home cleaned catch when regulations allow.
Head out from City Marina after sunset with a private, four-hour Key West night-fishing charter. Fish reef edges for snapper and grouper with an experienced, family-owned crew and bring home cleaned catch when regulations allow.
Book with Cowboy/Cowgirl Sportfishing - All Boats
Verified experiences and guided adventures in the surrounding area.
Operated by Cowboy/Cowgirl Sportfishing - All Boats · Key West, Florida
Key West Moonlight Snapper & Grouper Fishing offers a private, four-hour evening charter off Key West, Florida, launching from City Marina at 1801 N Roosevelt Blvd, Key West, FL 33040. Head out after sunset with Cowboy Cowgirl Sportfishing, a family-owned charter business operating since 1965, to fish productive reef grounds under a wide starlit sky. The trip centers on the living coral reef and patch reefs that fringe the lower Florida Keys — prime habitat for yellowtail, mangrove and mutton snapper and, when seasons permit, grouper. The reef’s limestone and coral formations create structure that concentrates fish; at night, baitfish and plankton movement draws predators into concentrated feeding lanes. Expect warm tropical air, a steady salt breeze, and a horizon punctuated with navigation lights and the moon’s reflection on calm water. What makes this private moonlight charter stand out is its local knowledge and intimacy. Your captain reads tides, moon phase and reef activity to choose spots likely to hold fish that bite after dark. The crew supplies rods, tackle, bait, licenses and on-board instruction, so beginners can learn drift and bottom fishing techniques while experienced anglers tune lines for heavier snaps and grouper pulls. Groups up to six enjoy personalized attention and a quieter deck than party boats. Practical details matter: arrive 15 minutes early to check in at the marina dock, bring food and beverages, and dress for night conditions—a light windbreaker and non-slip shoes are smart. The charter includes cleaning and bagging of legally harvested fish at the dock, subject to Florida and federal regulations and seasonal closures. Weather, tides, and moon phases affect success; while guides target snapper and grouper, specific catches cannot be guaranteed. This is more than a fishing trip: it’s a nighttime marine lesson. You’ll learn how reef structure influences local ecology, hear stories from three generations of Key West fishers, and finish with filleted fish ready for a local cook-your-catch restaurant or home preparation. For travelers staying in Key West, this moonlight expedition adds a nocturnal perspective on the island’s marine life and offers a memorable, hands-on way to connect with the Keys’ reef system. Whether you seek a family outing, a bold date night, or a technical evening for anglers, this private charter turns the dark water into an open invitation to feel the bite. Bookings are private for up to six guests and include captain, crew, fishing gear, bait, and cleaning of legally harvested fish; a $150 fuel surcharge applies per charter. Safety briefings cover night operations and the captain makes the final call on weather and locations. Check-in is 15 minutes before departure at City Marina; you will receive a confirmation text with your dock assignment and arrival instructions.
Each private charter accommodates up to six guests.
Yes—rods, tackle, bait and required fishing licenses are included in the charter.
Legally harvested fish may be kept; all catches are subject to Florida and federal regulations, size and bag limits, and seasonal closures.
Arrive 15 minutes before your scheduled departure time at the City Marina dock to meet your captain and board.
Yes—crew provide instruction for beginners, but guests should be able to safely move on deck and follow captain instructions.
A $150 fuel surcharge applies per charter in addition to the charter rate and will be disclosed during booking.
When the Sun Goes Down, the Fishing Heats Up!

Book with Cowboy/Cowgirl Sportfishing - All Boats