Offshore Fishing Charters Key West

When you book with Cowboy Cowgirl Sportfishing, you're fishing with Key West's most experienced charter operation. Three generations of our family have guided anglers in these waters since 1965.

Our captains have years of experience fishing these waters. Every morning, they get together at the dock to discuss conditions, water temperatures, and where the fish are biting. They share intel and throw fishing plans to each other - working together so every boat has the best shot at putting you on fish.

Every vessel in our fleet carries all required USCG safety equipment and is fully equipped for offshore adventures. We maintain tournament-level tackle, fresh bait, and everything needed for blue water fishing. We operate from two convenient locations - 1801 N. Roosevelt Blvd and 5950 Peninsular Ave - both with free parking for all guests.

We don't cut corners. Our crews arrive early to prep the boat and tackle. Your trip starts the moment you step aboard, not 30 minutes into your charter. That's the difference experience makes. For details on what different trips cost, see our guide to Key West fishing charter prices. Still deciding between booking solo or chartering the whole boat? Our breakdown of shared vs private fishing charters can help.

Offshore fishing in Key West means running beyond the reef line into deep, open water—typically 100 to 1,000+ feet. The Gulf Stream runs close to shore here, sometimes just 10 miles out, bringing warm blue water and the pelagic species that follow it.

Most offshore trips range from 4 to 12 hours depending on your target species and how far offshore conditions require. Half-day trips (4-5 hours) are ideal for families and first-time anglers. Full-day trips (8-12 hours) let us run further offshore to target tuna, wahoo, and marlin in the deep blue water.

No experience is necessary. Our captains have decades of experience with anglers of all skill levels—from kids catching their first fish to seasoned tournament fishermen. We handle the boat, the tackle, and the technique. You focus on the fight.

Key West's offshore waters hold some of the most sought-after gamefish in the world. Mahi-mahi (also called dolphin) are the most popular catch—fast, acrobatic, and delicious on the grill. Peak season runs March through June, but we catch them year-round.

Wahoo are prized for their lightning-fast runs and excellent table fare. October through February is prime wahoo season. Blackfin tuna are powerful fighters that show up strongest in winter, while sailfish put on spectacular aerial displays from November through March.

Blue marlin—the ultimate offshore trophy—patrol our waters from May through September. These are catch-and-release only, but there's nothing like seeing a big blue light up behind the baits. We also target reef species like snapper and grouper on mixed offshore trips.

Key West and the Lower Florida Keys sit at the southern tip of the continental United States, where the Atlantic Ocean meets the Gulf of Mexico. This unique geography creates world-class offshore fishing opportunities you won't find anywhere else.

The Gulf Stream—that warm, fast-moving current that carries baitfish and predators—runs closer to shore here than almost anywhere on the East Coast. Some days we're fishing blue water just 10 miles from the dock. The Lower Keys also offer protected reef systems, deep wrecks, and open ocean all within reach of a single charter.

Our fleet departs from Key West's two most convenient marinas: 1801 N. Roosevelt Blvd and 5950 Peninsular Ave. Both offer free parking for charter guests. From either location, we can reach prime offshore fishing grounds in under an hour—maximizing your time on the water.

Learn more about deep sea fishing in Key West →