Book the 36' Hatteras Cowboy fishing charter in Key West for a private trip tailored to your group. The Cowboy is a proven offshore boat for families and small groups, with options for reef fishing and seasonal offshore action. Private charters start at $850.

You want a private boat without the premium price. The Cowboy delivers. Your group gets the whole boat. No strangers. No sharing. Just you, your crew, and the fish.

At $850 for a half-day, it's the most affordable private offshore charter in our fleet. Families love this boat. So do small groups of friends. The wide deck gives everyone room to fish comfortably.

Hatteras built this sportfisher right. Twin diesel engines power a smooth, stable ride offshore. The deep-V hull cuts through chop. Even on rougher days, you'll fish in comfort.

Shaded seating keeps you cool between bites. A clean restroom means everyone stays comfortable. Large coolers keep drinks cold and fish fresh. Two fighting chairs let you battle big fish properly.

Offshore, we target mahi-mahi. These colorful fish fight hard and taste incredible. Blackfin tuna test your stamina. Wahoo are lightning-fast speedsters. Sailfish put on acrobatic shows.

On the reef, snapper and grouper fill the cooler. These tasty bottom fish are perfect for dinner. We can even add shark fishing to your trip.

First time fishing? The Cowboy crew makes it easy. They'll rig your lines, bait your hooks, and coach you through every fight. Kids as young as 5 have caught fish on this boat.

Half-day trips are popular. But the Cowboy runs trips from 4 to 12 hours. Want to chase sailfish all morning? Done. Prefer a mix of reef and offshore? We can do that. Your captain customizes the trip to your goals.

The Baumgarten family has operated this boat since 1965. That's nearly 60 years of local knowledge. Our captains know where the fish are. They know what they're eating. They put you on fish.

Book the Cowboy for affordable private fishing. You'll see why it's one of Key West's most trusted boats.