Skip to primary navigation Skip to content Skip to footer

Best Shark Fishing in Key West – Trusted Since 1965

Legendary Shark Fishing Adventures for All Ages and Skill Levels

Since 1965, we’ve been taking thrill-seekers, families, and seasoned anglers on unforgettable shark fishing charters in the waters off Key West. Whether you're looking to battle a blacktip, spot a hammerhead, or reel in a powerful bull shark, our expert captains know exactly where to find the action. From inshore to deepwater hunts, our trips are tailored for every level of experience — all backed by generations of local knowledge.

Best Shark Fishing in Key West – A Legacy Since 1965

From an 18-Foot Great Hammerhead to Today’s Top Shark Fishing Adventures

Historic photo of an 18-foot great hammerhead caught in 1965 by the founder of Cowboy Charters, the start of Key West’s best shark fishing tradition