Deep Sea Sailfishing
Islamorada Sailfishing Charters
Live Bait & Big Action
World-Class Sailfishing in the Florida Keys
Set sail into the deep blue and battle one of the ocean’s most thrilling gamefish: the sailfish. On our Islamorada Sailfish Charters, you’ll experience high-speed action, spectacular aerial displays, and heart-pounding fights.
Captain Killgore uses fresh live bait, tournament-level gear, and decades of local knowledge to give you the best chance at a hook up. Every trip is customized around the weather, tides, and migration patterns to keep you in the strike zone. Whether it’s your first time offshore or you’re chasing another trophy for your wall, you’ll feel the rush as a sailfish bursts from the water, often just yards from the boat.
What You’ll Experience
- A fast run to prime sailfish grounds just off Islamorada
- Setting live bait in the spread
- A strike! Followed by a high-jump, acrobatics, tail walking, and powerful runs
- Tactically landing the fish with constant adjustments
- Release or photo (catch-and-release is standard unless otherwise requested)
- Stories, stories, stories, and memories that last a lifetime
Boat, Capacity & Trip Details
Vessel: 23′ Sea Craft Open Fisherman (stable, dry ride, with canvas T-top for shade)
Capacity: Up to 6 anglers
Trip Durations: ½ day, ¾ day, or full-day sailfish-focused trips (customizable)
What’s Included:
• Live bait & bait rigging
• Rods, reels, line, tackle
• Ice, water & cooler
• Fishing licenses & permits
• Captain & crew
What to Bring: Quick-dry clothing, sunscreen, sunglasses, hat, sunscreen, snack/lunch, camera, and comfortable shoes
Sailfish Photo Gallery
Ready to Book Your Sailfish Adventure?
Whether it’s your first time offshore or you’re chasing another trophy, there’s no fishing trip quite like sailfishing, and no better place to experience it than Islamorada, the Sportfishing Capital of the World. Book your sailfishing charter today!