Sailfish Charters in Islamorada Winter jumps on the edge

4.6 on Google, 11 reviews

Sailfish season runs roughly December to April on the reef edge, and the days after a cold front are often the best. They are caught on kites and live bait and released at the boat. Three-quarter day, $1,975.

  • Best seasonWinter, roughly December to April
  • How you fish itKite fishing & live bait
  • BoatPoppa Wahoo Too, 53' Hatteras
Two anglers holding a sailfish before release off Islamorada
$1,975Deep sea three-quarter day

When the first cold fronts push bait down the reef line, the sailfish follow, and the stretch of edge off Islamorada becomes prime sailfish water. Tailing fish ride the swells after a front, and on the right day you can sight-fish them like a flats guide.

You fish them the classic Keys way: kites and live bait along the color change, pitching a bait when one shows. You keep the photos of every jump, and every sailfish is released healthy to fight again. A three-quarter day keeps your spread in the zone through the tide changes.

Who runs your boat

Capt. Skip Bradeen is one of the captains you can fish with: voted best charter captain in the Upper Keys 14 years running and named to Salt Water Fisherman's Top 50 Captains in the World. Sailfish season is when that pays off for you.

Ready to book?

$1,975 Deep sea three-quarter day

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Questions first? Call or text (954) 326-7360

Quick answers

When is sailfish season in Islamorada?

Winter, roughly December through April, with the days after cold fronts often the hottest bites of the year.

Do you release the sailfish?

Yes. Sailfish are released boatside after photos. Bring a camera; the jumps are the trophy.

How many people can fish?

Up to 6 guests on either Hatteras. With kite fishing, your group takes turns on the rod so everyone gets a turn.

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