Miss Penny Sportfishing Boat at Sea
Miss Penny Eagle Emblem

Islamorada Charter Fishing

The Origin

Built on a
Mother's Legacy.

The Miss Penny isn't just fiberglass and diesel. It’s the physical manifestation of a trust left by Penny, a mother who believed in the dream of life on the water. Every trip we run is a tribute to her spirit.

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The Menu

Featured Trips

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Swordfish Charter
10 Hours

Swordfish Charter

$2,500

Full Day Charter
8 Hours

Full Day Charter

$2,000

3/4 Day Charter
6 Hours

3/4 Day Charter

$1,600

Competitive Fishing

Tournament Mode

Do you have what it takes to compete against the best? We fish the Gold Cup, the Sailfish Tournament, and the Summer Mahi Circuit.

View Tournament Schedule