Do I need a fishing license?

Yes, participants are responsible for having the appropriate federal and state saltwater fishing permits.

Is food and drinks provided?

Typically, snacks and water are available on board, but it’s best to bring your own in case of dietary preferences.

What if I get seasick?

Notify your guide beforehand to discuss remedies; they often carry motion sickness medication.

Can kids join the trip?

This trip is best suited for anglers 18 and over due to its challenging nature, but check with the operator for age restrictions.

What is the optimal time for swordfishing?

Nighttime and early mornings often yield the best results, but planning around moon phases can heighten your chances.

Wear lightweight, quick-drying clothing, sun protection gear, and consider layers for temperature changes.

Big Game Fishing with Miss Penny Charters in Islamorada | Fishing | Private

Adventure Brief

Join Miss Penny Charters in Islamorada for an intense 10-hour swordfishing trip into the deep waters of the Florida Keys. Discover the challenge and thrill of catching elusive swordfish while encountering vibrant marine life along the way. Perfect for anglers seeking a true offshore adventure with a seasoned guide.

10 hours

challenging

From $2,862.00

Islamorada, Florida, stands as a cornerstone of offshore angling, renowned for its vibrant marine ecosystem and deep-sea fishing heritage. Among its premier offerings is a unique 10-hour swordfishing adventure with Miss Penny Charters LLC, a standout in the local fishing scene. This trip plunges anglers into the dark, mysterious depths between 1,400 and 1,800 feet, where the elusive swordfish lurk beneath the surface. The thrill begins almost immediately, as you vertical jig and troll among the rolling waves, chasing one of the ocean’s most prized and challenging targets. These trips are more than just a chance to catch a fish—they’re a full immersion into the adrenaline of big-game fishing, where patience, skill, and luck collide.

The boat, well-equipped and operated by passionate guides, offers a comfortable platform to harness the raw power of these apex predators. Alongside the main event, marine life such as dolphins, sea turtles, and schools of flying fish often make appearances, adding further wonder to the experience. This adventure is ideal for anglers seeking a serious challenge, combining technical fishing strategies with the beauty of offshore waters. Given Islamorada’s reputation as the sportfishing capital of the world, Miss Penny Charters’ deep-sea trips are an essential pillar of the local fishing community, drawing both seasoned anglers and newcomers eager for their own maritime triumph.

Whether you're looking to land your first swordfish or improve your offshore skills, these trips are a touchstone for authentic, heart-pumping fishing in Florida’s Keys. The journey’s combination of technical skill, natural beauty, and camaraderie makes it a memorable highlight for anyone drawn to the call of the deep.

About Miss Penny Charters LLC

Miss Penny Charters LLC is a professional fishing charter company based in Islamorada, Florida, specializing in full-day, half-day, three-quarter-day, split, and swordfish charters. The captain and crew operate licensed, safety-focused charters that target offshore and reef species along the Florida Keys, offering experienced guidance for anglers of all skill levels.

Trips include live-bait starts, reef and wreck fishing, and deepwater swordfishing excursions that explore depths between 1,400 and 1,800 feet. Miss Penny Charters provides all necessary fishing equipment, local knowledge of seasonal species, and flexible itineraries that adjust to weather and fishing conditions to maximize success and safety. The company emphasizes clear booking policies, transparent pricing for private and split charters, and professional maintenance of onboard gear and safety equipment.

For anglers seeking variety, options range from four-hour half-day trips to ten-hour swordfish hunts and eight-hour full-day charters that combine pelagic and bottom fishing. Split charters are available for groups up to four anglers when the trip fills, making offshore experiences more accessible. Miss Penny Charters is locally rooted in Islamorada and follows applicable Florida fishing regulations and conservation practices. Customer confidence is supported by on-water experience, targeted fishing itineraries, and a commitment to safe, responsive service. Whether pursuing snapper, grouper, amberjack, wahoo, tuna, sailfish, or swordfish, clients can expect focused instruction, species-specific techniques, and a professionally run charter designed for memorable, catch-oriented outings. Reservations are available year-round subject to seasonal availability, and the crew provides pre-trip information on gear, regulations, and suggested preparations for anglers of every experience level.