Islamorada Fishing Charters

Private Offshore & Inshore Fishing Charters in Islamorada, Florida Keys

A Fishing Guru

Two Marinas, Two Boats, Endless Fishing

Islamorada is known for world-class fishing, and our charters are built to match it. Offshore trips run out of Three Waters Marina on our 39’ Contender Big Guru, built for speed, comfort, and long runs into productive blue water. Inshore and backcountry charters leave from IslaMarina aboard our 24’ Shallow Sport Little Guru, designed for quiet flats, mangrove shorelines, and calm, shallow water.

Meet The Captains

Our Charters

Two Ways to Fish the Florida Keys

From deep sea action offshore to calm-water days in the backcountry, our private charters give you two great ways to fish Islamorada.

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WHat's Biting

Departs from Three Waters Marina

Deep Sea Fishing & Offshore Fishing

Offshore trips focus on blue-water species such as mahi, tuna, sailfish, wahoo, snapper, and grouper depending on the season and the conditions. If you want a full day of action offshore with a captain who knows these waters, this is the trip.

Departs from IslaMarina

Inshore & Backcountry Fishing

Inshore trips are designed for quiet flats, shallow channels, and close-range fishing. This is where the tarpon, snook, redfish, and trout spend their time. Conditions are calm, the scenery is classic Florida Bay, and the style of fishing is as hands-on as it gets.

Half Day & Full Day

Inshore - Backcountry

Starting at $650

5 guests

Our Boats

Meet the fleet

Two modern boats, each built for a different style of fishing and both rigged for a solid day on the water.

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'Big Guru', 39’ Contender

Big Guru is our 39’ Contender ST, powered for long runs offshore and equipped with the range, speed, and stability that deep sea fishing demands. The layout is clean and open, giving anglers plenty of room to work lines when the bite turns on. Electronics include advanced Garmin chartplotting, sounder, and radar all dialed in to keep us on fish throughout the day.

Departs from Three Waters Marina

Offshore - Deep Sea

6 guests

'Little Guru', 24’ Shallow Sport

Little Guru is our 24’ Shallow Sport, designed specifically for the flats, mangroves, and shallow channels of Florida Bay. The draft is minimal, the ride is quiet, and the deck layout gives anglers a stable platform for sight casting. It’s an ideal setup for tarpon, snook, redfish, and trout.

Departs from IslaMarina

Inshore - Backcountry

5 guests

Target Species

What we're catching in Islamorada

View the Fishing Calendar

Sailfish

When the air is cold, the bite is hot. Winter is best time to catch sailfish and will stick around through spring.

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Mahi Mahi

Peak season in summer when large schools are abundant, but can be caught other months in small quantities.

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Tuna

Can be targeted in abundance during the spring months, but are occasionally caught in winter and summer as well.

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Grouper & Snapper

Strong and Tasty. will test your strength getting it to your dinner table. Snapper caught year-round, grouper during season.

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Tarpon

A true Islamorada specialty. Peak spring through early summer.

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Redfish

Stalk the shallow waters of the everglades in pursuit of this tasty, tailing, hard fighter.

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Snook

Found in mangroves and creeks; responsive to both artificial and live baits.

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Spotted Seatrout

Lots of fun, rod bending action while targeting Seatrout on the grassbeds of the everglades.

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Charter Highlights

What to expect on your charter

Trips are private, structured around the conditions, and paced to match your experience level. The captains explain the plan before you leave the dock, handle the technical work on the water, and keep the day running smoothly so you can focus on the fishing.

All bait, tackle & fishing licenses included

Bottled water & ice provided

Clean, well-rigged boats and gear

Catch cleaned & bagged after the trip

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Ready to Fish Islamorada?

Offshore or inshore, half day or full day, your charter is private, fully equipped, and run by captains who know these waters well. Pick the trip that fits your style and we’ll handle the rest.

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FAQs

Have questions?

Here’s what most guests want to know before they book, from licenses and weather, to what to bring and what we're catching.

How many people can we bring on a charter?

Offshore trips on the 39’ Contender accommodate up to 6 guests. Inshore trips on the 24’ Shallow Sport are best for up to 5 guests due to space and comfort on the flats.

Do we need a fishing license?

No — your license is included. All required fishing permits are covered under the captain’s charter credentials.

What do we need to bring?

Sunscreen, snacks, drinks beyond water, light layers, and a camera. Everything related to fishing — rods, reels, tackle, bait, and ice — is already on board.

Is this trip good for kids or beginners?

Yes. Inshore charters are especially well-suited for kids and first-time anglers thanks to the calm water and steady action. Offshore trips are also great for families who want a full blue-water experience.

Can we keep our catch?

Yes — within state regulations. The captain will explain what’s legal to harvest and will fillet and bag anything kept at the end of the trip.

What’s the best time of year to fish Islamorada?

There’s good fishing year-round, but each season has its highlights. For a month-by-month breakdown, visit our Fishing Calendar.

‍See What’s Biting →

What happens if the weather looks bad?

Safety comes first. If the conditions aren’t suitable, the captain will reschedule or cancel with a full refund. We monitor the forecast and communicate clearly before and during your trip.

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