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Green and yellow dolphinfish (mahi-mahi) swimming underwater near the hull of a boat in clear blue ocean water.

Offshore & Deep Sea Fishing in Islamorada

Private blue water charters targeting mahi, tuna, sailfish, wahoo, snapper, and grouper departing from Three Waters Marina MM84.

Islamorada Offshore Fishing

Fishing the Blue Water

Offshore fishing in Islamorada is built around long runs, open-water strategy, and the pelagic species that travel the edge of the Gulf Stream. These trips cover more ground than inshore charters and often combine trolling, live baiting, and working structure depending on conditions. The captain plans the day around current, water color, temperature breaks, and seasonal movement of fish, with the goal of putting you in productive water and keeping you there. It’s a fast-paced, high-energy style of fishing with the potential for bigger fish, stronger fights, and steady action throughout the day.

Two men on a boat holding a large grouper fish partially in the water under a cloudy sky.

Pricing

Offshore Charter Trips & Rates

Our offshore trips are priced per boat, not per person, and include the preparation, planning, and equipment required for a productive day in blue water. The captain adjusts each trip to the conditions, targeting pelagic and reef species depending on what’s active.

Charter Highlights

Trip Essentials

Everything needed for the fishing itself is provided. A few personal items will make the day more comfortable.

What’s Included

  • All offshore tackle and gear
  • Live bait and rigged lures
  • Insulated fish boxes
  • Multiple livewells
  • Fishing licenses for every guest
  • Bottled water and ice
  • All safety equipment
  • Fish cleaning and bagging

What to Bring

  • Reef-safe sunscreen
  • Polarized sunglasses
  • Light jacket for early mornings
  • Hat or sun protection clothing
  • Snacks or additional drinks
  • Motion sickness medication (if needed)
  • Camera or GoPro
  • Small cooler for fillets to go(optional)
Fishing boat with yellow and green design anchored in clear turquoise water under a blue sky with scattered clouds.Angler giving a thumbs-up while holding a large mutton snapper on a charter boat in the open ocean, with fishing rods and reels visible behind himSmiling woman holding a large fish on a boat docked at sunset with palm trees and fishing boats in the background.

"Big Guru"

39’ Contender

Big Guru is a 2023 Contender 39 ST built for long offshore runs and consistent performance in open water. Powered by triple outboards, the boat delivers the range, speed, and stability needed to reach productive blue-water grounds quickly and comfortably. The open deck layout keeps the cockpit clear during a bite, while advanced Garmin electronics help the captain track structure, bait, and pelagic movement throughout the day. Forward seating, padded leaning posts, a console head, and shade from the T-top add comfort without compromising fishing space. It’s a clean, well-rigged offshore platform designed for mahi, tuna, sailfish, wahoo, snapper, grouper, and other species that migrate along the edge of the Gulf Stream.

  • Triple Yamaha 425 XTO engines
  • Garmin GPS, radar, and sounder
  • Multiple livewells
  • Insulated fish boxes
  • Rod storage and clean deck layout
  • Cushioned forward seating
  • Leaning posts + console head (toilet)
  • JL Audio sound system
  • Freshwater washdown
  • Nonskid flooring and T-top shade
A Fishing Guru’s 26’ Pathfinder Pirate Guru running on open water off Islamorada, Florida.The A Fishing Guru charter boat with a bright yellow hull and logo, moored in shallow crystal-clear Florida Keys water

“Pirate Guru”

26’ Pathfinder

Pirate Guru is a brand-new 26’ Pathfinder engineered for ultimate angling versatility in Islamorada. Built to give you the best of both worlds, its hybrid design features a shallow draft tailored for stalking the flats and backcountry channels, paired with a rugged, stepped hull ready to chase hard-fighting sportfish offshore. The expansive open deck layout gives anglers plenty of room to cast and move, making it a stable, high-performance platform for targeting tarpon and snook in the skinny water, or sailfish and mahi out on the blue water.

  • High-performance Yamaha outboard
  • 15-inch shallow draft for backcountry access
  • Expansive front and rear casting decks
  • Tournament-grade livewells and insulated fish boxes
  • Advanced Garmin electronics and navigation
  • Power-Pole shallow water anchoring system
  • Ample lockable rod storage + dry storage
  • Smooth, dry-riding stepped hull design
  • Comfortable seating and ergonomic layout
  • Marine audio sound system
Close-up of a sailfish with its bill held by a person wearing a yellow glove, partially out of the water near a boat.

Ready to Fish Islamorada Offshore?

Big Guru is rigged, fueled, and ready for the blue water. Choose a half day or full day, and the captain will run the most productive water based on current conditions, species movement, and what’s been biting.

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 charters accommodate up to 6 guests aboard Big Guru, our 39’ Contender ST with triple outboards.

Where do inshore trips depart from?

Offshore trips leave from:
Three Waters Marina
84001 Overseas Hwy
Islamorada, FL 33036

What time do offshore trips start?

Departure times vary by season, weather, and targeted species. Your captain will confirm the best start time for current conditions.

What’s included in the trip?

All tackle, bait, rigged lures, licenses, ice, bottled water, and safety equipment are included. Fuel is also included in the charter rate.

What should I bring?

Polarized sunglasses, reef-safe sunscreen, snacks or drinks, and a light jacket for early mornings. Motion-sickness medication is recommended for anyone sensitive to offshore conditions. A small cooler for your fillets is optional.

What happens if the weather is bad?

If conditions are unsafe, the trip will be rescheduled or canceled. Weather-related cancellations receive a full refund or credit.

What is your cancellation policy?

Full refund with 7+ days notice (minus 4% booking fee)
50% refund with 48 hours–7 days notice
No refund within 48 hours
Weather cancellations are fully refunded or rescheduled

Can children join the offshore trip?

Yes. However, offshore conditions can be more demanding than inshore fishing. Please consider each child’s comfort level with boat motion and longer runs.

Can we keep what we catch?

Yes, for all legal species in season. Your captain will clean and bag your fillets at the end of the trip.

Is the boat accessible for guests with mobility needs?

The boat is suitable for most guests, but please let us know ahead of time if anyone in your group has mobility considerations. This allows the captain to prepare and ensure safe, comfortable boarding and movement around the deck.

What guests say

Testimonial section

“We had a great time and caught so many fish! Captain Dylan and his brother Ryan we wonderful and informative. Even though the boating conditions were not perfect, they made it happen..”
Guest review
“Captain Pete was great. We had a blast. Caught a ton of fish..”
Guest review
“Great day with captain pete. Had us on the fish all day while the children out fished the adults catching the bigger trout. 10/10 would recommend booking them if you are down here.”
Guest review
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