Damn Good Deep Sea Fishing Charters In Islamorada

Check real-time availability and compare rates on Islamorada deep sea fishing trips. Confidently book your next day on the water.

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4.9/5 Average Rating

Recently Booked Deep Sea Fishing Charters In Islamorada, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Full Day Deep Sea

100% (10)
39 ft 1 - 12 People From $1,600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

3/4 Day Deep Sea

100% (10)
39 ft 1 - 12 People From $1,300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Half Day Deep Sea

100% (10)
39 ft 1 - 12 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

8 Hour Full Day

100% (2)
34 ft 1 - 12 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

10 Hour Trip – Swordfish

100% (2)
34 ft 1 - 12 People From $2,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Islamorada

4 Hour Half Day

100% (2)
34 ft 1 - 12 People From $1,100

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4.9 / 5 Average Rating

“Our Damn Good Guides go above and beyond, and we've handpicked every single one. We're passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

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Top Species for Deep Sea Fishing in Islamorada

All Target Species in Islamorada

  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

More Deep Sea Fishing Charters In Islamorada, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Islamorada

6 Hour 3/4 Day

100% (2)
34 ft 1 - 12 People From $1,400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Swordfish Charter - 42' Liberty

NEW
42 ft 1 - 12 People From $3,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Offshore - Mahi-mahi, Tuna, Wahoo

NEW
42 ft 1 - 12 People From $2,400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Islamorada Reefs, Wrecks & Offshore

NEW
42 ft 1 - 6 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Offshore Deep Sea Fishing - 39'

NEW
39 ft 1 - 6 People From $1,300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Islamorada

Islamorada Deep Sea Fishing

NEW
55 ft 1 - 12 People From $1,475

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Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

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Everything to Know About Booking an Islamorada deep sea fishing charter

What are the best deep sea fishing charters in Islamorada?

The best deep sea fishing charters in Islamorada are:

Why should I book a deep sea fishing charter in Islamorada with Captain Experiences?

Our Damn Good Guides currently offer 76 deep sea trips in Islamorada, and the most popular trips in the area are Full Day Deep Sea guided by Timothy, 3/4 Day Deep Sea guided by Timothy, and Half Day Deep Sea guided by Timothy.

Our guides in Islamorada are rated a 4.9 out of 5 based on 9502 verified reviews on Captain Experiences.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for kid friendly deep sea guides / fishing lessons in Islamorada? Check out our beginner and family friendly deep sea guides in Islamorada.

What types of deep sea fishing charters are common in Islamorada?

The most commonly sought after species for deep sea fishing are: 1. mahi mahi, 2. sailfish, 3. wahoo, 4. blackfin tuna, and 5. kingfish.

The most common fishing techniques in Islamorada are trolling, bottom fishing, and heavy tackle fishing but live bait fishing and artificial lure fishing are popular as well.

How much do Islamorada deep sea fishing charters cost?

Prices for deep sea fishing in Islamorada can range anywhere from about $1,050 to $3,600, but the average price for a half day trip for deep sea fishing in Islamorada is $1,540. The average price for a full day trip for deep sea fishing in Islamorada is $2,470.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for deep sea fishing in Islamorada?

The most popular season for deep sea fishing in Islamorada is spring, and most anglers book their trips 57 days in advance.

Do I need a Islamorada fishing license and what are the bag limits in Islamorada?

See here for more information on fishing licenses in Islamorada, bag limits for target species, and fishing season regulations in Islamorada. When in doubt, your guide will always know all the relevant rules and regulations in Islamorada.

Deep sea fishing in Islamorada

Islamorada, situated in the Florida Keys, is widely celebrated as the "Sportfishing Capital of the World." This village of islands, known for its turquoise waters and tropical climate, offers unparalleled access to some of the best offshore fishing in the world, along with the unique charm of the Keys.

The waters around Islamorada teem with a rich variety of fish species, making it a premier destination for both recreational and serious anglers. This area is particularly famous for its Sailfish and Mahi-Mahi (Dorado) fishing. Additionally, anglers have the opportunity to target species like Wahoo, Tuna (including Yellowfin and Blackfin), and King Mackerel. Due to its location between the Atlantic Ocean and Florida Bay, Islamorada provides a diverse fishing experience, with access to both offshore and backcountry waters.

Islamorada's offshore fishing is characterized by its exceptional quality and diversity. The proximity to the Gulf Stream brings a multitude of pelagic fish close to the islands, while the nearby reefs and wrecks offer excellent spots for bottom fishing and attracting various species.

The village offers an array of fishing charters with experienced captains who specialize in navigating these prolific waters. These charters provide various options to suit all levels of experience, from half-day trips ideal for families or beginners to full-day and multi-day adventures for more ambitious anglers. The expertise of Islamorada's captains in locating the best fishing spots and employing effective techniques ensures a successful and memorable fishing trip.

For sportfishing enthusiasts, Islamorada is a dream destination. The area hosts numerous high-profile fishing tournaments throughout the year, attracting competitive anglers from around the globe. The challenge of landing a trophy fish in these waters, coupled with the stunning natural beauty of the Florida Keys, makes for an unforgettable experience.

In addition to its fishing prospects, Islamorada offers a laid-back and scenic island atmosphere. The village is known for its artsy and eclectic vibe, with a range of cultural attractions, excellent seafood restaurants, and boutique shopping. This blend of world-class fishing and a relaxed, tropical lifestyle makes Islamorada an ideal destination for a well-rounded vacation experience.

Recent Reviews

  • ★★★★★
    Frank and Steve were a great team. Prompt, courteous, very knowledgeable and experience. We had a great time and can’t wait to go again. 5 stars

    Victor B. | September 24, 2026

    Trip: Offshore Islamorada Trip

  • ★★★★★
    ⭐️⭐️⭐️⭐️⭐️ What an awesome six-hour charter with Captain Andrew (“Drew”)! He actually took the bay boat out a little early to catch bait before we even got started, and that pretty much set the tone for the whole day—he came prepared and ready to put us on fish. Even with that, we still beat other charters to the honey holes! Gave us a demonstration on throwing the casting bait net in the bay and that in itself was priceless!! We caught mahi and tuna, learned a bunch of little tricks along the way, shared some great stories, and really enjoyed the entire experience. Drew is a Key Largo lifer with generations of family roots in the Keys, and it shows. He knows these waters, the fishing, the weather, where to run, what to look for, and where the fish are. We even navigated through a beast of a storm and got a little wet, but honestly, that just became part of the adventure! Drew handled it calmly and confidently, and it made for one of those stories you’ll laugh about afterward. He is sweet, humble, kind, knowledgeable, and incredibly easy to communicate with. With just three of us, the charter felt personal and relaxed—not like you were just another group being shuffled through. If you’re looking for a smaller charter with a captain who works hard, knows the ocean, shares what he knows, and genuinely wants you to have a great day, Drew is your guy. Great fishing, great conversation, a little adventure, and some awesome memories. We would absolutely go out with him again! 🎣🌊

    Christine F. | August 30, 2026

    Trip: Key Largo Offshore Fishing Trip

  • ★★★★★
    Had lots of fun. Crew was great and we caught a bunch of fish.

    Donald T. | August 22, 2026

    Trip: Afternoon Half

  • ★★★★★
    Amazing trip! Will absolutely be back to Fish with Captain Paul.

    Teresa W. | August 17, 2026

    Trip: Offshore Thrills

  • ★★★★★
    We had a great time, excellent experience definitely would do again

    Steve R. | August 3, 2026

    Trip: Key Largo Offshore Fishing

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Other Types of Fishing in Islamorada

Last updated: October 8, 2026

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