Damn Good Deep Dropping Charters In Islamorada

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

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Recently Booked Deep Dropping Charters In Islamorada, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Islamorada

Deep Sea Trophy Hunt

NEW Guided by Ken
45 ft 1 - 6 People From $950
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore Fishing Charter in Islamorada

Islamorada Trolling / Wreck Fishing

94% (16) Guided by Pete
37 ft 1 - 6 People From $850
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing Charter in Islamorada

Best Islamorada Sportfishing

NEW Guided by Richard
43 ft 1 - 6 People From $1,100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing Charter in Islamorada

3/4 Day Trip

100% (5) Guided by Troy
44 ft 1 - 6 People From $1,400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing Charter in Islamorada

Full Day Trip

100% (5) Guided by Troy
44 ft 1 - 6 People From $1,700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing Charter in Islamorada

Afternoon Half

100% (5) Guided by Troy
44 ft 1 - 6 People From $1,000
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Top Types of Deep Dropping Trips in Islamorada

Top Species for Deep Dropping in Islamorada

“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.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

Target Species in Islamorada

View Full Species Seasonality Chart »
  • 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 Dropping Charters In Islamorada, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Islamorada

Islamorada Swordfishing

NEW Guided by Ken
45 ft 1 - 6 People From $2,500
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Islamorada

Trolling And/or Wreck Fishing

94% (16) Guided by Pete
37 ft 1 - 6 People From $850
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Islamorada

Extended Swordfish Trip

NEW Guided by Larry
37 ft 1 - 6 People From $2,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Islamorada

Islamorada Swordfish Big Game Hunt

100% (3) Guided by Tony
32 ft 1 - 6 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Islamorada

Full Day Swordfishing

100% (4) Guided by Conan
1 - 6 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Islamorada

Keys Offshore Fishing Adventure

100% (15) Guided by Chris
26 ft 1 - 4 People From $1,275
See All Deep Dropping Trips in Islamorada

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Everything to Know About Booking an Islamorada deep dropping charter

What are the best deep dropping charters in Islamorada?

The best deep dropping charters in Islamorada are:

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

Our Damn Good Guides currently offer 26 deep dropping trips in Islamorada, and the most popular trips in the area are Deep Sea Trophy Hunt guided by Ken, Islamorada Trolling / Wreck Fishing guided by Pete, and Best Islamorada Sportfishing guided by Richard.

Our guides in Islamorada are rated a 4.74 out of 5 based on 3710 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 dropping guides / fishing lessons in Islamorada? Check out our beginner and family friendly deep dropping guides in Islamorada.

What types of deep dropping charters are common in Islamorada?

Deep Sea fishing is the most popular type of fishing for deep dropping in Islamorada as well as nearshore fishing and inshore fishing.

The most commonly sought after species for deep dropping in Islamorada are: 1. blackfin tuna, 2. mahi mahi, 3. sailfish, 4. wahoo, and 5. black grouper.

How much do Islamorada deep dropping fishing charters cost?

Prices for deep dropping in Islamorada can range anywhere from about $850 to $2,200, but the average price for a half day trip for deep dropping in Islamorada is $953. The average price for a full day trip for deep dropping in Islamorada is $1,610.

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 on a deep dropping charter in Islamorada?

The most popular season to go on a deep dropping charter in Islamorada is spring, and most anglers book their trips 37 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 fishing guide will always know the right rules and regulations in Islamorada.

Recent Reviews

  • ★★★★★
    Captain Dan and Ryan were fantastic. The ocean was pretty rough that day but they helped us have a great time and pull in quite a few fish. We’ll be back again next year and will definitely look to hire them again!

    Moira V. | November 8, 2024

    Trip: Deep Sea, Wreck and Reef

  • ★★★★★
    Great time with Capt. Daniel . Over 25 years of experience and it shows. Good guy that went the extra mile to make us feel welcomed.

    Brandon &. | September 13, 2024

    Trip: Deep Sea, Wreck and Reef

  • ★★★★★
    We had a great time! They catered to all the fishing levels and interest! As one of my bridesmaid’s said… what a perfect activity we fished, we chilled on the boat, we talked, drank, napped, and sunned at our own liking.

    Madison T. | July 30, 2024

    Trip: Full Day Trip

  • ★★★★★
    Our team of 6 went inshore fishing and got plenty of mangrove snappers! The captain Chris was very informative and friendly. He took us to different spots to catch fish and get a nice breezy ride with amazing scenery of Florida keys.

    Iryna B. | June 3, 2024

    Trip: Keys Offshore Fishing Adventure

  • ★★★★★
    We booked a 3/4 day after speaking with the captain the (plan) was made to shoot out deep and if we were not hitting them we would come in on the 3/4 day booking rather than a full day. Captain troy and his first mate worked as hard as I have ever seen to get fish on the boat. Not sure but at one time I think he had a deep running plug in one marlin plug and 4 top water trolling plugs so it looked like they were shooting for many different depths. We finally got into the mahi-mahi it was on. The first mate and captain maneuvered through 4 men as quick as humanly possible pulling fish off the lines and baiting hooks and handing them back. The only true way to explain it would be controlled chaos. These guys are GREAT at what they do and both the first mate and the captain seem to be fantastic people in there own right. So if your looking for a hard working boat stop here at Miller Time....

    Vance T. | May 21, 2024

    Trip: 3/4 Day Trip

  • ★★★★★
    We had a terrific day with Pete!

    Kipp H. | April 12, 2024

    Trip: Trolling and/or Wreck Fishing

  • ★★★★★
    What an amazing day of fishing and boating. Captain Pete and his mate Christy were great with my three boys. They really made the experience "The Best Day Ever!"

    Roy G. | April 6, 2024

    Trip: Trolling and/or Wreck Fishing

  • ★★★★★
    We had a blast fishing with Captain Troy and his crew! They did everything possible to provide us an exciting adventure during our vacation. We caught a variety of fish and enjoyed grilling them up that evening. We highly recommend Captain Troy for your Florida Keys fishing adventure.

    Patrick G. | March 13, 2024

    Trip: Afternoon Half

  • ★★★★★
    Great time! Very nice guy, helpful, knowledgeable and friendly. Would definitely go out again.

    Jeff C. | March 12, 2024

    Trip: Key Largo Reef Trip

  • ★★★★★
    Awesome day. Great Capt. and 1st mate.

    Thomas E. | January 1, 2024

    Trip: Full day fishing

  • ★★★★★
    Had a great time. I will definatly go again with capt. Pete next time I'm here

    Jason J. | October 11, 2023

    Trip: Islamorada Trolling / Wreck Fishing

  • ★★★★★
    Wow what a great time we had. Captain Scott was awesome caught some fish, great conversation as well would recommend to anybody.

    Nickolas T. | September 1, 2023

    Trip: Florida Fishin' Frenzy

  • ★★★★★
    Pete and his wife could not have been any nicer and their boat was perfect. Pete kept us on the water longer than our trip was scheduled for trying to put some fish in the boat (we caught 1 tile fish and 3 vermillion that were just over 12 inches) I know the captain cannot control the bite as I have been on 100’s of charters however we fished with one rod the entire day! It was an electric reel since we were fishing in 600 plus feet of water. I spent almost the entire day watching my girlfriend dropping her line down and flipping the switch to bring it back up. That certainly is not what we had in mind when we booked the trip. We should have had two rods to fish with and moved into the reefs for some snapper, yellow tail or something but to deep drop the entire with one rig and zero activity was really disappointing.

    Jason C. | August 25, 2023

    Trip: Islamorada Trolling / Wreck Fishing

  • ★★★★★
    Scott was great

    Jacob H. | July 18, 2023

    Trip: Florida Fishin' Frenzy

  • ★★★★★
    Great time! Captain Pete and his wife were a great time! We will come back for sure!

    Michael I. | July 3, 2023

    Trip: Islamorada Trolling / Wreck Fishing

  • ★★★★★
    We had a blast! Captain Pete made sure we caught some great reef fish. We caught 2 Spanish mackerel, a yellow trail, a barracuda (large and mean), and a few others. It was so much fun! My 16 year old that loves to fish in Nebraska has the best time!

    Kristi P. | June 25, 2023

    Trip: Islamorada Trolling / Wreck Fishing

  • ★★★★★
    We had a great day on the water with Captain Jim. He is incredibly knowledgeable about fishing in the keys. We would definitely rebook a charter with him.

    Tad T. | May 19, 2023

    Trip: Key Largo Reef and Offshore

  • ★★★★★
    Awesome best day

    Paul M. | May 5, 2023

    Trip: Deep Water Adventure

  • ★★★★★
    Captain Conan and Alyssa were excellent. Here is a picture of me, Captain Conan and the giant Jack we caught (we used a blackfin tuna we caught earlier in the charter). He is clearly an experienced captain with an ability to put clients on fish.

    Danny F. | May 13, 2022

    Trip: Deep Water Adventure

  • ★★★★★
    BEST EXPERIENCE & EATS We booked our offshore fishing charter last-minute (the day before we left), it ended up being the best part of our trip. We can’t wait to come back! Captain Conan contacted us the evening prior to discuss a game plan and let us know exactly what we needed for preparation. Being our first offshore fishing adventure and having two kids, this was much appreciated. The waters were predicted to be somewhat rough with a wind presence. Conan emphasized maintaining safety as his priority despite the conditions. I can say we all felt safe for the duration of our trip. Capt. Conan and his First Mate, Alyssa, met us at the docks and helped the kids onto the boat. ‘Just One More’ was ready to go: cooler was filled with ice for our food/ drinks; bluetooth hookup to speakers for necessary offshore soundtracks; bean bags available on deck for kids to chill in. As we headed offshore, Alyssa pointed out the dolphins, sea turtles and jelly fish we saw along the way. Our offshore targets were dynamic, ranging from sailfish to permit; barracudas to snapper and barjack. We were able to hook many large fish, including barracuda (catch & release) plus a yellow barjack and many yellowtail snapper, which we were able to keep for eating. Conan processed our catch upon return to the dock, and also recommended a local restaurant to prepare our fish/ his go-to menu selections, which ended up being our best meal of the trip. The ‘Just One More’ is a safe, clean, comfortable and spacious boat. Captain Conan proved to be just as passionate as he is knowledgeable when it comes to offshore fishing. Rather than simply looking to make a dollar, he cares to really create an experience for his customers. Conan was able appeal to both the kids and the provide thrill for the adults on our trip.

    Beth P. | March 26, 2022

    Trip: Deep Water Adventure

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See All Deep Dropping Trips in Islamorada