Damn Good Deep Dropping Charters In Key Largo

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

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4.96/5 Average Rating

Recently Booked Deep Dropping Charters In Key Largo, Fl

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Deep Sea Fishing in Key Largo

Offshore Fishing Key Largo

100% (4)
28 ft 1 - 4 People From $850
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Inshore, Deep Sea, Nearshore in Key Largo

8 Hours Of Fishing Excitement

100% (54)
24 ft 1 - 12 People From $1,200
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Deep Sea, Nearshore Fishing in Key Largo

Deep Sea, Wreck And Reef

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34 ft 1 - 6 People From $900
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Deep Sea Fishing in Key Largo

Swordfish Slam

100% (10)
35 ft 1 - 6 People From $2,200
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Deep Sea Fishing in Key Largo

Key Largo Reef And Offshore

100% (12)
34 ft 1 - 5 People From $1,000
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Inshore, Deep Sea, Nearshore in Tavernier

Florida Fishin' Frenzy

100% (5)
25 ft 1 - 4 People From $750

Top Types of Deep Dropping Trips in Key Largo

What makes Captain Experiences Damn Good?

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis.

Damn Good Guides

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns.

Experts Available 24/7

100% Weather Guarantee

We want to keep everyone safe, so if the weather is bad we'll work with you to reschedule at no cost.

100% Weather Guarantee

4.9 / 5 Average Rating

We hand pick our Damn Good Guides, and our network spans across North America and beyond.

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.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

Top Species for Deep Dropping in Key Largo

All Target Species in Key Largo

  • 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 Key Largo, Fl

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Deep Sea Fishing in Islamorada

Keys Offshore Fishing Adventure

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Deep Sea, Nearshore Fishing in Islamorada

Islamorada Deep Sea Fishing

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55 ft 1 - 12 People From $1,475
Veteran Operated
This trip is managed by a veteran of the US armed forces.
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Extended Swordfish Trip

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37 ft 1 - 6 People From $2,200
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Deep Sea, Nearshore Fishing in Islamorada

6 Hour 3/4 Day

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34 ft 1 - 12 People From $1,400
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Afternoon Half

100% (24)
44 ft 1 - 12 People From $1,100
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Half Day Deep Sea

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

Didn't Find What You Were Looking For?

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.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

Everything to Know About Booking a Key Largo deep dropping charter

What are the best deep dropping charters in Key Largo?

The best deep dropping charters in Key Largo are:

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

Our Damn Good Guides currently offer 20 deep dropping trips in Key Largo, and the most popular trips in the area are Offshore Fishing Key Largo guided by Justin, 8 Hours Of Fishing Excitement guided by Jason, and Deep Sea, Wreck And Reef guided by Dan.

Our guides in Key Largo are rated a 4.96 out of 5 based on 9485 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 Key Largo? Check out our beginner and family friendly deep dropping guides in Key Largo.

What types of deep dropping charters are common in Key Largo?

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

The most commonly sought after species for deep dropping in Key Largo are: 1. blackfin tuna, 2. amberjack, 3. barracuda, 4. black grouper, and 5. mahi mahi.

How much do Key Largo deep dropping fishing charters cost?

Prices for deep dropping in Key Largo can range anywhere from about $1,100 to $3,950, but the average price for a half day trip for deep dropping in Key Largo is $1,794. The average price for a full day trip for deep dropping in Key Largo is $2,746.

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 Key Largo?

The most popular season to go on a deep dropping charter in Key Largo is spring, and most anglers book their trips 34 days in advance.

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

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

Recent Reviews

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

    Donald T. | August 22, 2026

    Trip: Afternoon Half

  • ★★★★★
    It was an awesome trip very good crew definitely recommend 👌

    Blake R. | June 8, 2026

    Trip: Key Largo Reef And Offshore

  • ★★★★★
    Captain Cole IS. THE. MAN!!! A complete astute professional on the water! From safety to organizational skills on the boat. This team knows how to fish. We can’t forget the skipper of the boat. Talk about absolute work ethic. Consistently giving 100% effort in hunting for fish, educating the individuals fishing on the boat, and guiding us on how to properly fish the species that were being targeted. Fantastic team, fantastic work ethic, a great duo, and what an honor to learn how to fish with Captain Cole and his skipper. Thank you for a fantastic time. We will absolutely be coming back to fish with this team. Thank you Captain Cole and his skipper for having us on his boat, what an honor and an experience. Forever grateful, forever thankful.

    Alexander B. | June 2, 2026

    Trip: 8 Hour Full Day

  • ★★★★★
    Awesome time with Jim plenty of snapper to go around

    Jonas P. | May 6, 2026

    Trip: Key Largo Reef And Offshore

  • ★★★★★
    Had a great day with Captain Dan and first mate. We pomptly set off and had a fantastic time pulling in a Mahi and half a dozen tuna. The trip was as much as we hoped for…good weather, great crew, and some fish to be cooked at a local restaurant. Highly recommend this charter and will definitely be booking again for some other fishing if/when we make it back to the Keys. Thanks Dan and Pete!

    Adam M. | April 8, 2026

    Trip: Deep Sea, Wreck And Reef

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Last updated: October 6, 2026

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