Damn Good Deep Dropping Charters In Stock Island

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

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4.87/5 Average Rating

Recently Booked Deep Dropping Charters In Stock Island, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Stock Island

Key West Fishing More Than 6 Paxs

100% (37)
63 ft 1 - 12 People From $2,150
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

10 Hr Swordfishing

NEW
33 ft 1 - 4 People From $2,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Full Day Gulf Tuna Trip

NEW
33 ft 1 - 4 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Tuna/Mahi Deep Drop

NEW
33 ft 1 - 4 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Key West Fishing Experience

100% (4)
32 ft 1 - 8 People From $1,100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea Fishing in Key West

Laid Back Key West

100% (15)
33 ft 1 - 6 People From $900

Top Types of Deep Dropping Trips in Stock Island

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 Stock Island

All Target Species in Stock Island

  • 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 Stock Island, Fl

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Dry Tortugas Multi-Day Trip

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Pulley Ridge

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Runnin' The Dry Tortugas

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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
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Deep Sea Fishing in Key West

Federal Gulf Waters

100% (99)
30 ft 1 - 12 People From $1,550
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Deep Sea, Nearshore Fishing in Key West

Morning 1/2 Day Fishing Charter

94% (18)
25 ft 1 - 4 People From $800
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Deep Sea, Nearshore Fishing in Key West

Full Day Private Fishing Charter

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25 ft 1 - 4 People From $1,200

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 Stock Island deep dropping charter

What are the best deep dropping charters in Stock Island?

The best deep dropping charters in Stock Island are:

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

Our Damn Good Guides currently offer 38 deep dropping trips in Stock Island, and the most popular trips in the area are Key West Fishing More Than 6 Paxs guided by Mike, 10 Hr Swordfishing guided by Julien, and Full Day Gulf Tuna Trip guided by Julien.

Our guides in Stock Island are rated a 4.87 out of 5 based on 8319 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 Stock Island? Check out our beginner and family friendly deep dropping guides in Stock Island.

What types of deep dropping charters are common in Stock Island?

Deep Sea fishing is the most popular type of fishing for deep dropping in Stock Island as well as nearshore fishing.

The most commonly sought after species for deep dropping in Stock Island are: 1. red snapper, 2. blackfin tuna, 3. mahi mahi, 4. amberjack, and 5. barracuda.

How much do Stock Island deep dropping fishing charters cost?

Prices for deep dropping in Stock Island can range anywhere from about $1,300 to $4,200, but the average price for a half day trip for deep dropping in Stock Island is $1,727. The average price for a full day trip for deep dropping in Stock Island is $3,484.

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 Stock Island?

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

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

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

Recent Reviews

  • ★★★★★
    We had a great time fishing. DJ was an excellent 1st Mate. He worked hard to make sure we caught a Mahi and he was a lot of fun!

    Holly H. | July 7, 2026

    Trip: Private Offshore Fishing

  • ★★★★★
    Mike and Cole were awesome! Even though it was a slow fishing day for everyone, we still caught some keepers and had a great time!

    Maggie M. | July 1, 2026

    Trip: Key West Fishing More Than 6 Paxs

  • ★★★★★
    Great mate/captain. Very knowledgeable, works hard, knows the fishing spots and will make sure you will catch a lot. Boat is great/ would do again/highly recommend!

    Francesco A. | June 16, 2026

    Trip: Private Offshore Fishing

  • ★★★★★
    We booked an eight hour trip. The captain was amazing and would book him again for sure. We caught a bunch of yellow tail snapper and my youngest son caught a 47lb cobia.

    Angela R. | June 9, 2026

    Trip: Big Pine Wreck And Reef Fishing

  • ★★★★★
    We booked a fishing charter for my husband 60th birthday, and it turned out to be one of the highlights of our trip! Kevin and Max were absolutely awesome! Friendly knowledgeable, professional and committed to making sure everyone had a great time. They put us on the fish and we wound up catching a barracuda and a tuna, which made the day that much more exciting. The best part was bringing our fresh tuna to Kaya restaurant where they prepared it three different ways. It was an incredible experience from start to finish. If you are considering a fishing charter, we highly recommend Captain Experiences and especially Kevin and Max. Thank you for making my husband 60th birthday so special. Looking forward to doing this again!

    Ellie G. | June 2, 2026

    Trip: Key West Fishing More Than 6 Paxs

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Last updated: July 16, 2026

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See All Deep Dropping Trips in Stock Island