Damn Good Deep Dropping Charters In Clearwater

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4.93/5 Average Rating

Recently Booked Deep Dropping Charters In Clearwater, Fl

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, Nearshore Fishing in Clearwater

8 Hour Trip – Predator Pursuit

100% (7)
28 ft 1 - 6 People From $1,499
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, Nearshore Fishing in Clearwater

4 Hour Trip – Neptune’s Feast

100% (7)
28 ft 1 - 6 People From $799
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Treasure Island

10-12 Extreme Hours - Best In FL!

100% (2)
36 ft 1 - 6 People From $3,000
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 in Treasure Island

8Hr Offshore Grouper - Best In FL

100% (2)
36 ft 1 - 6 People From $2,350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Treasure Island

Offshore Fishing 4-8 Hours

100% (24)
26 ft 1 - 12 People From $850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Treasure Island

Extreme Offshore Fishing 10 Hours

100% (24)
26 ft 1 - 12 People From $1,950

Top Types of Deep Dropping Trips in Clearwater

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

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Experts Available 24/7

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

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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 Clearwater

All Target Species in Clearwater

  • 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 Clearwater, Fl

Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Palmetto

8-12 Hour Offshore Trip

100% (1)
35 ft 1 - 6 People From $2,400
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, Nearshore Fishing in Sarasota

6 Hour Sarasota Fishing Trip

100% (56)
27 ft 1 - 6 People From $650
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 in Sarasota

4 Hours Fishing Trip

100% (56)
27 ft 1 - 6 People From $600
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, Nearshore Fishing in Sarasota

8 Hours Fishing Trip

100% (56)
27 ft 1 - 6 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Nokomis

Nokomis Offshore/Nearshore

100% (2)
39 ft 1 - 6 People From $2,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Crystal River

40 Mile Offshore - Big Boat

100% (2)
35 ft 1 - 6 People From $2,195

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 Clearwater deep dropping charter

What are the best deep dropping charters in Clearwater?

The best deep dropping charters in Clearwater are:

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

Our Damn Good Guides currently offer 14 deep dropping trips in Clearwater, and the most popular trips in the area are 8 Hour Trip – Predator Pursuit guided by Nick, 4 Hour Trip – Neptune’s Feast guided by Nick, and 10-12 Extreme Hours - Best In FL! guided by Frank.

Our guides in Clearwater are rated a 4.93 out of 5 based on 9528 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 Clearwater? Check out our beginner and family friendly deep dropping guides in Clearwater.

What types of deep dropping charters are common in Clearwater?

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

The most commonly sought after species for deep dropping in Clearwater are: 1. gag grouper, 2. grunt, 3. hogfish, 4. false albacore, and 5. mangrove snapper.

How much do Clearwater deep dropping fishing charters cost?

Prices for deep dropping in Clearwater can range anywhere from about $923 to $3,900, but the average price for a half day trip for deep dropping in Clearwater is $1,313. The average price for a full day trip for deep dropping in Clearwater is $2,477.

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 Clearwater?

The most popular season to go on a deep dropping charter in Clearwater is summer, and most anglers book their trips 18 days in advance.

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

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

Recent Reviews

  • ★★★★★
    I brought my son down for a weekend of cast and bkast. We soent all day Sunday with Captain Vasiliy aka The Russian Redneck. He runs a very nice wellcraft center consolw. Boat is in great shape with lots if room. We met at the boat launch around 0745 and after quick introductions we shoved off. A quixk stop at a marina baitshop on our way and the day began. We hit an area on tge way out fir maybe 30 min to catch some live baitfish and puahed offshore around 8-9 miles. Over our 8 hour charter we moved to several locations. If a spot got slow, pulled anchor and off to another. I didnt count total fish caught, but several dozen grunts, at least 15 grouper, a hog fish, some others im nor familiar with. We lost a couple big fish. Guessing they were goliaths. I will absolutely go fish with him again. If youre looking fir a friendlt captain who keeps you on the fish this is the one.

    Kurt V. | September 29, 2026

    Trip: 8 Hours Fishing Trip

  • ★★★★★
    We had a blast. The captain is was attentive and fun to be with. We will definitely do it again.

    Gregory W. | September 23, 2026

    Trip: 6 Hour Sarasota Fishing Trip

  • ★★★★★
    Justin worked hard to put us on fish just after tropical storm blew out Excellent job and great personality His boat and gear were in like new condition The four of us were so glad we chose the Cat style boat over traditional hull design I highly recommend

    Chris M. | July 27, 2026

    Trip: 8-12 Hour Offshore Trip

  • ★★★★★
    We couldn’t have asked for a better charter, Vasiliy was spot on with his honey holes and he was a fantastic host! I highly recommend booking a charter with him, I will definitely schedule with him again!

    Anthony L. | July 24, 2026

    Trip: 6 Hour Sarasota Fishing Trip

  • ★★★★★
    Great time! Very welcoming and alot of fun! Definitely booking again

    Tylan K. | July 17, 2026

    Trip: 4 Hour Trip – Neptune’s Feast

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Last updated: October 13, 2026

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