Damn Good Deep Dropping Charters In Pensacola

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

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Recently Booked Deep Dropping Charters In Pensacola, Fl

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 in Pensacola

Pensacola Wreck Fishing

100% (21)
27 ft 1 - 6 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Pensacola

Emerald Coast Deep Water Trip

100% (5)
28 ft 1 - 6 People From $1,250
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Pensacola

Pensacola Federal Waters Fishing

100% (5)
28 ft 1 - 6 People From $1,500
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 in Pensacola

Half Day Nearshore Fishing

100% (21)
27 ft 1 - 6 People From $100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Pensacola

Quick Trips! Kid Friendly

100% (51)
23 ft 1 - 6 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Pensacola

Nearshore Fishing Combo

100% (32)
24 ft 1 - 6 People From $1,050

Top Types of Deep Dropping Trips in Pensacola

Top Species for Deep Dropping in Pensacola

“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

All Target Species in Pensacola

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 Pensacola, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Orange Beach

Bottom Fish & Deep Drop

100% (11)
36 ft 1 - 12 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Gulf Breeze

6 Hours Of OFFSHORE Reef Fishing

100% (4)
33 ft 1 - 12 People From $1,199
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Gulf Breeze

8 Hours Of OFFSHORE Reef Fishing

100% (4)
33 ft 1 - 12 People From $1,499
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Gulf Breeze

Offshore/Deep Sea - 40'

100% (51)
40 ft 1 - 6 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Orange Beach

Six Hour Private Trip

NEW
65 ft 1 - 15 People From $3,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Orange Beach

12hr Orange Beach Deep Sea

100% (10)
41 ft 1 - 12 People From $3,500
See All Deep Dropping Trips in Pensacola

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Everything to Know About Booking a Pensacola deep dropping charter

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

Our Damn Good Guides currently offer 23 deep dropping trips in Pensacola, and the most popular trips in the area are Pensacola Wreck Fishing guided by Larry, Emerald Coast Deep Water Trip guided by Mike, and Pensacola Federal Waters Fishing guided by Mike.

Our guides in Pensacola are rated a 4.95 out of 5 based on 5945 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 Pensacola? Check out our beginner and family friendly deep dropping guides in Pensacola.

What types of deep dropping charters are common in Pensacola?

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

The most commonly sought after species for deep dropping in Pensacola are: 1. amberjack, 2. red snapper, 3. kingfish, 4. mahi mahi, and 5. cobia.

How much do Pensacola deep dropping fishing charters cost?

Prices for deep dropping in Pensacola can range anywhere from about $850 to $4,944, but the average price for a half day trip for deep dropping in Pensacola is $1,081. The average price for a full day trip for deep dropping in Pensacola is $2,724.

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 Pensacola?

The most popular season to go on a deep dropping charter in Pensacola is summer, and most anglers book their trips 20 days in advance.

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

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

Recent Reviews

  • ★★★★★
    Larry was easy going and went out of his way to ensure I had a pleasant 1st time experience!

    Jake H. | August 28, 2025

    Trip: Half Day Nearshore Fishing

  • ★★★★★
    Amazing trip! David was everything we could have hoped for. We had two eleven year olds a fourteen and two dads with little experience. Captain David taught us how to do it all and we have fillets in the fridge to prove it!

    Justin G. | July 31, 2025

    Trip: OFFSHORE Reef Fishing

  • ★★★★★
    I had such a good time for a 3 hour fishing trip. Captain Levi was very knowledgeable about the different fish and how to navigate the waters. We saw another charter boat get stuck on a shipwreck that Captain Levi had just pointed out to us. He took us to the Gulf and we caught a couple of fish. When it got slow, Captain Levi started casting a lure and sure enough, snagged the biggest fish of the day which I landed. When we got in, he cleaned the fish for my boys and even suggested how to cook them. I am so glad my boys (ages 4 and 14) had a great time with Captain Levi.

    John C. | June 21, 2025

    Trip: Quick Trips! Kid Friendly

  • ★★★★★
    Levi is the coolest, most laid back Capt you could ask for. I brought my 9 and 11 year old and my wife. They didn’t have any experience fishing and he handled it like a champ. He knows where the fish are!

    Robert D. | May 27, 2025

    Trip: Quick Trips! Kid Friendly

  • ★★★★★
    We had a blast. Captain Bobby was knowledgeable and fun to be around. We caught snapper and grouper!

    Alston D. | May 25, 2025

    Trip: Red Snapper / Reef Fishing

Other Fishing Techniques in Pensacola

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How are fishing conditions in Pensacola?

View Pensacola Fishing Reports from our damn good guides.

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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.

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:

See All Deep Dropping Trips in Pensacola