Damn Good Deep Dropping Charters In The Pine Island Sound

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

Choose a Date
5/5 Average Rating

Damn Good Guides

Experts Available 24/7

100% Weather Guarantee

Recently Booked Deep Dropping Charters In The Pine Island Sound

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, Flats in Cape Coral

Inshore Fishing Charter

96% (28)
21 ft 1 - 6 People From $475

Top Species for Deep Dropping in the Pine Island Sound

“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

Other Trips in the Pine Island Sound

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Fort Myers Beach

Fort Myers Inshore Fishing Trip

100% (3)
25 ft 1 - 6 People From $525
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Punta Gorda

Fly Fishing Backcountry & Flats

NEW
17 ft 1 - 4 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Bokeelia

Cape Coral Inshore Excursion

100% (1)
22 ft 1 - 6 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, River, Flats in Cape Coral

Inshore Bay/flats

NEW
25 ft 1 - 6 People From $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

Inshore, Nearshore, Flats in Fort Myers Beach

Fort Myers/Sanibel Fishing Trip

100% (15)
24 ft 1 - 5 People From $475
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Matlacha

4 - 8 Hour Trips With Capt. Logan

100% (1)
22 ft 1 - 8 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Fort Myers

Fort Myers Inshore Run

NEW
20 ft 1 - 6 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Placida

Placida Inshore Experience

100% (1)
21 ft 1 - 4 People From $350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Pine Island Center

Inshore Fishing At Its Finest!!!

NEW
17 ft 1 - 2 People From $400

Need a Place to Stay?

Everything to Know About Booking a Pine Island Sound deep dropping charter

What are the best deep dropping charters in the Pine Island Sound?

The best deep dropping charters in the Pine Island Sound are:

Why should I book a deep dropping charter in the Pine Island Sound with Captain Experiences?

Our Damn Good Guides currently offer 1 deep dropping trip in the Pine Island Sound: Inshore Fishing Charter guided by Roland.

Our guides in the Pine Island Sound are rated a 5 out of 5 based on 3785 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 the Pine Island Sound? Check out our beginner and family friendly deep dropping guides in the Pine Island Sound.

What types of deep dropping charters are common in the Pine Island Sound?

Deep Sea fishing is the most popular type of fishing for deep dropping in the Pine Island Sound as well as inshore fishing, flats fishing, and nearshore fishing.

The most commonly sought after species for deep dropping in the Pine Island Sound are: 1. speckled trout, 2. snook, 3. redfish, 4. ladyfish, and 5. black drum.

How much do Pine Island Sound deep dropping fishing charters cost?

Prices for deep dropping in the Pine Island Sound can range anywhere from about $505 to $845, but the average price for a half day trip for deep dropping in the Pine Island Sound is $579. The average price for a full day trip for deep dropping in the Pine Island Sound is $779.

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 the Pine Island Sound?

The most popular season to go on a deep dropping charter in the Pine Island Sound is winter, and most anglers book their trips 24 days in advance.

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

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

Recent Reviews

Other Fishing Techniques in the Pine Island Sound

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:

See All Deep Dropping Trips in the Pine Island Sound