Damn Good Pineland Fishing Charters

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

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Recently Booked Fishing Charters In Pineland, Fl

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Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Bokeelia

12 Hour In Bokeelia

100% (1)
34 ft 1 - 12 People From $2,800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Punta Gorda

Back Bay Fishing

100% (2)
18 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Englewood

Tarpon Trip - 25’ Sea Born FX25

100% (16)
25 ft 1 - 6 People From $775
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Bokeelia

Silver King Tarpon Fishing

100% (10)
22 ft 1 - 12 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Placida

Tarpon Fishing

100% (2)
24 ft 1 - 10 People From $900
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Boca Grande

Boca Grande Pass Legendary Tarpon

100% (32)
24 ft 1 - 5 People From $700

Top Types of Trips in Pineland

Top Species for Fishing in Pineland

“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 Pineland

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)

Red Snapper Fishing Charters In Pineland, Fl

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

Deep Sea Fishing in Bokeelia

12 Hour In Bokeelia

100% (1)
34 ft 1 - 12 People From $2,800
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people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Fort Myers

Big Fish In Fort Myers

100% (7)
32 ft 1 - 6 People From $1,300

More Fishing Charters In Pineland, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Placida

Pully Ridge Deep Drop Trip

100% (1)
34 ft 1 - 12 People From $4,800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Matlacha

Fly Fish The Flats Of Southwest FL

100% (2)
17 ft 1 - 6 People From $500
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Port Charlotte

Port Charlotte Inshore/Nearshore

100% (7)
25 ft 1 - 6 People From $500
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people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Fort Myers

Big Fish In Fort Myers

100% (7)
32 ft 1 - 6 People From $1,300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Punta Gorda

Punta Gorda Inshore

NEW
22 ft 1 - 3 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Matlacha

Inshore Charter

100% (33)
20 ft 1 - 8 People From $550
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Everything to Know About Booking a Fishing Charter in Pineland

Why should I book a fishing charter in Pineland with Captain Experiences?

Our Damn Good Guides currently offer 70 trips in Pineland, and the most popular trips in the area are 12 Hour In Bokeelia guided by Kyle, Back Bay Fishing guided by Eric, and Tarpon Trip - 25’ Sea Born FX25 guided by Tim.

Our guides in Pineland are rated a 4.84 out of 5 based on 6950 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 charters / fishing lessons in Pineland? Check out our beginner and family friendly charters in Pineland.

What types of fishing charters are common in Pineland?

Inshore fishing is the most popular type of fishing in Pineland as well as flats fishing.

The most commonly sought after species in Pineland are: 1. redfish, 2. snook, 3. speckled trout, and 4. tarpon.

The most common fishing techniques in Pineland are artificial lure fishing, fly fishing, and sight casting but topwater fishing is popular as well.

How much do Pineland fishing charters cost?

Prices in Pineland can range anywhere from about $600 to $2,700, but the average price for a half day trip in Pineland is $920. The average price for a full day trip in Pineland is $2,002.

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 fishing in Pineland?

The most popular season for fishing in Pineland is spring, and most anglers book their trips 22 days in advance.

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

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

Recent Reviews

  • ★★★★★
    We had a wonderful trip with Tom! His boat is spacious and co.fortable. and very, very clean. He helped me (a complete novice) to catch 3 fish, while assisting my much more experienced husband. Late in the trip, when we e pressed an interest in seeing one of the coastal towns more closely, he obligigly switched into " tour guide" mode, and steered us into a system of mangrove canals bordered by homes, and told us about the history of the town. We found him to be friendly and we'll informed as well as being a great fisherman. , .

    Douglas S. | April 10, 2026

    Trip: Big Fish In Fort Myers

  • ★★★★★
    Jesse did a great job‼️‼️‼️‼️ we were very happy with our trip and would recommend Jesse in the future‼️ PS Jesse needs a new boat😊🤔😛

    Gary G. | April 8, 2026

    Trip: Fort Myers Beach Local Captain.

  • ★★★★★
    We had a great time! Caught several fish, only a couple of keepers but the primary objective was to have fun and we achieved that!

    Emily M. | April 7, 2026

    Trip: Fort Myers Beach Local Captain.

  • ★★★★★
    My opinion: Capt. Chris was the best, and that's coming from a former 100-ton Coast Guard-certified captain who ran fishing charters in the northeast for years. His boat was clean and well-provisioned, he came prepared, listened to what we wanted to do and delivered on every one of our requests. Along the way he provided great conversation, insights and local color and left us with an unforgettable day. Should we go back to the Cayo Costa/Sanibel/Pine Island area, we 100 percent will hire Chris to take us out again.

    Ted H. | April 6, 2026

    Trip: Boat Day Shelling Beach Sightseeing

  • ★★★★★
    Great time with Chris! Three generations went out for an iguana hunt and Chris was great at guiding us. Thankful for the adventure and our time out on the water.

    Peter M. | April 3, 2026

    Trip: Cast And Blast Cape Coral

Top Targeted Fishing Species in Pineland

Top Fishing Techniques in Pineland

Top Types of Fishing in Pineland

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