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

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Pineland

Fly Fishing Pineland

NEW
18 ft 1 - 4 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Cape Coral

Full Day Cape Coral Offshore

100% (9)
26 ft 1 - 6 People From $1,600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Flats Fishing in Punta Gorda

Punta Gorda Fly Fishing Trip

NEW
17 ft 1 - 2 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Cape Coral

Inshore 4hr Trip

NEW
21 ft 1 - 4 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Fort Myers Beach

Red Snapper Baby!

100% (3)
34 ft 1 - 6 People From $1,650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Cape Coral

10 Hour Trip – Snapper/Grouper

100% (1)
30 ft 1 - 6 People From $1,800

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)

More Fishing Charters In Pineland, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Englewood

12 Hour Offshore (80 To 100 Miles)

100% (2)
36 ft 1 - 12 People From $4,000
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Englewood

Red Grouper, Snapper, Pompano

100% (2)
36 ft 1 - 12 People From $2,400
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Bokeelia

Tarpon Trip

NEW
22 ft 1 - 4 People From $950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Saint James City

Inshore Back Water Fishing Trip

NEW
18 ft 1 - 3 People From $500
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Cape Coral

Inshore Bay / Flats

100% (14)
25 ft 1 - 6 People From $550
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Bokeelia

Grouper/Snapper 40mi+

100% (1)
34 ft 1 - 12 People From $2,000
See All Trips in Pineland

Need a Place to Stay?

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 78 trips in Pineland, and the most popular trips in the area are Fly Fishing Pineland guided by Reid, Full Day Cape Coral Offshore guided by Michael, and Punta Gorda Fly Fishing Trip guided by Michael.

Our guides in Pineland are rated a 4.8 out of 5 based on 5960 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?

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

How much do Pineland fishing charters cost?

Prices in Pineland can range anywhere from about $600 to $4,800, but the average price for a half day trip in Pineland is $959. The average price for a full day trip in Pineland is $2,312.

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 27 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 day out on the water. Jason put us on fish and we couldn’t be happier with our experience.

    Pamela M. | November 30, 2025

    Trip: 10 Hour Trip – Snapper/Grouper

  • ★★★★★
    Captain Jesse knew where the fish were and just a great captain to hang with very knowledgeable would for sure go out on his boat with him again

    Michael A. | November 9, 2025

    Trip: Fort Myers Beach Local Captain.

  • ★★★★★
    Had a great time catching fish. Billy was patient with us and extremely helpful. 10 out of 10 would recommend!

    Sebastian L. | October 4, 2025

    Trip: Inshore Bay / Flats

  • ★★★★★
    Captain Dalton did a great job and so knowledgeable of the area. His knowledge of the fish, areas to fish, is excellent. His old Florida mantra made the trip top notch. We will be looking for hIm on our next trip to FT. MYERS

    Ronald K. | July 5, 2025

    Trip: Fishing Thrills In Fort Myers

  • ★★★★★
    My son and I had a blast with Captain Victor. He’s a great guy, knows how to get into fish and really made it a great experience. We’ll be going out with him more in the future.

    Benjamin H. | June 17, 2025

    Trip: South West Florida Skinny Waters

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See All Trips in Pineland