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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4.94/5 Average Rating

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You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis

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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

Inshore Fishing in Englewood

Tarpon Trip - 25’ Sea Born FX25

100% (15)
25 ft 1 - 6 People From $775
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Eco Tour, Booze Cruise in Fort Myers Beach

3/4 Day Custom Eco/Beach Adventure!

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

Inshore Fishing in Placida

4hr Inshore

100% (2)
24 ft 1 - 8 People From $600
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
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Cape Coral

American Red Snapper Trip

100% (9)
26 ft 1 - 6 People From $2,000

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

Inshore Fishing in Port Charlotte

Backcountry Fishing Trip

NEW
18 ft 1 - 3 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Fort Myers Beach

SWFL Fly And Light Tackle

NEW
19 ft 1 - 3 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Englewood

Nearshore (Up To 15 Miles)

100% (2)
36 ft 1 - 12 People From $1,200
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Punta Gorda

Shallow Waters, Big Memories

NEW
22 ft 1 - 8 People From $650
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 Bokeelia

8 Hour

100% (2)
28 ft 1 - 12 People From $2,200
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 Fishing in Fort Myers Beach

Fort Myers Beach Local Captain.

100% (24)
23 ft 1 - 12 People From $650
See All Trips in Pineland

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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 76 trips in Pineland, and the most popular trips in the area are Fly Fishing Pineland guided by Reid, Tarpon Trip - 25’ Sea Born FX25 guided by Tim, and 3/4 Day Custom Eco/Beach Adventure! guided by Mike.

Our guides in Pineland are rated a 4.94 out of 5 based on 5965 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 $3,700, but the average price for a half day trip in Pineland is $926. The average price for a full day trip in Pineland is $2,021.

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 21 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 is a real professional!! We were on snook minutes from leaving the dock. We caught Red grouper, gag grouper, mangrove snapper and snook. My wife and I highly recommend Captain James.

    Jack L. | November 15, 2025

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    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.

  • ★★★★★
    Amazing trip. Caught a variety and saw plenty of amazing places.

    Nicholas J. | November 4, 2025

    Trip: Fort Myers Beach Fishing Charters

  • ★★★★★
    Captain Ray was knowledgable about area and fishing spots. He was a great guy and a well trained captain. However, we paid for 5 people on a charter and only 2 - 3 poles were ever in the water. This was due to high chop but still somewhat disappointing. I would try captain Ray again.

    Marc M. | August 12, 2025

    Trip: Captiva And Sanibel Fishing Trip

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