Damn Good Fly Fishing Charters In The Pine Island Sound

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

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Recently Booked Fly Fishing Charters In The Pine Island Sound

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
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Cape Coral

Inshore Fishing Charter Cape Coral

99% (131)
26 ft 1 - 12 People From $475
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people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Venice

Fly Fishing Boca Grande

NEW
18 ft 1 - 6 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Naples

4 Hour Naples Inshore/Nearshore

90% (10)
23 ft 1 - 4 People From $500
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
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Punta Gorda

Fly & Light Tackle Flats Inshore

100% (7)
17 ft 1 - 4 People From $450

Top Types of Fly Fishing Trips in the Pine Island Sound

Top Species for Fly Fishing 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

More Fly Fishing Charters In The Pine Island Sound

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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Punta Gorda

Fly & Light Tackle Flats Inshore

100% (7)
17 ft 1 - 4 People From $450
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, Nearshore, Flats in Naples

4 Hour Naples Inshore/Nearshore

90% (10)
23 ft 1 - 4 People From $500
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Venice

Fly Fishing Boca Grande

NEW
18 ft 1 - 6 People From $400
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Cape Coral

Inshore Fishing Charter Cape Coral

99% (131)
26 ft 1 - 12 People From $475
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
See All Fly Fishing Trips in the Pine Island Sound

Other Captain Experiences Trips in the Pine Island Sound

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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Fort Myers Beach

Fort Myers Inshore Fishing Trip

100% (9)
25 ft 1 - 6 People From $525
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Bokeelia

Cape Coral Inshore Excursion

100% (9)
22 ft 1 - 6 People From $550
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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
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% (54)
24 ft 1 - 5 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Matlacha

4 - 8 Hour Trips With Capt. Logan

100% (7)
22 ft 1 - 8 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Placida

Placida Inshore Experience

100% (3)
21 ft 1 - 4 People From $350
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people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Fort Myers

Fishing Thrills In Fort Myers

100% (5)
22 ft 1 - 8 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cape Coral

Inshore/Flats Trip

NEW
26 ft 1 - 6 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Bokeelia

Pine Island Inshore/Nearshore Trip

NEW
24 ft 1 - 5 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Fort Myers Beach

4 Hr Fishing Fun

100% (1)
23 ft 1 - 8 People From $550
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Dolphin Watching, Shelling in Captiva

Captiva And Sanibel Fishing Trip

100% (2)
24 ft 1 - 12 People From $350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats, Eco Tour in Saint James City

Half Day (AM)

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

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Everything to Know About Booking a Pine Island Sound fly fishing charter

Why should I book a fly fishing charter in the Pine Island Sound with Captain Experiences?

Our Damn Good Guides currently offer 8 fly fishing trips in the Pine Island Sound, and the most popular trips in the area are Fly Fishing Pineland guided by Reid, Inshore Fishing Charter Cape Coral guided by Roland, and Fly Fishing Boca Grande guided by Rex.

Our guides in the Pine Island Sound are rated a 4.88 out of 5 based on 5974 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 fly fishing guides / fishing lessons in the Pine Island Sound? Check out our beginner and family friendly fly fishing guides in the Pine Island Sound.

What types of fly fishing charters are common in the Pine Island Sound?

Inshore fishing is the most popular type of fishing for fly fishing in the Pine Island Sound as well as flats fishing, nearshore fishing, and river fishing.

The most commonly sought after species for fly fishing in the Pine Island Sound are: 1. redfish, 2. snook, 3. speckled trout, 4. tarpon, and 5. jack crevalle.

How much do Pine Island Sound fly fishing charters cost?

Prices for fly fishing in the Pine Island Sound can range anywhere from about $518 to $1,700, but the average price for a half day trip for fly fishing in the Pine Island Sound is $868. The average price for a full day trip for fly fishing in the Pine Island Sound is $1,118.

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 fly fishing charter in the Pine Island Sound?

The most popular season to go on a fly fishing charter in the Pine Island Sound is spring, and most anglers book their trips 21 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

  • ★★★★★
    My son and I had a great time with Roland. We did the Inshore charter and were catching fish from the first cast. Took home some nice speckled trout. Looking forward another charter with Roland.

    Brian S. | June 3, 2025

    Trip: Inshore Fishing Charter Cape Coral

  • ★★★★★
    We had a great time with Captain Sean! He is incredibly knowledgeable and experienced! I would highly recommend him for your next charter. When we come back we’ll definitely be calling him again!!

    Rebecca S. | March 29, 2025

    Trip: 4 Hour Naples Inshore/Nearshore

  • ★★★★★
    We recently have an awesome trip with Roland. He was extreamly patient with our Grand kids that were along. I would highly recommend this excursion to anyone. Jane

    Jane N. | March 27, 2025

    Trip: Inshore Fishing Charter Cape Coral

  • ★★★★★
    Captain Roland was fantastic! He put us into several different areas, targeting several species and delivered our goal of taking home fresh catch for dinner. We caught snook, snapper, convict fish and sea trout. An altogether great experience for the four of us. We highly recommend and will be back next season for another outing!!

    Scott M. | March 10, 2025

    Trip: Inshore Fishing Charter Cape Coral

  • ★★★★★
    Had a great time. Experiences we will never forget. We will for sure be booking with Roland again.

    Cody T. | January 26, 2025

    Trip: Inshore Fishing Charter Cape Coral

Other Fishing Techniques in the Pine Island Sound

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See All Fly Fishing Trips in the Pine Island Sound