Damn Good Sheepshead Fishing Charters In Pine Island

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

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Recently Booked Sheepshead Fishing Charters In Pine Island

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, River, Flats Fishing Charter in Cape Coral

Inshore Bay/flats

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

Inshore, Nearshore, Flats Fishing Charter in Bokeelia

Cape Coral Inshore Excursion

100% (1)
22 ft 1 - 6 People From $500
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, Flats Fishing Charter in Cape Coral

4 Hour Inshore

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

Inshore, Nearshore Fishing Charter in Fort Myers Beach

Fort Myers Inshore Fishing Trip

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

“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 Pine Island

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing Charter in Bokeelia

Bokeelia Half Day Inshore

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

Inshore Fishing Charter in Bokeelia

Bokeelia Tarpon Fishing

NEW
24 ft 1 - 3 People From $1,100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter in Fort Myers

Fort Myers / Sanibel Inshore Action

100% (1)
18 ft 1 - 2 People From $425
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats Fishing Charter 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 Fishing Charter 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, Flats Fishing Charter in Bokeelia

Silver King Tarpon Fishing

100% (1)
22 ft 1 - 12 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats Fishing Charter in Placida

Boca Grande Tarpon

NEW
24 ft 1 - 3 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing Charter in Bokeelia

Bokellia->Boca Grande Inshore Adventure

NEW
25 ft 1 - 6 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing Charter in Bokeelia

Tarpon Trip! Bokellia To The Pass

NEW
25 ft 1 - 6 People From $1,118

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Everything to Know About Booking a Pine Island sheepshead fishing charter

What are the best sheepshead fishing charters in Pine Island?

Why should I book a sheepshead fishing charter in Pine Island with Captain Experiences?

Our Damn Good Guides currently offer 4 sheepshead trips in Pine Island, and the most popular trips in the area are Cape Coral Inshore Excursion guided by Brandon, Inshore Bay/flats guided by Billy, and Fort Myers Inshore Fishing Trip guided by Rob.

Our guides in Pine Island are rated a 5 out of 5 based on 3713 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 sheepshead guides / fishing lessons in Pine Island? Check out our beginner and family friendly sheepshead guides in Pine Island.

What types of sheepshead fishing charters are common in Pine Island?

Nearshore fishing is the most popular type of fishing for sheepshead in Pine Island as well as inshore fishing, flats fishing, and river fishing.

The most common fishing techniques in Pine Island are light tackle fishing, drift fishing, and cut bait fishing but sight casting and live bait fishing are popular as well.

How much do Pine Island sheepshead fishing charters cost?

Prices for sheepshead in Pine Island can range anywhere from about $550 to $950, but the average price for a half day trip for sheepshead in Pine Island is $580. The average price for a full day trip for sheepshead in Pine Island is $837.

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 sheepshead fishing in Pine Island?

The most popular season for sheepshead fishing in Pine Island is summer, and most anglers book their trips 4 days in advance.

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

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

Recent Reviews

  • ★★★★★
    Rod was drip!

    Quinton S. | March 20, 2024

    Trip: Fort Myers Inshore Fishing Trip

  • ★★★★★
    Had a GREAT time with Brandon! Very knowledgeable and put us on fish quickly. We will definitely be booking him again!

    Andrew P. | January 23, 2024

    Trip: Cape Coral Inshore Excursion

  • ★★★★★
    Awesome trip went out with Captain Kenny did a great job put us on fish right away. My wife went along on the trip and she is not a fisher person Kenny did a great job with her and she caught her first shark. Thanks for the great time and unforgettable memories.

    Christopher J. | April 8, 2023

    Trip: Fort Myers Inshore Fishing Trip

  • ★★★★★
    Very good half-day charter. We caught lots of fish right in the bay and would be a great trip for families with kids.

    Bill S. | September 19, 2022

    Trip: Fort Myers Inshore Fishing Trip

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 Sheepshead Trips in Pine Island