Damn Good Sheepshead Fishing Charters In Fort Myers

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

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Recently Booked Sheepshead Fishing Charters In Fort Myers, Fl

Hot Trip
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 - 4 People From $550
Fishing in Destin
Fishing in Destin
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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

Inshore Fishing in Fort Myers Beach

Fishing Backwater (No Waves)

100% (21)
30 ft 1 - 6 People From $700
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 Fishing in Matlacha

Inshore Charter

100% (5)
20 ft 1 - 8 People From $550
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Fort Myers Beach

Fort Myers Beach Fishing Charters

100% (41)
27 ft 1 - 6 People From $450
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

Top Types of Sheepshead Trips in Fort Myers

“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 Fort Myers

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 Sheepshead Fishing Charters In Fort Myers, Fl

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 in Bokeelia

4-8 Hours Inshore Trip

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

Inshore, River, Flats in Naples

Inshore / Backwater Fishing

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

Inshore, Flats Fishing in Fort Myers Beach

Fort Myers Fishing Trip

NEW
26 ft 1 - 6 People From $600
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
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cape Coral

Inshore Bay Trip - 23' Aqua Star

100% (4)
23 ft 1 - 5 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 Fishing in Cape Coral

8 Hours Inshore

100% (6)
26 ft 1 - 8 People From $1,000
See All Sheepshead Trips in Fort Myers

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Everything to Know About Booking a Fort Myers sheepshead fishing charter

Why should I book a sheepshead fishing charter in Fort Myers with Captain Experiences?

Our Damn Good Guides currently offer 38 sheepshead trips in Fort Myers, and the most popular trips in the area are Fishing Thrills In Fort Myers guided by Dalton, Inshore 4hr Trip guided by Isaiah, and Fishing Backwater (No Waves) guided by Mike.

Our guides in Fort Myers are rated a 4.98 out of 5 based on 5945 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 Fort Myers? Check out our beginner and family friendly sheepshead guides in Fort Myers.

What types of sheepshead fishing charters are common in Fort Myers?

Inshore fishing is the most popular type of fishing for sheepshead in Fort Myers as well as flats fishing, nearshore fishing, and river fishing.

The most common fishing techniques in Fort Myers are artificial lure fishing, bottom fishing, and drift fishing but jigging and light tackle fishing are popular as well.

How much do Fort Myers sheepshead fishing charters cost?

Prices for sheepshead in Fort Myers can range anywhere from about $550 to $1,700, but the average price for a half day trip for sheepshead in Fort Myers is $805. The average price for a full day trip for sheepshead in Fort Myers is $1,173.

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 Fort Myers?

The most popular season for sheepshead fishing in Fort Myers is spring, and most anglers book their trips 12 days in advance.

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

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

Recent Reviews

  • ★★★★★
    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

  • ★★★★★
    Excellent day on the water with Logan and Austin. We will enjoy another day on the water with Logan and Austin in the spring. Both knowledgeable fishermen and great people.

    Earl S. | November 1, 2025

    Trip: 4 - 8 Hour Trips With Capt. Logan

  • ★★★★★
    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

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What's biting in Fort Myers?

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