Damn Good Sheepshead Fishing Charters In Florida

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

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Recently Booked Sheepshead Fishing Charters In Florida

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 St. Augustine

Captain's Choice - 24' Tidewater

100% (19)
24 ft 1 - 6 People From $600
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Cape Coral

Inshore 4hr Trip

NEW
21 ft 1 - 4 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in St. Augustine

Inshore Rod Bending Action

100% (9)
19 ft 1 - 3 People From $350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Edgewater

Stress Free FL Saltwater Fishing

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

Inshore, Flats Fishing in Freeport

Inshore Fishing / Bay Fishing

NEW
26 ft 1 - 5 People From $604
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Fort Myers Beach

Half-day Fishing - 24’ Carolina

100% (2)
24 ft 1 - 6 People From $400

Top Cities for Sheepshead Fishing in Florida

Top Types of Sheepshead Trips in Florida

“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 Sheepshead Fishing Charters In Florida

Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Treasure Island

Inshore/Nearshore Fishing 4-8 Hours

100% (17)
26 ft 1 - 12 People From $550
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Holmes Beach

Nearshore Fishing

NEW
23 ft 1 - 6 People From $795
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Palmetto

4-8 HR Inshore Trip

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

Inshore Fishing in St. Augustine

4 - 6 Hour Inshore Trip

100% (3)
26 ft 1 - 6 People From $595
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Crystal River

Crystal River Bowfishing

100% (1)
23 ft 1 - 12 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Port Canaveral

Inshore Fishing Trips

100% (2)
24 ft 1 - 4 People From $325
See All Sheepshead Trips in Florida

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Everything to Know About Booking a Florida sheepshead fishing charter

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

Our Damn Good Guides currently offer 97 sheepshead trips in Florida, and the most popular trips in the area are Captain's Choice - 24' Tidewater guided by Adam, Inshore 4hr Trip guided by Isaiah, and Inshore Rod Bending Action guided by Cole.

Our guides in Florida are rated a 4.97 out of 5 based on 6280 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 Florida? Check out our beginner and family friendly sheepshead guides in Florida.

What types of sheepshead fishing charters are common in Florida?

Deep Sea fishing is the most popular type of fishing for sheepshead in Florida as well as inshore fishing, nearshore fishing, and flats fishing.

The most common fishing techniques in Florida are light tackle fishing, live bait fishing, and artificial lure fishing but bottom fishing and cut bait fishing are popular as well.

How much do Florida sheepshead fishing charters cost?

Prices for sheepshead in Florida can range anywhere from about $500 to $1,598, but the average price for a half day trip for sheepshead in Florida is $785. The average price for a full day trip for sheepshead in Florida is $1,182.

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 Florida?

The most popular season for sheepshead fishing in Florida is summer, and most anglers book their trips 25 days in advance.

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

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

Recent Reviews

  • ★★★★★
    First and foremost, DJ is a great guy! We booked a 6 hour trip with him to hopefully have a chance at snook and redfish. Leading up to the trip, DJ communicated very well about where to meet and was flexible with the time to meet so we had the best chance at fish. On the water he worked hard to get us on fish and was very knowledgeable and personable. The bite was a bit tough due to the recent cold snap that hit Florida, however, he still put us on the fish and gave us solid opportunities at landing trophy snook and reds. We had a blast fishing with him, very much would recommend him for your fishing adventures in the St Petersburg/Tampa area!

    Jon M. | February 14, 2026

    Trip: Inshore Fishing Trip

  • ★★★★★
    We had an awesome morning out on the water with Hank! Definitely plan to fish with him again.

    Ashley M. | February 4, 2026

    Trip: Gulf Fishing From Beaches To Reefs

  • ★★★★★
    Excellent trip with Captain Hank! All went well and landed around 20 grunts. Caught other various cool species that were fun to reel in, observe and release. Captain hank was courteous, very helpful, and super efficient. Thanks again brother! Jon and James

    Jonathan W. | January 26, 2026

    Trip: Gulf Fishing From Beaches To Reefs

  • ★★★★★
    A GREAT day fishing with Captain Al! Ended up booking for the COLDEST day possible in January but Cap’n Al found protected spots with great returns. We all three caught a bunch of Reds, snook, snapper and sheepshead. Cap’n Al is super experienced and a great navigator..which is ideal when out in any waters. He is also calm, funny and patient, with a kind manner. Had great equipment and plenty of bait for us to lose while trying to entice the fish! The boat is terrific, clean and very well kept, a comfortable and safe platform to fish from, and took the chop very well. He also kindly filleted our keepers to ensure we had a perfect dinner when we got home! An excellent fishing adventure and we will certainly be going out with him again. Thanks Cap’n Al, for a wonderful day!

    Karen D. | January 22, 2026

    Trip: 4 Hour Inshore

  • ★★★★★
    We booked Captain George for my buddies bachelor trip. Everything was fantastic from the non stop fishing action, good company, and an extremely knowledgeable guide. He cater to everything we wanted/needed while also ensuring us a trip we’ll never forget!

    Aaron A. | January 20, 2026

    Trip: Tampa Bay Inshore Fishing Fun!!!

Other Fishing Species in Florida

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What's biting in Florida?

View Sheepshead Fishing Reports from our damn good guides.

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See All Sheepshead Trips in Florida