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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4.94/5 Average Rating

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Recently Booked Sheepshead Fishing Charters In Florida

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, Flats Fishing in Tampa

Tampa Bay Inshore Fishing Fun!!!

100% (16) Guided by George
24 ft 1 - 5 People From $450
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 Homestead

Fish Trips Everglades National Park

100% (4) Guided by Jose
21 ft 1 - 4 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Stuart

Stuart FL Inshore Fishing

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

Inshore Fishing in Panama City

Inshore Excursion PCB

100% (13) Guided by Justin
23 ft 1 - 4 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, River, Flats in St. Petersburg

St Petersburg Inshore Fishing!!!

100% (16) Guided by George
24 ft 1 - 5 People From $450
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 Crystal River

Grouper Special

100% (34) Guided by Kevin
24 ft 1 - 12 People From $650
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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

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, Flats Fishing in Eastpoint

Inshore Fishing In Apalachicola

100% (13) Managed by Chris
23 ft 1 - 8 People From $600
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Sarasota

Southwest Florida Fishing Adventure

100% (2) Guided by Cody
21 ft 1 - 8 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Placida

4-8 Hour Trip – Inshore

NEW Guided by John
24 ft 1 - 4 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Jetty, Flats in Holmes Beach

Kendall Fishing Trip

NEW Guided by Phil
24 ft 1 - 2 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty in Destin

Spring & Summer Fishing Trips

95% (21) Guided by Jonathan
22 ft 1 - 12 People From $600
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, Flats Fishing in Fort Walton Beach

Daytime Bowfishing Trip

98% (119) Guided by Joey
20 ft 1 - 6 People From $475
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 99 sheepshead trips in Florida, and the most popular trips in the area are Tampa Bay Inshore Fishing Fun!!! guided by George, Fish Trips Everglades National Park guided by Jose, and Stuart FL Inshore Fishing guided by Jonathan.

Our guides in Florida are rated a 4.94 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 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, flats fishing, and nearshore fishing.

The most common fishing techniques in Florida are artificial lure fishing, bottom fishing, and cut bait fishing but jigging and light tackle 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 $1,600, but the average price for a half day trip for sheepshead in Florida is $796. The average price for a full day trip for sheepshead in Florida is $1,143.

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 13 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

  • ★★★★★
    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

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

    Nicholas J. | November 4, 2025

    Trip: Fort Myers Beach Fishing Charters

  • ★★★★★
    Excellent day of fishing! Justin is a great guide, very good with kids. Would definitely book with him again.

    Clay O. | October 23, 2025

    Trip: Inshore Excursion PCB

  • ★★★★★
    I want to be honest in this review. we had booked a trip with Mike, and was informed a day before the trip that it would not be with Mike, but it would be with another captain. the trip was fine. it wasnt great. it wasnt bad. we had nearly a half hour boat ride to get to the spot he wanted to fish and a half hour boat ride to get back. so right there we lost 25% of our time to fish, only leaving 3 hours. we did not fish any other spots. stayed in one place. we caught about a half a dozen fish that we could keep and clean. there were 6 of us total. 3 dads and 3 boys. the price before any type of tip was $875. Naturally we left a tip bringing the total to $1000. it was a fine trip, but unfortunately, i have to say it was not worth $1000 to fish for three hours off of the Jetty's at shell island. We had a decent time, but it was a little under-whelming.

    Ryan G. | October 20, 2025

    Trip: 4 Hour Trip – Inshore

  • ★★★★★
    Aaron is a lights out captain. Goes the extra mile and is funny and keeps things light and fun. My boys and I celebrated my birthday with 2 of the biggest reds of his season which was an awesome experience! Highly recommended.

    Todd A. | October 18, 2025

    Trip: Inshore Fishing Trip Port Orange

The Best Places to Fish in Florida

Other Fishing Species in Florida

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What's biting in Florida?

View Sheepshead Fishing Reports from our damn good guides.

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 Florida