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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4.96/5 Average Rating

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, River, Flats in St. Petersburg

St Petersburg Inshore Fishing!!!

100% (25)
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 Fishing in Santa Rosa Beach

30A Inshore 3 Hour Fishing Trip

100% (25)
25 ft 1 - 12 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, Boat Cruise, Dolphin Watching in St. Augustine

Inshore Fishing & Scenic Cruise

100% (15)
27 ft 1 - 6 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty in Edgewater

Inshore Saltwater Adventure

100% (8)
20 ft 1 - 6 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Hudson

Inshore Fishing Charter Hudson

100% (4)
24 ft 1 - 8 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Jetty, River in St. Augustine

4 Hour Inshore Trip

NEW
25 ft 1 - 12 People From $600

Top Cities for Sheepshead Fishing in Florida

Top Types of Sheepshead Trips in Florida

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4.9 / 5 Average Rating

We hand pick our Damn Good Guides, and our network spans across North America and beyond.

4.9 / 5 Average Rating

“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

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 Sarasota

Inshore/Nearshore

NEW
26 ft 1 - 4 People From $675
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Jetty Fishing in St. Augustine

St. Augustine Inshore Trip

100% (7)
24 ft 1 - 8 People From $450
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Fort Myers

Inshore Bay Trip - 23' Aqua Star

100% (10)
23 ft 1 - 5 People From $500
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Bradenton

Inshore Fishing Charter Bradenton

100% (11)
24 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, Eco Tour, Boat Cruise in St. Petersburg

2 Hour Trip AM-PM

100% (32)
20 ft 1 - 6 People From $350
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in St. Augustine

Flood Tide Sight Fishing

NEW
18 ft 1 - 2 People From $400

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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:

Everything to Know About Booking a Florida sheepshead fishing charter

What are the best sheepshead fishing charters in Florida?

The best sheepshead fishing charters in Florida are:

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

Our Damn Good Guides currently offer 91 sheepshead trips in Florida, and the most popular trips in the area are St Petersburg Inshore Fishing!!! guided by George, 30A Inshore 3 Hour Fishing Trip guided by Brandon, and Inshore Fishing & Scenic Cruise guided by Elio.

Our guides in Florida are rated a 4.96 out of 5 based on 8556 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 $550 to $2,105, but the average price for a half day trip for sheepshead in Florida is $990. The average price for a full day trip for sheepshead in Florida is $1,582.

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 24 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 guide will always know all the relevant rules and regulations in Florida.

Recent Reviews

  • ★★★★★
    Corey was awesome!!! Super cool Captain! Put us on some fish really quick and took care of everyone the whole time!

    Richard P. | July 25, 2026

    Trip: Big 3 Catch & Release

  • ★★★★★
    Awesome person even better guide! He new what was up!

    Aiden M. | July 25, 2026

    Trip: Marco Island Nearshore

  • ★★★★★
    Captain Michael was great. Very friendly and patient with my wife and son, who both have very little fishing experience. My 11 yr old son said he was like fishing with an uncle. He kept us on fish all day, overall it was a great trip and I would recommend it for anyone.

    Dominic S. | July 24, 2026

    Trip: Backbay Fishing Trip

  • ★★★★★
    Braden was a fantastic guide! Very fun, patient and knowledgeable! Will definately be booking another trip with him!!!

    Melissa B. | July 24, 2026

    Trip: INSHORE/NEARSHORE FISHING

  • ★★★★★
    Highly recommend Cole as a charter captain. He is a native to St Augustine and is extremely knowledgeable of the area -- so he knows where to fish given the time of day and tide conditions.

    Sean P. | July 23, 2026

    Trip: Inshore Rod Bending Action

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The Best Places to Fish in Florida

Last updated: July 26, 2026

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See All Sheepshead Trips in Florida