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

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, River in Jacksonville

Jacksonville Nearshore Smash

100% (7)
25 ft 1 - 10 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Homestead

Full Day Everglades - 26' Bay Boat

NEW
26 ft 1 - 4 People From $1,000
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

Deep Sea Fishing in Santa Rosa Beach

Let's GO! DEEP Offshore Trip

100% (6)
38 ft 1 - 6 People From $1,800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Clearwater

Clearwater Inshore Fishing

100% (9)
22 ft 1 - 4 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Jetty, Flats in Holmes Beach

Kendall Fishing Trip

NEW
24 ft 1 - 2 People From $800
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 Sarasota

Beach Fishing: Family-Friendly

100% (5)
1 - 4 People From $390

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

Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Jetty Fishing in St. Augustine

St. Augustine Inshore Trip

100% (3)
24 ft 1 - 8 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Flats Fishing in Tampa

Family Bowfishing Outing

100% (8)
22 ft 1 - 6 People From $550
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 Crystal River

Crystal River Near And Inshore

100% (35)
24 ft 1 - 12 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Port Orange

4-6 Hour Inshore Fishing Trip

100% (3)
25 ft 1 - 8 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 Fishing in Ruskin

Tampa Bay Inshore Rodeo

100% (5)
24 ft 1 - 6 People From $450
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Panama City

Inshore PCB Trip - 23' Sportsman

100% (32)
23 ft 1 - 4 People From $700
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 96 sheepshead trips in Florida, and the most popular trips in the area are Jacksonville Nearshore Smash guided by Jeremy, Full Day Everglades - 26' Bay Boat guided by JP, and Let's GO! DEEP Offshore Trip guided by Jon.

Our guides in Florida are rated a 4.97 out of 5 based on 5991 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 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 $1,700, but the average price for a half day trip for sheepshead in Florida is $855. The average price for a full day trip for sheepshead in Florida is $1,227.

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 spring, and most anglers book their trips 43 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

  • ★★★★★
    Kyle was awesome, so much fun, 100% will be back

    Jackson R. | December 19, 2025

    Trip: 3 - 4 Hour Inshore Fishing

  • ★★★★★
    We had a great experience with Capt Mike. The communication leading up to the trip was professional and informative. We met Mike around 7 in the morning, he explained the day and the challenges of a cold snap. The air temp had dropped 20-30 degrees over the past couple of days. Mikes knowledge of the fisheries were excellent and we were soon putting fish in the boat. We caught 30+ fish to include some nice keeper drum. From the moment we got on the boat, Mike took great care of us and pride in getting up on fish. He even cleaned our fish and provided them to a restaurant to prepare for us. Great day on the water with Capt. Mike.

    Randy K. | December 16, 2025

    Trip: Backcountry Light Tackle Trips

  • ★★★★★
    Kevin was very knowledgeable and put us on fish right away. I caught a red drum just like I wanted. He was polite and helpful.

    Alyssa S. | December 14, 2025

    Trip: Crystal River Near And Inshore

  • ★★★★★
    Great day lots of action. Captain Brian is cool !! We had soon much fun.!!

    Dusan D. | December 13, 2025

    Trip: Tampa Bay Inshore Rodeo

  • ★★★★★
    We had a great time! We would highly recommend Captain Nick!

    Sid W. | November 29, 2025

    Trip: Port Orange Offshore Adventure

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