Damn Good Sheepshead Fishing Charters

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

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4.98/5 Average Rating

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis

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Our US-based team is available 24/7 to help you with any questions or concerns

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We want to keep everyone safe, so in the case of inclement weather we'll work with you to reschedule at no cost

Top Cities for Sheepshead Fishing

“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

Sheepshead Fishing Charters

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

Nearshore Fishing in Atlantic Beach

Inshore/Nearshore Fishing

100% (2)
20 ft 1 - 3 People From $500
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 New Orleans

Trout And Redfish Full Bite

100% (10)
22 ft 1 - 6 People From $600
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in St. Augustine

Captain's Choice - 24' Tidewater

100% (17)
24 ft 1 - 6 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Jacksonville

Jacksonville Inshore Fishing

100% (35)
25 ft 1 - 6 People From $495
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Buxton

OBX Inshore Trips

NEW
21 ft 1 - 6 People From $400
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Everything to Know About Booking a sheepshead fishing charter

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

Our Damn Good Guides currently offer 76 sheepshead trips, and the most popular trips are Kids And Family Fun Charter guided by Brook, Inshore Fishing Trip 4-6-8 Hour guided by Colt, and Port O'Connor Big 3 Slam guided by Jody.

Our guides 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? Check out our beginner and family friendly sheepshead guides.

What types of sheepshead fishing charters are common?

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

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

How much do sheepshead fishing charters cost?

Prices for sheepshead can range anywhere from about $550 to $1,900, but the average price for a half day trip for sheepshead is $820. The average price for a full day trip for sheepshead is $1,374.

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?

The most popular season for sheepshead fishing is summer, and most anglers book their trips 11 days in advance.

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

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

Recent Reviews

  • ★★★★★
    Captain Bill was good. We did order an inshore trip be he wanted to go offshore. Minimal bait. Had 2 small bags of squid then we used cut bait from what we caught. Most fish were not keepers but did reel in a bunch of fish. One amberjack. Kept a lot of fish for his dog.

    Walter B. | November 17, 2025

    Trip: Jacksonville Inshore Fishing

  • ★★★★★
    Colt did a great job! Look forward to next time!

    Geary M. | November 9, 2025

    Trip: Inshore Fishing Trip 4-6-8 Hour

  • ★★★★★
    Captain Sonny was a great guide and we picked up plenty target fish and a great mix bag to keep the trip fun. I highly recommend! Ben Rivera

    Ruben R. | November 4, 2025

    Trip: Gulfport Inshore Fishing

  • ★★★★★
    Captain Trey was very kind and helpful, especially with our two small grandkids. Caught 5 different kinds of fish and had a great afternoon!

    Scott P. | October 17, 2025

    Trip: Family Special - 22’ TranSport

  • ★★★★★
    ***** Captain Trey was very kind and knowledgeable - he went above and beyond to make sure our boys were able to catch some fish and have a good time - he had all of the equipment and we had a wonderful day on the water.

    Carrie R. | October 16, 2025

    Trip: Family Special - 22’ TranSport

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