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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Damn Good Guides

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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

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, Jetty, Lake, Flats in New Orleans

Trout And Redfish Full Bite

NEW
19 ft 1 - 3 People From $475
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cape Coral

Inshore Bay Trip - 23' Aqua Star

100% (1)
23 ft 1 - 5 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Sarasota

Sarasota Inshore/Nearshore

100% (4)
23 ft 1 - 5 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 Fort Myers

Fort Myers/Sanibel Fishing Trip

100% (19)
24 ft 1 - 4 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 Fishing in Oak Hill

Indian River Fishing Frenzy

100% (6)
19 ft 1 - 8 People From $250
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Gulf Shores

"Gettin’ Jiggy" Inshore Combo

100% (7)
22 ft 1 - 4 People From $350
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Everything to Know About Booking a sheepshead fishing charter

What are the best sheepshead fishing charters?

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

Our Damn Good Guides currently offer 580 sheepshead trips, and the most popular trips are 4-8 Hour Fishing Trip guided by , Key Largo Adventure guided by , and Dauphin Island Inshore Fishing Trip guided by .

Our guides are rated a 4.93 out of 5 based on 4111 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 $840. The average price for a full day trip for sheepshead is $1,197.

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 13 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

  • ★★★★★
    Daryl is awesome! We’ve fished with him twice now and both times were great! Laid back atmosphere that makes you feel like you’re just fishing with friends. He’s SUPER helpful and knowledgeable!

    Brittany B. | March 14, 2025

    Trip: Full Day Fishing Trip - Inshore

  • ★★★★★
    Had a great time, took a bit to find the fish but he kept working at it and we ended up with a good cooler full.

    Brian H. | March 11, 2025

    Trip: Port A Family Trip

  • ★★★★★
    Awesome trip! Great guide.

    Frances C. | March 9, 2025

    Trip: Rockport Reds on the Flats

  • ★★★★★
    Great Charter with Captain Larry! It was a slower time of year with a few species in season but he got us on some fish! We had a great time. Looking forward to booking again this summer!

    Samuel S. | March 5, 2025

    Trip: Half Day Nearshore Fishing

  • ★★★★★
    Great trip, caught a ton of fish! Capt. Andre was a lot of fun!

    Mark K. | March 4, 2025

    Trip: Half Day AM or PM - Cape Coral

  • ★★★★★
    First trip and will do it again. Captin Hank put us on the fish and kept the ky music playing.

    Lee M. | March 3, 2025

    Trip: 4-8 Hour Fishing Trip

  • ★★★★★
    Leighton was experienced, knowledgeable, personable, and a fantastic guide. We were very pleased with our trip and will definitely use him again. We could not be happier.

    John L. | February 26, 2025

    Trip: Fishing Nirvana in Boca Grande

  • ★★★★★
    Great experience with Captain Mitch!! We were fully immersed and throughly enjoyed our day fishing. We Started slow but ended strong with many fish caught by all 4 in our group. We’ll gladly go again with Captain Mitch. Thanks Captain!

    Cal P. | February 24, 2025

    Trip: Inshore Fishing Trip Clems Marina

  • ★★★★★
    Billy was great! He put us on fish multiple times. He helped my 12 year old son catch almost 20 fish.

    Isaac H. | February 16, 2025

    Trip: Inshore Bay/flats

  • ★★★★★
    Captain Hank was a wonderful addition to our trip! He was smart, funny and a great conversationalist. The fishing was slow but we knew that with the pre day conversation of wind and murky water. We caught an array of different species including a bonnet head shark. Thanks for making memories with us Hank! See you next trip down from Canada!

    Kelly M. | February 13, 2025

    Trip: 4-8 Hour Fishing Trip

  • ★★★★★
    Great trip!

    Amy S. | February 1, 2025

    Trip: Inshore Bay/flats

  • ★★★★★
    Larry was an absolute rock star!! My previous reservation fell through with another company and he gladly cleared his schedule to take my son and I on our first inshore fishing trip. Lots of fun, education and fish activity. We will definitely be booking with him again.

    Erik P. | January 12, 2025

    Trip: Backwaters Catch and Release

  • ★★★★★
    Good captain, experience, personality, fish caught exceptional!

    John C. | January 8, 2025

    Trip: Key Largo Adventure

  • ★★★★★
    Great day on the water with Captain Hank and his son. Fishing was excellent. Would definitely recommend Captain Hank for a day of fishing.

    Thomas H. | January 7, 2025

    Trip: 4-8 Hour Fishing Trip

  • ★★★★★
    Great charter trip! Caught plenty of fish, captain was knowledgeable, fun and made our day fantastic

    Robert B. | January 1, 2025

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Capn Mike took us out and was very informative about how and why and where went went Ladyfish were plentiful. it was tougher for bigger fish. But thats the way fishing is. Capn MIke kept us out longer in hopes of getting something We appreciated that, All in all it was a good experience and we would do it again. Don B

    Donald B. | December 31, 2024

    Trip: St. Petersburg Inshore Slam

  • ★★★★★
    Tommy is the man! We fished the tail end of a storm today in not ideal conditions and he put me on em! We stacked up a limit of drum, tons of sheepshead, and two big bull reds in a half day trip (on what he described as an “off day” for Calcasieu. I can only imagine what an “on day” looks like…)

    Attison B. | December 29, 2024

    Trip: Louisiana Inshore Classic

  • ★★★★★
    Richard and Captain Kenny were great. They knew hotspots to fish and were extremely friendly. Would highly recommend!

    Mike W. | December 24, 2024

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Capt. Larry is awesome. Learned so much from him and caught a bunch of fish in the process. Would recommend to anyone

    Trenton D. | December 15, 2024

    Trip: Flats and Backwaters on Artificials

  • ★★★★★
    Got out with Mitch for a buddy's bachelor party and had an absolute blast! Some of the guys hadn't fished in a while (or at all) but Mitch was super patient in showing them the ropes. Mitch fishes super high quality tackle, had plenty of bait, and the boat was running smooth. We ripped it to a number of spots from surf fishing outside the jetties to countless inshore spots. We missed a few bites but had an awesome time, thanks Mitch! – Jonathan with Captain Experiences

    Jonathan N. | December 9, 2024

    Trip: Inshore Fishing Trip Clems Marina

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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.

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