Sheepshead Fishing Charters In Florida

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Recently Booked Sheepshead Fishing Charters In Florida

Flats, Inshore, Nearshore Fishing Charter in Islamorada

Epic Islamorada Inshore

100% (7)
25 ft 1 - 4 People From $175 / person
Damn Good

Flats, Inshore Fishing Charter in Tampa

Tampa Bay Inshore Adventures

100% (7)
24 ft 1 - 6 People From $100 / person

Flats, Inshore, Nearshore Fishing Charter in Fort Myers Beach

Back Bay Trip – 27’ Carolina

100% (7)
27 ft 1 - 6 People From $133 / person

Flats, Inshore Fishing Charter in Fort Walton Beach

Nighttime Bowfishing Adventure

100% (3)
20 ft 1 - 6 People From $104 / person
Damn Good

Flats, Inshore Fishing Charter in Key Largo

Key Largo Adventure

100% (12)
24 ft 1 - 6 People From $133 / person

Inshore, Nearshore Fishing Charter in Destin

Destin Fishing To The Fullest

100% (1)
25 ft 1 - 6 People From $200 / person

Most Popular Types of Sheepshead Trips in Florida

“Our Damn Good Guides go above and beyond to provide you an incredible trip, and we’ve handpicked every single one. We’re passionate about the outdoors and about empowering people to find the perfect-match guide for the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

Choose your trip by skill level

More Sheepshead Fishing Charters In Florida

Damn Good

Head out with Captain James and for a memorable day out on the Emerald Coast! Pensacola is the perfect spot to go after exciting inshore species in the bays and canals, or venture out into the Gulf for some big catches. On this 6 to 12 -hour trip, Captain James will cruise you through the beautiful Pensacola inshores or take you up to 9 miles offshore to go after some Black Grouper, Cobia, Gag Grouper, Jack Crevalle, Mangrove Snapper, Red Snapper, Redfish, and Sheepshead. You'll be targeting these fish using light tackle or doing some bottom fishing. Don't get discouraged if the fishing is slow; Captain James knows over 950 fishing hotspots in the area so he'll get you to another one in no time for a fresh start! You’ll be fishing aboard a 26’ Glacier Bay Canyon Runner center console that can hold up to 6 guests. All ages are welcome aboard, and this vessel will get you where you need to be on the Pensacola coast with ease! She comes complete with all the essential navigational and safety equipment. Captain James will provide all rods, reels, and tackle. All you need to bring is polarized sunglasses, sunscreen, a hat, and any food or drinks you might want out on the water. Book your trip and come experience world-famous Florida fishing! Read More

Deep Sea, Inshore, Nearshore Fishing Charter in Pensacola

Pensacola Fishing Frenzy

100% (3)
26 ft 1 - 6 People From $133 / person

Hop on board with Captain William and prepare for an action-packed day of fishing the flats! Clearwater is home to plenty of productive inshores and flats where you can catch some of the prized fish Florida is known for without going too far from the dock. On this 4, 6 or 8-hour trip, Captain William will take you to the inshores to target Snook, Redfish, Speckled Trout, Sheepshead, Black Drum, Flounder and Shark, or venture you into nearshore waters where you can go after some Snapper, Grouper, Cobia, Black Seabass, Kingfish, Spanish Mackerel and Shark. You'll be targeting these fish using methods such as light tackle, heavy tackle, bottom fishing, trolling and jigging. Just let Captain William know what you want to catch and he'll get you set up with the best method! You’ll be fishing aboard a 21' Rabco Marine center console that can hold up to 4 guests. Powered by a 115 HP Yamaha engine, this vessel will have no problem bouncing you around the inshores and nearshores! She comes complete with GPS, Fishfinder, a Flybridge, Live Bait Well and Ice Box to store your catches. Captain William will even clean any keepers for you to take home! Captain William will provide all rods, reels, tackle, bait and fishing licenses. He'll even provide snacks and water, and on the full-day trips you can expect a tasty lunch too! All you need to bring is polarized sunglasses, a hat, sunscreen and any extra food or drinks you might want. Come see what Clearwater has to offer! Read More

Flats, Inshore, Nearshore Fishing Charter in Clearwater

Clearwater Classic

100% (2)
21 ft 1 - 4 People From $175 / person

Have you ever wanted to go on an adventure in the Florida Keys? Islamorada, and the whole Florida Keys, is the perfect backdrops for fishing charters with Captain Mark. Captain Mark offers guided fishing charters in the Florida Keys that are sure to leave an impression for a lifetime. No matter if you’re an experienced angler looking to hook a big fish or you’re a beginner and want some rod bending action and tasty table fare, Captain Mark can cater your trip to your goals! Kids are always welcome! Inshore fishing the Florida Keys attracts anglers from all over the world who are looking for the “grand slam” of shallow water fishing as you can target numerous prized species in the Florida Keys! Backcountry fishing is done in the inland waters of the Florida Keys and Key West. Flats fishing and backcountry Fishing are done in the same place, as the backcountry holds all the flats. The shallow waters in the Keys are home to plenty of fish feed, such as shrimp and crab, making it a hotspot for larger fish to prey. You will come into contact with prized monster inshore fish that call these waters home or are just passing through. Water depth in the backcountry can range from 0 to 30 ft of water with massive cuts and channels between the shallow flats and also includes the mangrove ilands. It's all part of the “backcountry”. Back up in the Everglades you can expect to catch Redfish, Speckled Trout, Mangrove Snapper, Blue Runners, and Permit, Bonefish, and Tarpon as well! Book a trip above and have a once-in-a-lifetime experience traveling through and fishing in this unique coastal environment. Captain Mark will make sure you have an experience you'll be talking about for the rest of your life. Read More

Flats, Inshore, Nearshore Fishing Charter in Islamorada

Everglades Inshore Trip

100% (6)
24 ft 1 - 6 People From $158 / person
Damn Good

Hop on board with Captain Tim and prepare for an action-packed fishing experience off the Florida Panhandle! The inshore and nearshore waters around Milton are a great spot to catch some sought-after fish without going too far from the dock. On this 4 to 8-hour trip, Captain Tim likes to hang around the inshore waters and hit Redfish, Speckled Trout, Flounder, and other inshore sportfish. He also loves to run it further offshore when weather conditions permit. In the local nearshore waters, you can expect to find Snapper, Cobia, King Mackerel, "Bull" Redfish and more. To target these fish, you'll be using a variety of techniques such as light tackle, heavy tackle, bottom fishing, trolling and jigging. Just let Captain Tim know which fish you want to catch and he'll get you set up with the best method! Captain Tim will provide all rods, reels, tackle and live bait. All you need to bring is sunscreen and any food or drinks you might need. Enjoy your day out on the water with Captain Tim! Read More

Flats, Inshore, Nearshore Fishing Charter in Pensacola

Gulfbound Glory: Emerald Coast

100% (1)
24 ft 1 - 6 People From $138 / person

Join Captain Seth on this picture-perfect fishing adventure in the calm waters of Choctawhatchee Bay and the nearshore waters of the Gulf of Mexico. Whatever you want to catch, Captain Seth can put you on it, whether that means targeting Redfish and Speckled Trout with light spinning tackle over grass flats and oyster bars, or hunting Snappers and Groupers around docks, bridges, jetties, and the nearshore reefs. Depending on the time of year, you can expect to catch Mangrove Snapper, Sheepshead, Blue Fish, Ladyfish, Jack Crevalle, and Black Drum as well. On a longer trip, you can also choose to go further off and troll for speedy fish such as Mackerel, Mahi, and even Wahoo! Most of the time, you'll be throwing live baits, but Seth can easily accommodate more experienced anglers who want to try their skill on artificials. You'll be fishing from the deck of Captain Seth's 22' Ranger bay boat, a super-popular boat that's ideal for fishing in all kinds of water and weather. She's got a t-top to keep you out of the Florida sun, and a 200-HP Yamaha to get you on the fish fast! Everything you need is provided and comes loaded aboard. All you need to bring is sunscreen, a good pair of polarized sunglasses, non-marking shoes or flip-flops and a camera. A clean cooler with ice is provided on the boat, so feel free to bring your beverages and food of choice. No glass, please. A cooler to put your catch in at the end of the trip is also recommended! Read More

Inshore, Jetty, Nearshore Fishing Charter in Niceville

Destin Inshore Adventure

100% (5)
22 ft 1 - 6 People From $104 / person
Damn Good

Head out with Captain Kevin for an awesome inshore fishing experience in the rich waters of Florida's Nature Coast! This area has a huge variety of different fish species, from classics like Redfish, Black Drum, Snook, Flounder and Trout, to gamefish such as Tarpon, Cobia and Sharks. You name it, Captain Kevin will help you hook it! To catch these fish, you will be mostly fishing the inshore bays and flats of Crystal River to Homosassa. These flats are a perfect place to practice sightcasting to tailing Reds, so bring your A-game. There is nothing more rewarding than spotting, stalking, and making a perfect cast to an unsuspecting fish, and the rush of that hook set is an experience you won't soon forget. Captain Kevin is great at teaching new fishermen these techniques, so whether you're a seasoned veteran looking for a personal best or a beginner looking to learn the ropes, Captain Kevin will work his hardest to make sure you have the best possible experience out on the water! You'll fish from the deck of his 24' Aeon bay boat—an ideal vessel for these waters. She's powered by an ultra-reliable 300 HP Mercury Verado 4-stroke outboard, so you'll be on fish in absolutely no time at all. She also features a raised tower that allows Capt. Kevin to spot Tripletail hanging out near the crab buoys, or trophy Snook along mangrove shorelines. You'll be using Florida Fishing Products spinning reels and Bulls Bay rods on your trip, but you're more than welcome to bring any of your own gear, if you like. Otherwise, all you need to bring are your favorite snacks and drinks, and Captain Kevin will take care of the rest! Read More

Flats, Inshore, Nearshore, River Fishing Charter in Crystal River

Crystal River Near And Inshore

100% (6)
24 ft 1 - 6 People From $83 / person
See All Sheepshead Trips in Florida

Everything to Know About Booking a Florida sheepshead fishing charter

What are the best sheepshead fishing charters in Florida?

Our Damn Good Guides currently offer 180 sheepshead trips in Florida, and the most popular trips in the area are Epic Islamorada Inshore guided by Ron, Tampa Bay Inshore Adventures guided by Wade, and Nighttime Bowfishing Adventure guided by Joey.

Our guides in Florida are rated a 4.93 out of 5 based on 2410 verified reviews on Captain Experiences.

All guides on Captain Experiences are licensed, insured, and 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.

The most popular cities to book a Sheepshead charter in Florida are Jacksonville, St. Petersburg and Clearwater.

Looking for kid friendly sheepshead guides 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 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 bottom fishing but artificial lure fishing and drift fishing are popular as well.

How much do Florida sheepshead fishing charters cost?

for sheepshead in Florida prices can range anywhere from an affordable $250 to $2,500, but the average price for a half day trip for sheepshead in Florida is $620. The average price for a full day trip for sheepshead in Florida is $966.

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 10 days in advance.

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

You’re in luck! Our fishing tours in Florida don’t require you to purchase a fishing license – your group is covered by your boat’s captain. See here for more information on bag limits and fishing season regulations in Florida.

Recent Reviews of Captain Experiences

  • ★★★★★
    So to put it simply Misty saved the day! We almost didn't make it because of a flat tire. Misty wouldn't think of us missing a day fishing. She picked us up, brought us to her boat with her Captain Alex. Who was incredible with my father. An older man who he treated with great respect and made sure that this was the fishing trip on a lifetime. He was knowledgeable funny and gracious. We actually got tired from catching so many fish. Did I mention their boat? There are 34" SeaVee gave me boat envy. I can't say enough about these two people who went above and beyond to make sure that we had a fantastic day. At the end of the day, Misty took us back to her car, which by now it was fixed. Because of this wonderful person we didn't miss a thing. Thank you.!

    Reg T. with Misty W. of Clearwater, Florida

  • ★★★★★
    Awesome time! I took my son and nephew (both 16) and we caught 44 fish in 4 hours! Captain Brian was entertaining , encouraging, and enthusiastic about us catching fish. I would 100% book again!

    David C. with Brian L. of Fort Lauderdale, Florida

  • ★★★★★
    Everything was top notch, Great communication from start to finish. Capt and 1 Mate were both professional and knowledgeable and put me on fish. Only down side was when I lost a Sailfish 🙁 but landed this nice Barracuda off a Tripple set of Barracudas 🤷‍♂️😂

    John C. with Thomas D. of Key West, Florida

  • ★★★★★
    We didn’t actually catch anything during the trip, but it was great nonetheless.

    Breyhauna J. with Taylor S. of Fort Lauderdale, Florida

  • ★★★★★
    Awesome experience!! Alex and Tom where great!

    Brandi D. with Alex S. of Clearwater, Florida

  • ★★★★★
    Great time , enough action . Bad weather, Kevin did a great job

    Kenneth K. with Kevin T. of Crystal River, Florida

  • ★★★★★
    Had a fantastic trip with Captain John in July of 2023. Went for a morning trip on our honeymoon, caught tons of fish, had a lot of fun. John and his first mate were very competent, personable, and provided an excellent experience. The boat was well outfitted, John knew several spots with lots of fish, and gave us more time than we'd paid for. Great experience, will absolutely book again next time we're in the keys.

    Clare D. with John G. of Key West, Florida

  • ★★★★★
    Awesome trip for my son and me with Jonathan (Jonny). He is a great captain and fishing guide! Looking forward to future trips!

    Gary W. with Jonathan F. of Pompano Beach, Florida

  • ★★★★★
    We enjoyed our fishing trip with Mike. His boat is comfortable, safe and can go in the skinny water. Fishing was off for everyone this afternoon, but Mike worked diligently to produce. We caught a few nice fish and had a wonderful ride on a beautiful day.

    Sharon S. with Mike M. of St. Augustine, Florida

  • ★★★★★
    Had two great days on the water with captain Eric. Even though it was pretty windy Captain Eric put me in fish. Enjoyed the fishing and enjoyed my time on the water with captain Eric. Next time I'm in the Keys I will be looking forward to fishing with Captain Eric.

    Bob M. with Eric S. of Islamorada, Florida

  • ★★★★★
    Very nice trip . I enjoyed it

    Scott S. with Billy P. of Flagler Beach, Florida

  • ★★★★★
    Although it was a slow day of fishing Captain Robbie worked his butt off to find us some speckled trout to eat and lady fish for fun. I highly recommend Captain Robbie to anyone who wants a guide with local knowledge of the area and knows where the best fishing spots are!

    Paul P. with Robert D. of Tarpon Springs, Florida

  • ★★★★★
    Edwin was a great guide! He got us on some good fish for my son and it was a fun trip! I would recommend him to everyone!

    Kelby W. with Edwin E. of Naples, Florida

  • ★★★★★
    Srbo is the best forgot to post fun pics!!!!

    Holly K. with Srbo T. of Daytona Beach, Florida

  • ★★★★★
    Captain Hunter was great , knowledgeable, and well disciplined. Weather did not permit a full day so we will plan another trip with Captain Hunter. Thanks John

    John G. with Hunter L. of Key West, Florida

  • ★★★★★
    Excellent service! Will definitely use again. Very knowledgeable about the area and put us in the fish. Loved every minute of it and highly recommended to anyone who wants to go fishing!

    Jonathan L. with Brandon S. of Summerland Key, Florida

  • ★★★★★
    Chris did a great job putting us on the fish. He toikbus to all the hot spots and gave us 4 hours of action packed fishing. Me and my son enjoyed fresh fish immediately after our trip. Great time!

    John C. with Christopher T. of Tampa, Florida

  • ★★★★★
    Very knowledgeable Great job putting us on fish

    Ken L. with Ronald L. of Fort Lauderdale, Florida

  • ★★★★★
    We had an awesome fishing trip with Captain Richie and Mikey! It was our first deep sea fishing experience and one to remember!

    Molly P. with Richie R. of Destin, Florida

  • ★★★★★
    Great 3 hour charter with Captain Jeremy & Hunter! Took my son and two grandsons (8 & almost 6) out. The guys were great and removed the fish from our lines and baited our hooks. We caught about 60 Grey Snappers, a few Puffer Fish and a few Sea Bass! Overall a great day! Going again at the end of the month with my daughter & son-in-law! Highly recommend these guys. They are great!

    Stephen M. with Carlos B. of Holiday, Florida

What's biting in Florida?

View Sheepshead Fishing Reports from our damn good guides.

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See All Sheepshead Trips in Florida