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Sheepshead Fishing Charters In Captiva

Check real-time availability on 23 Captiva sheepshead fishing trips. Online booking | 4.88 / 5 stars | Guides from $500

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Recently Booked Sheepshead Fishing Charters Near Captiva, Fl

Fishing in Captiva

Flats, Inshore, River Fishing Charter in Captiva

Half Day Trip AM Or PM - Captiva

NEW
24 ft 1 - 4 People $
Fishing in Captiva

Flats, Inshore, River Fishing Charter in Captiva

Full Day Trip - Captiva

NEW
1 - 4 People $$
Fishing in Captiva

Flats, Inshore, River Fishing Charter in Captiva

Half Day Tarpon - Captiva

NEW
1 - 4 People $
Fishing in Fort Myers Beach

Inshore, Nearshore Fishing Charter in Fort Myers Beach

Fort Myers Hook Up!

NEW
23 ft 1 - 6 People $$
Fishing in Bokeelia

Flats, Inshore, Nearshore Fishing Charter in Bokeelia

Cape Coral Inshore Fishing Excursion

100% (1)
22 ft 1 - 6 People $$
Fishing in Fort Myers Beach

Inshore, Nearshore Fishing Charter in Fort Myers Beach

Fort Myers Inshore Fishing Trip

100% (3)
25 ft 1 - 6 People $$

Most Popular Types of Sheepshead Trips in Captiva

“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

More Sheepshead Fishing Charters Near Captiva, Fl

Fishing in Sanibel
Fishing in Sanibel
Fishing in Sanibel
trip description for Half Day Trip AM or PM - Sanibel in Sanibel

Embark on an immersive half-day flats and inshore fishing expedition under the seasoned guidance of Captain Andre, a distinguished mariner with an impressive 18-year tenure navigating the waters of Sanibel. Aboard his meticulously equipped 24ft Center Console vessel, fishing enthusiasts are invited to partake in an unparalleled journey that explores the diverse marine habitats of the region. Set against the picturesque backdrop of Sanibel's natural beauty, Captain Andre's unparalleled expertise guarantees an enriching experience for anglers of all skill levels. With an unwavering commitment to excellence, his adept leadership ensures that every participant is equipped with the essential techniques and tools required to pursue an array of prized species that inhabit the intricate tapestry of the flats and inshore areas. From the elusive Gag Grouper to the captivating Speckled Trout, the dynamic Jack Crevalle to the delectable Mangrove Snapper, and the elusive Snook, Captain Andre's profound knowledge ensures a captivating encounter with an assortment of marine life. Operating at the helm of the 24ft Center Console, participants can anticipate an expedition marked by professionalism, unwavering expertise, and a deep respect for the delicate coastal ecosystem. Whether a novice or an experienced angler, this half-day voyage encapsulates Captain Andre's commitment to delivering an immersive and educational fishing experience. Beyond the allure of remarkable catches, the excursion underscores the importance of sustainable fishing practices and environmental stewardship. The journey offers a unique opportunity to explore the vibrant waters of Sanibel, guided by a seasoned captain. Read More

Flats, Inshore, River Fishing Charter in Sanibel

Half Day Trip AM Or PM - Sanibel

100% (1)
24 ft 1 - 4 People $
Fishing in Fort Myers Beach
Fishing in Fort Myers Beach
Fishing in Fort Myers Beach
trip description for Back Bay Trip – 27’ Carolina in Fort Myers Beach

Captain Rich runs affordable back bay, inshore, and nearshore private fishing charters located on Fort Myers Beach, Florida. His operation is family-owned and operated by the native Irishman, himself, Capt Rich! His passion for fishing grew stronger than ever when he moved to Florida and began fishing the Gulf of Mexico. With over 20 years of knowledge and experience on Fort Myers Beach, Capt Rich set out to pursue his dream in sharing a love of fishing with others. Captain Rich prides himself on running fun charters for all ages as he offers a variety of fishing trips for four, six, and eight hour trips targeting Redfish, Snapper, Snook, Trout, Grouper, Shark and more! On this Fort Myers Beach Back Bay Fishing Charters, Captain Rich will show you how to hook into Redfish, Sheepshead, Snapper, Snook, Trout, Shark, and more! Enjoy the beautiful scenery as you also come across dolphins, manatees, manta rays, turtles, native waterbirds, and other exotic wildlife as you fish the mangroves of Southwest Florida. All charters are tailored for private parties so let Captain Rich know what species your looking to chase, and he will work to make your dreams a reality! ​ Captain Rich will provide all the poles, bait, and fun! All he asks is that you bring along whatever food and beverages you wish, as well as coolers and ice if you need them. In Fort Myers, FL, it is very important to protect your skin. We encourage all passengers to pack hats, sunglasses, and sun screen (SPF 50+). Read More

Flats, Inshore, Nearshore Fishing Charter in Fort Myers Beach

Back Bay Trip – 27’ Carolina

100% (8)
27 ft 1 - 6 People $$
Fishing in Matlacha
Fishing in Matlacha
Fishing in Matlacha
trip description for Inshore Redfish Roundup in Matlacha

Join Captain Dylan for a fishing adventure you won’t forget! Capt. Dylan has been fishing the local waters for over two decades and knows how to get you on top of the fish you’re after. You’ll be casting off of a 23’ Pathfinder bay boat, powered by a speedy 250 HP Yamaha SHO V8 engine. She’s equipped with top of the line Garmin electronics, a live well, and wireless trolling motor for when you need to slow things down and get stealthy! She can accommodate up to 6 anglers and children are always welcome aboard. The Pine Island area is one of the best-known fishing destinations in Southwest Florida, owing to its plentiful year-round fishery. Depending on what you’re aiming for, you’ll go after anything from Redfish, Snook, and Trout, to Tarpon and Snapper. Spearfishing, fly fishing, and bowfishing can also be arranged – just let us know in advance if that’s what you’d like to do! Capt. Dylan will supply everything you need for a productive day of fishing, including rods, reels, and tackle. He’ll also provide bottled water, though you’re free to bring any other snacks and refreshments you’d like to enjoy. At the end of the day, he’ll clean and bag your catch for easy transport home. Have the true Florida inshore experience with a seasoned local guide aboard with Captain Dylan! Read More

Flats, Inshore, Nearshore Fishing Charter in Matlacha

Inshore Redfish Roundup

100% (1)
23 ft 1 - 4 People $$
Fishing in Naples
Fishing in Naples
Fishing in Naples
trip description for Weekend Getaway Day Trip in Naples

Join Captain Stanley for an exciting fishing trip where you can catch Redfish, Speckled Trout, Snook, Mackerel, Grouper, Snapper, and Triggerfish! He can take you inshore or further out to explore the nearshore and close offshore waters, depending on what you want to catch. If you choose the 4-hour trip, you will have limited time to try different fishing techniques, but Captain Stanley will make sure to get you hooked up with your target species. If you prefer a longer fishing trip, the 8-hour trip will give you an even better fishing experience. Just bring your favorite snacks and drinks, and get ready for a fun day on the water. You will meet Captain Stanley at the Bay View Boat Ramp, where his boat will be fully equipped with everything you need for a successful fishing trip. All you need to bring are your snacks and drinks, and Captain Stanley will take care of the rest. Read More

Inshore, Nearshore Fishing Charter in Naples

Weekend Getaway Day Trip

100% (1)
20 ft 1 - 4 People $$
Fishing in Cape Coral
Fishing in Cape Coral
Fishing in Cape Coral
trip description for Inshore Bay Trip - 23' Aqua Star in Cape Coral

Fishing in the back-bay/inshore waters is what Southwest Florida is known for around the world. These are Captain Jack's most popular trips across all his clients, from veteran anglers to children! When fishing from Boca Grande to Estero Bay there are dozens of species that can end up on the end of your line. Some of the more common species include **Snook, Redfish, Trout, Tripletail, Tarpon, Spanish Mackeral, Sheepshead, and Various Species of Sharks.** There is nothing quite as fun as stalking fish along mangrove islands, floating across grass flats, pitching live-baits into structure or drifting baits through passes. Captain Jack mostly uses live-bait and spinning reels. With proven success, he finds this is the most effective way to put fish into the boat! Capt. Jack pilots a beautiful, 23’ vessel that can handle rough days and get into shallow fishing holes making it perfect for plying the waters of Southwest Florida. Its T-top gives plenty of shade from Florida’s brutal sun complete with a tower and second station. An extra-wide beam and clutter-free deck give his clients plenty of room to move around, fight fish or lay back & relax. With a brand new Minn Kota trolling motor, massive bait-well, state-of-the-art GPS/SONAR, Bluetooth sound system, and more to help our clients increase their chances of landing fish as comfortably as possible. Since everything is provided aboard Captain Jack's boat, all you need to bring are your favorite snacks and drinks and you'll be all set! Read More

Flats, Inshore Fishing Charter in Cape Coral

Inshore Bay Trip - 23' Aqua Star

NEW
23 ft 1 - 5 People $$
Fishing in Punta Gorda
Fishing in Punta Gorda
Fishing in Punta Gorda
trip description for Fishing Nirvana in Boca Grande in Punta Gorda

On this light-tackle fishing trip with Captain Leighton, you'll have an unparalleled opportunity to go after famous Florida gamefish, including Redfish, Snook, and Tarpon, in the beautiful backwaters of the Charlotte Harbor. This rich fishery is home to many trophy fish, and there's no better way to catch them than in shallow water on light line! You'll be fishing from the deck of Captain Leighton's 17' Pathfinder skiff—a perfect boat for this type of shallow-water fishing. She's powered by a reliable, 60-HP Yamaha outboard, so you'll get out to the best fishing spots quickly and smoothly. If you're interested in wading, there are plenty of opportunities to step off the boat as well. Captain Leighton will provide everything you need for a great trip, including custom-made jigs, lures and plugs. Light spinning rods, left-handed and right-handed ready, will be provided. The rods will be matched to the angler’s casting abilities to ensure the best opportunity of catching desired species. Therefore anglers can expect an exciting, up close interaction with fighting these game fish. You’ll have sight casting as well as blind casting chances as conditions allow. All you need to bring along is proper clothing, sunscreen (no spray please!), and a pair of polarized lenses to spot fish! Get out there and see what Florida has to offer! Read More

Flats, Inshore Fishing Charter in Punta Gorda

Fishing Nirvana In Boca Grande

NEW
17 ft 1 - 2 People $
See All Sheepshead Trips in Captiva

Everything to Know About Booking a Captiva sheepshead fishing charter

What are the best sheepshead fishing charters in Captiva?

Our Damn Good Guides currently offer 23 sheepshead trips in Captiva, and the most popular trips in the area are Half Day Trip AM or PM - Captiva guided by Andre, Half Day Tarpon - Captiva guided by Andre, and Full Day Trip - Captiva guided by Andre.

Our guides in Captiva are rated a 4.88 out of 5 based on 2588 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.

Other popular cities nearby for booking a Sheepshead charter include Cape Coral, Matlacha and Fort Myers Beach.

Looking for kid friendly sheepshead guides / fishing lessons in Captiva? Check out our beginner and family friendly sheepshead guides in Captiva.

What types of sheepshead fishing charters are common in Captiva?

Inshore fishing is the most popular for sheepshead in Captiva as well as flats fishing, nearshore fishing, and river fishing.

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

How much do Captiva sheepshead fishing charters cost?

for sheepshead in Captiva prices can range anywhere from about $500 to $1,000, but the average price for a half day trip for sheepshead in Captiva is $576. The average price for a full day trip for sheepshead in Captiva is $857.

What month is best for sheepshead fishing in Captiva?

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

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

You’re in luck! Our fishing tours in Captiva 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 Captiva.

Recent Reviews of Captain Experiences

  • ★★★★★
    I had a great experience with Andre. He is very attentive and helpful. He put me on some great fish. Thanks again Andre

    Glenn S. with Andre L. of Sanibel, Florida

  • ★★★★★
    This was exactly the fishing fun we needed for our super spur of the moment trip with a teenaged kid that wanted to catch fish in Florida. Lots of different species, super friendly contain and never a dull moment. It helped that the weather was great and we caught lots of fish.

    Michelle K. with Richard T. of Fort Myers Beach, Florida

  • ★★★★★
    Rod was drip!

    Quinton S. with Rob J. of Fort Myers Beach, Florida

  • ★★★★★
    We had a great afternoon with Captain Logan. I appreciated his calmness and friendliness. He surely knows the fishing spots well and we got enough keepers for a nice meal for my visiting relatives. I would definitely call on him again.

    Cathy C. with Logan H. of Saint James City, Florida

  • ★★★★★
    Andre was a blast to fish with. Super patient with my 4 year old daughter, helped her catch a fish. Put us on fish all day. Will book again.

    Rob C. with Andre L. of Cape Coral, Florida

  • ★★★★★
    Captain Kenny was outstanding. He got us reeling in fish right away. We kept him bust baiting hooks and netting big fish until it was time to call it a day. Great day fishing. Highly recommend, thank you very much. Looking forward to another fishing trip with him next year.

    Samuel W. with Richard T. of Fort Myers Beach, Florida

  • ★★★★★
    We had a great time on our trip! Kenny was very happy to explain the area to us and very good at getting us in the zone.

    Diane F. with Richard T. of Fort Myers Beach, Florida

  • ★★★★★
    Great fishing with Andre Caught a bunch Great time

    Jason S. with Andre L. of Cape Coral, Florida

  • ★★★★★
    Had a blast

    Larry S. with Andre L. of Sanibel, Florida

  • ★★★★★
    Had a GREAT time with Brandon! Very knowledgeable and put us on fish quickly. We will definitely be booking him again!

    Andrew P. with Brandon D. of Bokeelia, Florida

  • ★★★★★
    Andre was great! we were dealing with a cold front that had been there for a couple of days. I was wanting a snook to cross it off my list ,it was going to be a challenge. not only did Andre find the snook we caught multiple, hooked a 40 incher and landed a 30 inch

    Kenneth C. with Andre L. of Cape Coral, Florida

  • ★★★★★
    Had a great time. Even though the fish weren't hitting hard, we caught some and the captain was very patient and worked hard to make it a great experience.

    Mendel M. with Richard T. of Fort Myers Beach, Florida

  • ★★★★★
    Captain Rich was by far the best captain we have ever had during our fishing adventures! His boat was very comfortable. He made the effort to go to the fishing spots that would get us the most action. He was fun, funny and very quick to re-bait our hooks as soon as we lost our bait to the "nibblers" out there. My fiance and I cannot wait to go out with him again! Janet

    David D. with Richard T. of Fort Myers Beach, Florida

  • ★★★★★
    Neal was an awesome fishing guide and was very knowledgeable of the local area.

    Tim O. with Richard T. of Fort Myers Beach, Florida

  • ★★★★★
    Awesome trip went out with Captain Kenny did a great job put us on fish right away. My wife went along on the trip and she is not a fisher person Kenny did a great job with her and she caught her first shark. Thanks for the great time and unforgettable memories.

    Christopher J. with Rob J. of Fort Myers Beach, Florida

  • ★★★★★
    Had a wonderful time with Captain. Caught tons of fish, plenty to take home as well. Great company too

    Bryan L. with Stanley B. of Naples, Florida

  • ★★★★★
    Excellent trip Kenny our guide was very knowledgeable on locating fish.

    Stan O. with Richard T. of Fort Myers Beach, Florida

  • ★★★★★
    Our skipper was awesome! I am terrible with names but I believe it was Captain Kenny. He was great with the kids and we caught our dinner with leftovers to spare. We will definitely be back next year

    Christopher W. with Richard T. of Fort Myers Beach, Florida

  • ★★★★★
    Very good half-day charter. We caught lots of fish right in the bay and would be a great trip for families with kids.

    Bill S. with Rob J. of Fort Myers Beach, Florida

  • ★★★★★
    We rented two boats because we had 8 people who wanted to fish. Our captains, Dillion and Logan, were excellent. The 5 teenagers and 3 adults had the best time. Even caught some fish. Highly recommend these two captains.

    Sue R. with Dylan H. of Matlacha, Florida

Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re licensed, insured and vetted by our team of outdoor experts who know them on a first-name basis. We hand pick our Damn Good Guides, and our network spans all across the country 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:

See All Sheepshead Trips in Captiva