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Sheepshead Fishing Charters In Naples

Check real-time availability on Naples sheepshead fishing trips. Online booking | 4.85 / 5 stars | Guides from $500

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Recently Booked Sheepshead Fishing Charters Near Naples, Fl

Fishing in Naples

Inshore Fishing Charter in Naples

Weekday Afternoon Trip

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20 ft 1 - 4 People From $500
Fishing in Naples

Inshore, Nearshore Fishing Charter in Naples

Weekend Getaway Day Trip

100% (1)
20 ft 1 - 4 People From $500
Fishing in Naples

Flats, Inshore Fishing Charter in Naples

Beginners Welcome

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24 ft 1 - 4 People From $750
Fishing in Naples

Inshore, Nearshore Fishing Charter in Naples

4 Hour Backwater/Nearcoastal Fishing Charter

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23 ft 1 - 4 People From $500
Fishing in Cape Coral

Flats, Inshore Fishing Charter near Naples

Saltwater Fly Fishing Action

NEW
23 ft 1 - 6 People From $500
Fishing in Fort Myers Beach

Inshore, Nearshore Fishing Charter near Naples

Fort Myers Hook Up!

NEW
23 ft 1 - 6 People From $600

Most Popular Types of Sheepshead Trips in Naples

“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 Naples, Fl

Fishing in Bonita Springs
Fishing in Bonita Springs
Fishing in Bonita Springs
trip description for Gallivanting in the Gulf in Bonita Springs

Come aboard Captain Jon’s custom-built Mako 21' LTS hybrid flats/bay boat for a great day of fishing and exploring the waters of southwest Florida. The hull design allows for both skinny water fishing and a comfortable ride to the nearshore reefs if the weather delivers a slight chop. She’s powered by a Mercury 200 horsepower Mercury four-stroke engine providing plenty of power and reliability. Twin 12-foot MinnKota Talons aka ‘shallow water anchoring system’ which allows Captain Jon to anchor the boat without using an anchor, while the Minn Kota Ulterra Trolling motor will quietly sneak up on skittish redfish or move along mangrove shorelines in search of snook and other game fish. Your fishing experience will be made easier thanks to the new Humminbird Solix with One-boat network total boat control and GPS/depth sounder with Mega imaging. The sounder will allow Captain Jon to see the fish before you catch them! While out on the water you can expect to hook into Redfish, Snook, Speckled Trout, Permit, and even Tarpon when they're around. Captain Jon always knows what's biting best and can give expert advice on what species will be best to target on a given day. He also provides all the fishing gear you could possibly need for a successful day out on the water including bait, tackle, and fishing licenses. All Captain Jon recommends that you bring are your favorite snacks and drinks, and a desire to catch some fish! Read More

Flats, Inshore Fishing Charter near Naples

Gallivanting In The Gulf

100% (1)
21 ft 1 - 4 People From $550
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

Hop aboard and get ready for our fun, affordable back bay, inshore, and nearshore private fishing charters located on Fort Myers Beach, Florida! Our 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 near Naples

Back Bay Trip – 27’ Carolina

100% (8)
27 ft 1 - 6 People From $450
Fishing in Sanibel
Fishing in Sanibel
Fishing in Sanibel
trip description for Full Day or 3/4 Day - Sanibel in Sanibel

Embark on a captivating 6-8 hour flats and inshore fishing expedition, skillfully curated and led by the seasoned expertise of Captain Andre. With an illustrious maritime career spanning 18 years, Captain Andre stands as a paragon of knowledge and proficiency in navigating the waters of Sanibel. Aboard his meticulously maintained 24ft Center Console vessel, participants are invited to partake in an immersive encounter that delves deep into the intricate marine ecosystem of the region. Set against the backdrop of Sanibel's breathtaking vistas, Captain Andre's profound mastery guarantees a gratifying outing for anglers of diverse skill levels. His unwavering commitment to excellence is palpable, as he imparts essential techniques and equips each participant with the requisite tools to target a diverse array of species inhabiting the flats and inshore areas. From the enigmatic Gag Grouper to the captivating Speckled Trout, the dynamic Jack Crevalle to the delectable Mangrove Snapper, and the elusive Snook, Captain Andre's comprehensive expertise promises a multi-faceted encounter with the marine world. Guiding his 24ft Center Console with finesse, Captain Andre ensures a journey marked by professionalism, unparalleled proficiency, and an unwavering respect for the delicate marine ecosystem. Whether an amateur or an adept angler, this extended 6-8 hour flats and inshore expedition stands as a testament to Captain Andre's dedication to delivering an encompassing fishing experience. Beyond the thrill of the catch, the journey underscores the significance of responsible fishing practices and conservation awareness. With Captain Andre at the helm, this excursion unveils the hidden treasures of Sanibel's waters, guided by an adept mariner who epitomizes the synergy of skill, passion, and stewardship. Read More

Flats, Inshore, River Fishing Charter near Naples

Full Day Or 3/4 Day - Sanibel

100% (2)
1 - 4 People From $750
Fishing in Marco Island
Fishing in Marco Island
Fishing in Marco Island
trip description for Marco Island Charter Fishing in Marco Island

Experience the thrill of catching the big one on our Marco Island charter fishing trips. Captain Randy in Marco Island, Florida, offers both coastal and offshore fishing from our base in beautiful southwest Florida Captain Randy has more than 30 years experience chartering, fishing, and diving in the waters around Marco Island and Naples. He has extensive local knowledge, and will show you the hottest reefs and shipwrecks, creating a fishing adventure for you and your family on par with the best in the world. Read More

Deep Sea, Nearshore Fishing Charter near Naples

Marco Island Charter Fishing

NEW
31 ft 1 - 6 People From $800
Fishing in Cape Coral
Fishing in Cape Coral
Fishing in Cape Coral
trip description for Half Day AM or PM - Cape Coral in Cape Coral

Embark on an enriching 4-hour flats/inshore fishing excursion led by the seasoned expertise of Captain Andre, boasting an impressive 18-year legacy navigating the waters of Cape Coral. Aboard his meticulously outfitted 24ft Center Console vessel, adventurers are invited to immerse themselves in an artfully curated experience that delves into the prolific marine tapestry of the region. Against the backdrop of Cape Coral's stunning vistas, Captain Andre's unrivaled mastery of the local waters guarantees a rewarding outing for angling enthusiasts of all levels. With an unwavering commitment to excellence, his adept guidance ensures that each participant is equipped with the quintessential techniques and tools required to pursue the diverse range of species that inhabit the region's flats and inshore areas. From the elusive Gag Grouper to the captivating Speckled Trout, the exhilarating Jack Crevalle to the delectable Mangrove Snapper, and the formidable Snook, Captain Andre's comprehensive expertise promises an encounter with a rich assortment of marine life. Seated at the helm of the 24ft Center Console, participants can anticipate an expedition distinguished by professionalism, unparalleled know-how, and a profound reverence for the delicate aquatic ecosystem. This 4-hour flats/inshore voyage stands as a testament to Captain Andre's dedication to delivering an immersive fishing encounter. The outing not only guarantees cherished memories but also underscores the significance of sustainable fishing practices. The journey is an invitation to uncover the hidden gems of Cape Coral's waters, guided by an adept seafarer who epitomizes the art and science of angling. Read More

Flats, Inshore Fishing Charter near Naples

Half Day AM Or PM - Cape Coral

75% (4)
24 ft 1 - 4 People From $500
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 near Naples

Half Day Trip AM Or PM - Sanibel

100% (1)
24 ft 1 - 4 People From $500
See All Sheepshead Trips in Naples

Everything to Know About Booking a Naples sheepshead fishing charter

What are the best sheepshead fishing charters in Naples?

Our Damn Good Guides currently offer 14 sheepshead trips in Naples, and the most popular trips in the area are Weekday Afternoon Trip guided by Stanley, Weekend Getaway Day Trip guided by Stanley, and Beginners Welcome guided by Edwin.

Our guides in Naples are rated a 4.85 out of 5 based on 2772 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, Fort Myers Beach and Sanibel.

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

What types of sheepshead fishing charters are common in Naples?

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

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

How much do Naples sheepshead fishing charters cost?

for sheepshead in Naples prices can range anywhere from about $500 to $1,198, but the average price for a half day trip for sheepshead in Naples is $600. The average price for a full day trip for sheepshead in Naples is $948.

What month is best for sheepshead fishing in Naples?

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

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

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

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

  • ★★★★★
    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

  • ★★★★★
    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 had a great time and caught a lot of fish we will use Jon again

    Joe W. with Jon F. of Bonita Springs, Florida

What's biting in Naples?

View Sheepshead Fishing Reports from our damn good guides.

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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 Naples