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Sheepshead Fishing Charters In Holiday

Check real-time availability on 32 Holiday sheepshead fishing trips. Online booking | 5 / 5 stars | Guides from $500

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Recently Booked Sheepshead Fishing Charters Near Holiday, Fl

Fishing in Holiday

Deep Sea, Nearshore Fishing Charter in Holiday

Half Day Trip (4hrs)

NEW
30 ft 1 - 6 People $$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in St. Petersburg

Flats, Inshore, River Fishing Charter in St. Petersburg

St Petersburg Inshore Fishing!!!

NEW
24 ft 1 - 5 People $
Fishing in Clearwater

Flats, Inshore, Nearshore Fishing Charter in Clearwater

Fisherman's Choice Trip

NEW
22 ft 1 - 4 People $$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Clearwater

Inshore, Nearshore Fishing Charter in Clearwater

Tampa Bay Fishing - 22’ Aguasport

100% (2)
22 ft 1 - 4 People $$
Fishing in Ruskin

Flats, Inshore, Nearshore, River Fishing Charter in Ruskin

Grouper And Snapper Trips

NEW
23 ft 1 - 4 People $
Fishing in St. Petersburg

Flats, Inshore Fishing Charter in St. Petersburg

Half-Day Quick Trip

100% (4)
21 ft 1 - 6 People $$

Most Popular Types of Sheepshead Trips in Holiday

“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 Holiday, Fl

Fishing in Clearwater
Fishing in Clearwater
Fishing in Clearwater
trip description for Clearwater Flats Fishing in Clearwater

What’s the difference between a clearwater fishing guide & a charter captain? Anyone can go out and pass a test to get a Charter Captains' license. However, a guide is someone who truly knows how to fish in the area. From having the right equipment, boat, waterway knowledge to knowing what is biting on a summer's morn vs. a winter's eve and what bait to use in each scenario. Captain Craig is a true, ‘Clearwater Fishing Guide’. From shallow grass flats fishing to the bays, Captain Craig's flats fishing charters are among the best in the area. His flats charters include taking one to 3 persons to areas such as the grass flats, nearshore, backwaters, and bays along Clearwater and Tarpon Springs and even into Tampa Bay. These flats fishing experiences include casting with artificial or live bait along with traditional & fly fishing with no price disparity between any technique or quarry! Expect to catch snook, redfish, tarpon, mackerel, sharks, cobia, threadfin, & more! You will be fishing aboard Captain Craigs 21' Backcountry Flats boat equipped with a trolling motor and polling platform which allow Captain Craig to sneak you up on the fish to get the best possible look at catching them! This boat can maneuver the skinny water (hence the name of his charter) to chase down the awesome flats fish like tailing Reds, Snook, and even Tarpon! Captain Craig will provide almost everything for your flats fishing adventure from rods, reels, tackle, bait, fishing licenses, and even fish cleaning though he does encourage catch and release. All you'll need to bring are some snacks and drinks, your sun protection, and your own fly gear if that's your flavor, but Captain Craig will take care of the rest to ensure you have an epic day out on the water! Feel free to bring your young ones on this family-friendly trip; Captain Craig is great at getting kids hooked on fishing, and kids under 12 come aboard for free! Read More

Flats, Inshore, Jetty, Nearshore Fishing Charter in Clearwater

Clearwater Flats Fishing

100% (3)
23 ft 1 - 4 People $$
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Fishing in Clearwater
Fishing in Clearwater
Fishing in Clearwater
trip description for Reel Salty Sportfishing in Clearwater

Nick invites you to check out the local fishery in style. Come on aboard with Capt. Nick, whose main priority is to get you on some fish. Expect to use light tackle based on the species you're targeting. Speaking of which, you have the option of 4 to 8-hour trips, where you'll be fishing for the likes of Tarpon, Snook, Redfish, King Mackerel, Spanish Mackerel, and Tripletail, depending on the specific season and the day's weather. Your adventure begins on board a 21' Sea Pro boat that can fit a maximum of 4 anglers. The price of your trip includes all the rods, reels, and terminal tackle you'll need for a productive day on the water. As for fishing licenses, everything will be taken care of by the captain so you don't have to worry about it. You're welcome to keep all legal species caught during the trip. Want to bring the rest of the family along for the ride? Kids are welcome aboard, so you're free to make it a family adventure. Book your trip now and hit the water with Nick. Read More

Flats, Inshore, Nearshore Fishing Charter in Clearwater

Reel Salty Sportfishing

100% (5)
26 ft 1 - 4 People $$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Tampa
Fishing in Tampa
Fishing in Tampa
trip description for Tampa Bay Inshore Adventures in Tampa

Get out there and enjoy a fun, laid-back light tackle sportfishing trip on beautiful Tampa Bay. On this trip with 27 year veteran Captain Wade, you'll be going after classic species including snook, redfish, seatrout, and more! There are multiple options for your adventure, so you can find what's best for you. On the three-hour charter, you'll get a great introduction to Tampa Bay and have time to catch multiple species of fish. This is ideal for visitors, first-timers, couples, seniors, or parents with children of all ages. Of course, you'll be treated to professional, family-friendly service and courteous expert instruction. Four hours provides a greater opportunity to cover a larger area of Tampa Bay and catch more fish. Many people find this amount of time ideal for entertaining friends, clientele or hosting bachelor parties. Have a blast, while competing to see who catches the biggest fish or most fish. Six hours is highly recommended to maximize your fishing adventure on Tampa Bay. This charter is ideal for avid anglers, and enthusiasts looking to hone their inshore angling skills. Experience fishing numerous grass flats, mangrove shorelines, oyster beds, creeks and back-bays. No matter the adventure you select, you'll have a great time fishing with Captain Wade! He provides premium spin, fly or plug fishing tackle such as G-Loomis, Bull Bay, Penn, Sage and Tibor. Live-bait, flies, artificial lures, ice, bottled drinking water and sunscreen lotion is also provided. He will also fillet, bag, and ice your catch, should you decide to keep some fish for lunch or dinner! His 24' Sheaffer, “regarded as the best bay boat in the industry,” is ideal for fishing the inshore environment and was refurbished in 2022 with brand-new electronics and motor. Get out there and enjoy all that Tampa Bay has to offer! Afishionado, "Always an Adventure." Read More

Flats, Inshore Fishing Charter in Tampa

Tampa Bay Inshore Adventures

100% (7)
24 ft 1 - 6 People $
Fishing in Ruskin
Fishing in Ruskin
Fishing in Ruskin
trip description for Tampa Bay Backcountry Trip in Ruskin

There's simply no better way to enjoy the water than a backcountry fishing trip with Captain T.J. He's fished the mangroves and around Tampa Bay for years, and you can be sure that he'll put you right where the fish are! This area provides the perfect habitat for several sportfish species, especially Snook, Redfish, Speckled Trout, and Mangrove Snapper! These species are perfect inshore opponents that fight hard and love to bite on a range of lures and baits. There's nothing like pulling some big ol' Snook out of the mangrove roots, whether it's your first fish or your hundredth! In addition to these inshore species, on a six-hour trip you'll be able to take a crack at nearshore gamefish including Blacktips, Bull Sharks, Gag Grouper, Jack Crevalle, and more! Strap in, because these fish are a challenge for any angler. On this trip, you'll be taken care of aboard Captain T.J.'s 22' BullsBay bay boat (say that three times fast!). She's a beauty, and is equipped with a 200-HP Suzuki engine to take you "dock to dock" smoothly and comfortable. She also features a full kit of electronics, a wireless trolling motor, and a live well for your bait. Captain T.J. will bring everything you need for a great day, including all the rods, reels, bait, and tackle. All you need to bring is proper clothing, sunscreen, and a pair of sunglasses to help you spot fish. Read More

Inshore, Nearshore Fishing Charter in Ruskin

Tampa Bay Backcountry Trip

NEW
22 ft 1 - 4 People $$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Tampa
Fishing in Tampa
Fishing in Tampa
trip description for Tampa Bowfishing in Tampa

If you’re ready to get hooked on Bowfishing in Tampa Bay, look no further. Having logged many hours on these tides, Captain Mike can put you on the fish. Species like Sheepshead, Flounder, Black Drum, Mangrove Snapper, Ray, Spadefish, Mojarra, Tilapia, and more are in the cards, depending on conditions. Captain Mike is dedicated to providing you with a memory you will not forget! He prides himself on giving an experience that will want you to come back again. Trips typically last 4 hours but Captain Mike is more concerned with you enjoying yourself than getting you back to the dock. If that means staying on the water longer if you wish Captain Mike is happy to do so at no extra charge. Looking to get the whole family outdoors? Kids are absolutely welcome! If you don’t have a child-sized life vest of your own, be sure to ask if there’s one on board. And, you can’t go wrong with snacks so that nobody gets cranky on an empty stomach! Your vessel for the day is a 22’ Alweld center console that can carry up to 6 passengers. It has all the essentials no fishing machine can run without. You’ll find lightweight carbon fiber Vader Bows with AMS bottle reels waiting for you. The charter boat covers your fishing license, just show up ready for a good time! Some fish have special regulations, including when you can keep them. Simply ask and your captain can tell you more. It’s never a bad idea to come prepared. Captain Mike will monitor the weather often but feel free to bring extra clothes or whatever will keep you comfortable while out as the weather on the bay changes often. There will be some drinks on offer, feel free to bring your own favorites a cooler will be provided to keep them cold. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles for safety reasons. Read More

Flats, Inshore Fishing Charter in Tampa

Tampa Bowfishing

NEW
22 ft 1 - 6 People $
Fishing in St. Petersburg
Fishing in St. Petersburg
Fishing in St. Petersburg
trip description for 4-8 Hour Fishing Trip in St. Petersburg

Stay inshore to whack redfish, trout, flounder, and sheepshead for some rod bending action, or hit it a little further offshore to troll the nearshore waters for giant Mackerel or bottom fish for a myriad of snapper and grouper species that call the Florida State waters home. For this St. Petersburg fishing trip, the world is truly your oyster, but the longer the trip you choose to run, the more options you will have in terms of techniques! Captain Hanks 22' Allcraft is the perfect fishing vessel for 4 guests fishing inshore and can make it out to the deeper water when the swells are less than 2ft. Even if the waves do not permit a nearshore voyage, there is still so much to explore along the surf and into the backcountry rivers around St. Pete, and a myriad of different species to hook into as well! Captain Hank will provide everything you need for your Inshore/Nearshore adventure so all you need to bring are your favorite snacks and drinks, and your sun protection, and get ready to rip some lips! Read More

Inshore, Nearshore Fishing Charter in St. Petersburg

4-8 Hour Fishing Trip

100% (3)
22 ft 1 - 4 People $
See All Sheepshead Trips in Holiday

Everything to Know About Booking a Holiday sheepshead fishing charter

What are the best sheepshead fishing charters in Holiday?

Our Damn Good Guides currently offer 32 sheepshead trip in Holiday: Half Day Trip (4hrs) guided by Carlos.

Our guides in Holiday are rated a 5 out of 5 based on 2590 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 St. Petersburg, Clearwater and Tampa.

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

What types of sheepshead fishing charters are common in Holiday?

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

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

How much do Holiday sheepshead fishing charters cost?

for sheepshead in Holiday prices can range anywhere from about $500 to $1,017, but the average price for a half day trip for sheepshead in Holiday is $592. The average price for a full day trip for sheepshead in Holiday is $884.

What month is best for sheepshead fishing in Holiday?

The most popular season for sheepshead fishing in Holiday is spring, and most anglers book their trips 12 days in advance.

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

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

Recent Reviews of Captain Experiences

  • ★★★★★
    Nick was an amazing captain! He got us on some fish right away! We had a great time!

    Chris S. with Nick H. of Clearwater, Florida

  • ★★★★★
    Had a great half day out on the water with Hank. Very friendly and done a good job of keeping us on the fish.

    Brian W. with Hank V. of St. Petersburg, Florida

  • ★★★★★
    Captain Nick tried his best but the fish just weren't biting. Nick was very nice and knowledgeable we just wish we caught more fish.

    Andy G. with Nick H. of Clearwater, Florida

  • ★★★★★
    We had a great experience with Captain Nick! He was very accommodating to me and my 8 and 4 year old. He put us on fish right away, and most important of all he was safe! Great experience.

    Joel A. with Nick H. of Clearwater, 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

  • ★★★★★
    Had a great trip with captain nick. Despite the tough conditions we were able to find some fish, will book again.

    Max S. with Nick H. of Clearwater, Florida

  • ★★★★★
    Had a great day fishing with Captain Nick Hughs! Trip started on time with nearly perfect weather. Boat was ready to go with all the bait and tackle we needed. Although the fish were hard to find, we did land a nice Snook. Nick worked his fanny off trying to get us on the fish. He’s a great Capt. and great host!

    Jan G. with Nick H. of Clearwater, Florida

  • ★★★★★
    We had a great afternoon of fishing with Captain Wade in Tampa Bay; catching snook and redfish. Wade knows the bay well and he put us in the right spot for the conditions. We were originally scheduled for a Sunday morning trip but when the weather was not looking favorable, he offered to put in an extra long day and take us on Saturday afternoon. He works well with all skill levels and I highly recommend him for your next fishing trip!

    Ben R. with Wade O. of Tampa, Florida

  • ★★★★★
    What a great Captain! Great boat! Easy going and just what we wanted! Can't say enough about a Captain that puts you on a 26 inch trout!! Can you say gator! Thanks for a great day!

    Bill M. with Robert D. of Tarpon Springs, Florida

  • ★★★★★
    We really enjoyed our trip with Capt. Robert. The boat was well maintained and the rods were smooth. He was a pleasure to spend the day with and I would have no hesitation to recommend him to anyone looking for a guide. He was friendly, helpful, patient and knowledgeable about the local area and the how's and where's to put fish in the boat. My wife caught her pb trout on this trip and I almost broke mine. He started as our Captain and finished as our friend. When we come back down, there is no need to look for another Capt., we already found the best.

    Bill M. with Robert D. of Tarpon Springs, Florida

  • ★★★★★
    We slayed em. Had our limit in trout plus one pompano in an hour. Sport fished for the rest of the time and caught about 50 more large trout. Great trip!!!

    with Robert D. of Tarpon Springs, Florida

  • ★★★★★
    Captain Nick is a pro!!! We had so much fun and he put us on a variety of fish. Can't wait to eat our trout for lunch now.

    Ken P. with Nick H. of Clearwater, Florida

  • ★★★★★
    Captain Wade was great! We were a bit late getting to the dock due to downtown traffic and we still went out on the water and had a good time. We caught some trout and sheepshead and so many lady fish! He was very informative on techniques and areas to fish. He kept the ride smooth and it was just a beautiful day on the water. So much wildlife out there, dolphins, ducks, pelicans and much more! Thank you for a great day on the water!

    Ashley R. with Wade O. of Tampa, Florida

  • ★★★★★
    Super cool and nice had a great time.

    Danyel M. with Robert D. of Tarpon Springs, Florida

  • ★★★★★
    We had an awesome day on the water with Tommy! He kept us on the fish and sharks all day. If you are looking for an experience like you are out fishing with one of your buddies, Tommy is the type of guide for you.

    Justin L. with Tommy M. of Apollo Beach, Florida

  • ★★★★★
    Best time with Capt Jusn and my son. His first time fishing on the Gulf

    David C. with Juan H. of St. Petersburg, Florida

  • ★★★★★
    Caught lots of fish. Great communication before and during trip. Lots of fun. Will book with him again.

    Lannie C. with Wade O. of Tampa, Florida

  • ★★★★★
    Caught lots of fish. Great communication before and during trip. Super fun time. Will book from again.

    Lannie C. with Wade O. of Tampa, Florida

  • ★★★★★
    Definitely worth it!

    Matt M. with Thomas D. of St. Petersburg, Florida

  • ★★★★★
    Great trip. Capt Tyler did a great job on finding fish for us to catch. Would definitely go with him again.

    Craig B. with Tyler B. of Belleair Bluffs, 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 Holiday