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Sheepshead Fishing Charters In Holiday

Check real-time availability on 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 From $750
Fishing in Belleair Bluffs

Inshore, Nearshore Fishing Charter near Holiday

Sunny Fishing On Tampa Bay

100% (3)
23 ft 1 - 6 People From $550
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 Tarpon Springs

Flats, Inshore, Nearshore Fishing Charter near Holiday

In Or Near Shore Experience

100% (7)
22 ft 1 - 4 People From $450
Fishing in Clearwater

Inshore Fishing Charter near Holiday

Clearwater Inshore Special

100% (1)
27 ft 1 - 6 People From $505
Fishing in Clearwater

Flats, Inshore, Nearshore Fishing Charter near Holiday

Clearwater Classic

100% (2)
21 ft 1 - 4 People From $550
Fishing in Tampa

Flats, Inshore, River Fishing Charter near Holiday

Tampa Bowfishing Charters

NEW
22 ft 1 - 6 People From $625

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 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 near Holiday

4-8 Hour Fishing Trip

100% (3)
22 ft 1 - 4 People From $400
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 Belleair Bluffs
Fishing in Belleair Bluffs
Fishing in Belleair Bluffs
trip description for 3 Hour Adventure in Belleair Bluffs

Captain Matt will take you to the nearshore reefs for a chance at multiple species depending on the season. There will be a choice of heavy spinning or or light spinning rods or heavy conventional rod combos available. You never know what might show up on these trips, and Captain Matt is prepared for it all. Book now for a great time nearshore fishing adventure. This trip is designed for the angler who wants to fish for a few hours before the day begins, or just try fishing for the first time. We have light tackle to add to the excitement. Read More

Nearshore Fishing Charter near Holiday

3 Hour Adventure

NEW
24 ft 1 - 4 People From $450
Fishing in St. Petersburg
Fishing in St. Petersburg
trip description for St. Pete Bowfishing in St. Petersburg

On this epic nighttime bowfishing trip, you'll have a chance to nail Rays, Sheepshead, Jacks, and other species from the deck of Captain Thomas' 22' Century bay boat. If you like hunting and you like fishing, there's no better way to do both—at the same time! Fish change their behavior at night, when they're less wary of predators and can come out to hunt in the open. Little do they know, you'll be waiting, bow and arrow in hand! You'll have the opportunity to shoot a bunch of species on this trip, so you can fill your cooler with trophies and keepers. Captain Thomas's 22' Century is ideal for this type of shallow water maneuvering. In addition, this boat packs some serious lights to help you spot the fish. Thomas will you meet you at one of many boat ramps in area, and give you a brief safety briefing before you get out there! He'll provide everything you need, so just remember proper clothing and maybe some bug spray and you'll be good to go. No sunscreen necessary on this night trip. Read More

Inshore Fishing Charter near Holiday

St. Pete Bowfishing

100% (1)
22 ft 1 - 5 People From $600
Fishing in Hudson
Fishing in Hudson
Fishing in Hudson
trip description for Inshore Fishing Charter in Hudson

Join Captain Brian on an inshore fishing adventure off Hudson Beach, FL! Whether you're a beginner or an expert angler, Captain Brian is dedicated to exceeding your expectations. On tis trip, you can expect to chase a variety of inshore fish species such as Snook, Redfish, Black Drum, and Sea Trout. If you're looking to venture a little deeper, you can also troll or bottom fish for Mackerel and Grouper. In the summer months, Tarpon also migrate through the waters off Hudson. Just let Captain Brian know which species you'd like to target and he'll make it happen! Captain Brian's 24' Tidewater is equipped with all the gear you'll need for a successful day on the water, including rods, reels, tackle, and bait. All you need to bring is your favorite snacks and drinks, sun protection, and camera to capture your memories! Read More

Flats, Inshore, Nearshore Fishing Charter near Holiday

Inshore Fishing Charter

100% (1)
24 ft 1 - 4 People From $500
Fishing in Clearwater
Fishing in Clearwater
Fishing in Clearwater
trip description for Clearwater Inshore Fishing in Clearwater

Welcome to Clearwater, Florida—the perfect place for a fishing adventure! Join Captain Alex onboard his 22' Pathfinder bay boat and get ready to experience some of the best fishing the area has to offer. As you set out on the sparkling waters of the Gulf of Mexico, you'll be surrounded by breathtaking views and the sound of waves gently lapping against the boat. Keep an eye out for dolphins and manatees, as they are often spotted in these waters. With Captain Alex's expert guidance, you'll be fishing for a variety of gamefish species, including Gag Grouper, Hogfish, Jack Crevalle, Sheepshead, and Mangrove Snapper. These gamefish are known for their fighting spirit and delicious flavor, making them a thrill to catch and a treat to eat! As you cast your line, you'll feel the excitement of the hunt and the rush of anticipation as you wait for a bite. When you finally feel that tug on the line, it's time to land in your catch and enjoy the thrill of the fight. Whether you're an experienced angler or a first-time fisherman, Captain Alex will make sure you have a memorable and enjoyable experience. Read More

Flats, Inshore Fishing Charter near Holiday

Clearwater Inshore Fishing

NEW
22 ft 1 - 4 People From $500
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! "Always an Adventure." Read More

Flats, Inshore Fishing Charter near Holiday

Tampa Bay Inshore Adventures

100% (8)
24 ft 1 - 6 People From $400
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 25 sheepshead trip in Holiday: Half Day Trip (4hrs) guided by Carlos.

Our guides in Holiday are rated a 5 out of 5 based on 2776 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 light tackle fishing, live bait fishing, and artificial lure fishing but drift fishing and cut bait 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 $1,005, but the average price for a half day trip for sheepshead in Holiday is $591. The average price for a full day trip for sheepshead in Holiday is $874.

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

  • ★★★★★
    Great time, great guide. Can’t wait for the next trip.

    Thomas G. with Nick H. of Clearwater, Florida

  • ★★★★★
    Awesome job! We had a great time! Jim and Joe took care of everything. Amazing trip, would definitely go again!

    Kent W. with Jim V. of Clearwater, Florida

  • ★★★★★
    The four of us had a great time with Captain Nick. The boat was very clean, comfortable, easy to move around and enjoy the day. We caught real nice fish, Captain was very knowledgeable. I would recommend Captain Nick and would use him again.

    Ken C. with Nick H. of Clearwater, Florida

  • ★★★★★
    Captain Wade was great. Worked hard and put me in lots of fish! Will definitely call him again!

    Brian G. with Wade O. of Tampa, Florida

  • ★★★★★
    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

  • ★★★★★
    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

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See All Sheepshead Trips in Holiday