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Deep Sea Fishing Charters In Holiday

Check real-time availability on 56 Holiday deep sea fishing trips. Online booking | 5 / 5 stars | Guides from $800

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Recently Booked Deep Sea Fishing Charters Near Holiday, Fl

Fishing in Holiday

Deep Sea, Nearshore Fishing Charter in Holiday

3hr Family Special

100% (1)
30 ft 1 - 6 People $
Fishing in Holiday

Deep Sea, Nearshore Fishing Charter in Holiday

Half Day Trip (4hrs)

NEW
30 ft 1 - 6 People $$
Fishing in Holiday

Deep Sea Fishing Charter in Holiday

6hr Coral Bottom Trip

100% (1)
30 ft 1 - 6 People $$
Damn Good
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Fishing in Holiday

Deep Sea Fishing Charter in Holiday

6h Monster

NEW
127 ft 1 - 6 People $$$
Fishing in Holiday

Deep Sea Fishing Charter in Holiday

8hr Trip 30-40 Miles Offshore

NEW
30 ft 1 - 6 People $$$
Fishing in Clearwater

Deep Sea, Nearshore Fishing Charter in Clearwater

Clearwater Offshore Reefs & Wrecks

100% (2)
33 ft 1 - 6 People $$$

Most Popular Types of Deep Sea 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 Deep Sea Fishing Charters Near Holiday, Fl

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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 Bay Pines
Fishing in Bay Pines
Fishing in Bay Pines
trip description for 10 hr extreme 🔥VOTED BEST OF FLORIDA 2022 and 2023🔥 in Bay Pines

These 100 mile trips are just plain EXCITING! We target monster grouper and snapper along with tuna - wahoo - African pompano- cobia and a ton of others ! Definitely a once in a lifetime experience Read More

Deep Sea Fishing Charter in Bay Pines

10 Hr Extreme 🔥VOTED BEST OF FLORIDA 2022 And 2023🔥

NEW
36 ft 1 - 6 People $$$
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Fishing in Clearwater
Fishing in Clearwater
Fishing in Clearwater
trip description for Clearwater Mixed Bag Trip in Clearwater

Head out with Captain Gage for the perfect day out on the beautiful Florida waters. Whether you're looking for a 4 hour near-shore trip, a 12 hour off-shore trip, or anything in between, Captain Gage will put you where you need to be! Enjoy bottom fishing reefs for Red Snappers, Gag Groupers, Red Grouper and more. Or relax and let Captain Gage and his 27' Grady White take control to do some nearshore trolling and chase the coveted King Mackerel. All you have to do is let Captain Gage know which species you want to target, and he can make it happen! His boat comes loaded with all the gear you could possibly need for a successful day out on the water including all the rods, reels, tackle, bait and fishing licenses. So all you have to do is bring your favorite snack and drinks, your sun protection, and your camera and Captain Gage will take care of the rest! Read More

Deep Sea, Nearshore Fishing Charter in Clearwater

Clearwater Mixed Bag Trip

100% (6)
27 ft 1 - 6 People $$$
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Fishing in Tierra Verde
Fishing in Tierra Verde
Fishing in Tierra Verde
trip description for Expedition Challenge - 48’ Yacht in Tierra Verde

Legendary for their power and size, Marlin, Sailfish, and other Florida billfish are elusive, grand creatures, the ultimate prize in high-octane offshore sport fishing. Epic adventure calls to those who dare to venture into the plunging and prolific. Catching and encountering Sailfish is a thrilling fishing experience, and it's a beautiful fish that provides amazing fights for even the most experienced fisherman. Our expertise – the right fishing rods and reels, great bait, location, expertise, and lots of patience to catch. If you're looking for that next level fishing trip, you've come to the right spot. Our 48' Convertible Pro Tournament Series Yacht vessel is operated under the direction of the exorbitantly credentialed Pelagic Expert Captain and 1st Mate. WE are SUPER excited to offer this HIGHLY DESIRABLE LIMITED BUCKET LIST opportunity. You'll be riding out aboard a beautifully maintained 48ft Pro Tournament Series Yacht vessel is equipped with duel inboard high performance engines and a deep-v that get you to and from the fishing grounds quickly and safely. This vessel’s ride has a reputation in the fishing community as being one of the smoothest and driest on the water. These trips benefit from the Contender’s ability to minimize the amount of time cruising and maximize the amount of time spent fishing. You will depart from the beautiful Tierra Verde Marina Resort in St. Pete. Along side mega yachts and classy sportfishing vessels. Captain & 1st Mate will help load your gear aboard the boat and ensure you are comfortable and properly briefed for your day before you depart. Suggest that you arrive 30 mins prior to departure time for all trips aboard his boats to ensure your Captain has enough time to get all your gear onboard and properly orient you on the day ahead! His boat is docked at the Tierra Verde Resort Marina but if you are looking to get picked up from a nearby location, Captains are often more than happy to accommodate! All fishing essentials are provided along with a cooler with ice and water. Bring your own lunch and beverages, and a small personal cooler is fine as well. SAFETY, HEALTH & WELFARE ARE PARAMOUNT! We Deliver The Results & Exceed Expectations! Equipped with all the possible federal permits, credentials, and years of on the water experience, Captain Master Licensed and 1st Mate both highly experienced Professional Anglers are here to go above and beyond to do whatever it takes to ensure you have an incredible experience! Read More

Deep Sea Fishing Charter in Tierra Verde

Expedition Challenge - 48’ Yacht

NEW
48 ft 1 - 6 People $$$
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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 Bay Pines
Fishing in Bay Pines
Fishing in Bay Pines
trip description for 6hr grouper-snapper 🔥VOTED BEST OF FLORIDA 2022 and 2023🔥 in Bay Pines

Run offshore cruising at 45 mph in search of monster grouper and snapper Read More

Deep Sea Fishing Charter in Bay Pines

6hr Grouper-snapper 🔥VOTED BEST OF FLORIDA 2022 And 2023🔥

NEW
36 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
Fishing in St. Petersburg
Fishing in St. Petersburg
trip description for Grouper/Snapper Run- 35’ Contender in St. Petersburg

You Desire "The Edibles" Grouper & Snapper - Don't mess around with a nearshore trip to catch state water fish, instead head offshore where the big boys live with one of the most elite outfits in the St. Pete/Clearwater/Tampa Bay area. Equipped with all the possible federal permits, credentials, and years of on the water experience, Captain Brian can take you well past the state water line (+10mi from shore) to hit the more secluded deepwater "honey holes" where big Grouper & Snapper hang out. If you're looking for that next level fishing trip, you've come to the right spot. Our 35' Contender Pro Tournament Series vessel is operated under the direction of the exorbitantly credentialed Pelagic Expert Captain Brian and 1st Mate. These trips obviously will be targeting limits on this delicious species, but Captain Brian & 1st Mate will help you keep the biggest ones for your limit at that! Depending on the day and how hot the honey holes, you could come back to the dock with a limit for of doormat sized snapper! Now fishing isn't catching, but Captain Brian is here to go above and beyond to do whatever it takes to ensure you have an incredible experience and are dam near the closest thing to a guarantee you can get! These trips involve a quick haul offshore to get to one of Captain Brian's marked locations on his GPS. The fishing grounds are usually offshore structure like reefs and other live bottoms. Both grouper & snapper species like to hang near the bottom at these structures and usually congregate in high numbers! You will most likely be using a bottom rig including a heavier weight rod and a hefty weight tied on beneath. Captain & 1st Mate will take care of all the set up for you here and will leave you to monitor the rod for bites. With a small twitch or a slight movement of the line, Captain will tell you to start reeling. There is no hook set involved but you can bet your bottom dollar, you'll know soon enough that the fight is on! Nothing makes Captain Brian more pleased than delivering on your goals for the day! You'll be riding out aboard a beautifully maintained Contender 35ft Tournament Pro Series vessel equipped with triple 300 horsepower Yamahas and a deep-v that get you to and from the fishing grounds quickly and safely. This vessel’s ride has a reputation in the fishing community as being one of the smoothest and driest on the water. We get you out to the fishing grounds in the shortest amount of time to maximize the amount of time spent fishing. You will depart from the beautiful Tierra Verde Marina Resort in St. Pete. Alongside mega yachts and classy sportfishing vessels, Captain and his crew will help load your gear aboard the boat and ensure you are comfortable and properly briefed for your day before you depart. Captain suggests that you arrive 30 mins prior to departure time for all trips aboard his boats to ensure your Captain has enough time to get all your gear onboard and properly orient you for the day ahead! All fishing essentials are provided along with a cooler with ice and water. Bring your own lunch and beverages, and a small personal cooler is fine as well. SAFETY, HEALTH & WELFARE ARE PARAMOUNT! We Deliver The Results & Exceed Expectations! Read More

Deep Sea Fishing Charter in St. Petersburg

Grouper/Snapper Run- 35’ Contender

NEW
35 ft 1 - 6 People $$$
Fishing in Clearwater
Fishing in Clearwater
Fishing in Clearwater
trip description for Clearwater Red Snapper Fishing in Clearwater

Looking for a big-time Red Snapper trip out of Clearwater, FL? This trip with Captain Brad is summer Snapper fishing at its finest! On this trip, you can enjoy some of the world's best bottom fishing, targeting reefs and rocks where big Snappers like to hang out. These fish are world-famous eating fish, and they're great on the grill, in a pan, or in the oven. You'll be out there on board Captain Brad's 33' Dusky center console. She's a super versatile vessel that's ideal for mixing it up and fishing inshore, nearshore, or offshore. Plus, with tons of amenities and a twin 300-HP Suzuki engines, she'll get you out there quickly and comfortably. Captain Brad will supply everything you need for an awesome day on the water, from rods and reels to bait and tackle. Book a trip with him and see what Clearwater has to offer! Read More

Deep Sea Fishing Charter in Clearwater

Clearwater Red Snapper Fishing

NEW
33 ft 1 - 6 People $$$
See All Deep Sea Trips in Holiday

Everything to Know About Booking a Holiday deep sea fishing charter

What are the best deep sea fishing charters in Holiday?

Our Damn Good Guides currently offer 56 deep sea trips in Holiday, and the most popular trips in the area are 3hr Family Special guided by Carlos, Half Day Trip (4hrs) guided by Carlos, and 6hr Coral Bottom Trip guided by Carlos.

Our guides in Holiday are rated a 5 out of 5 based on 2585 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 Deep Sea charter include Clearwater, St. Petersburg and Belleair Bluffs.

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

What types of deep sea fishing charters are common in Holiday?

The most commonly sought after species for deep sea Fishing are: 1. gag grouper, 2. red snapper, 3. red grouper, and 4. kingfish.

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

How much do Holiday deep sea fishing charters cost?

for deep sea fishing in Holiday prices can range anywhere from about $800 to $2,800, but the average price for a half day trip for deep sea fishing in Holiday is $1,086. The average price for a full day trip for deep sea fishing in Holiday is $1,979.

What month is best for deep sea fishing in Holiday?

The most popular season for deep sea fishing in Holiday is spring, and most anglers book their trips 22 days in advance.

Do I need a Holiday fishing license and what are the bag limits 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

  • ★★★★★
    Awesome trip! DJ and Milan did a great job getting us into the fish! Caught a really nice blue fish. Great experience! Thank you!

    Rex G. with Heather H. of Clearwater, Florida

  • ★★★★★
    Experience of a Lifetime! You know when you book an Air&BnB or an excursion and you have a slight apprehension due to the uncertainty of what the host guarantees? I will tell you this upfront, book with confidence. Let me explain… I’m going to do my best, but to capture the essence of what we experienced, in simple written word, is nearly an impossible task. Our guided fishing trip really started out like any other excursion. We met early morning, dockside at the “Bait House”. The host gave very clear and concise directions to our link up, what to expect and recommendations on what to bring along. The day before our trip, the staff reached out directly to ensure everyone was on the same page. We had (6) in our party. (3) adults and (3) kids. We packed our own lunches, drinks, adult beverages and snacks. This kept the guides fully engaged on fishing and not preoccupied preparing some spoiled kids’ lunch on the water. We also packed along warming layers and rain/wind gear. Our cadre of guides consisted of a captain/primary guide (Luke) and deckhand/assistant guide (Ben). Both were very cordial, professional and entertaining with their banter and dialogue. The boat was a 33’, fiberglass, Suzuki twin-engine, center console workhorse that appeared to be specifically designed for guided fishing. The live-well was fully packed with ice to preserve our harvested fish. (3) large bean bags were provided to lounge on while underway. The boat had been fitted with modern electronics for navigation, communication and fishing. Very nice, reliable, comfortable and safe vessel. Upon boarding we got a quick brief and were given ample storage space for all the gear we brought. This was key as everything must be stowed while underway. Our initial boat ride was 24 miles off the shore of Clearwater, FL. The ride was teeming with wildlife. As the sun came up, the city skyline disappeared into the horizon until you couldn’t see anything but ocean in every direction. It was magnificent. From start to finish, our guides were very organized on the boat. Gear, tackle, cabin, live bait, ect. all well organized and serviceable. As situations changed, they communicated clearly what they needed from us. Personnel management to balance the vessel and alleviate excessive listing, along with keeping the deck open to allow freedom of movement was well executed. The equipment provided was better than adequate. All of the gear was well maintained and prepped for use. From rigging and baiting to removing the fish and cleaning/prep, the guides handled every aspect of the equipment very well. My wife wanted to accomplish (2) things. She wanted to harvest fish for our family dinner that night, and catch the biggest fish. Both were achieved. We caught A LOT of fish. We began fishing for large Amber Jack, however the guide identified that the bite was slow so we shifted gears to catch our daily harvest. We slammed a bunch of amazing fish. Porgy, Hogfish, Red Snapper, Grunt and others. We also caught some fun interesting fish like: Lizard fish, Remora (suction cup fish) and blow fish. Some were even reused as bait for the huge Amber Jack we caught later in the day. After catching plenty of fish for dinner, we moved back to our original location for another run at the large Amber Jack (AJ); an artificial reef of an intentionally sunken ship. Fishing in about 80’ of water, we quickly hooked into our first AJ. After locating the targeted species, the guides quickly switched gears in an epic display of professionalism and mastery of their craft in order to draw out the largest AJs. The communication between the guides and their actions was impeccable. One man on the rod, the other in full support. As the guide asked for a certain type/color of bait fish, the other pulled it from the livewell and began to toss the same baitfish overboard. When that particular bait was unsuccessful, they moved onto another type. This was system repeated several times until they found the right bait. It was really cool to see. Very fast, deliberate and accurate fishing. Once we had the right bait, it was like the AJs were “switched on”. Shortly we were pulling monster AJs in the boat. Huge fish the size of both of a grown man’s legs. After an exciting run of pulling in several huge AJs, we were down to our last baitfish. What I’m about to tell you just can’t really capture how awesome this last cast truly was. Now, earlier in the day we had an AJ get bit by a shark. We got it in the boat and it had some teeth marks and a gushing blood. It was crazy cool. However, this last cast set into motion a series of events that we’ll certainly remember for the rest of our lives. The line was cast and immediately hooked up. My wife was fighting this monster AJ (Yes, the biggest fish of the day) for several minutes. As the AJ was retrieved and became closer to the boat (so close we could see it) two HUGE sharks swam right to it taking a gigantic bite out of the AJ. When I say “bite” I mean a literal shark-head-shaped-bite. A cartoonish bite. Like, imagine what you would see on a Saturday morning cartoon. The bite was so clean and the exact round shape of the jaws of a shark. It was remarkable. As it got up to the boat, guide Ben (in an epic display of reluctant courage mind you) reached down and pulled up this AJ. Even the pictures just don’t do this experience justice. My wife, grabbed this fish holding it right in the bitten area like a savage. She was so excited! We were all excited. As we unhooked the AJ, the guides tossed it back out and a full-on shark feeding frenzy erupted. Multiple sharks attacking this AJ in just the most amazingly violent display. This was straight up, no BS, some National Geographic sh!t. When the AJ was pulled in, nothing remained but a huge sardine head. The Gulf gave us a show we’ll never forget and it was all due to the expertise, fast thinking and relentless efforts of our guides. As if our experience wasn’t enough, our ride back was filled with dolphins, sea turtles and a host of other incredible wildlife. The guides cleaned and prepared all of our harvested fish. They even labeled them by name so we knew what types they were. Our family loves the outdoors, and we have a saying when we venture out, “Don’t expect anything”. The fishing trip that day took everyone by surprise as to how incredible it unfolded. If you are looking for an amazing experience on the water, book with confidence because we had the experience of a lifetime.

    Yuliya H. with Brad D. of Clearwater, Florida

  • ★★★★★
    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

  • ★★★★★
    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

  • ★★★★★
    Luke and Skye did a great job with us. We hope to do it again!! Well worth the money!!

    Dawn G. with Brad D. of Clearwater, Florida

  • ★★★★★
    Chris and Daniel were awesome. Caught a lot of fish and had a lot of fun. Provided rods and a variety of bait. Went on the 6 hour trip and it was plenty. If you want bigger fish then maybe go for the 8 hour

    Alex V. with Chris S. of Gulfport, Florida

  • ★★★★★
    They put us on fish the entire trip. It was a great day on the water. I would definitely book with them again

    Jacob P. with Heather H. of Clearwater, Florida

  • ★★★★★
    Cpt Brad and Luke made this trip awesome. We caught everything we said we would catch. Even though the AJs were out of season, I had an incredible fight on a solid 42 inches. Damn good charter. Highly recommend. Salute cap! 🫡

    Austin A. with Brad D. of Clearwater, Florida

  • ★★★★★
    Fantastic experience. Son and I caught 7-8 big Amber jacks!! Then on the way in saw a mako shark!! Caught lots of small fish that tasted awesome blackened in tacos!!!

    Chris H. with Greg M. of St. Petersburg, Florida

  • ★★★★★
    Perfect weather, great fishing. Friendly Capt. Carlos and mate Jeromy. Absolutely the best. We will be back for more fishing with Capt. Carlos

    Daniel G. with Carlos B. of Holiday, Florida

  • ★★★★★
    We had an absolutely awesome experience with Captain Greg and Deckhand Ali. We knew ahead of time that the water was going to be a bit choppy and that there would be higher than usual winds, but that didn’t deter the Captain from finding perfect fishing spots for us on our half day charter. Both fellas are super knowledgeable and shared lots of gulf marine life info with us; even stopping to check crab traps and showing us how the eco system is balance. An added bonus is the restaurant located at the marina where the fishing vessel docks; Greg filleted our fish haul from the day and the super friendly staff cooked up our catch and served up tacos for a late lunch. If in the area again, we’d definitely book Captain Greg and his friendly Deckhand Ali for our fishing excursion. They are an awesome team.

    Leah G. with Greg M. of St. Petersburg, Florida

  • ★★★★★
    The weather was rough but we really wanted to go. Captain Chris said that if we were willing he'd give it a go. He and first mate Taylor put us on fish and filled the cooler and really made the whole trip a very special day for my family and took great care of us. We would recommend these two anytime.

    Marty C. with Chris S. of Gulfport, Florida

  • ★★★★★
    Great trip the guys where great and the fishing was awesome great day . Thanks Don & Paula

    Paula M. with Heather H. of Clearwater, Florida

  • ★★★★★
    Great day, Captain Gage was fantastic, he really knows his craft !!

    Arnold E. with Gage B. of Clearwater, Florida

  • ★★★★★
    Great trip, kids had a blast caught a number of fish and lost a few after some tough fights. Captain Tucker made sure we had a good time. He made it look easy. Once Jack dropped the first line we had fish on deck in 15 minutes. They recommended a restaurant to fry it up for us, and it was the best fish any of us have had.

    Nicole G. with Heather H. of Clearwater, Florida

  • ★★★★★
    Me and my wife had a great time. Gage and his first mate Peyton work very well together. We differently recommend them.

    Troy S. with Gage B. of Clearwater, Florida

  • ★★★★★
    Outstanding crew and experience. I highly recommend Captains Luke and Brad.

    Michael W. with Brad D. of Clearwater, Florida

  • ★★★★★
    We had a great time! Thank you both

    Cameron L. with Brad D. of Clearwater, Florida

  • ★★★★★
    We had a large group of us that came to FL to go fishing. We needed two boats and want to use the same company for the group. This was a great choice. The captains and first mates on both the boats were great. They got us on the fish right away and they didn't stop working the whole time we were out with them. Would book them again the next time we are in Florida.

    Corey W. with Heather H. of Clearwater, Florida

  • ★★★★★
    We had a awsom day on the water. We caught fish consistently the whole trip.the captain and mate where very nice and informative. Thank you for the great day . We all enjoyed areself and had a memorable day.

    Edward M. with Heather H. of Clearwater, Florida

Other Types of Fishing in Holiday

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See All Deep Sea Trips in Holiday