Damn Good Deep Sea Fishing Charters In Stock Island

Check real-time availability and compare rates on Stock Island deep sea fishing trips. Confidently book your next day on the water.

Choose a Date
4.93/5 Average Rating

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns

100% Weather Guarantee

We want to keep everyone safe, so in the case of inclement weather we'll work with you to reschedule at no cost

Recently Booked Deep Sea Fishing Charters In Stock Island, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

4-8 Hour Offshore Trip

NEW
33 ft 1 - 4 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

10 Hr Swordfishing

NEW
33 ft 1 - 4 People From $2,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Full Day Gulf Tuna Trip

NEW
33 ft 1 - 4 People From $2,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Stock Island

Key West Nearshore/Offshore Trip

100% (34)
63 ft 1 - 12 People From $1,850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Key West Offshore Experience

100% (4)
42 ft 1 - 6 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Tuna/Mahi Deep Drop

NEW
33 ft 1 - 4 People From $2,000

Top Types of Deep Sea Trips in Stock Island

Top Species for Deep Sea Fishing in Stock Island

“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

All Target Species in Stock Island

View Full Species Seasonality Chart »
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

More Deep Sea Fishing Charters In Stock Island, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Dry Tortugas Smash

96% (27)
32 ft 1 - 6 People From $2,400
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Little Torch Key

Reef Fishing Little Torch Key

100% (27)
30 ft 1 - 6 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

28' Conch Offshore Trip

NEW
28 ft 1 - 4 People From $950
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore, Jetty in Key West

Key West Offshore - '27 CC

100% (125)
27 ft 1 - 8 People From $700
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Fishing-Private Full Day Charter

100% (8)
28 ft 1 - 4 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea Fishing in Key West

Laid Back Key West

100% (14)
33 ft 1 - 6 People From $900
See All Deep Sea Trips in Stock Island

Need a Place to Stay?

Everything to Know About Booking a Stock Island deep sea fishing charter

What are the best deep sea fishing charters in Stock Island?

What is deep sea fishing in Stock Island all about?

Stock Island, Florida, is a hidden gem in the Keys, offering some of the most exciting deep sea fishing opportunities you’ll find in the region. Situated just a stone’s throw from Key West, Stock Island is the perfect launch point for anglers seeking everything from fast-paced pelagic action to the quiet satisfaction of bottom fishing. The deep waters of the Atlantic and the Gulf Stream are just a short ride away, which means less time getting to your spot and more time in the hunt for big game. Whether you’re chasing after the big mahi-mahi, pulling in a fierce tuna, or bottom fishing for grouper, Stock Island’s proximity to rich fishing grounds makes it a destination worth marking on your map.

One of the best things about deep sea fishing in Stock Island is the variety. The waters here are a playground for a wide range of species, from the big-time pelagics like sailfish, marlin, and wahoo to the tasty bottom dwellers like snapper, grouper, and amberjack. The Gulf Stream’s warm, nutrient-rich waters bring in a consistent flow of fish, making it a prime spot for trolling. Whether you’re working the topwater for mahi-mahi or going deep for a grouper, the experience here offers the perfect mix of challenge and reward. Stock Island’s waters are teeming with life, and the thrill of reeling in a hard-fighting fish is always just a cast away.

What really sets Stock Island apart is the laid-back, no-frills vibe that makes the whole experience feel like an authentic fishing adventure. The crowds aren’t as thick as in Key West, which means less hustle and bustle and more time to focus on the fish. The charters here are top-notch, with captains who know these waters intimately and are always ready to share a few tips or stories. After a long day of fishing, you can kick back with a cold drink, swap some fish tales, and enjoy the easygoing atmosphere of Stock Island. Whether you’re a seasoned pro or a first-timer, Stock Island provides the kind of deep sea fishing experience that feels wild, free, and just a little bit off the beaten path.

What are the most popular months to go deep sea fishing in Stock Island?

The deep sea fishing seasons around Stock Island, Florida, offer a little something for every angler, with each time of year bringing its own unique vibe and opportunities. Spring is one of the best times to hit the water, as the Gulf Stream begins to warm and migratory species like mahi-mahi and wahoo start to flood into the area. The weather is mild, and the waters are calm, creating perfect conditions for trolling. This is when Stock Island really comes alive, with consistent action that gets you fired up for the season ahead. Whether you’re after a prize-winning sailfish or looking for a few mahi for the dinner table, spring is a prime time for deep sea fishing in the Keys.

When summer rolls around, Stock Island is buzzing with energy, and the deep sea fishing action shifts into high gear. The warmer waters bring in the big game pelagics like marlin, tuna, and sailfish. Summer is peak season for offshore trolling, and this is when you’ll feel the real thrill of battling a massive fish out in the open ocean. The long days and warm temperatures make it easy to get out to the prime fishing grounds, where the big boys are always waiting to strike. If you’re in search of the kind of heart-pounding action that comes with fighting a blue marlin or a yellowfin tuna, summer is when Stock Island delivers its finest fishing experience.

As fall arrives, the pace of fishing in Stock Island slows down a bit, but the quality of the catch doesn’t dip. The big pelagics start to move deeper into the ocean, but the bottom fishing scene picks up. Grouper, snapper, and amberjack move into the deeper waters, giving anglers a different kind of thrill. Fall is also when the waters begin to cool off, making it a more comfortable time to fish. The crowds tend to thin out after the summer rush, offering a quieter, more laid-back experience on the water. Whether you’re chasing after the last of the summer’s big game or working the reefs for some tasty bottom dwellers, fall in Stock Island offers a perfect balance of adventure and solitude.

What techniques are popular for deep sea fishing in Stock Island?

Deep sea fishing in Stock Island, Florida, is all about adventure, and the waters off this vibrant Key have the perfect mix of techniques to keep anglers on their toes. One of the most popular methods here is trolling, where you’ll set out several lines and let the boat do the work while you wait for that adrenaline-pumping strike. The Gulf Stream flows close to Stock Island, bringing in a bounty of pelagic fish like mahi-mahi, sailfish, and tuna. Trolling gives you the ability to cover a lot of ground and test different depths and speeds, keeping you in the action no matter where the fish are feeding. And when the line starts screaming, you’ll know you’re in for a ride as you reel in a hard-fighting mahi-mahi or a big-game sailfish.

For those who prefer a slower, more methodical approach, bottom fishing in the waters around Stock Island offers a fantastic opportunity to hook into some of the Gulf’s most prized species. Grouper and snapper are abundant in these waters, and fishing near the reefs and wrecks requires a sturdy rod and plenty of patience. Drop your bait to the ocean floor and wait for the tug — the moment you feel that bite, it’s time to set the hook and battle it out. Groupers, in particular, are known for their power, trying to drag you back into the wreckage, while snapper offer a lighter, but still thrilling, fight. Whether you’re bringing up a hefty grouper or a tasty snapper, bottom fishing around Stock Island is a rewarding challenge that keeps you dialed in to the depths.

If you’re looking for something a little more dynamic, kite fishing off Stock Island offers a unique and exciting experience. With the breeze at your back, you’ll fly a kite that keeps your bait suspended in the water, offering an enticing presentation for big-game species like tuna, sailfish, and marlin. The kite fishing method lets you target fish that are often high up in the water column, giving you an edge when it comes to catching these elusive predators. It’s a mix of strategy, skill, and a bit of luck — watching a sailfish explode out of the water after taking your bait is one of those moments every angler lives for. Whether you're trolling the deep, bottom fishing for the big hitters, or flying a kite for sailfish, Stock Island’s waters offer a fishing experience unlike any other.




What species are popular for deep sea fishing in Stock Island?

When you head out for deep sea fishing off Stock Island, Florida, you’re in for a treat — the waters here are teeming with some of the most exciting species the Gulf of Mexico has to offer. For anglers looking to land a true trophy, sailfish should be at the top of your list. Known for their stunning dorsal fins and acrobatic displays, sailfish are one of the most sought-after catches in these waters. Whether you’re trolling or kite fishing, the thrill of seeing a sailfish explode out of the water, launching into the air with power and grace, is the kind of experience that will make you remember every second. These predators put up an unforgettable fight, and there’s nothing quite like the rush of watching one take your bait and head for the horizon.

If you prefer a faster-paced battle, mahi-mahi (also known as dolphinfish) are always a favorite species to target around Stock Island. These colorful fish are known for their wild, acrobatic runs, often leaping and twisting in the air as they try to shake the hook. The fun part about mahi-mahi is that they often travel in schools, so when you find one, there’s a good chance you’ll reel in a few more. They’re not just a thrill to catch, but their vibrant yellow and green hues make them one of the most visually striking fish in the Gulf. And when it comes to the dinner table, mahi-mahi are just as prized — their sweet, flaky meat makes for an excellent fish fry or grilling session.

But let’s not forget about the mighty tuna. Stock Island is positioned in a prime spot along the Gulf Stream, making it a great place to target species like yellowfin and blackfin tuna. Tuna are powerful, fast, and will test your endurance as they dart and dive, putting up a tough fight every step of the way. Hooking into a tuna is a dream for many anglers, and once you’ve got one on the line, you’ll quickly realize why they’re considered some of the hardest-fighting fish in the deep sea. Whether you’re trolling for mahi-mahi, chasing after a sailfish, or reeling in a hard-charging tuna, Stock Island’s waters offer endless opportunities for the seasoned angler looking to take on something big.

Recent Reviews

  • ★★★★★
    My wife and I and 13 year old son went on a six hour spearfishing tour with Torre and it was by far the highlight of our trip to the Keys. We ended up with a fridge full of lobster, snapper, cero mackerel and yellow jack and we turned it into sashimi, ceviche, lobster macaroni and beer battered fish. We saw hammerheads, goliath groupers and sea turtles. My wife and I had never spear fished before but we had a great time; much better than fishing. Torre was an amazing guide and clearly knew where to go and what to look for. Next time we’re in the Keys, this will be our first stop.

    Anna C. | November 27, 2025

    Trip: 4-6 Hour Spearfishing/Lobster

  • ★★★★★
    Wonderful trip, they made it so easy to enjoy ourselves, crew was inviting and welcoming. will definitely be booking again

    Heather W. | November 27, 2025

    Trip: Key West Nearshore/Offshore Trip

  • ★★★★★
    We took our team out with Hunter for a combo lobstering and deep sea trip and he didn't let us down! First and foremost, Hunter is an ex-marine who is incredibly on top of his equipment, his boat, and his safety and was very clear about expectations for the day and what we should be doing at any point in time. After a quick scuba diving refresher & safety brief we put on our gear for a dive and were rewarded with a number of keeper lobsters, a bigger number of lobsters that were too small to keep, a lionfish which we speared, and too many great wildlife sightings to count including a big loggerhead turtle, a black grouper, and a nurse shark hoping for a handout. After the dive we put our gear away we drove a few miles further out to catch some yellowtail snapper. We started slow, but pretty soon were reeling in a yellowtail almost every cast. We probably caught 20-25 within a few hours, as well as a small yellow jack, a parrotfish, and an undersized red grouper. Lastly, we decided to use the last hour of our trip to try to hook into a big black grouper using some of our yellowtail as bait. This was a bit of a "go big or go home" bet and unfortunately didn't pay off for us this time - I wish we'd had a bit more time to drift and I'm sure we would have hooked one. Overall can't speak highly enough of Hunter and the experience diving and fishing in the Keys. There is such a variety of things to do that even on a full day trip you will never feel bored and can always pivot to something else. We even chased a frigate bird and threw some bucktails in the middle of the day at some bait that was busting. You won't go wrong booking a trip with Hunter.

    Attison B. | November 5, 2025

    Trip: Full Day Offshore - 30' Seahunter

  • ★★★★★
    Awesome trip Captain Brad put us on the fish all day

    Sam R. | November 2, 2025

    Trip: Key West Mixed Bag Trip

  • ★★★★★
    Captain Brad did a great job! Very good boat.

    Jeff M. | October 13, 2025

    Trip: Key West Mixed Bag Trip

Other Types of Fishing in Stock Island

Other Featured Cities

Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US 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 Deep Sea Trips in Stock Island