Stock Island Fishing Charters

The best out of 178 charter fishing deals in Stock Island - enter dates to check availability

Stock Island: 178 fishing charters available

Showing 1 - 10
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50 ft

Up to 6 people

Corsair 2 Sportfishing Key West

4.8/5 (469 reviews)
Key West (3 min drive from Stock Island)
If you’re looking for some of the best fishing that money can buy out of Key West, Florida, you can’t go wrong with Corsair 2 Sportfishing.

"If you’re in Key West and want a fishing trip of a lifetime, look no further than Corsair 2!" —⁠ Cody,
Trips from
US $900

Angler's choice

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29 ft

Up to 6 people

Drop Off Sportfishing

4.9/5 (93 reviews)
Stock Island
Drop Off Sportfishing aims to provide you with the best experience and utmost customer service. We can take up to six anglers on our private charters.

"Arrived and soon were aboard the Double Wrap.  Capt Craig and first mate Brett took care of us and those are two hardworking dudes." —⁠ Ronald,
Trips from
US $650

Angler's choice

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Meet the Captain

24 ft

Up to 4 people

Live Action Sportfishing 2

5.0/5 (159 reviews)
Stock Island
Live Action Sportfishing 2 invites you to team up with Captain Justin And Captain Ryan Carter to explore some of the best fishing found in the Florida Keys! A decorated sport fisherman, Capt.

"We had an awesome day fishing in the Florida Keys. Captain Justin was super knowledgeable and really made the whole experience smooth and enjoyable." —⁠ Justin,
Trips from
US $500

Angler's choice

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Meet the Captain

30 ft

Up to 6 people

RideOut Charters

5.0/5 (42 reviews)
Key West (8 min drive from Stock Island)
RideOut with us and fish the beautiful waters of the Florida Keys and Key West! Top notch wreck, reef, offshore and inshore fishing with captain Nick Collins.

"Captain Nick did a great job for us. We limited out on Mangrove Snapper and missed a few nice Grouper on the trip." —⁠ Jim,
Trips from
US $700

Angler's choice

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19 ft

Up to 2 people

Key West Charter Fishing – Shallows

4.9/5 (75 reviews)
Key West (8 min drive from Stock Island)
Make some memories in Key West and go fishing with Key West Charter Fishing. With Captain Blake at the helm, you’re in knowledgeable and experienced hands.

"If you’re looking for an unforgettable Key West charter fishing adventure, look no further than Captain Blake!" —⁠ John,
Trips from
US $600

Angler's choice

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Meet the Captain

25 ft

Up to 4 people

Easy Does It

4.9/5 (788 reviews)
Key West (2 min drive from Stock Island)
Easy Does It has the aim of providing you with an exciting adventure on the beautiful waters of The Florida Keys National Marine Sanctuary.

"Sunset Barracuda & Tarpon trip with Capt. Zach. Ready to go on time and got us on some Snapper to get started." —⁠ Les,
Trips from
US $700

Angler's choice

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Meet the Captain

18 ft

Up to 3 people

Always Somethin' Charters – Key West

4.9/5 (580 reviews)
Key West (8 min drive from Stock Island)
Spend the day with Always Somethin' Charters and find out what the fishing in Key West is all about! With our captains at the helm, you're in knowledgeable and experienced hands.

"We met captain grant at 4pm got out to the fishing hole at 4:30ish and 5 minutes into the fishing we caught fish!" —⁠ John,
Trips from
US $389
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22 ft

Up to 5 people

Rising Tide Fishing Charters

4.9/5 (26 reviews)
Key West (8 min drive from Stock Island)
Rising Tide Fishing Charters is here to help you experience the stunning waters of Key West. With Captain Reinier at the helm, you'll benefit from years of knowledge and experience.

"We had an incredible experience with Captain Rein. He was very personable and we were fast friends." —⁠ Eric,
Trips from
US $450

Angler's choice

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Meet the Captain

34 ft

Up to 6 people

Reef Runner Charters Key West

4.9/5 (168 reviews)
Key West (8 min drive from Stock Island)
Reef Runner Charters Key West is a locally owned and operated business offering fun, professional fishing trips out of Historic Charter Boat Row.

"The boat had mechanical issues half way out to spot.  We ended up getting a history lesson on our slow speed return." —⁠ Samuel,
Trips from
US $750

Angler's choice

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Meet the Captain

33 ft

Up to 6 people

Kilo Whiskey Charters

4.9/5 (58 reviews)
Key West (9 min drive from Stock Island)
Experience the best of Key West fishing with Kilo Whiskey Charters, guided by the expertise of Captain Anthony. With years of knowledge and experience, Captain Anthony ensures an unforgettable fishing adventure.

"Excellent trip, we pushed 30 minutes later due to the roughness on the water." —⁠ Jon,
Trips from
US $800

Top deep sea fishing trips in Stock Island

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36 ft

up to 6

Top deep sea fishing trips
Cowboy Charters has been guiding people to fish in the Florida Keys. These waters are famous worldwide for their unusually diverse game fishery, and with many boats at their disposal, they can offer inshore/offshore fishing trips to suit every type of ang

trips from

US $600

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30 ft

up to 6

Top deep sea fishing trips
Explore the productive waters out of Key West, Florida with “Reel A Salt”! Whether , jigging over the deep wrecks, or even deep dropping for Swordfish – Captain John Jackson has you covered. He was born and raised here, so spending time

trips from

US $900

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24 ft

up to 5

Top deep sea fishing trips
Come aboard the ‘Reel Deal’ and join Captain Neil on the most enjoyable fishing trip of your life. Running fishing trips since 1998, he’s fished all kinds of waters and knows all the tricks to give you a spectacular time on the rich wate

trips from

US $700

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55 ft

up to 6

Top deep sea fishing trips
Key West Sea Fishing offers an exclusive way to fish, relax, and enjoy the beautiful waters of the Keys. Captain Chuck Tenney’s luxurious vessel is perfect for family getaways, business outings, or an offshore excursion with your fishing buddies. Wi

trips from

US $550

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35 ft

up to 6

Top deep sea fishing trips
Get ready for a Florida-style showdown and book your next fishing trip with Hillbilly Hookers! The best way to experience the Keys is with a local expert who knows all the best spots to put you on some remarkable fish. Captain Andrew Mercer invites you to

trips from

US $900

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63 ft

up to 41

Top deep sea fishing trips
If you want to experience the true magnificence of Key West’s incredible fishing grounds, come aboard Blind Squirrel Charters and get ready for an unforgettable angling adventure! Captain Mike Weinhofer has used his years of fishing knowledge to dev

trips from

US $1,850

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32 ft

up to 6

Top deep sea fishing trips
Looking for an exciting fishing adventure in the Florida Keys? Mayhem Sportfishing can satisfy just about anyone’s fishing appetite. With trips available year-round, Capt. Brad can take you right to the heart of the action anytime it works for you.

trips from

US $500

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41 ft

up to 6

Top deep sea fishing trips
If you are looking for a great trip offshore, Koko Charters is bound to have something for you. Captain Chris Gowens and first mate Cory Robinson have been fishing their whole life, and knows where to take you to make sure you hook in your dream fish. Lat

trips from

US $1,200

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26 ft

up to 6

Top deep sea fishing trips
Key West is home to a wide range of gorgeous fish species that are just waiting for the right angler to show up and give them a proper fight. Reel Smoker is here to give you just that – Captain John Jr. has fished this area his whole life and is kee

trips from

US $750

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29 ft

up to 6

Top deep sea fishing trips
Drop Off Sportfishing aims to provide you with the best experience and utmost customer service. We can take up to six anglers on our private charters. Depending on the trip that you choose and the bite for the day, we will typically travel around 6-16 mil

trips from

US $650

Top-rated family fishing trips in Stock Island

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28 ft

up to 4

Top-rated family fishing trips
Join Salt Creek Fishing Charters and get ready to discover the Florida Keys with Captain Alex Harmon. Capt. Alex knows all the best inshore spots to put you on trophy-size fish and will work hard to get you hooked up. He caters his trips to all ages and s

trips from

US $500

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22 ft

up to 4

Top-rated family fishing trips
Based out of Stock Island, Key West Fishing Connection invites you to join them for an extraordinary adventure you’ll cherish in your memories for years to come. The warm Key West waters offer the perfect tropical backdrop for a fantastic day outdoo

trips from

US $499

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26 ft

up to 6

Top-rated family fishing trips
Pirate Adventure Charters offers private Key West boat cruises to tourists and locals looking to have an ocean adventure without the crowd. Snorkeling, sandbar, sunset cruises, eco tours, and dolphin watch. From boat proposals and photoshoots to birthdays

trips from

US $700

Listing image

35 ft

up to 6

Top-rated family fishing trips
Get ready for a Florida-style showdown and book your next fishing trip with Hillbilly Hookers! The best way to experience the Keys is with a local expert who knows all the best spots to put you on some remarkable fish. Captain Andrew Mercer invites you to

trips from

US $900

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33 ft

up to 6

Top-rated family fishing trips
Laid Back Key West Charters offers private fishing trips that can be fully customized to fit your specific needs. Create a package deal so that you can do exactly what you want without having to rush and follow the schedule. Instead of having to choose on

trips from

US $900

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24 ft

up to 6

Top-rated family fishing trips
Nice Guy Charters offers nothing less than the perfect Florida Keys fishing experience. After a boatful of fish? Maybe a mix of sportfishing and sightseeing? Captain Jeff LaPierre will build your dream day out, whatever that means to you. He prides himsel

trips from

US $600

Listing image

24 ft

up to 4

Top-rated family fishing trips
Live Action Sportfishing 2 invites you to team up with Captain Justin And Captain Ryan Carter to explore some of the best fishing found in the Florida Keys! A decorated sport fisherman, Capt. Ryan has received honors such as “Most Releases,” &

trips from

US $500

Listing image

26 ft

up to 6

Top-rated family fishing trips
Key West is home to a wide range of gorgeous fish species that are just waiting for the right angler to show up and give them a proper fight. Reel Smoker is here to give you just that – Captain John Jr. has fished this area his whole life and is kee

trips from

US $750

Half-day fishing trips in Stock Island

Listing image

26 ft

up to 6

Half-day fishing trips
Pirate Adventure Charters offers private Key West boat cruises to tourists and locals looking to have an ocean adventure without the crowd. Snorkeling, sandbar, sunset cruises, eco tours, and dolphin watch. From boat proposals and photoshoots to birthdays

trips from

US $700

Listing image

36 ft

up to 6

Half-day fishing trips
Cowboy Charters has been guiding people to fish in the Florida Keys. These waters are famous worldwide for their unusually diverse game fishery, and with many boats at their disposal, they can offer inshore/offshore fishing trips to suit every type of ang

trips from

US $600

Listing image

33 ft

up to 6

Half-day fishing trips
Laid Back Key West Charters offers private fishing trips that can be fully customized to fit your specific needs. Create a package deal so that you can do exactly what you want without having to rush and follow the schedule. Instead of having to choose on

trips from

US $900

Listing image

30 ft

up to 6

Half-day fishing trips
Explore the productive waters out of Key West, Florida with “Reel A Salt”! Whether , jigging over the deep wrecks, or even deep dropping for Swordfish – Captain John Jackson has you covered. He was born and raised here, so spending time

trips from

US $900

Listing image

24 ft

up to 5

Half-day fishing trips
Come aboard the ‘Reel Deal’ and join Captain Neil on the most enjoyable fishing trip of your life. Running fishing trips since 1998, he’s fished all kinds of waters and knows all the tricks to give you a spectacular time on the rich wate

trips from

US $700

Listing image

32 ft

up to 6

Half-day fishing trips
Discover the Thrill of Lobstering in the Florida Keys! Ready for an unforgettable day on the water? Join Captain Janis aboard the Dauntless for a tailor-made lobstering adventure! Snorkel your way to harvesting delicious spiny lobster and experience the t

trips from

US $850

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21 ft

up to 6

Half-day fishing trips
Running angling trips out of Hurricane Hole Marina, Salty Soul Charters invites you to check out the local fishery in style. Have special requests? Message us so we can do our best to accommodate!  Also be advised, we offer so much more than fishing

trips from

US $500

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28 ft

up to 4

Half-day fishing trips
Join Salt Creek Fishing Charters and get ready to discover the Florida Keys with Captain Alex Harmon. Capt. Alex knows all the best inshore spots to put you on trophy-size fish and will work hard to get you hooked up. He caters his trips to all ages and s

trips from

US $500

Listing image

55 ft

up to 6

Half-day fishing trips
Key West Sea Fishing offers an exclusive way to fish, relax, and enjoy the beautiful waters of the Keys. Captain Chuck Tenney’s luxurious vessel is perfect for family getaways, business outings, or an offshore excursion with your fishing buddies. Wi

trips from

US $550

Listing image

32 ft

up to 4

Half-day fishing trips
Reef Fishing and Adventures with Dauntless Excursions If you’re looking to get off the beaten path and onto the water, welcome aboard Dauntless. I’m Captain Janis, and whether you want to fish, snorkel, lobster, or just relax and explore, I&rs

trips from

US $575

Top Targeted Species in Stock Island

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Top Types of Fishing in Stock Island

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Top Fishing Techniques in Stock Island

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Frequently Asked Questions about Fishing Charters in Stock Island

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Fishing in Stock Island

Stock Island, Florida is a hidden gem among Florida Keys fishing destinations, celebrated for its vibrant marine life and easy access to both shallow flats and deep-sea waters. Anglers from around the world flock here for the diverse opportunities offered by Stock Island fishing charters, which cater to all experience levels and preferences.

The inshore waters around Stock Island are famous for world-class flats fishing, where you can target elusive bonefish, tarpon, and permit in crystal-clear shallows. Backcountry channels and winding mangrove islands offer prime habitats for snook, redfish, and sea trout, making every trip a chance for a memorable catch.

If you’re after reel-burning action, Stock Island’s proximity to the open Atlantic unlocks thrilling deep-sea adventures. Charters regularly venture offshore in pursuit of trophy species such as sailfish, marlin, tuna, wahoo, and mahi-mahi. For those who prefer reef and wreck fishing, the region features numerous underwater structures teeming with snapper, grouper, amberjack, and more—ideal for both seasoned anglers and families seeking excitement.

Beyond the spectacular fishing, Stock Island is loved for its picturesque waterways and the authentic Florida Keys experience it offers. Top fishing spots like Cow Key Channel, Boca Chica Channel, and the patch reefs and shipwrecks just offshore are legendary among locals and visitors alike for their productivity and scenic beauty. Explore quiet backcountry waters, legendary flats, or productive deep-sea grounds—all just minutes from the dock.

Whether you’re chasing your next trophy fish or enjoying a laid-back day on the water, Stock Island fishing charters open the door to some of the best angling in the entire Florida Keys. Come explore this premier destination and discover why anglers return to Stock Island year after year.

Stock Island

4.9/5
Based on 29,238 reviews by FishingBooker anglers

Stock Island Fishing Calendar

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Featured photos from Stock Island

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What anglers said about fishing in Stock Island

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How did anglers rate fishing charters in Stock Island?

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Nearby Fishing Destinations

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