Sugarloaf Keys Fishing Charters

259 fishing charters

The best out of 259 charter fishing deals in Sugarloaf Keys - enter dates to check availability

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Top Fishing Charters in Sugarloaf Keys

Sugarloaf Keys: 259 fishing charters available

Showing 1 - 10
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16 ft

Up to 2 people

Held Fast Charters

4.9/5 (61 reviews)
Cudjoe Key (10 min drive from Sugarloaf Keys)
Embark on our specialized flats fishing charter in the serene beauty of the Florida Keys. Glide through emerald-green mangrove flats, surrounded by vibrant wildlife. With a focus on fly rods and light tackle, cast for tarpon, bonefish, permit, and more.

"We did a four hour trip in the morning for Tarpon, Bonefish, and anything else that would bite." —⁠ Seth,
Trips from
US $400
Trips from
US $400
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Meet the Captain

25 ft

Up to 4 people

Goliath Charters Summerland

4.8/5 (75 reviews)
Cudjoe Key (10 min drive from Sugarloaf Keys)
Welcome to Goliath Charters, your gateway to the fishing paradise of the Florida Keys. Led by Captain Craig Clopper, an experienced US Navy Veteran and certified captain, our 25ft Seavee boat is equipped to handle nearly any sea conditions.

"We took a 2 hrs fishing trip with Capt Craig He knew exactly where to go and after fast 15 min boat ride we were on a big Tarpon splashing left and right." —⁠ Wioletta,
Trips from
US $200
Trips from
US $200

Angler's choice

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17 ft

Up to 2 people

Fish'n Fly - Florida Keys

4.9/5 (28 reviews)
Sugarloaf Keys
The warm, tropical climate and the outstanding beauty of the Florida Keys attracts visitors from around the world and Fish Finder adventures is here to show you why.

"Big Cuda, Black tip & Lemon sharks…great day. Capt knows how to get you on fish!" —⁠ Thomas,
Trips from
US $250
Trips from
US $250

Angler's choice

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26 ft

Up to 6 people

Lower Keys Offshore Adventures

4.9/5 (99 reviews)
Little Torch Key (20 min drive from Sugarloaf Keys)
Based in Big Pine Key, Lower Keys Offshore Adventures offer family-friendly offshore, snorkeling, and reef fishing trips. The charters are run by Capt. Allen Prince, who has over 20 years of experience exploring the waters around the Florida Keys.

"We had an incredible experience fishing with Captain Allen! From the moment we stepped on board, he was kind, knowledgeable, and exceptionally patient—especially with our child, who is new to fishing." —⁠ Kelsey,
Trips from
US $550
Trips from
US $550
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Meet the Captain

16 ft

Up to 2 people

Michael O’Brien Charters

4.8/5 (45 reviews)
Cudjoe Key (11 min drive from Sugarloaf Keys)
Come on down to the Florida Keys and enjoy world-class flats fishing with Michael O’Brien Charters. Going out of Cudjoe Gardens Marina, Michael will show you why fishing in the Keys draws in anglers from all over the country.

"Flats expert!" —⁠ Nicholas,
Trips from
US $700
Trips from
US $700
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32 ft

Up to 6 people

Salt Therapy Charters

4.8/5 (85 reviews)
Summerland Key (15 min drive from Sugarloaf Keys)
Experience the breathtaking waters of the Lower Florida Keys whether it’s fishing, relaxing and swimming at the beautiful sandbars, snorkeling at the reef, or witnessing a gorgeous sunset with Salt Therapy Charters.

"Captain Josh and Mark were great and a lot of fun.  We had 5 people (4 had never fished in the Keys) and they took good care of us and really got us on fish." —⁠ Tim,
Trips from
US $650
Trips from
US $650

Angler's choice

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29 ft

Up to 6 people

Drop Off Sportfishing

4.9/5 (92 reviews)
Stock Island (21 min drive from Sugarloaf Keys)
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
Trips from
US $650
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50 ft

Up to 6 people

Corsair 2 Sportfishing Key West

4.8/5 (465 reviews)
Key West (22 min drive from Sugarloaf Keys)
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.

"Capt Russ and 1st Mate Jeff were great, the boat is older but still solid and ran great!" —⁠ Michael,
Trips from
US $900
Trips from
US $900

Angler's choice

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25 ft

Up to 6 people

TNT Charters

5.0/5 (36 reviews)
Little Torch Key (20 min drive from Sugarloaf Keys)
There’s a fish with your name on it in Summerland Key and TNT Charters will help you catch it! With Captain Tom at the helm, you’ll have a knowledgeable and experienced guide.

"Captain Tom was a great Captain and host. We already planned a few days on the water but are adding a couple more trips while in the Keys." —⁠ Bob,
Trips from
US $550
Trips from
US $550

Angler's choice

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Meet the Captain

33 ft

Up to 6 people

Kilo Whiskey Charters

4.9/5 (54 reviews)
Key West (27 min drive from Sugarloaf Keys)
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
Trips from
US $800

Top deep sea fishing trips in Sugarloaf Keys

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Top-rated family fishing trips in Sugarloaf Keys

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Half-day fishing trips in Sugarloaf Keys

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Top Targeted Species in Sugarloaf Keys

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Top Types of Fishing in Sugarloaf Keys

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Top Fishing Techniques in Sugarloaf Keys

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Frequently Asked Questions about Fishing Charters in Sugarloaf Keys

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Frequently Asked Questions about Fishing Charters in Sugarloaf Keys

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Fishing in Sugarloaf Keys

Sugarloaf Keys, nestled in the heart of the Florida Keys, offers a world-class fishing experience that draws anglers seeking both inshore tranquility and offshore adrenaline. This destination is renowned for its diverse ecosystems, from shallow sandy flats to deep blue waters, providing unmatched opportunities for saltwater enthusiasts.

Inshore adventures here revolve around the legendary "Grand Slam" challenge—catching elusive tarpon, permit, and bonefish in a single day. These wary species patrol the crystal-clear flats and mangrove channels, offering thrilling fly or light-tackle action. The backcountry waterways also hold snook, redfish, barracuda, and sharks, perfect for kayak fishing or wading among stunning coastal landscapes.

Offshore excursions unlock the deep-sea riches of the Gulf Stream, where trolling produces sailfish, mahi-mahi, and tuna. "The Humps"—underwater seamounts near the Keys—concentrate blackfin tuna and amberjack, while reef structures yield grouper, snapper, and kingfish. Experienced guides navigate these waters year-round, with peak tarpon and permit activity from May to September and excellent snapper fishing in winter months.

Sugarloaf Keys

4.9/5
Based on 29,182 reviews by FishingBooker anglers

Sugarloaf Keys Fishing Calendar

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Featured photos from Sugarloaf Keys

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What anglers said about fishing in Sugarloaf Keys

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How did anglers rate fishing charters in Sugarloaf Keys?

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Nearby Fishing Destinations

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