Charter Operator
High Line Charters

Member since December 2024 Key West, United States
Background
Our love for fishing started when we were kids, but it truly came alive on the clear blue waters of Key West. The ocean here is full of life, and over the years we’ve learned its reefs, currents, and hidden fishing spots. From chasing mahi-mahi around floating seaweed to battling the blistering speed of a wahoo, every trip in the Florida Keys brings something exciting. There’s nothing quite like watching a sailfish explode out of the water or feeling the power of a blackfin tuna on the line. Starting our own fishing charter in Key West gives us the chance to share that experience with others. Whether it’s your first time on a boat or you’re a seasoned angler chasing your next trophy fish, we love helping people create unforgettable moments on the water. For us, it’s about more than just fishing. It’s about the thrill of the hunt, the beauty of the ocean, and the memories you take home long after the trip is over. Step aboard the High Line and experience the magic of fishing in Key West.
Techniques
Trolling Great for targeting fast-moving species like wahoo, mahi-mahi, blackfin tuna, and sailfish. We troll lures or bait behind the boat to cover water and find active fish. Reef, Bay & Wreck Fishing Perfect for anglers of all experience levels. We anchor near reefs, wrecks, or calm bays and fish the bottom for grouper, snapper, amberjack, cobia, and more. You never know what might hit next. Offshore Live Baiting One of the most exciting ways to fish in Key West. Using live bait in deep blue water can bring explosive strikes from sailfish, mahi-mahi, wahoo, kingfish, and blackfin tuna—with the chance of a marlin. Daytime Swordfishing A true deep-sea challenge. We drop baits, feet to target powerful swordfish that can weigh hundreds of pounds. It’s an unforgettable fight for serious anglers. Far Gulf Trips Travel up to 60 miles offshore chasing blackfin tuna in the rich waters of the Gulf. These 8–10 hour trips are action-packed and great for anglers looking for big fish and big water. Extended Far Gulf Trips For adventurous anglers, we run 60–120 miles offshore to rarely fished wrecks and remote grounds where trophy fish live. Dry Tortugas Trips A legendary fishing destination. This full-day trip takes you to the pristine waters of the Dry Tortugas to bottom fish for snapper, grouper, and other hard-fighting species.

Hey, we're High Line Charters

Key West, United States
Background
Our love for fishing started when we were kids, but it truly came alive on the clear blue waters of Key West. The ocean here is full of life, and over the years we’ve learned its reefs, currents, and hidden fishing spots. From chasing mahi-mahi around floating seaweed to battling the blistering speed of a wahoo, every trip in the Florida Keys brings something exciting. There’s nothing quite like watching a sailfish explode out of the water or feeling the power of a blackfin tuna on the line. Starting our own fishing charter in Key West gives us the chance to share that experience with others. Whether it’s your first time on a boat or you’re a seasoned angler chasing your next trophy fish, we love helping people create unforgettable moments on the water. For us, it’s about more than just fishing. It’s about the thrill of the hunt, the beauty of the ocean, and the memories you take home long after the trip is over. Step aboard the High Line and experience the magic of fishing in Key West.
Techniques
Trolling Great for targeting fast-moving species like wahoo, mahi-mahi, blackfin tuna, and sailfish. We troll lures or bait behind the boat to cover water and find active fish. Reef, Bay & Wreck Fishing Perfect for anglers of all experience levels. We anchor near reefs, wrecks, or calm bays and fish the bottom for grouper, snapper, amberjack, cobia, and more. You never know what might hit next. Offshore Live Baiting One of the most exciting ways to fish in Key West. Using live bait in deep blue water can bring explosive strikes from sailfish, mahi-mahi, wahoo, kingfish, and blackfin tuna—with the chance of a marlin. Daytime Swordfishing A true deep-sea challenge. We drop baits, feet to target powerful swordfish that can weigh hundreds of pounds. It’s an unforgettable fight for serious anglers. Far Gulf Trips Travel up to 60 miles offshore chasing blackfin tuna in the rich waters of the Gulf. These 8–10 hour trips are action-packed and great for anglers looking for big fish and big water. Extended Far Gulf Trips For adventurous anglers, we run 60–120 miles offshore to rarely fished wrecks and remote grounds where trophy fish live. Dry Tortugas Trips A legendary fishing destination. This full-day trip takes you to the pristine waters of the Dry Tortugas to bottom fish for snapper, grouper, and other hard-fighting species.

My Charter Listing

Excellent
4.7 / 5
(7 reviews)
Key West
 Instant Confirmation
Trips from US $850

Customer reviews

Rating summary
Excellent
4.7 / 5
out of 5 stars from 7 reviews
Boat
Very good
4.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (5)
Mackerel Time
Great Captain Phil and Amazing First Mate Josh
Great Captain Phil and Amazing First Mate Josh
+2
Angler rating
4
3
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
67%
Satisfied with the boat
100%
Caught fish
100%
Sort by:
Featured  
Showing:
5 of 7 reviews
Neville L.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

High Line Charters, An experience worth reliving.

VERIFIED   6 Hour Trip โ€“ Shark (AM) on May 31, 2025
Big props to Captain Phil and his first made Jake, they took great care of myself and five friends like we were family. They...
Neville L. recommends High Line Charters
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1 person finds this review helpful
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  High Line Charters Charter Operator replied

Emmanuel S.
Coconut Creek, Florida
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

4 Hour PM reef trip

4 Hour Trip โ€“ Reef (PM) on August 29, 2025
Our trip with Captain Phil and First Mate Russ was absolutely incredible! From the moment we stepped on the boat, they made...
Emmanuel S. recommends High Line Charters
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Steven S.
Excellent
4.3 / 5
Experience:
Good
3.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Mackerel Time

VERIFIED   NEW  8 Hour Trip โ€“ Reef & Wreck (AM) on February 22, 2026
Had a great time, loved the Captain and Russell โ€œfirst mateโ€. Caught plenty of fish and they recommended Kaya restaurant...
Steven S. recommends High Line Charters
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Steven S. recommends High Line Charters
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Mark K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Robert

VERIFIED   4 Hour Trip โ€“ Reef (PM) on November 25, 2025
Mark K. recommends High Line Charters
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Mark K. recommends High Line Charters
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Joon S. O.
Excellent
4.7 / 5
Experience:
Very good
4.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Robert

VERIFIED   4 Hour Trip โ€“ Reef (AM) on January 3, 2026
Joon S. O. recommends High Line Charters
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Joon S. O. recommends High Line Charters
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