Captain
Kerry Hennessy

Member since September 2023 Marathon, United States
Background
I am a 4th generation native Floridian and fisherman with a true passion for the water. I have been fishing in the Keys since 1993. These days I get the most joy giving my clients the experience of a lifetime and making forever memories.
Techniques
I am geared up for whatever is biting at the time. Fishing in the Keys is situational and specific species may be seasonal. The best part is something is always biting and I know where they live and how and when to target them.

Hey, I'm Captain Kerry Hennessy

Marathon, United States
Background
I am a 4th generation native Floridian and fisherman with a true passion for the water. I have been fishing in the Keys since 1993. These days I get the most joy giving my clients the experience of a lifetime and making forever memories.
Techniques
I am geared up for whatever is biting at the time. Fishing in the Keys is situational and specific species may be seasonal. The best part is something is always biting and I know where they live and how and when to target them.
Our Team
Marie K.
Business associate
Dez S.
Captain
Randy K.
Captain

My Charter Listings

Excellent
4.9 / 5
(81 reviews)
Marathon
 2 bookings in the past week.
 Instant Confirmation
Trips from US $750
Marathon
Trips from US $850

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 81 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (157)
Best Fishing Experience Ever
Adding to our adventure
Adding to our adventure
+154
Angler rating
75
2
1
1
0
Anglers claimed
Good experience
96%
Friendly captain
98%
Recommend this charter
95%
Appropriate for children
96%
Satisfied with the boat
98%
Caught fish
99%
Sort by:
Featured  
Showing:
5 of 81 reviews
Eric F.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Crushed it with Captain Kerry

VERIFIED   6 Hour Trip - (AM) on March 10, 2025
Amazing day with Captain Kerry and First mate Bravo. Maxed out on mangrove snapper and continued our success targeting yellow...
Eric F. recommends Hennessy Sportfishing - Mako 28
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Josh B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Good times

VERIFIED   6 Hour Trip - (AM) on July 1, 2025
Captain and his mate Dez were great. Had fun. Fish were off a bit today but wasnโ€™t for a lack of trying. Caught some yellow...
Josh B. recommends Hennessy Sportfishing - Mako 28
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Jim M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing and Sand Bar

VERIFIED   4 Hour Trip (AM) on June 24, 2025
1/2 day morning.ย  Great trip.ย  Captain was really helpful with arrangements and mate worked really hard to make the fishing...
Jim M. recommends Hennessy Sportfishing - Mako 28
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Duane D.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fishing with Kerry

VERIFIED   NEW  6 Hour Offshore Mahi mahi & Tuna on September 20, 2025
Duane D. recommends Hennessy Sportfishing - Mako 28
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Chad F.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great trip, had a blast!

VERIFIED   4 Hour Trip (AM) on July 29, 2025
Des is a great Captain! Had a blast fishing caught yellowtails, small sharks, and an eel, also finished up the day snorkeling...
Chad F. recommends Hennessy Sportfishing - Mako 28
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