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
(92 reviews)
Marathon
 Last booking: 6 days ago
 Instant Confirmation
Trips from US $750

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 92 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (175)
BEST day, BEST experience!
Targeting Snapper
Targeting Snapper
+172
Angler rating
83
4
1
2
0
Anglers claimed
Good experience
94%
Friendly captain
98%
Recommend this charter
95%
Appropriate for children
96%
Satisfied with the boat
96%
Caught fish
99%
Sort by:
Featured  
Showing:
5 of 92 reviews
Barrett M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing trip

VERIFIED   NEW  3 Hour Trip (AM) โ€“ Nearshore on November 6, 2025
dez was our guide and he was awesome. put us on fish instantly. when the bite was done in that spot we immediately moved and...
Barrett M. recommends Hennessy Sportfishing - Mako 28
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Shawn A.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Best charter!

VERIFIED   4 Hour Trip (AM) on October 17, 2025
Hennessy Sport Fishing was an amazing time. Captain Dez was awesome and put our group on a ton of fish and made sure we had...
Shawn A. recommends Hennessy Sportfishing - Mako 28
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Brant R.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Adding to our adventure

VERIFIED   6 Hour Trip - (AM) on September 3, 2025
My wifeโ€™s first deep sea fishing trip and Dez and Reid put her on the fish!!! We caught 8 different species of fish and had...
Brant R. recommends Hennessy Sportfishing - Mako 28
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  Kerry Hennessy Captain replied

Steve K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fun Trip

VERIFIED   4 Hour Trip (AM) on March 8, 2025
We caught our lunch on a clean, well-appointed, and well-maintained classic Mako.Captain Kerry is super-friendly and cares...
Steve K. recommends Hennessy Sportfishing - Mako 28
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Dave K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Captain

VERIFIED   NEW  4 Hour - (PM) trip on November 9, 2025
Capt Dez did a great job.ย  Put us on the fish and we had a terrific time.ย  Highly recommend you fish with Hennessy Charters!
Dave K. recommends Hennessy Sportfishing - Mako 28
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