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
(98 reviews)
Marathon
 Last booking: 1 day ago
 Instant Confirmation
Trips from US $750
Excellent
5.0 / 5
(2 reviews)
Marathon
 2 bookings in the past week.
Trips from US $750

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 100 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (179)
Captain Dez is the best
Captain Dez is the best
Great Fishing
+176
Angler rating
89
6
1
2
0
Anglers claimed
Good experience
95%
Friendly captain
98%
Recommend this charter
95%
Appropriate for children
97%
Satisfied with the boat
97%
Caught fish
99%
Sort by:
Featured  
Showing:
5 of 100 reviews
Sean H.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

4 hour trip with Captain Dez

VERIFIED   4 Hour Trip (AM) on October 12, 2025
We had a great 4 hour trip with Captain Dez and Mate Jose. Dez had us on the fish within 20-25 minutes of leaving the dock,...
Sean H. recommends Hennessy Sportfishing - Mako 28
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Angelo B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Best charter we have had in the Keys!

VERIFIED   6 Hour Trip - (AM) on July 20, 2025
Absolutely Outstanding Fishing Charter Experience! โญโญโญโญโญ Our family had an incredible time on our recent...
Angelo B. recommends Hennessy Sportfishing - Mako 28
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Gary B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

BEST day, BEST experience!

VERIFIED   6 Hour Trip - (AM) on November 15, 2025
Dez and Jose helped make my dreams come true today. Deep sea fishing has been at the top of my bucket list all of my life and...
Gary B. recommends Hennessy Sportfishing - Mako 28
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George H.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Targeting Snapper

VERIFIED   4 Hour - (PM) trip on November 7, 2025
Our original plan was to focus on Yellowtail & Mutton snapper and then go after bigger fish. We got several Yellowtails immediately,...
George H. recommends Hennessy Sportfishing - Mako 28
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Ben O.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Unforgettable Family Deep Sea Fishing Trip with Hennessy Fishing

VERIFIED   6 Hour Offshore Mahi Mahi & Tuna on June 29, 2025
We had an amazing experience on our 6-hour deep sea fishing trip with Hennessy Fishing! From the moment we stepped aboard the...
Ben O. recommends Hennessy Sportfishing - Mako 28
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