About Your Guide

Profile photo of Captain Experiences guide Kerry Hennessy

Kerry Hennessy

Independent Guide
Laid-back
Instructional
Adventurous
Beginner Oriented
Quality
Quiet
We believe that your fishing charter experience is only as good as the people and boats behind it. That’s why we take pride in offering a top-tier fleet of fully equipped vessels and a team of experienced, passionate captains who know the waters of Marathon, Florida like the back of their hand.

Whether you're heading offshore for mahi-mahi, tuna, sailfish, or dropping lines on the reef for snapper and grouper, our boats and crew are ready to deliver a safe, fun, and productive day on the water.

About Your Guide

Profile photo of Captain Experiences guide Kerry Hennessy

Kerry Hennessy

Independent Guide
We believe that your fishing charter experience is only as good as the people and boats behind it. That’s why we take pride in offering a top-tier fleet of fully equipped vessels and a team of experienced, passionate captains who know the waters of Marathon, Florida like the back of their hand.

Whether you're heading offshore for mahi-mahi, tuna, sailfish, or dropping lines on the reef for snapper and grouper, our boats and crew are ready to deliver a safe, fun, and productive day on the water.
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Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
Sword
If you were cooking for all your friends what would you cook?
Grilled wahoo with Japanese bbq over coconut rice
What’s your favorite band?
Stevie Ray Vaughn
What’s your favorite movie?
Snatch

Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
Sword
If you were cooking for all your friends what would you cook?
Grilled wahoo with Japanese bbq over coconut rice
What’s your favorite band?
Stevie Ray Vaughn
What’s your favorite movie?
Snatch
What’s your favorite sports team?
Tampa Bay Bucs
What’s your drink of choice?
Coconut water
What was your last halloween costume?
Floridaman
What do you want for Christmas this year?
An outbound engine sponsorship
How did you get started guiding?
Fished all my life, do what you love
What makes you different from other guides?
My caring about the overall client experience
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Hennessy Sportfishing Trips

Choose a trip to get started
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Marathon

3-8 Hour Reef And Wreck Trip

100% (2)
28 ft 1 - 6 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Marathon

6-10 Hour Offshore Mahi Mahi & Tuna

100% (2)
28 ft 1 - 6 People From $1,300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Marathon

10 Hour Trip – Offshore Extreme

100% (2)
28 ft 1 - 6 People From $1,950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Boat Cruise, Snorkeling in Marathon

Coffins Patch Snorkel & Sandbar

100% (2)
28 ft 1 - 6 People From $600

Don't see what you're looking for?

Contact us to create a custom trip for you and your group.

Contact Us

Recent Reviews of Hennessy Sportfishing

5.0
based on 1 review

Tony

Verified Review

Took a 6 hour trip on August Holiday booking was very easy, for a group of 4 adults. We had a wonderful day trip fishing with one of the charter skippers, Captain Des Bot he and his Mate Jamie were extremely knowledgeable, friendly and helpful we really could not have wished for a more helpful experience especially as we are far from experienced at fishing especially in Florida. The results we managed to obtain targeting...

Tony

Verified Review

Took a 6 hour trip on August Holiday booking was very easy, for a group of 4 adults. We had a wonderful day trip fishing with one of the charter skippers, Captain Des Bot he and his Mate Jamie were extremely knowledgeable, friendly and helpful we really could not have wished for a more helpful experience especially as we are far from experienced at fishing especially in Florida. The results we managed to obtain targeting fish we could eat and have some fun with could not have been better delivered. For the table we caught plenty of Snapper all varieties more than enough to feed out family of 8. We also managed to have a lot of fun with Grouper both red and small Goliath. All was delivered over three or 4 locations on the Bay side due to rough conditions in the gulf, so it made for a very rewarding comfortable da. To cap it all off the catch was all expertly prepared and bagged ready for us to take to a superb recommendation location Sparky's Landing who prepared a beautiful variety of meals, blackend, tacos and crumbed the snapper was just beautiful.

all in all I could not be happier with the service and value.
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Potential Target Species

Color-coded seasonality below is based on .
View Full Species Seasonality Chart »
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

Techniques

Cut Bait Fishing
Heavy Tackle Fishing
Light Tackle Fishing
Sight Casting
Trolling

Hennessy Sportfishing Photo Gallery

10 Hour Trip – Offshore Extreme
July 9th, 2025
Marathon, Florida
6-10 Hour Offshore Mahi Mahi & Tuna
July 9th, 2025
Marathon, Florida
6-10 Hour Offshore Mahi Mahi & Tuna
July 9th, 2025
Marathon, Florida
10 Hour Trip – Offshore Extreme
July 9th, 2025
Marathon, Florida
Coffins Patch Snorkel & Sandbar
July 29th, 2025
Marathon, Florida
3-8 Hour Reef And Wreck Trip
July 9th, 2025
Marathon, Florida
3-8 Hour Reef And Wreck Trip
July 7th, 2025
Marathon, Florida
Coffins Patch Snorkel & Sandbar
July 29th, 2025
Marathon, Florida
10 Hour Trip – Offshore Extreme
July 9th, 2025
Marathon, Florida
3-8 Hour Reef And Wreck Trip
July 7th, 2025
Marathon, Florida
6-10 Hour Offshore Mahi Mahi & Tuna
July 9th, 2025
Marathon, Florida
6-10 Hour Offshore Mahi Mahi & Tuna
July 9th, 2025
Marathon, Florida
Coffins Patch Snorkel & Sandbar
July 29th, 2025
Marathon, Florida
10 Hour Trip – Offshore Extreme
July 9th, 2025
Marathon, Florida
3-8 Hour Reef And Wreck Trip
July 9th, 2025
Marathon, Florida
Coffins Patch Snorkel & Sandbar
July 29th, 2025
Marathon, Florida
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