Fishing Trips
At Hennessy Sportfishing, we offer unforgettable guided fishing trips from Marathon, Florida—the heart of the Florida Keys. Our private charters are perfect for anglers of all levels, with trips ranging from 3 to 10 hours aboard a fully equipped 28′ Mako. Whether you're after offshore trophies like mahi-mahi and tuna, or prefer reef and wreck fishing for snapper and grouper, Captain Kerry Hennessy and crew will tailor your trip for the best results.
We provide all gear, bait, and local expertise—just bring your sunscreen, water, and a sense of adventure. No fishing license required.
3 Hour Trip
Mako 28 - $775
Venture 34 - $775
Only have a few hours to sneak away and get your fishing fix? Want to catch enough for dinner but not spend all day in the sun? Kids want to try fishing in the ocean for the first time? The 3 hour is probably the trip for you.
3 or 4 HourSunset Fishing Charter
Mako 28 - $775 - $875
Venture 34 - $775 - $950
Short on time but still want the full Florida Keys experience? Our 3 and 4 hour sunset fishing trips are built for action. We target reef and nearshore species that bite hard and fill coolers — then cruise home as the sky turns orange over the Gulf. This isn’t a slow sightseeing tour. This is bent rods, tight lines, and golden-hour memories.
Perfect for families, couples, and anyone who wants to fish without committing to a full day offshore.
4 Hour Trip
Mako 28 - $875
Venture - $950
A very popular trip. We generally focus on either the reef or FL Bay depending on wind and sea conditions for comfort and client expectation. This is generally a try and fill the box with dinner in 4 hours sort of trip. We can taylor it some to your specific preferences. We run up to 10 miles on the Oceanside and up to 12 on the bayside for the 4 hour trip.
6 Hour Reef, Wreck, Bridge or Gulf Trip
Mako 28 - $1,050
Venture 34 - $1,300
Captain Favorite! Experience a dynamic day on the water with our Reef and Wreck Fishing trip—venturing on the ocean side when the bite is hot and weather conditions allow. We'll target a wide variety of prized species, including Mutton Snapper, Yellowtail, Amberjack, Kingfish, Cero Mackerel, Sailfish, Tuna, Cubera Snapper, Black Grouper, Wahoo, and Mahi Mahi. If ocean conditions are rough, no worries—your adventure continues in the sheltered waters near the 7-Mile Bridge or in the Gulf targeting additional species.
This trip gives you enough time to change it up if something isn’t working due to conditions or if you have already caught a limit of targeted species, you can go target something else. I’m a fan of the 6 hour trip.
This trip is limited to five guest. Please check out the Venture 34 for parties of 5 or 6
6 Hour Offshore Trip
Mako 28 - $1,300
Venture 34 - $1,500*
Join us for an unforgettable offshore adventure targeting Tuna and Mahi Mahi, with exciting opportunities to reel in Wahoo and Sailfish when in season. These trips are perfect for anglers seeking action-packed days on the water and the thrill of big game fishing.This is an offshore trip. This can include deep dropping in the summer and a run to the famous Marathon humps for blackfin tuna and mahi mahi.
*An additional fuel surcharge applies on the Venture 34 for offshore trips
This trip is limited to five guest. Please check out the Venture 34 for parties of 5 or 6
8 Hour Trip
Mako 28 - $1,700
Venture 34 - $1,650*
This is generally an offshore trip. This can include deep dropping in the summer and a run to the famous Marathon humps for blackfin tuna and mahi mahi.
*An additional fuel surcharge applies on the Venture 34 for offshore trips
This trip is limited to five guest. Please check out the Venture 34 for parties of 5 or 6
10 Hour Trip
Mako 28 - $1,950
Venture - $2,600*
This is a trip for hardcore anglers wanting to hit the humps on the Oceanside for tunas and run & gun for mahis. We can deep drop with electric reels or run to the deep wrecks and towers in the gulf. 10 hours equals plenty of options.
*An additional fuel surcharge applies on the Venture 34 for offshore trips
This trip is limited to five guest. Please check out the Venture 34 for parties of 5 or 6
Add On - Snorkel and Sandbar Trip - $100 per hour
Snorkeling and sandbar trips available as stand alone packages by the hour or as an add on to your existing fishing charter.
*Snorkel gear not provided, but you can rent gear from several local shops
Add On - Harbor Cruise - $100 per hour
Harbor or sunset cruise available as stand alone packages by the hour or as an add on to your existing fishing charter.