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 or Venture 34. 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.

A group of people on a boat fishing in the ocean, with a man showing a fishing technique while others observe.

3 Hour Trip

Mako 28 - $750

Venture - $850

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.

Three people holding fish on a dock; two smaller fish, one large red fish, and one long fish

4 Hour AM Trip

Mako 28 - $850

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.

Group of six people standing on a dock behind a table of freshly caught fish, with a boat and trees in the background, during sunny weather.

4 Hour PM Trip

Mako 28 - $850

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.

Four people on a dock holding a large fish with a boat and water in the background.

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.

*An additional fuel surcharge applies on the Venture 34.

Two men standing on a dock holding large fish they caught, with a boat, houses, and blue sky in the background.

6 Hour Offshore Trip

Mako 28 - $1,300

Venture 34 - $1,700*

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.

Three men standing on a dock with fish and a large fish they caught, smiling and posing for a photo.

8 Hour Trip

Mako 28 - $1,700

Venture 34 - $2,100

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.

Aerial view of a boat in clear water with several fishing rods and a diver down flag. Nearby, three people relax in a green inflatable floating island tied to the boat.

10 Hour Trip

Mako 28 - $1,950

Venture 34 - $2,700

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

Boat on clear turquoise water near a metal lighthouse structure, with one person swimming alongside.

Add On - Snorkel and Sandbar Trip - $100 per hour

Mako 28 — 4 Hours - $600 ~ 3 Hours $400

Snorkeling and sandbar trips available as stand alone packages by the hour or as an add on to your existing fishing charter. Please click here for stand alone Sandbar or Snorkel Charters trip info. At this time, we do not offer a direct booking link. Please call, email, or text.

*Snorkel gear not provided, but you can rent gear from several local shops

Two men fishing from a boat on the ocean under a bright sun in clear blue sky.

Add On - Harbor Cruise - $100 per hour

Mako 28 — 4 Hours - $600 ~ 3 Hours $400

Harbor or sunset cruise available as stand alone packages by the hour or as an add on to your existing fishing charter. At this time, we do not offer a direct booking link. Please call, email, or text.

Contact us

Interested in booking? Fill out some info and we will be in touch shortly. We can’t wait to hear from you!