Charter Fishing Boats


  • 36ft Hatteras Sportfisher with guest seating on fly bridge
  • Twin Lugger 250hp diesel motors
  • New 2021 electronics, GPS, fish finder, autopilot, radio, bluetooth ready stereo
  • Artificial lures for every style of fishing and custom 50 gallon live bait well
  • Large private bath room with marine electric toilet
  • Penn and Shimano reels of every size 15lb-130lb class
  • Below and above deck fish holds

Safety Equipment:
Full USCG safety package including: 2020 Satellite EPIRB, life jackets, flares and first aid kits.

Why should you fish on the Ocean Addict?

The Ocean Addict is a classically built Sportfisher by the world-renowned company Hatteras Yachts. Formerly know as the Hokulea, she was owned by the University of Hawaii and used as the escort/support boat for the famous Hawaiian sailing vessel Hōkūleʻa!

Over her time as a support boat for The University of Hawaii, she visited every port, harbor, and marina throughout the entire Hawaiian chain proving herself has an amazing ocean-going boat for Hawaiian waters.

In 2019 she was refitted to provide guests with the ultimate fishing experience! During her conversion, we’ve added new rod holders, outriggers, custom live bait well and fish boxes, and a huge inventory of everything needed for a successful day of fishing in Hawai’i.

The Ocean Addict has had tremendous success since her conversion into a fishing boat, catching high numbers of Blue Marlin, Striped Marlin, Yellowfin Tuna, Wahoo, as well as many species of bottom fish.

The Ocean Addict is fully rigged and ready to take you and your friends and family out for an experience of a lifetime in the Hawaiian waters. She is also the only vessel of our fleet that can move between different ports and harbors around of Oahu depending on weather conditions and fishing reports. She is primarily run by Captain Chris Parker, founder of Chupu Sport Fishing Fleet and full-time captain in Hawai’i for over 20years.


  • Luxurious 35′ Bertram Sportfisher with flybridge
  • Twin 220 HP Cummings Diesel engines
  • Spacious 14′ wide salon with full size couch, 2 sleeping bunks forward & private, generous size bathroom
  • A large selection of artificial lures as well as a 60 gallon live bait well
  • Full complement of modern electronics
  • World class 30-130 pound class Penn rods and reels
  • Fish Boxes with capacity to hold 1,000 pounds of fish

Safety Equipment:
Full USCG safety package including: 2020 Satellite EPIRB, life jackets, flares and first aid kits.

Why should you fish on the The PAMELA PEARL?

PAMELA PEARL is a 35 foot Bertram completely restored to mint condition in 2018. The boat is 14 ft. wide and spacious! It’s perfect for bigger groups and families. Every detail of the restoration was inspired by the needs of our charter clients that Capt. Freed has served over the years, and the unique characteristics of the Haleiwa fishery. The end result is a clean, comfortable boat designed for you to enjoy your day on the water. The main cabin has a full size couch, and is a great place to relax inside the cabin with a private, generously sized bathroom with a conventional toilet that you just won’t find on smaller charter boats.

PAMELA PEARL has all of the latest electronics that a fisherman needs. The fishing tackle ranges from light, 30-pound class, to heavy, 130-pound class. Top of the line Sea-Mount stand up harness provides for great sport fishing challenges! For your comfort a padded lounge atop the 8′ fishbox with bean bag backrests and Bluetooth equipped stereo with speakers on the flybridge and the deck make for a relaxing rest after hauling in the big ones!

The PAMELA PEARL offers both full and half day fishing charters for up to six people.


  • 31’ Eastern Sportfisher
  • 315 HP Cumming 5.96BTA Marine Diesel Engine
  •  GPS & Integrated Depth Finder
  • Shimano & Penn Reels & Light Tackle Stand Up Gear
  • Full size Murray Brothers fighting chair
  • Live Bait Well & Full Selection of Artificial Lures
  • Stereo with auxiliary hook up for your own music

Safety Equipment:
Full USCG safety package including: life jackets, flares and first aid kits.

Why should you fish on the The FLYER?

The FLYER provides daily deep sea fishing for Marlin, Tuna, Ono, Mahi Mahi and other gamefish found in the Hawaiian waters. We accommodate anglers of all skill levels and take pride in helping visiting anglers enjoy the ultimate Oahu fishing experience. Our commitment to provide thrilling sportfishing action with a laid back attitude affords visiting and resident anglers the opportunity to fish offshore without breaking the bank. Enjoy the benefits of custom tackle and a specialized vessel when battling the fish of a lifetime. Our mission is to provide an exceptional fishing experience for anglers who crave deep sea fishing adventure while enjoying our beautiful pacific surroundings.

An extremely stable and comfortable ride is enjoyed with the FLYER’S deep V hull design.   She starts off with a nice flared bow for a soft ride, walk around deck design, V birth with a clean,  freshly redone bathroom, modern electronics, plenty of seating spaces, a nice size cockpit with a live baitwell,  a full size teak fighting chair and a tuna door to slide your sea monster in onboard!  The advantage of a fully walk around design gives the angler the opportunity to fish from all sides of the boat, from bow to stern.  The hard top cover provides shade and cover from rain with two comfortable captains chairs and additional seating all around.
The FLYER’S all Shimano and Penn top quality gear is very well thought out which comes from the crew’s 18 years of world wide charter experience.  This isn’t some, “l hope we get lucky” operation. This is where hard work and preparation combine with your opportunity create lifetime memories!

The FLYER is ready when you are! Charters offered are both full day (4 people max) and half day (5 people max) charter trips.


  • 30′ Bertram Sportfisher
  • Twin Volvo 200 HP diesel engines
  • Top of the line electronics
  • Shimano 30 to 80 pound class reels and rods for every occasion including trolling and bottom fishing
  • 35 gallon live bait well and a wide variety of lures
  • Table with cushioned bench seating for 4 inside cabin with roomy bathroom and V-berth up forward
  • Fish Boxes with capacity to hold 1,000 pounds of fish

Safety Equipment:
Full USCG safety package including: EPIRB, life jackets, flares and first aid kits.

Why should you fish on TO THE MAX?

TO THE MAX is a great charter fishing boat, and our crew is spectacular!  TO THE MAX will put you on the fish, hook you up and get your catch in the fish box!  From trolling for big game Blue Marlin or Ahi Yellow Fin Tuna, finding the school of Mahi Mahi,  dragging the ledge for Ono (Wahoo),  to bottom fishing,  jigging the reef for Moana Kali, we do it all!

We custom fit the charter to your preference to make sure you have the time of your life. Enjoy your favorite tunes on our Bluetooth equipped stereo system and relax on the raised section of the back deck with cushions and bean bags in between strikes! Our crew will show you Aloha and strive to give you an unforgettable charter fishing experience.

TO THE MAX can accommodate six people comfortably and is available for both full and half day fishing charters.

The “Adventure Diver” Shark Dive Boat

  • Grady White
  • Twin 2018 Suzuki Outboards
  •  GPS & Integrated Depth Finder
  • Stereo with auxiliary hook up for your own music

Safety Equipment:
Full USCG safety package including: life jackets, flares and first aid kits.

Why should you Shark Dive with us?

Always skippered by a licensed Captain and guided closely while in the water by a Divemaster, a Dive Instructor and First Aid & CPR certified instructor, our crew members are experienced experts in the field of shark identification, shark behavior and will give you a very detailed briefing on what to expect and how to conduct yourself and feel very comfortable while in the water prior to entering the water.

And they are more than happy to answer any other questions you may have! You will also learn about shark conservation efforts, Hawaiian legends regarding the shark “Amakua”, and our crew will also give you great professional tips on underwater photography whether you’re using a goPro or a full camera underwater housing setup!

Working professionally with sharks for over a decade with zero incidences, we have an outstanding safety record and intend to keep it that way! 

Experience the highlight of your vacation and learn more than you could ever imagine about these amazing sharks and other forms of sealife often seen on a charter trip with us (Mahi Mahi, Barracuda, Tuna and so much more!), most of our clients tell us their trip with us was the highlight of their vacation!

During the Humpback Whale season you will be treated to a two-for-one whale watching cruise as well, as the whales LOVE to visit our black bottom boat and often sit under under the boat for long periods of time singing their beautiful whale songs! Whale breaches and tail slaps are a daily occurrence during whale season, so have your camera ready on the 10 minute ride to and from the dive site!  We look forward to diving with you!