About Your Guide

Shawn Bessex

Independent Guide
Your guide for the day is Captain Shawn, allowing you to benefit from years of professional experience. Captain Shawn, a lifelong resident of Hawaii and Alaska, has been fishing since before he could walk.

Depending on the time of year, you might hook into Blue Marlin, Striped Marlin, Shortbill Spearfish, Yellowfin Tuna, Wahoo, Mahi Mahi, and anything else that bites. You’ll target your catch by light tackle fishing, trolling, jigging, or maybe something more specialized in this area. Capt. Shawn also offers fly fishing, but you may need to bring your own fly gear.

Families who love fishing together will be glad to know that kids are welcome aboard! If you don’t have a child-sized life vest of your own, be sure to ask if there’s one on board.

About Your Guide

Shawn Bessex

Independent Guide
Your guide for the day is Captain Shawn, allowing you to benefit from years of professional experience. Captain Shawn, a lifelong resident of Hawaii and Alaska, has been fishing since before he could walk.

Depending on the time of year, you might hook into Blue Marlin, Striped Marlin, Shortbill Spearfish, Yellowfin Tuna, Wahoo, Mahi Mahi, and anything else that bites. You’ll target your catch by light tackle fishing, trolling, jigging, or maybe something more specialized in this area. Capt. Shawn also offers fly fishing, but you may need to bring your own fly gear.

Families who love fishing together will be glad to know that kids are welcome aboard! If you don’t have a child-sized life vest of your own, be sure to ask if there’s one on board.
Scroll for more

4-8 Hour Offshore Trip

NEW 1 - 5 People 4 - 8 Hours From $600
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip
4-8 Hour Offshore Trip

About Your Trip

Water Type

Deep Sea

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather

Deep Sea Fishing in Kailua-Kona with Captain Shawn

Get ready for an unforgettable Hawaiian fishing adventure with Captain Shawn in the world-renowned waters off Kailua-Kona! With a lifetime of experience fishing both Hawaii and Alaska, Captain Shawn brings deep expertise, local knowledge, and a contagious passion for sportfishing to every trip. Whether you're a seasoned angler chasing your next trophy or bringing the kids out for their very first catch, this trip has something for...

About Your Trip

Deep Sea Fishing in Kailua-Kona with Captain Shawn

Get ready for an unforgettable Hawaiian fishing adventure with Captain Shawn in the world-renowned waters off Kailua-Kona! With a lifetime of experience fishing both Hawaii and Alaska, Captain Shawn brings deep expertise, local knowledge, and a contagious passion for sportfishing to every trip. Whether you're a seasoned angler chasing your next trophy or bringing the kids out for their very first catch, this trip has something for
everyone.

The deep offshore waters of the Big Island are legendary—and for good reason. On your trip, you’ll be targeting some of the Pacific’s most exciting pelagic species, including Blue Marlin, Striped Marlin, Shortbill Spearfish, Yellowfin Tuna (Ahi), Mahi Mahi, and Wahoo (Ono). These waters drop off quickly just minutes from shore, meaning more fishing time and better odds of getting hooked up.

Captain Shawn uses a full range of techniques—trolling, jigging, live bait, and both light and heavy tackle setups—to match the conditions and what’s biting. Fly fishing can also be arranged for experienced anglers, but you’ll need to bring your own gear.

You'll fish aboard a 26’ Shamrock sportfishing boat designed with both comfort and performance in mind. Outfitted with outriggers, downriggers, a fighting chair, and top-tier electronics like GPS, radar, and fish finders, this vessel is perfectly suited for big game action. There's even a private toilet on board, making this an excellent choice for families or full-day trips.

A skilled First Mate will be on hand throughout the trip to help with gear, baiting hooks, and landing fish. Mates work for tips, and a gratuity of 10–20% is customary based on the quality of your experience.

Trips are offered in 4-hour, 6-hour, and 8-hour options:

4-Hour Charter – A great mid-morning getaway for families or newer anglers. Target seasonal pelagics with trolling and light tackle, or request bottom fishing depending on sea conditions.

6-Hour Charter – Start at 6:00 AM and chase after Mahi, Marlin, Ono, and more as the sun rises over the Kona coast. Perfect for those who want a solid shot at big fish with a flexible approach.

8-Hour Charter – Go all-in on a full day of action. With plenty of time to cover ground and switch tactics, this trip is ideal for anglers looking to maximize their chances of hooking into something epic.

Rods, reels, tackle, lures, live bait, and bottled water are all included in the trip, along with catch cleaning and filleting back at the dock. Just bring snacks, sun protection (reef-safe, non-spray sunscreen only), polarized sunglasses, a hat, and weather-appropriate clothing. Moderate alcohol is welcome—just leave the glass bottles and hard liquor at home.

Whether you’re after a monster Marlin or just want to take in the jaw-dropping beauty of Hawaii’s coastline, fishing with Captain Shawn and his crew is a one-of-a-kind way to experience the Aloha spirit from the water.

Book your trip today and see why Kailua-Kona is a bucket-list destination for anglers around the world!
Amenities

Water Type

Deep Sea

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Boat Restroom

This boat has a restroom.

Live Bait

Live bait is included for this trip.

Weather

You won’t lose your deposit if the trip is canceled due to weather

Kid Friendly

This trip can cater to small children.

Flexible Cancelation

This trip can be canceled up to 3 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

Scroll for more

About Your Boat

Boat photo for 4-8 Hour Offshore Trip
Boat Type
Cuddy Cabin
Boat Manufacturer
Shamrock
Year Built
1995
Boat Length
26'

About Your Boat

Boat Type
Cuddy Cabin
Boat Manufacturer
Shamrock
Year Built
1995
Boat Length
26'
Boat Restroom
Yes
Engine Manufacturer
Ford
Total Horsepower
260
Number of Engines
1
Additional Amenities
Fighting Chair, GPS, Fishfinder, Live Bait Well, Refrigerator, Outriggers, Tuna Tubes, Ice Box, Radar
Scroll for more

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

Heavy Tackle Fishing
Light Tackle Fishing
Trolling

Type of Fishing

Need a Place to Stay?

PLAYTIMESPORTFISHING Photo Gallery

4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
4-8 Hour Offshore Trip
August 26th, 2025
Kailua-Kona, Hawaii
Book Now