Next AvailableMay 14
Book with Ken Middleton
Looking for the perfect vacation trip? Make sure to bring everyone along in the waters of Honolulu, Hawaii as Tradewind Charters brings you out for a Kama'ainas private sailing cruises, fishing charters, sunset dinner sails, snorkeling tours, whale watching and dolphins swims, scenic sightseeing tours, weddings at sea, sea burial services and much more!
Spend a day exploring the fantastic sceneries and trying different water activities in Oahu. Tradewind Charters will make sure you create unforgettable memories at sea. This family-friendly charter offers fishing trips that would definitely be enjoyed by everyone, especially kids. Not everyone aboard needs to be a keen angler because Captain Ken Middleton, who is an experienced guide and angler, will be there to teach you all the fishing techniques you’ll need.
Hop aboard a massive 2017 50’ Corinthian Catamaran. This boat is perfect for a safe and comfortable trip. It has a toilet, ice boxes for drinks, a bar, catering, and all required safety equipment.
Your main specie for the day is Gray Triggerfish but with the abundance of the sea, you’ll surely come face to face with many other creatures. The captain will teach you how to use light spinning tackle for some catch and release fishing on the abundant reef fish over the coral and lava rock reefs.
You may also go sightseeing at the same time allowing you to view lots of sea turtles, seals, and some eagle rays on the surface. Cruise along the shores and practice your angling skills.
All fishing gear is provided as well as the bait. A fishing license is not required. Snacks can be ordered in advance but you may also bring your own food and drinks.
Pick the date, start booking and prepare for a trip of a lifetime that’s worth remembering with Tradewind Charters.
What's Included
Your Guide has some important details about your trip with them.
Show More
This guide offers trips with meals and beverages included.
Show More
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
What's Included
Your Guide has some important details about your trip with them.
Show More
This guide offers trips with meals and beverages included.
Show More
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
Fishing
Starting At $2,450
Description: This trip is great for families and groups gathered for birthdays, pre/post wedding celebrations, corporate events, and team building. You will use light spinning tackle and then catch and release the abundant reef fish over the coral and lava rock reefs. Pick your date and join Tradewind Charters.
Fishing
Starting At $2,450
Description: Cruise the south shore’s smooth waters in comfort as Tradewind Charters bring you out for an unforgettable family-friendly trip where you can target catching various species. Start planning your dream vacation and pick a date. The best charter is here for you to experience.
Fishing
Starting At $2,450
Description: This family-friendly charter includes reef fishing activities wherein guests will have the opportunity to swim and snorkel with sea turtles & reef fish and witness our humpback whales in the winter months. The main specie is Triggerfish but you can catch whatever bites. Book your trip now.
My Sunshine
Boat Type:
Boat Guest Capacity:
6
Boat Length:
43 ft
Manufacturer Name:
Jeanneau (Sailing Yacht)
Model Year:
2004
Engine Manufacturer Name:
Yanmar
# of Engines:
1
Horsepower Per Engine:
75
Maximum Cruising Speed:
8
Features: Snorkelling Equipment Kitchen Toilet Ice-Box GPS
Corinthian (Catamaran)
Boat Type:
Boat Guest Capacity:
49
Boat Length:
50 ft
Manufacturer Name:
Corinthian (Catamaran)
Model Year:
2017
Engine Manufacturer Name:
Yamaha
# of Engines:
2
Horsepower Per Engine:
250
Maximum Cruising Speed:
10
Features: Snorkelling Equipment Toilet Ice-Box GPS
My Sunshine
Boat Type:
Boat Guest Capacity:
6
Boat Length:
43 ft
Vehicle Details
Corinthian (Catamaran)
Boat Type:
Boat Guest Capacity:
49
Boat Length:
50 ft
Vehicle Details
Ratings & Reviews Summary
May 14, 2025
My family and I rented a beautiful charter from captain ken and Ty for my birthday on New Year’s Eve. There was 9 of us and plenty of space on the beautiful boat. It was a gorgeous day and everyone said it was their favorite part of the trip. He even had food and drinks aboard , paddle boards, and snorkel equipment. We hung out on the front nets and had a beautiful sunset as well. I highly recommend this charter for anyone looking for an amazing and wonderful experience in Oahu :)
May 14, 2025
Great day with Captain Ken and Ty. Sailing and and snorkeling with the family, including twin toddlers, was well worth the time and money. Highly recommend for everyone.
May 14, 2025
The boat was incredible and the staff was great.