We offer a variety of kona sailing charters including a relaxing kona sunset cruise and private catamaran charters.

Paauilo hobie tandem island sailing kayak.

Our polynesian sailing catamaran “winona” is the perfect complement to your group’s activities for a private boat charter on the big island of hawaii.

Aboard a comfortable and spacious catamaran, take in the views as you sail along the kona coastline and toast the sunset with an included beverage or two.

Recommended for you

1987 19. 5ft fishing boat.

Call to book an adventure today:

Hawaii sailboats for sale by owner.

Your search returned 50 matches of 105848 sailboats posted to date.

Big island of hawaii boat tours with free cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

Paauilo hobie tandem island sailing kayak.

Captain cook boat bow aluminum.

Kamuela boston whaler guardian 25.

Big island 2023 bayliner trophy t20 cc.

2023 bayliner trophy t20 cc.

Offering the best selection of boats to choose from.

Because we are family owned and operated, we provide the kind of personal service only a small business can and the comfort of.

Hilo side big island yamaha 115.

Paauilo hobie tandem island sailing kayak.

Kamuela boston whaler guardian 25.

Kamuela boston whaler guardian 25.

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Kailua kona 13 ft tandem kayak.

Captain cook boat bow aluminum railings.

Kailua kona 13 ft tandem kayak.

Find sail boats for sale in hawaii.

Captain cook boat bow aluminum railings.

1987 19. 5ft fishing boat.