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Perfect for visitors with a desire for real sailing in a private setting. Our luxury yachts are limited to private parties ensuring comfort and no crowds!
SPOTS FILLING QUICKLY! BOOK YOUR SUMMER CRUISE & SNORKEL TODAY
Perfect for visitors with a desire for real sailing in a private setting. Our luxury yachts are limited to private parties ensuring comfort and no crowds!
Create fantastic family memories at sea on your Oahu vacation by combining a few ocean activities together.
Ideal for the romantic couple who’s up at the crack of dawn during their Hawaiian vacation due to time zone changes. Witness the brilliant colors of a sunrise at sea from the deck of the Love Boat.
Perfect for couples, families, and groups celebrating life events like birthdays, anniversaries, showers, and bachelor/bachelorette parties.
Tradewind Charters Hawaii offers visitors and 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. Whether you are looking to relax for an afternoon or a whole week, host a wedding and reception at sea, entertain family, friends, and business associates for a luncheon cruise, or savor a romantic sunset dinner sail, we do it all for you.
Capt. Ken at the helm. Over 25 years ago, I sailed over from the West Coast and started up Tradewind Charters to provide the very best in private boat charters for clients from all over the world. Our islands’ perfect weather is ideal for sailing and living in comfort, and coupled with an unsurpassed beauty and allure, incredible marine life year-round, and neighbors full of ALOHA, it truly is Paradise. Come sail with us and let us show you the reasons why we call these islands home.