This is Aloha, See the Aloha State by Private Yacht Custom to Your Dreams

Our Charters Director can customize your Hawaii ocean adventure by personally seeing to optional “extras” for your charter. Our experience over the years has allowed us to create a hand-picked list of the best “tried & true” service providers in the Islands. Charter options include fishing, diving, weddings, catering, entertainment, limousines, and more.

Imagine sailing the beautiful waters of Paradise; sipping a refreshing cocktail while the stress of everyday life melts away… a romantic sunset dinner cruise aboard a motor or sailing yacht, staffed with a captain and crew that sees to your every need… an extended inter-island cruise aboard a yacht with luxuriously appointed staterooms and salons, where every day brings new adventures and exotic tropical ports of call…

Simply the Best!  Sailing Hawaii – Hawaii’s finest Ocean Experience

From the simple to the sublime, Diamond Head Yacht Charters is committed to making your personalized charter one that will live in your heart and soul forever as a beautiful memory; a memory that begs you to go again and again…Our Charters Director will find the perfect yacht to suit your needs; be it Romance, Adventure, Discovery, or just a revitalizing getaway from the workaday world. But we don’t stop at finding the perfect yacht, we go on to personally customize your charter with your choice of any number of available options. Then we follow through with our hand-picked Service Providers to make sure that your charter is everything you expect it to be. Our private yacht fleet represents the newest and largest fleet of private yachts with new yachts delivering into the fleet on a bi-annual basis.  You will find no other service in the state as committed with over 30 years of yachting experience in Hawaii we bring the finest talent, equipment, safety record, and demonstrated performance for luxury partners.

As Hawaii’s original luxury ocean experience, our custom yacht clients are not shared by any other yachting company in Hawaii.  Our attention to details has hosted a US President and family, international world champion sports heroes, rock and hollywood legends, royalty, and private individuals like you who wish to experience the same level of custom service and aloha.  Our captains, crew, stewards, chauffeurs, chefs and founder genuinely give a part of themselves to satisfying and exceeding our guests expectations.  Its not simply our pleasure to be at your service its our passion which is evidenced by the depth of commitment of our staff, and proven track record with all luxury providers.  Whether its arranging a private luau, or simply a private sundowner cruise you will find we will not stop until our guests expectations are not simply met but surpassed with exceptional attention to detail and care for our guests both onboard and to the places we guide you in this exotic port of call.

These are just a few of the types of Charters and Services we can arrange:

  • Activity Charters:

    Captain’s Signature Private Chefed Dinner Sails

    Sunset Cruises

    Fireworks Cruises

    Day Charters with Captain and Crew

    Multi-Day Inter-Island Charters, Crewed or Bareboat

    U.S. Sailing School

    Swimming & Snorkeling

    Scuba Diving

    Big-Game Sport fishing

    Family Fun

  • Event Charters:

    Weddings & Honeymoons

    Corporate Getaways

    Leadership Seminars

    Formal Occasions

    Fund raisers

    Special Events

  • Specialty Charters:

    Film & Location Shoots

    Photo Shoots

    Marine Research Live aboard Vessels

    Documentary Live aboard Vessels




TOLL FREE 1.800.908.5250

INTERNATIONAL +1.808.222.9768


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