Join us on a private luxury yacht for an unforgettable Hawaiian Adventure!

  • Sunset Sail

  • Snorkeling Tours

  • Whale Watching

  • Private Sailing Cruises

  • Offshore Fishing Hawaii

  • Hawaiian Ash Scatterings

  • ASA Certified Sailing Lessons

  • Unique Hawaiian Weddings

  • Anniversaries

  • Birthdays

  • Bachelorette Parties

  • Memorials

  • Corporate Events

  • Friday nights like no other!

Aloha Morning Cruise

The Aloha Morning Cruise features a two hour private cruise aboard a luxury yacht. Beat the crowds and enjoy a leisurely sail to Diamond Head. Get a chance to see dolphins, sea turtles and whales (in season) while taking in the magnificent views of Oahu’s Famous Waikiki beach. This is a great way to start your day! 

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Waikiki Sail & Snorkel Adventure

Oahu’s Best Snorkeling Tour features a three hour cruise aboard a private luxury yacht. Enjoy a leisurely sail off the idyllic coast of Oahu’s famous Waikiki Beach with stunning views and  a chance to see dolphins, sea turtles and whales in season.

Escape the crowds and let your captain guide you to a relaxing anchorage where you can snorkel with tropical fish, sea turtles and beautiful coral.  Invite your family and friends and make memories while your Captain and crew take care of the rest.

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Diamond Head Sunset Cruise

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Immerse yourself in a gorgeous Hawaiian sunset. Idyllic sailing awaits you with spectacular views of iconic Diamond Head and Waikiki. Catch a glimpse of dolphins, sea turtles, and whales in season.  Honolulu’s city lights provide an enchanting backdrop for your return to port.

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Private Whale Watching Cruise

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales.  Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for majestic whales. Dolphins, sea turtles, and manta rays are often seen while relaxing aboard with your family and friends.

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Offshore Fishing

Sport fishing from a sailboat is a true adventure!  We head offshore where the big fish are and sail fast to catch real gamefish like mahimahi, ono, and tuna. We do not fish the delicate reef ecosystem, those fish should only be caught on camera, and you can do that on our snorkeling tours. Offshore fishing in Hawaiian conditions can be physically challenging so be sure you are ready. We often see dolphins, sea turtles and manta rays while sailing offshore.

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ASA Certified Sailing School

We offer beginner to advanced sailing and navigation instruction aboard private yachts in the Hawaiian Islands. Instructors are ASA Certified and dedicated to teaching you the skills required to be your own Captain.
We give you the knowledge and experience to be confident and safe on all your sailing adventures- Whether you charter a boat from a local harbor, go on an exotic sailing vacation, or even buy your own boat.

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Special Event Planning

Bring the Spirit of Aloha to your next Birthday, Anniversary, Hawaiian Wedding, or Corporate event. Let our preferred Honolulu event specialists assist you in making your event an unforgettable success!
If you would like to have a Memorial at Sea or a Hawaii Ash Scattering we can help you create the right ceremony.

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Contact Us

    Tripadvisor Reviews

    • star rating  We chartered Honolulu Sailing's Gaugin sailboat for a three-hour "Sunset Sailing/Snorkeling" private tour to celebrate our anniversary.  This tour is a great option for one or two couples, or perhaps a small family,... read more

      A Tripadvisor Member
      April 1, 2021

      star rating  Our family of 6 booked the sunset sail with Honolulu Sailing Company and it was the highlight of our trip! Michelle was a pleasure to manage the booking with and... read more

      Eileen D
      December 1, 2020

      star rating  Our family of 10 rented the boat originally for two hours to take my husband's ashes out to Diamond Head and scatter them in the ocean he loved so much... read more

      SKYITALY
      December 1, 2020
    • star rating  Want your own private sunset tour? This is it! The tour was very professional as well as fun. Michelle made booking the tour very easy. Michelle and Will were very... read more

      A Tripadvisor Member
      December 1, 2020

      star rating  Had a great day with Honolulu Sailing Company. It was really nice to have a private yacht and avoid the crowds packed on other boats. Our family really appreciated that... read more

      michael M
      August 1, 2021

      star rating  Want your own private sunset tour? This is it! The tour was very professional as well as fun. Michelle made booking the tour very easy. Michelle and Will were very... read more

      John
      December 1, 2020
    • star rating  We chartered Honolulu Sailing's Gaugin sailboat for a three-hour "Sunset Sailing/Snorkeling" private tour to celebrate our anniversary.  This tour is a great option for one or two couples, or perhaps a small family,... read more

      NeilAndLilly
      April 1, 2021

      star rating  Our family of 6 booked the sunset sail with Honolulu Sailing Company and it was the highlight of our trip! Michelle was a pleasure to manage the booking with and... read more

      A Tripadvisor Member
      December 1, 2020

      star rating  Our family of 10 rented the boat originally for two hours to take my husband's ashes out to Diamond Head and scatter them in the ocean he loved so much... read more

      A Tripadvisor Member
      December 1, 2020
    • star rating  What to do with a dozen friends all in town at once? Our sunset sail was wonderful! Everyone had a lovely time, enjoying the beautiful skyline and horizon. The highlight... read more

      A Tripadvisor Member
      April 1, 2021

      star rating  What to do with a dozen friends all in town at once? Our sunset sail was wonderful! Everyone had a lovely time, enjoying the beautiful skyline and horizon. The highlight... read more

      Ellen C
      April 1, 2021

    Yelp Reviews

    •   Good vibes all around would definitely recommend them! Ship was super clean and the captain and crew mate were very helpful. Whole group had a great time, we posted up... read more

      thumb Ryan O.
      7/09/2021

        Captain J and Michelle were absolutely 5 stars. Great chat, preparations, explanations and all around service. We chartered the 50 ft sail boat. So beautiful. Will definitely be chartering w... read more

      thumb Axel F.
      5/10/2021

        We (4 adults) did a morning sail with Captain Rich and Michelle along the Waikiki coast toward Diamond Head. Spectacular views! But the best part; I am a sailor, introducing... read more

      thumb S Gordon L.
      4/28/2021
    •   We had an incredible evening sailing out to Diamond Head for sunset. The views were breathtaking. The staff was friendly and accommodating. The sail yacht was stunning. We can't wait... read more

      thumb Melinda Q.
      4/07/2021

        Amazing experience!! Was able to book a rental last minute. The captain and the crew were amazing by making us feel comfortable and were extremely nice. They provided a very... read more

      thumb Jesus L.
      4/05/2021

        Holy Smokes!!! This boat is beautiful! If you're looking for a luxury private charter and a kind crew. Step aboard!!!!!! Worth every penny!!!

      thumb Nicky B.
      4/04/2021
    •   Family of 5 (2x Adult, 6, 5, 3) chartered Tefiti the 50' Beneteau for a quick 2 hour cruise our last day on the island.  What a great experience. Top... read more

      thumb Matt S.
      1/02/2021

        Really magical time with Honolulu Sailing Co. We got to bring our own drinks and snacks on board, plus we were provided with a bluetooth speaker to we could jam... read more

      thumb Spencer R.
      9/11/2020

        Honolulu Sailing Company Honsail was a great option. Our instructor for ASA 101 was Rick, he was a very patient instructor, the man overboard drill took us a few passes... read more

      thumb Martin J.
      8/02/2020
    •   Every time we set sail with Captain Jeremy, we have an amazing time! We've been out for the Friday night fireworks and a Saturday sunset sail. The sail boat is... read more

      thumb Courtney C.
      2/16/2020

        Had a great time sailing between Oahu, Molokai and Maui with my husband and Mike Micklewait for a week in Hawaiian waters.  Mike answered our countless questions regarding sailing skills,... read more

      thumb Diane B.
      9/02/2013

        I sailed with Mike Micklewait about 4 times over the last four or five years and the trips are amazing...a great way to see the Islands and affordable for me... read more

      thumb Momo H.
      6/21/2013
    •   An unforgettable experience, quite possibly the best way to see Hawaii.  

      Four of us including Captain Paul spent a the week on No Hurry, a Beneteau 390.  One of... read more

      thumb Brian C.
      11/26/2012

        Okay, it's been quite a few years since I was on my charter, but I can recall it clear as day.  It was AWESOME!

      We sailed on a Hunter 54, five... read more

      thumb Meridith A.
      11/02/2012

        Never had a better experience on a boat! Cpt. Mike showed us all a great time!

      My company and I recently took a retreat out with Honolulu Sailing Co. and had... read more

      thumb Bo S.
      10/24/2012
    •   Update:  6/25/2012  Charlie Nobles, the Executive Director of the American Sailing Association stated in an email that Honolulu Sailing would be "permanently suspended"  from ASA.  Mike Micklewait signed my logbook... read more

      thumb Noah S.
      5/04/2012