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Incredible sailboat rentals in O‘ahu, United States.

Average of 70 reviews in this area.
1 - 18 of 22 listings
22 results

Rent or charter a sailboat for a memorable experience in O‘ahu.

Are you ready for a fun adventure out on the open water onboard a sailboat in O‘ahu? Rent or charter a sailboat with or without a captain and experience the joy of exploring the water by wind power. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime. O‘ahu is a wonderful sailboat rental destination.

Using GetMyBoat to book your next sailing experience.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

GetMyBoat customer reviews for Sailing in O‘ahu.

  1. AR
    Ana
    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    First off I’d like to start off by saying thank you to Steven and Tom for making this trip epic. It was absolutely perfect. Hawaiian Style was awesome, the catamaran was clean and the crew had ice and coolers ready to go. It was located perfectly in the marina and was not difficult to find or to park our cars. The trip in and of itself was excellent. We snorkeled with turtles and sailed (this part was so much fun!) then we ended with a beautiful sail into sunset. It was amazing, thank you to the crew and I would definitely recommend 100%. Whenever we are back in Honolulu we will book Hawaiian Style again

  2. BM
    Bianca
    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    Our sunset sail with Steve and Tom was amazing! The catamaran was spacious and clean, and was a perfect fit for my party of 8. Both Steve and Tom were very friendly and kind, and definitely made our experience fun and memorable. Would definitely recommend them to anyone!

  3. JT
    James
    42ft Sailing Trimaran Charter in Honolulu, Hawaii

    Kevin’s boat was fantastic. We chartered his boat for about 6 hours and we had a great time. He was a fantastic host and did not disappoint. We made great memories. Would highly recommend.

  4. BB
    Blake
    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    We had a wonderful time on a 3 hour private charter with Steven captaining, and Tom as first mate! We booked the trip for my mother's 70th and it did not disappoint. We snorkeled with sea turtles, lounged on the boat's nets, grilled tuna steaks and brought a picnic lunch. All 7 of us agreed it was an afternoon to remember, I only wish I'd booked for longer! (Quick tip: 3 hours goes by in a flash, book for a half a day and get a deal!)

  5. TS
    Tamara
    42ft Sailing Trimaran Charter in Honolulu, Hawaii

    This was my second time renting with Kevin and it did not disappoint! The weather was good, Kevin and his crew are awesome, and my group and I had a blast! They allow you to have fun and enjoy your time on the boat while still making sure everyone is safe. 10/10 would recommend and I'll definitely be using his services again :)

  6. LP
    Linh
    42ft Sailing Trimaran Charter in Honolulu, Hawaii

    Our group of 11 had a blast with Kevin, Matt, and Sunny (the adorable dog). Highly recommended if you are looking for a fun way to get on the water with a private group setting. Kevin was so accommodating and made us all feel so welcomed. It was our first time in Hawaii and we couldn’t have been more satisfied with the experience!