Incredible sailboat rentals in O‘ahu, United States.

Average of 98 reviews in this area.
1 - 18 of 21 listings
21 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.

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GetMyBoat customer reviews for Sailing in O‘ahu.

  1. 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 :)

  2. 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!

  3. AA
    Allison
    42ft Sailing Trimaran Charter in Honolulu, Hawaii

    This was actually my first time ever being on a boat and my experience was amazing! Kevin accommodated all of our needs from having a grill on board as well as speakers, a bathroom & area for our personal things. He even let some of my friends borrow some seasick bands just in case. I was worried about how the weather would be but once we got out into the ocean, it was perfect. I couldn't get enough of the view we had of diamond head & the city. Could not think of a better way to spend my birthday. Would definitely book again!

  4. IY
    Ivan
    42ft Sailing Trimaran Charter in Honolulu, Hawaii

    A very fun experience! The whole day we were fishing, diving, and just having fun. The weather was perfect so it was a lucky day to relax on a boat. We even got to see whales! The captain was a pretty cool guy who seems to have a lot of experience and know what he's doing. I liked how there was a lot of stuff on the boat such as a bathroom, bed, and a kitchen area. There was also a grill where we can cook our food! I would definitely rent again in the future.

  5. RZ
    ROBERTA
    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    Our party of 8 had an amazing day and evening onboard. We were able to swim with sea turtles at turtle canyon and sail around by Waikiki beach and diamond head. We would have gone farther but the wind and waves were too high to go past the point. Nevertheless it was a beautiful day and we also enjoyed the sunset. The vessel had snorkel equipment and a dining area with benches or nets to lounge on as well as a few bean bag chairs. The captain and first mate were knowledgeable and friendly during our 4 hours aboard. Definitely a highlight of our trip.

  6. SC
    Steve
    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    Can’t say enough about this experience. I brought my wife and 5 children ages 8-22 years. All had the funnest time. We surprised our children for Christmas and they usually like rides and theme parks but this experience was as good as any rose they have done. Out in the open ocean this was the ride of rides. Steve and Tom were so kind and accommodating and had everything we needed. My only regret is not getting more time.