The Best Sailboat Rentals in O‘ahu

Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

My friends and I booked an excursion with sale Hawaiian style last year, and it was definitely top of list to do again this year. We had such a great time and the captain and staff were so wonderful and so helpful. It was absolutely perfect and we can’t wait to see them again next year!

Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling

Fantastic family outing. We brought poke and drinks on board for a 3 hour sunset cruise and snorkel. Our kids saw turtles and we had a great relaxing time. Enjoyed the trip and the company. Tony and Quinn were welcoming and shared their experiences from life. Thanks for providing exactly what I was looking for.

Sailing Charter on 52' Classic Hawaiian Luxury Catamaran in Honolulu, Hawaii

INCREDIBLE BOATING EXPERIENCE!! We even got to sail alongside dolphins. Would advise if you are considering adding food, to bring your own rather than due catering due to portion sizes being small for the price. Otherwise, would recommend Richie's team wholeheartedly.

ONE OF A KIND, exhilarating trimaran sailing and swimming experience in Waikiki

Kiah and Natalie provided exceeded all expectations on our sunset cruise. We went with her suggestion to maximize the daylight, and had plenty of time to enjoy one of the best sunsets. Kiah constantly asked if there was anything we needed, if we were comfortable, and engaged in all types of conversations! Thank you for your time and care to making our sunset cruise the highlight of our vacation!

Private sailing on 45 foot Luxury yacht, day sailing, sunset sail, snorkeling

I booked a private ride to do a photoshoot and Tony was super helpful with suggestions and what we needed. Everything went really seamless and I’m so grateful! Would definitely book again!

The best value Sunset Cruise off Waikiki! Beneteau 43ft.

We went sailing with Captain Tom and deckhand Raul. They were fantastic! We saw the sunset, a nearly full moon over Diamond Head, and just had the most wonderful time. So much more enjoyable than a group catamaran trip. We'll be doing this again. Thank you!!