The Best Sailboat Rentals in Hawaii

Epic 34' Catamaran Sailing in Waikiki

First time renting a private charter in Honolulu. Captain Polu made it awesome! We were a party of 10 on the boat. There was enough room for everyone. I recommend booking around a little before sunset, the views were spectacular.

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

Captain Tony made our proposal an absolutely magical experience! His kindness, professionalism, and warm personality set the perfect tone for our sunset sail, creating a moment we’ll cherish forever. From start to finish, he went above and beyond to make everything feel special, and we couldn’t have asked for a more perfect setting for such an important day.

Private Sunset Sail on Luxury Yacht, see whales, dolphins, and turtles!

Great boating trip!! We ended up being late because parking was difficult, but they were so understanding and let us sail for longer! We were able to see dolphins and it was a lovely experience all around!

Sailing and Snorkeling Adventures on Maui on 27 Foot HunterX Monohull

We spent an afternoon with the family and it was a wonderful experience sailing, with the sound of the sea and the wind. I believe that Keahi and his partner have made this experience something superior, we are very grateful for their hospitality.

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

These folks are pros. Steve has sailed all over the Pacific. From Hawaii, Tahiti, and LA. He knows boats inside and out. He and Savanna's goal from the outset was for us to have a superior experience. We saw a whale, turtles, and fish. Which for those of you are into that, they make every effort to accommodate. For me, however, the best part was the professional and relaxed approach. My wife had a bit of a gimpy leg and they helped her get around the boat. Great trip.

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

My family and I had the best experience with Richie and his crew. The boat was beautiful and everyone had a great time. The crew was very friendly and very helpful. I would definitely recommend booking with them!