The Best Sailboat Rentals Near Maui

Epic 34' Catamaran Sailing in Waikiki

Polu was very accommodating and friendly. He didn’t bother us, let us do our own thing. He asked us if we wanted to snorkel or just cruise around. We got to see so many dolphins and when we changed our mind and decided we wanted to snorkel he took us back to the snorkel location and gave us supplies to get into the water to see all the fish.

A Private sail, snorkeling adventure! Best of GetMyBoat 2021, 2022 and 2023🥇!

A perfect sunset sail, the crew made us feel so safe and well taken care of. A few members of our party got a little sea sick and our captain immediately noticed and redirected to calmer waters. An amazing time!

Sunset Sails💥$295💥

If you’re in Honolulu, this sailing charter is a must. Nothing compares to seeing the islands from the water. As we left the harbor, the views of Waikiki and Diamond Head were absolutely breathtaking—something you can’t fully appreciate from land. The 46-ft sloop was spotless and comfortable, and Captain Allen and his crew made sure we felt completely at ease. We booked this for a deeply meaningful occasion—spreading our loved one’s ashes—and it was a beautiful, respectful experience to honor her memory, that we’ll never forget. Highly recommend for anyone looking for something truly special.

40' Beneteau Luxury Private Sailing Charter in Kewalo Basin Honolulu

Best sailing team in the region you should give it a try , every penny is worth it don’t forget to tip them they deserve more , I’d love to do it again next month

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

I had family in town visiting (a group of 13) and we decided to book a boat day, which ended up being the highlight of everyone's trip! The captain and crew were fantastic and went above and beyond to make sure we had a good time. We snorkeled with sea turtles, sailed out on the open waters, swam, and relaxed on the netting/ bean bag chairs. Such a fun day. Highly recommend!!!

Epic 34' Catamaran Sailing in Waikiki

Fantastic day, very chilled and exactly what we were hoping for!