Welcome to Island Star Sailing
Maui's Most Luxurious Crewed Yacht Charter

You are cordially invited to indulge yourselves in a custom vacation aboard Island Star. The next anchorage in your Island Paradise is always within sight and invariably as beautiful as the last. Whatever your desires, Island Star will provide the vacation on a lifetime.

Where do you want to go? Just want a romantic sunset sail with your sweetheart? Or do you want to escape and adventure around all of the islands! Our experienced crew are eager to indulge your wishes and make it a memorable vacation.

The itinerary and the pace are yours to decide.

The different trips that we can provide for you depend on your needs. They can be shortened or extended depending on your wishes. Sailing is a big part of our trips and can be catered to needs. We encourage you to get involved as much as you like, whether it be sailing or preparing meals in the galley. Fishing lines are run whenever possible in hopes of a fresh catch. You are encouraged to partake in that as well.

View Photo Book We always are at anchor at night, although, on occasion we might weigh anchor in the very early dawn. All meals and alcohol beverages are additional on all our trips. Meals are prepared with an island flair in our fully stocked galley or BBQ-style on deck. You are welcome to join us in the fun of creating your own signature dish. All bed linens, pillows, blankets, towels, etc. are provided on our extended trips. Fully crewed charter!

 Preview a Sample Crewed Charter Trip