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Under sail
The open water, at your own pace.
Private charters from Maalaea HarborMaui is better
Maui is better
from the water.
Sailing, snorkeling and sunset celebrations aboard your own private yacht. Bring your favorite people. We will take care of the day.
✦
A classic 57-foot Columbia sailing yacht
Private charters for up to 16 guests · (808) 669-7827
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Welcome aboardYour people.
Your people.
Your yacht.
Your Maui.
Private sailing from Maalaea
Step aboard a classic 57-foot Columbia sailing yacht, reserved for your group. Island Star welcomes up to 16 guests for private days on the water from Maalaea Harbor.
Sail, snorkel or celebrate together while the crew takes care of the details.
✦Maalaea Harbor
Maui, Hawaii
Maui, Hawaii
The Island Star experienceA little more space.
A little more space.
A lot more Maui.
✦
A private experience
Reserve the yacht for your own group, with space for up to 16 guests.
✦
Experienced crew
Coast Guard licensed captains and crew trained in first aid and CPR.
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Time in the water
Sailing, snorkeling and sightseeing along Maui’s coastline.
✦
Thoughtful ocean time
Reef-safe practices, with marine life observed from a respectful distance.
0Foot sailing yacht
0Guests maximum
0Hour sunset sail
0Hour full-day sail
Life aboard
A closer look at Island Star.
Explore a few moments from the yacht and the experience.
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In the water
A closer look at Maui’s marine life.
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At the table
Good food is part of the experience.
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Along the coast
A different perspective on Maui.
Private charters
Find your day on the water.
A sunset, an ocean adventure or a special occasion. Start with the experience you have in mind.
Sunset sailing
2 hours
Watch the light change over the water on a private evening sail.
- ExperiencePrivate charter
- DepartureMaalaea Harbor
Sailing & snorkeling
3 to 7 hours
Bring your group for sailing, sightseeing and time in the water.
- ExperiencePrivate charter
- DepartureMaalaea Harbor
Weddings & special events
Private event
Celebrate a meaningful occasion with Maui as your backdrop.
- ExperiencePrivate charter
- DepartureMaalaea Harbor
How It Works
From an idea to a day in Maui.
Four simple steps from choosing your charter to setting sail.
Step 01
Choose your charter
Start with a sunset sail, snorkeling trip or private event.
Step 02
Plan with the team
Share your dates, group size and what you have in mind. Confirm availability and the details with the team.
Step 03
Meet at Maalaea
Meet the crew at Maalaea Harbor, Slip 42, for your private charter.
Step 04
Enjoy your day
The crew takes care of the sailing. Settle in and enjoy your time on the water.
Google reviews
Our guests say it best.
4.9 on Google · 29 reviews
“They were kind, knowledgeable, and provided the best hospitality.”
★★★★★
Claire
Google Review
“We got married on the Island Star at sunset and it was a perfect evening.”
★★★★★
Kaela Van Sistine
Google Review“Food was delicious and definitely better than your normal boat food.”
★★★★★
Will Goldberg
Google Review“The crew went above and beyond in every way possible, the boat is a true treasure.”
★★★★★
Leslie Davidson
Google Review“Impeccable service, great food, wonderful ship.”
★★★★★
Milan Gandhi
Google Review“Captain Bryan, Chandler and Jordan were exceptional!”
★★★★★
Beckiedeck B
Google Review“Whalewatching and snorkeling in style.”
★★★★★
Eileen Takayesu
Google Review“Captain Brian and Kayden went above and beyond for a special sunset cruise with a celebration of life for my late husband.”
★★★★★
Sharon Campise
Google Review
Get In Touch
Ready for your day on the water?
Share your dates and group size. The Island Star team will help you plan your private charter.
Good to know
Before you come aboard.
How many people can come aboard?
Island Star accommodates up to 16 guests on a private charter.
Where do we depart?
Maalaea Harbor, Slip 42, at 101 Maalaea Road in Wailuku.
What kind of yacht is Island Star?
A classic 57-foot Columbia sailing yacht.
What charter lengths are available?
The site lists a two-hour sunset sail and private sailing and snorkeling trips from three to seven hours.
Can we celebrate a special event?
Yes. Island Star offers private weddings and special events. Contact the team to discuss your plans.
Leave the shore behind.
Take the memory home.
Island Star · Maui