Maui Sailing Tours

Live Availability Calendars



PRIVATE AFTERNOON SAILING ADVENTURE

Sailing off Lahaina and the west side of Maui offers some of the most scenic and exciting sailing in the world. You don’t want to miss this opportunity to sail with the best!

Duration: 3 Hours
Price $1,125
Capacity: Up to 6 people

PRIVATE SAILING LESSONS

Whether you are a beginner looking to get into sailing, or have some experience and looking to reinforce and build upon what you already know.

Duration: 4 hours
Price range: $1,500
Capacity: Up to 4 people


PRIVATE SNORKELING & SAILING ADVENTURE

LAHAINA

Our morning 3-hour snorkel sail includes a 1-hour snorkel 9-10 am, followed by a 2-hour sail along Maui’s spectacular coastline.

3 Hour Sail Up to 6 People $1,125
4 Hour Sail Up to 6 people $1,475

Departs from Lahaina Harbor


MAKENA SUNSET SAIL

There’s nothing quite like a Maui sunset, with Molokini silhouetted on the horizon and the presence of friends and loved ones and the best crew on Maui taking care of your every need.

Offered Monday – Friday, 2 hours

Includes: Live music & Lokelani Sparkling Rosé toast at sunset

Adult 13+- $189.25   Child 2-12 $144.09 Infant Free

 

‘ALIHILANI SUNSET SAIL

Our deluxe new 65’ Catamaran is spacious, comfortable, and all about the views. Lounge on the forward trampolines, find a comfortable seat with panoramic island views

Adults $105 Children $74
 

KA'ANAPALI SUNSET CRUISE

Our guests can expect to take in stunning panoramic views of Molokai, Lanai, Maui, and Kahoolawe. Have your cameras ready for incredible photo opportunities!

Adult (Ages 21+)   $80
Teen (Ages 13 - 20) $60
Child (Ages 3 - 12) $45
Young Child (ages 2 and under) Free


KAANAPALI PREMIUM SUNSET SAIL

Maui’s Premium Sunset Cocktail Cruise takes place on our new larger vessel and includes elevated pupus (appetizers), a full open bar, and a champagne toast at sunset!

Adult Ages 21+ $124

Teen Ages 13 - 20 $104

Child Ages 3 - 12 $94

Young Child Free

Private Charters Available

 

PARAGON SUNSET SAIL LAHINA

Join us for our Paragon Performance Sunset Sail and watch the sun dip below the horizon as we glide along the picturesque West Maui coast.

 

Adults (Ages 13 and older) $95

Children (Ages 3-12 $66

Infants under 3 are free


KA'ANAPALI SUNSET & LIVE MUSIC SAIL

Live Local Musician

Sunset Live was designed for those guests who are looking for a little more excitement during their time out on the water. Our seasoned performers are popular local artists who totally play for the crowd

Duration: Approx. 2 hours

Availability: Tuesday & Thursday

Adults: $85 | Children: $65


ADULT SUNSET SAIL LAHAINA

This relaxing cruise is aboard Maui’s newest luxury sailing catamaran. It’s the perfect way to experience a gorgeous Maui sunset as our crew serves an array of premium appetizers along with refreshing beverages.

Adults, 21+ $99.95

"Prices above are based on Special promotion"10% Off at checkout

SUNSET SAIL LAHAINA

This relaxing cruise is aboard Maui’s newest luxury sailing catamaran. It’s the perfect way to experience a gorgeous Maui sunset as our crew serves an array of premium appetizers along with refreshing beverages.

Adults: $99.95| Children: 3-12 $69.95

"Prices above are based on Special promotion"10% Off at checkout

PRIVATE SUNSET SAILING ADVENTURE

See amazing views of the shoreline bathed in golden evening light as we sail the calm seas around Maui. Keep an eye out for marine life like dolphins, whales, turtles, and more.

Duration: 3 Hours
Price range: $1,125
Capacity: Up to 6 people