Sailing in Wailea Makena, HI

Build sailing skills with instruction tailored to your experience

Sip cocktails and savor appetizers as you sail Maui’s west coast at sunset

Sail into a Maui sunset with drinks and hors d'oeuvres included

Golden-hour catamaran sailing with cocktails, island bites, and open-ocean views

Island music, appetizers, and Pacific views at sunset

Learn to read the wind and sail with stable boards and lightweight sails

2-hour private advanced windsurf lesson at Kanaha Beach Park

A tailored private sail with Maui coastal views and onboard refreshments

Sip Maui coffee on a Kaʻanapali sunrise catamaran sail

Sail Lahaina’s sunset with food, drinks, and space to relax

Build windsurfing skills with a lesson designed for young sailors

Sail offshore Maui as the sun sets on a private yacht

Sail Lahaina’s sunset with appetizers and an open bar

2-hour Maui sunset sail with live music, menu, and open bar

Celebrate on a private catamaran with onboard appetizers and drinks

Sail into the sunset on an adults-only catamaran cruise with pupus and island-style music

Sail into the evening with pupus, island-style music, and sunset views

Sip island cocktails and savor appetizers as you sail at sunset aboard a Hawaiian-built catamaran