Hawaii Nautical – Maui Luxury Sunset Cruise Maalaea Harbor
Glide out of Ma’alaea Harbor aboard the luxury powerboat Amore, an intimate vessel that welcomes only six guests for front-row sunset views...
Maui Sunset Sails and Catamarans
Maui Sailing
Maui sailing puts sunset on the water, with catamarans leaving from Kaanapali Beach, Maalaea Harbor and West Maui routes. The evening can mean cocktails, appetizers, live music, stargazing stories, neighbor island views or winter whale watching from the deck.
Your Maui Sailing Tour
A Maui sailing tour lets the shoreline drift into the background while the boat follows the evening light. Kaanapali, Maalaea, the West Maui Mountains, Molokini, Lanai, Molokai and Kahoolawe can all shape the view depending on the route.
Current Maui sailing options include Sea Maui sunset cocktail cruises from Kaanapali Beach, Hawaii Nautical's small-group luxury sunset cruise from Maalaea, Pacific Whale Foundation sunset sails, a sunset and celestial stargazing cruise, Ocean Spirit from West Maui and Malolo's sunset cocktail cruise from Maalaea.
Choose by departure area, boat size, sunset timing, drink inclusions, appetizers, music and the coastline you want nearby. Winter sailings may also bring humpback whale sightings, but wildlife depends on the season, route and ocean conditions.
Maui Sailing
Pacific Whale Foundation – Ocean Spirit Sunset Sail Lahaina Harbor
Settle into the gentle rhythm of an evening sail aboard Ocean Spirit, a beautiful sailing catamaran cruising along the West Maui coastline....
Pacific Whale Foundation – Sunset & Celestial Stargazing Cruise
As daylight fades along the South Maui coastline, the evening sky becomes part of the journey. This sunset cruise pairs ocean views,...
Pacific Whale Foundation – Sunset Cocktail Cruise Maalaea Harbor
Ease into the evening with ocean views, island flavors and the warm colors of a Maui sunset on this cocktail cruise from...
Sea Maui – Sunset Cocktail Cruise
Golden light settles over the Kaanapali coastline as Sea Maui glides into the evening. From the deck of this modern catamaran, enjoy...
Maui Sailing FAQ
Where do Maui sailing tours depart from?
Current Maui sailing tours depart from Kaanapali Beach, Maalaea Harbor and West Maui routes depending on the boat. Check the meeting point carefully because drive time and parking differ by departure area.
How long are Maui sailing tours?
Current Maui sailing tours run about 2 to 2.5 hours. Most sunset cocktail sails are about 2 hours, while Pacific Whale Foundation’s sunset and celestial stargazing cruise is about 2.5 hours.
What is included on a Maui sunset sail?
Inclusions vary by boat. Current Maui sailing options may include appetizers, cocktails, beer, wine, soda, juice, live ukulele music, island views, stargazing narration or a small-group powerboat cruise.
Can I see whales on a Maui sailing tour?
During winter whale season, Maui sailing tours may spot humpback whales along the route. Sightings are not guaranteed because whales are wild animals and ocean conditions change by day.
Which Maui sailing tour should I choose?
Choose Kaanapali Beach departures for West Maui sunset views, Maalaea Harbor departures for South Maui and Molokini-area routes, or the stargazing cruise if you want sunset with Polynesian navigation stories after dark.