Ka'anapali Beach Sunset Dinner Sail with Molokai Views

Watch the sun dip behind Molokai as you lounge on trampolines with a mai tai in hand

A two-hour sunset dinner sail departing directly from Ka'anapali Beach, with trade wind sailing along Maui's coastline and views of Molokai and Lanai. The crew raises the sails as you settle on deck or the trampolines with mai tais, local Maui beers, and a dinner of teriyaki chicken, mango BBQ pulled pork, pineapple fried rice and fresh-baked cookies. You return to Ka'anapali Beach as the sun sets. Guests must be 21+ to drink alcohol. Bring a light jacket and leave your shoes in the onboard locker.

Step-by-step itinerary

Sunset sail along Maui coastline

• Board at Ka'anapali Beach
• Store footwear in shoe locker
• Set sail along Maui coast
• Enjoy views of Maui, Molokai, Lanai
• Drink mai tai or Maui beer
• Lounge on decks or trampolines
• Return to Ka'anapali Beach

The experience

You arrive at Ka'anapali Beach and board directly from the sand: no ferry, no transfer, no waiting at a dock. Stow your shoes in the check-in locker and step onto the deck barefoot, the Hawaiian way. As the crew raises the sails, the boat turns into the trade winds and the coast falls away. For the next two hours you're under sail, watching the West Maui mountains recede and the shapes of Molokai and Lanai emerge across the water.

The bar runs the whole time: mai tais, local beers and hard seltzers from Maui Brewery, Prosecco, Rosé, Chardonnay, Ketel One vodka, and Bacardi rums, plus soft drinks and juices. The dinner comes out in courses: teriyaki glazed chicken, mango BBQ pulled pork, pineapple fried rice, vegetable crudité with hummus, assorted cheeses and crackers, dinner rolls with whipped butter, and fresh-baked cookies. You eat on deck or lounge on the trampolines, watching the light change across the water and the islands. The return journey brings you back to Ka'anapali Beach as the sun touches the horizon.

What’s included

• Two-hour sunset sail under trade winds with views of West Maui, Molokai and Lanai.
• full dinner including teriyaki glazed chicken, mango BBQ pulled pork, pineapple fried rice, vegetable crudité, assorted cheese and crackers, dinner rolls and fresh-baked cookies.
• all beverages including mai tais, local Maui beers and hard seltzers, Prosecco, Rosé, Chardonnay, Ketel One vodka, Bacardi rums, and soft drinks.
• access to deck seating and trampolines.
• onboard shoe locker.

Before you book

Days and timesEvery dayDeparts at 16:00Last departure this season: 14 Dec

Book up to12h before

AgesAdult (18 and older) · Youth (13 to 17 years) · Child (3 to 12 years) · Infant (under 3): free

GroupUp to 49

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated today

Good to know

Easy physical levelPublic transport nearby

Operated by Gemini Sailing Charters

Is this one for you?Departing directly from Ka'anapali Beach means you don't need a car or a ride to a distant marina. The sail leaves from the sand where you're staying or visiting, and the full dinner and drinks are already paid for, so there's nothing to arrange once you're aboard.

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Top questions

Can children come?

Yes. Ticket types: Youth (13 to 17 years); Child (3 to 12 years); Infant (under 3): free.

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What do I need to bring on the sunset sail?

Bring a light jacket for the evening breeze and wear shorts or casual clothing. Leave your shoes in the onboard locker at check-in. The barefoot experience is part of the sail. Cash or a credit card is useful if you want anything from the Ship's Store.

Is the dinner included in the price, or do I pay extra?

The full dinner is included: teriyaki chicken, mango BBQ pulled pork, pineapple fried rice, vegetables, cheese, rolls and cookies. All beverages (mai tais, local beers, wine, spirits and soft drinks) are included as well.

Can I see Molokai and Lanai from the boat?

Yes. The two-hour sail traces Maui's coastline with views of the West Maui mountains, and you'll see both Molokai and Lanai across the water as the boat sails under trade winds.

Do I need to be a certain age to go on this sail?

You can board at any age, but you must be 21 or older to drink alcohol, and a valid ID is required. If you have food allergies or restrictions, notify the crew before departure so they can accommodate you.

How does the boat depart from Ka'anapali Beach?

The sail departs directly from Ka'anapali Beach. You board from the sand with no additional transfers or dock wait. Public transportation options are available nearby if you're not staying within walking distance.