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Sunset Happy Hour Sail

Maui’s Best Happy Hour at Sea

From

$149

Duration

2 Hours

Departs

Sunset

Guests

All Ages

Check Availability
Sailing catamaran with white sails at sunset on the ocean.
Server holding a tray with two cocktails and a martini.
Family on a boat looking at the sea, with the sun setting in the background.
Person pouring drink into glasses beside a vodka bottle on a bar.
Silhouetted sailboat on ocean at sunset, with colorful sky and distant mountains.
If It’s Not Unforgettable, It’s On Us. Backed by the Alii Guarantee.

At Alii Nui Sailing Charters, we take great pride in offering the Alii Guarantee. As the only company on Maui to provide such a promise, we are confident that your experience will not only meet but exceed your expectations.

Should it fall short for any reason, we will gladly arrange a complimentary rebooking for an alternative experience or refund up to 100% of your ticket price.

Please note that minor variations may occur due to factors beyond our control, such as weather conditions, updates to food and beverage offerings, or operational considerations. These adjustments are made with your safety and comfort in mind.

Pau Hana for the Whole Family

Sail into golden hour aboard a custom 65′ luxury catamaran for Maui’s most scenic happy hour. A true sailing experience, ease into the evening as the crew raises the sails and enjoy the perfect pau hana at sea. Maui’s largest onboard bar sets the tone with hand-shaken cocktails, Maui Brewing Co. craft beers, and island-inspired bites like smoked marlin dip and kalua pork sliders. Sip and savor as you sail off into the sunset with the whole family.

What to Expect

Cast Off

Step straight from the dock, specialty welcome cocktail in hand

Sails Up

Wherever the wind takes us, music up, open bar at golden hour

Island Spread

Smoked marlin dip, kalua pork sliders, fresh island bites

Sunset Toast

Front-row seat to the show, specialty cocktail in hand

*Itineraries, destinations, and inclusions are subject to seasonal and weather-dependent availability.

What’s Included

True open ocean sailing aboard one of Hawaii’s widest catamarans

Open bar with craft cocktails, local spirits & Maui Brewing Co. favorites

Maui’s only zero proof program at sea ft. non-alcoholic spirits, wine & beer

Island-style spread including smoked marlin dip & kalua pork slider bar

Professional photographer onboard capturing your sunset memories

Bow hammocks, shaded cabin & two onboard luxury marine restrooms

Seasonal Sample Menu

Light Bites

Smoked Marlin Dip
Maui Sweet Onion Dip
Assorted Crackers
Maui Gold Pineapple

Island Slider Bar

Slow-Roasted Kalua Pork
Teriyaki Jackfruit
Hawaiian Rolls
Mango Coleslaw
House Pickles
Guava BBQ Sauce

signature open bar

Tropical Hand-Shaken Cocktails
Full Spirit Selection & Cocktail List
Maui Brewing Co. Beers & Seltzers
Curated Sunset Wine List
Craft Mocktails & Zero Proof Spirits
Alcohol-Removed Rosé
Non-Alcoholic IPA

Each menu reflects the spirit of our onboard dining experience. Selections may vary seasonally and at the chef’s direction. Subject to change without notice

Before You Arrive

Location

Slip #56 Maalaea Harbor (300 Maalaea Road, Wailuku, HI 96793) on the Oceanside Pier.

Check In

15 minutes prior to departure. We recommend arriving at the harbor 15 minutes before check-in.

Parking

Please use the posted QR codes for convenient parking payment via your smartphone. Rates are approximately $1 per hour, and the tour is expected to last around 2 hours.

Good to Know

Please note: departure times vary by month. Valid ID required for alcohol service.

Previous price $189.$189

From

$149

Check Availability

Backed by the Alii Guarantee.

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Frequently Asked Questions

What is the Sunset Happy Hour Sail?

This is Maui's most scenic happy hour at sea, featuring a two-hour sunset sail aboard a 65-foot luxury catamaran. We raise the sails, serve hand-shaken cocktails, and provide island bites as you glide into golden hour, creating the perfect Maui sunset sail and a true sunset sailing experience.

What makes this different from other sailing charters?

Many sunset sails are actually just motorized cruises. We offer genuine sunset sailing. Once we clear the harbor, the engines turn off and the sails go up so you can ride the famous Maui trade winds. That authentic approach is exactly what sets our sailing charters apart from a standard Maui sunset cruise.

What's included on this Maui sunset sail?

This sunset sail includes true open-ocean sailing, an open bar with craft cocktails and Maui Brewing Co. favorites, and an island spread featuring smoked marlin dip and a kalua pork slider bar. With relaxing bow hammocks and a zero-proof program, this is luxury sunset sailing done right.

How long is the sunset sail and when does it leave?

Yes. We deliver a true sailing experience. The crew hoists the sails so you feel the quiet power of the trade winds, the kind of sailing sunset you only get aboard a real sunset sailboat, not a motor cruise. Please note that sailing is weather dependent.

Do we actually sail?

Yes. We deliver a true sailing experience. The crew hoists the sails so you feel the quiet power of the trade winds, the kind of sailing sunset you only get aboard a real sunset sailboat, not a motor cruise.

Is it family-friendly?

Yes, this sunset sail in Maui is fully open to all ages. It is a welcoming evening of Maui sailing for families and groups who want to celebrate the end of the day with one of our premier sailing adventures.

Where does the sunset sail depart from?

We depart from Maalaea Harbor, which is centrally located and easy to reach from most resorts. It is the home base for our sailing experiences, so please arrive 15 minutes before your check-in time for this sunset sailing charter in Maui.

Might we see whales on the sunset sail?

Absolutely. During whale season (December through April), humpback whales frequently appear on this sail at sunset, turning an already stunning evening of sunset sailing in Maui into something unforgettable.

From

$149

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