COVID-19 AVAILABILITY UPDATE: Teralani has resumed BOTH their Dinner Sail and their Holoholo Cocktail Sail. You can make reservations for either one for any future dates!
Teralani Sunset Cruises 65 feet sailing catamarans

Luxurious 65 foot sailing catamarans with a covered salon and an open bar

Teralani Sunset Cruises beautiful sunset

There isn't a better way to end your Maui day!

Teralani Sunset Cruises enjoying open bar

Open bar with wine, champagne, two ice cold beers on tap, mai taus & more

Teralani Sunset Cruises magical Maui sunset

Just another magical Maui sunset on the Teralani

Teralani Sunset Cruises buffet dinner

Pupu menu includes homemade Chipotle pineapple barbeque meatballs

Teralani Sunset Cruises departs from Kaanapali Beach

Board directly from Kaanapali Beach

Teralani Sunset Cruises chef

The chef is not only a good cook- he's entertaining!

Teralani Sunset Cruises rainbow over the West Maui Mountains

Rainbows are often seen in the mist of the West Maui Mountains

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Enjoy the best of both worlds, taking pleasure in a fun and comfortable sail aboard a luxury catamaran, while dining on an incredible meal catered by an award winning chef. Teralani Sunset Sails offers two different daily cruise experiences from Kaanapali Beach. Both Teralani 2 and Teralani 3 are beautiful 65′ sailing catamarans. Both boats depart from Kaanapali Beach; guests take off their shoes and walk through the sand. You will likely get your feet wet (and maybe your ankles and occasionally your knees) when you board the vessel

Dinner Sunset Sail – Teralani II

Teralani’s Dinner sail offers true sit-down-at-a table seating on a spacious and comfortable sailing catamaran. Current menu includes Fresh Chips and Fresh Pineapple Salsa, Asian Slaw, Chipotle Citrus Herbed Roasted Chicken, Roasted Molokai Sweet Potato, Garlic butter, Vegan Pita Wrap, and Sliced Fresh Baked Bread with Butter Pats. Dessert is Fudge Brownie Bites and Fresh Pineapple with torched cinnamon. Beverages include a full open bar with wine, champagne, micro-brewed beer on tap, Mai Tais, vodka, gin, and rum mixers, assorted soft drinks and tropical juices, etc.

Schedule: Daily. Typically 4:30pm to 7:00pm in summer, and 3:30pm to 6pm in winter

Duration: 2.5 hours

Holoholo Sunset Cocktail Sail – Teralani III

Teralani’s Holoholo sunset sail includes appetizers and snacks and a full open bar. The menu includes Cheese platters with pita chips and sliced breads, homemade chips and salsa, vegetable crudités, antipasto platters (assorted salami, provolone, olives, pickled & marinated vegetables), Chipotle pineapple barbeque meatballs and olive & parmesan focaccia bread. Beverages include a full open bar with wine, champagne, micro-brewed beer on tap, Mai Tais, vodka, gin, and rum mixers, assorted soft drinks and tropical juices, etc.

Schedule: Daily. Typically 5:00pm to 7:00pm in summer, and 4:00pm to 6:00pm in winter

Duration: 2 hours

General Information
Schedule: Daily

Check In: Kaanapali Beach, directly in front of Leilani’s Restaurant in the Whalers Village Shopping Center

GPS: 2435 Kaanapali Pkwy, Lahaina, HI 96761 Click to view map

Restrictions: This activity is not accessible by wheelchair or walker.  This is a barefoot cruise, and participants walk across the sand and sometimes get their feet wet while boarding.  All guests 21 and over need to bring a valid picture ID

What to Bring & Wear: Resort attire and a light jacket

Note: Teralani charges $5 per person fuel surcharge for all tours.

teralani sunset dinner cruise
What a great way to end your day of adventure
teralani sunset toast
Enjoy drinks as you watch the sunset

CTeralani Sunset Sailsruise Ship Passengers

NCL Pride of America cruise ship passengers who come into Kahului are able to do Teralani Sunset Sails but it does require a rental car as the drive to Lahaina takes a about an hour. Lahaina cruise ship passengers can do this tour on their first day in port with a short cab ride to Kaanapali as long as your tenders are running until 8pm.

Activity Tips

Kevin Ditamore – Owner / Manager

Watching a sunset from the deck of a boat is a completely different experience than watching from the beach. Sunsets are three dimensional … and there is no better way to realize the 360 degree view than to get out on the water. Not only does the sky turn different shades of pink and orange, the mountains are painted with this colorful brush as well. Get out on the water and REALLY enjoy a sunset!

Occasionally I’ve heard clients say “We could have gotten a nicer meal for the same money in a restaurant.” I think that’s stating the obvious … you aren’t just paying for a meal on a dinner cruise … you are paying to go out on a boat, and as a boat owner I can tell you that they are EXPENSIVE to operate and maintain. If you don’t get your expectations too unrealistically high you’ll have a great time.

If you’re staying in Kaanapali, Teralani Sailing is a great choice and offers two different boats … one with a full dinner cruise and one with appetizers.

For guests who would like to depart from Lahaina we recommend Maui Princess. For guests who are staying in South maui we recommend Pride of Maui.

If you are coming to Hawaii from December through April months, there is the added bonus of humpback whale sightings on sunset cruises. All boats will be going out of their way to find whales for you during these months.