dinner cruise in maui hawaii

CAPTAIN'S SUNSET

Dinner sail.

dinner cruise in maui hawaii

FIRST-CLASS DINING

Guest dine on a chef-prepared gourmet 4-course dinner at intimate two-top tables seated on deck. The courses are fixed with exception to your entree, which you must select when booking. We do not offer vegan/veg appetizers. 

Ala’e Sea Salt Breadsticks with lilikoi butter

Smoked Salmon on Crispy Pita with fresh dill

Cucumber Cup with Maui Onion Cream Cheese

Tataki-Style Beef Tenderloin Crostini

Caesar Salad with Blue Cheese Vinaigrette

ENTREE OPTIONS (ONE PER GUEST)

Seared Top Sirloin Steak with herb & garlic crust

Fire-Grilled Chicken with citrus & thyme

Fresh Island Fish, panko-crusted with lemon caper butter

Pasta Primavera with Portobello mushroom & sauteed vegetables in fresh marinara with basil

DESSERT TRIO

Lilikoi Cheesecake

Fresh Island Fruit

Dark Chocolate Truffle

dinner cruise in maui hawaii

DRINKS & COCKTAILS

Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Dinner Sail.

PREMIUM BAR

Maui Brew Co. -Sunshine Girl Golden Ale

Maui Brew Co. -Seasonal Seltzer

Matua Sauvignon Blanc

Josh Pinot Noir

La Marca Prosecco

Captain’s Mule –  Our thirst-quenching twist on the classic Moscow Mule… New Amsterdam Vodka, splash of soda mixed with Elixir G ginger syrup and lime.*Option to sub Vodka for Tequila or Bourbon

Lana’i Tai –  A Mai Tai done the Trilogy way – Mango Rum, Orgeat, Fresh lime, Elixir G ginger syrup, pineapple juice and a float of Potter’s Dark Rum.

Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters.

Lahaina Sunrise – Camarena Reposado Tequila, Ginger ale, POG juice, splash of Elixir G ginger syrup and lime.

808 Margarita – Camarena Reposado Tequila, agave syrup, pineapple juice and a dash of bitters.  (808 is the area code encompassing Hawaii.)

*NOTE: Guests must be 21+ to enjoy our bar beverages.

dinner cruise in maui hawaii

DEPARTURE TIMES

  • Feb 1 – April 14 | 5:00pm – 7:30pm
  • April 15 – Aug 31 | 5:30pm – 8:00pm
  • Sept 1 – Oct 14 | 5:00pm – 7:30pm
  • Oct 15 – Jan 31 | 4:30pm – 7pm

Check-in time is 15 minutes prior to scheduled departure time, at the loading dock.

TOUR DURATION

  • Approximately 2.5 hours

DEPARTURE LOCATIONS

  • Ma’alaea Harbor | Wednesday, Friday, Sunday

The dinner sail departs from slip #62 at Ma’alaea Harbor on Wednesdays, Fridays, and Sundays . Slip #62 is located on the break-wall (ocean) side of the harbor.

The dinner sail departing from Lahaina Harbor is temporarily suspended due to the Lahaina Fires. 

MA’ALAEA PARKING

  • 11 Ma’alaea Harbor Rd
  • Wailuku, HI 96793

Parking is available within Ma’alaea Harbor for $1 per hr. Please pay via the digital parking kiosks (QR Code) for parking prior to checking in. Trilogy is not responsible for cars that are towed due to a parking error.

WHAT'S INCLUDED

Chef prepared & plated 4-course Dinner with Appetizers, Salad, Entree & Dessert

21+ yrs: Premium Bar

Sodas, Filtered Water, Juices, Mocktails

Sailing & Stargazing (post sunset)

Whale watching (Dec-April)

NOTE: This tour is only available for guests 18 and over

Vegan, Vegetarian, and GF options available. Please make a note in your reservation at check-out

EXPLORE OTHER TOURS

dolphins swimming in lanai

LANA'I

pink sunset with trilogy boat in foreground

MA'ALAEA

Sunset sail.

molokini crater in maui

  • 808-875-0333
  • Toll Free Phone: 800-542-3483

dinner cruise in maui hawaii

  • Private Charters
  • Special Events

Royal Sunset Dinner Cruise

  • ADDITIONAL INFORMATION

Waiver: All guests are required to fill out a waiver prior to boarding Alii Nui. Waivers may be completed using the link in your confirmation email from FareHarbor. They may also be completed Here: http://www.smartwaiver.com/v/aliinui

Maui Sunset Cruise With Gourmet Dinner

For sweethearts & sun-seekers.

  • 2.5 hour Luxury Sunset Dinner Sail
  • Exceptional service
  • Gourmet 3-Course Dinner
  • Full bar with premium brands
  • Transportation available
  • Charter limited to less than half capacity to assure guest comfort
  • Two oversized clean bathrooms
  • Access from the dock to keep guests nice and dry

• JACKFRUIT 'CRAB' CAKES crispy garlic F • SPICY AHI POKE* big island ahi with sriracha aioli • Haleakala Beef Satay Skewer with Mango Plum Sauce

• Kula Greens Salad with Candied Macadamia Nuts, Cherry Tomatoes, Shaved Red Onion, and Feta Cheese with Champagne Vinaigrette and House Made Ranch Dressing • Braised Bok Choy with Lemon-infused Olive Oil • Purple Molokai Sweet Potato Puree with Coconut Milk and Ginger • Vegetable Fried Rice with Truffle and Pineapple • Huli Huli Chicken • Ginger Braised Short Rib with Ginger Sake Sauce • Chef's Fresh Catch Special

• Lilikoi Mousse with Whipped Cream • Chocolate Torte • Chocolate Covered Strawberries

• Coffee & Tea Bar • POG, Orange, Pineapple, and Cranberry Juice • Coca Cola Soda products and filtered water • Beer, Wine, Sparkling Wine, and Seltzers** • Open Premium Bar featuring rum, gin, vodka, tequila, and whisky cocktails** **alcoholic beverages for guests 21+ with valid state ID

Royal Sunset Dinner Cruise Menu

Beer & wine, cocktails & spirits, local flavors of maui.

Ocean Organic Farm & Distillery Logo

Exclusive Bar Partnerships: Indulge in Luxury with Our Royal Sunset Sail.

Banshee Logo

Additional Information

Related activities.

dinner cruise in maui hawaii

Request To Book

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Complete this questionnaire as a prerequisite to a recreational scuba diving or freediving course.

Note to women: If you are pregnant, or attempting to become pregnant, do not dive .

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Complete this questionnaire as a prerequisite to a recreational scuba diving or freediving course. Note to women:

Box a – i have/have had:, box b – i am over 45 years of age and:, box c – i have/have had:, box d – i have/have had:, box e – i have/have had:, box f – i have/have had:, box g – i have had:, you're clear to dive we look forward to having you out with us, to ensure a safe and enjoyable dive experience, please complete our diver medical | medical examiner’s evaluation form before your trip..

Thank you for prioritizing safety on your diving adventure with us!

Ali'i Nui Maui Activity Request

Calypso Maui

  • most popular!

FROM MA'ALAEA HARBOR: MAUI SUNSET DINNER CRUISE ABOARD THE CALYPSO

Quick Details

  • Calendar Availability: Runs daily at 5:00 PM
  • Clock Duration: 2 Hours
  • Users Ages: All ages
  • User Small Child: Ages 3 and under free - 1 free child per paying adult
  • Map Marker Meet At: Ma'alaea Harbor, Slip 76, 101 Ma'alaea Road, Wailuku, HI 96793
  • Anchor Waiver: Please sign the Liability Waiver before you go
  • Phone Tour Not Available?: If your dates aren’t available online, please contact us at 808-442-3267
  • Info Includes: Dinner & Two Drinks

ENJOY A SUNSET DINNER CRUISE IN MAUI! 

This stable, comfortable, triple-deck catamaran leaves from centrally-located Ma’alaea Harbor. Come aboard this relaxing two-hour excursion, which gives you time to enjoy a delicious meal, explore the incredible craft, listen to great island-style music, and watch the sun go down from your place on top of the waves! Seating on the Calypso sunset dinner cruise in Maui comfortably accommodates any size group, including couples, families, and even large corporate events. You’ll find tables for two, four, eight, and ten, as well as enclaves throughout the vessel to sit and sip drinks, see the ocean from a new perspective, or hang with the kids when they need to fidget.

Explore all three decks, and take your time to find just the right spot in sun or shade. Calypso’s three restrooms are on the lowest deck. The front of the boat is the most open to sun and wind, so wear a secure hat and, as one of our lighthearted guests advised, “consider leaving your fake eyelashes on shore”! After you’ve settled in, pick up a fizzy soda, tropical juice or island themed adult beverage. Your Calypso sunset dinner cruise includes two free drinks, and once the catamaran has motored out of the harbor, you can order alcohol. Friendly crew members tend the bar, and they can bring you Mai-Tais, blended drinks, wine and beer.

When it’s time for the delicious main meal enjoy  juicy prime rib. Mahi mahi, teriyaki chicken, steamed vegetables, roasted potatoes, and chocolate cake is also ready for you to eat. While you chow down, the crew comes by often to take things out of your way, ensuring that no trash ends up in the ocean. There is plenty of time to gaze at the islands of Kaho’olawe and Lana’i in the distance – not to mention the epic snorkeling site, Molokini Crater. Closer to the boat, you’ll see the Kahalawai Mountains of west Maui as they stretch toward the sky. When humpback whales are visiting the islands from Alaska, chances are excellent that you will see some of the magnificent marine mammals on your Calypso dinner cruise! Any time you do, the captain and crew are sure to get on the mic for some whale conversation. You and your group will love this fun time on the sea, so follow the sun, love your loved ones, and have a great meal on the Calypso dinner cruise!

  • Chevron down Mandatory Check-In

30-minutes prior to departure

  • Chevron down Duration
  • Chevron down Meet At

Ma’alaea Harbor, Slip 76, 101 Ma’alaea Road, Wailuku, HI 96793

  • Chevron down Paid Parking
  • There is paid parking available at Maui Harbor Shops / Maui Ocean Center located at 300 Ma’alaea Road, Wailuku, HI 96793 and at the Ma’alaea Harbor around the boat slips
  • Give yourself extra time to account for traffic, weather, road construction, parking , and the walk from the parking lot to the boat slip (10-15 minutes) in order to arrive at check-in 30-minutes prior to departure
  • Chevron down Dinner Menu
  • Caesar salad with homemade buttery croutons, freshly grated parmesan cheese, and warm breadsticks

Choice of Entrée

  • Garlic rosemary roasted prime rib
  • Fresh island fish with lemon butter caper sauce
  • BBQ roasted chicken thigh and leg combo
  • Kiawe smoked baby back ribs
  • Penne pasta with Thai basil marinara (vegetarian option)
  • All entrees served with white rice and locally sourced sautéed vegetables
  • Double-layer chocolate cake and New York style cheesecake
  • Chevron down Drink Menu
  • Honolulu Beerworks El Guapo Blonde Ale, Hope Island IPA, Kewalo’s Cream Ale
  • Mahina Premium Dark and Light Rum, Torado Silver Tequila, Early Times Kentucky Whisky, Nikolai Premium Vodka, Mr. and Ms. Tea Pina Colada
  • Sycamore Lane Cellars Chardonnay and Cabernet Sauvignon
  • Unlimited ice-cold soda, juice, and water
  • Chevron down What's Included
  • Live island-style music (most nights)
  • Two complimentary alcoholic beverages included, $5.00 each thereafter. Must be 21+ with a valid photo ID
  • Unlimited Ice-cold soda, juice, and water
  • Triple-deck catamaran with incredible panoramic views
  • Comfortable table and chair seating
  • Large stable decks with plenty of space to move around
  • Experienced and professional captain and crew
  • Chevron down What's Available
  • Adult beverages are available for purchase $5.00 each
  • Dramamine is available for purchase 2 for $5.00
  • T-shirts are available for purchase $20.00 each
  • Chevron down What's Excluded
  • Hotel pick-up and drop-off
  • Parking fees
  • Chevron down What to Bring
  • Light jacket or sweater
  • Valid ID required for passengers 21+ who will be drinking alcoholic beverages
  • Cash if you plan to tip the crew
  • Chevron down What You Should Know
  • If you have a dietary restriction (vegetarian, gluten free, etc.) this must be noted and specific dietary restricted lunch requested at time of booking
  • There is no meal provided for small child 0 – 3 years old. Someone in your party can share their meal with the small child or you can purchase a child ticket that comes with a meal included
  • Minimum drinking age is 21
  • Must have valid photo ID
  • Operates in most weather conditions, please dress appropriately
  • A 24-hour notice is required for cancellation or reschedule
  • Children must be accompanied by an adult
  • Chevron down Accessibility
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation

RELATED CRUISES

  • DEC - APRIL

From Ma'alaea Harbor: Maui Whale Watch Cruise Aboard the Calypso

The two-hour Calypso whale watching in Maui is one of the most thrilling family-friendly Hawaiian activities! From December 18th through April 15th, climb aboard our boat, and make your way to the top. Book your Maalaea whale watching excursion online today!

  • Hour Glass 2 hours

From Ma’alaea Harbor: Thanksgiving Dinner Cruise Aboard the Calypso

Enjoy the spectacular views of the West Maui Mountains and neighboring islands on Molokai and Lanai as our crew serves you table-side a Hawaiian-influenced Thanksgiving day feast with all the fixings!

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