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Savor sunset views and a deluxe four-course meal aboard Trilogy’s Captain Sunset Dinner Sail. With intimate two-top tables, this dinner sail is ideal for couples. The evening kicks off with drinks from the premium bar, which boasts a selection of local beer, wine, and hand-crafted cocktails.
Questions about the tour?
Validated parking is available for 4 hours at Whaler's Village. If your tour lasts longer than 3-4 hours, you will need to pay an additional $3 per half hour. Free parking is also available at the beach on a first-come, first-served basis. If you would like to go on a dinner cruise during your Maui vacation, see the comparisons between some of the various available dinner cruise choices below. If you’re looking for more than the average Maui sunset crusie, Sea Maui’s Sunset Live is for you! Listen to local musicians perform on board while you watch the sunset with a cocktail in hand.
Sunset Dinner Cruises other tours and activities
We have frequent passing showers that turn to clear skies in short order. With more than 30 years in the business, we are your best resource for the weather. Our Captains are seasoned veterans with extensive local knowledge. If we have not called you, please show up at the harbor with expectations to go out, even if it is raining or windy. If the conditions are unsafe to operate, you will be given the option to reschedule or cancel with a full refund.
Premium Maui Sunset Cruise with Dinner
If you are susceptible to motion sickness, Pride of Maui is positively the right vessel for you! Our sprawling observation deck offers a 360-degree unobstructed view of the coast to ensure extraordinary photo opportunities. With over 2500 ft. of open deck space, and by limiting our capacity to just 60%, you’ll have extra room to roam, relax, and reflect. Guests aboard the Pride of Maui can move throughout the boat and mingle while enjoying a variety of freshly prepared, premium chef-inspired dishes. Price includes more space with limited capacity at 60%, freshly prepared food & open bar.Taxes and fuel surcharge are added to the price. Guest dine on a chef-prepared gourmet 4-course dinner at intimate two-top tables seated on deck.
Last but not least on our list is a one-of-a-kind Sunset Luau Dinner Cruise hosted by the top-rated Pride of Maui aboard their 65-foot, double-deck power catamaran. Departing from Ma'alaea Harbor, this cruise includes Polynesian dance, live music, fresh island food, a premium open bar, and spectacular views of Maui’s coastline while the sun sets. If you’re staying in South Maui, Calypso Charters offers a sunset dinner cruise aboard a triple-decker catamaran that departs from Ma'alaea Harbor. Once aboard, you’ll be served a complimentary drink as you relax to island-style music before the dinner service starts. Our favorite is Pride of Maui’s sunset luau cruise, but there are four different types to choose from in Maui.
Cruise board a modern catamaran while relishing in stunning coastal views. As the day winds down, sip refreshing drinks and savor appetizers prepared by a skilled chef. See Maui’s gorgeous coastline, the West Maui Mountain range, Mt. Haleakala, and the outer islands of Kahoolawe, Hawaii, Lanai, and Molokai in the distance. Our Maui Sunset Dinner Cruise & Maui Luau is an exceptional value and one of the most sought-after activities in the Hawaiian Islands. Grab an early dinner at Whalers Village, then head over to Sea Maui’s luxurious beach-loading catamaran to enjoy a round of drinks on a sunset cocktail cruise from Ka’anapali Beach. Once aboard, enjoy a pleasant meet-and-greet with the staff before relaxing to live music with a cocktail in hand.
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Unlike the hearty meals offered on dinner cruises, Sunset Cocktail Cruises in Maui cater to those who prefer a lighter fare. Picture yourself with a refreshing tropical drink, nibbling on tasty appetizers, and mingling with fellow passengers, all while the sun paints the sky. Departing from Ka‘anapali Beach, this tour starts by boarding a luxury 65ft beach loading catamaran run by Sea Maui. Once aboard, you’ll be treated to an open bar and dinner of local foods followed by a champagne toast and cheers to mark the end of another magical Maui day. A local and experienced crew hosts each tour, which usually lasts anywhere from 2-3 hours. Cruises depart from many popular West Maui and South Maui locations, such as Ka'anapali or Ma'alaea, and include options for a full dinner or appetizers and cocktails only.
Dinner includes a scrumptious spread of appetizers, salad, and entrees like fresh, panko-crusted fish with lemon caper butter. Finally, the night reaches its zenith with a delectable dessert trio and fiery sunset. Trilogy’s dinner sails are offered Wednesday and Friday out of Maalaea Harbor and Thursday and Saturday from Lahaina Harbor.
Cocktails & Spirits
We will take you where the conditions are the best overall, for a safe and enjoyable experience. Pride of Maui is the largest and most stable power catamaran on Maui. At 65 feet in length and a beam (width) over 30 feet, our very large (Maui’s largest), multi-hulled maxi-power catamaran offers unsurpassed stability and comfort. Very few of our guests become ill, even those prone to motion sickness. If you are in doubt, there are products available over the counter at our local Longs Drug stores to ease your mind. Just ask the pharmacist for one of many preventative options.
I cannot express enough how much the 3 of us enjoyed this tour. The advantage of a dinner cruise is that you have beautiful views of Maui and the neighboring islands of Lanai and Molokai from the ship, a lovely sunset, and dinner, all in one neat package. Are you looking for a unique and immersive experience in Maui? Luau Dinner Cruises offer an intriguing blend of a traditional Hawaiian luau with the magic of a sunset dinner cruise. Discover the beauty of Maui’s coastlines, explore iconic landmarks, dive into vibrant underwater worlds, and indulge in upscale amenities.
Once outside the harbor you can order a refreshing cocktail, a cold beer, or glass of wine and get yourself a plate from our buffet style serving stations. Two alcoholic beverages per adult are included at no additional cost. Known for its stability, Pride of Maui is the largest maxi-power catamaran on Maui.
Experience Sea Maui’s classic sunset charter as we depart from Ka’anapali Beach to enjoy a beautiful Hawaiian sunset with handcrafted cocktails in hand. An adults-only cruise with tantalizing pupu (appetizers) against the backdrop of a stunning sunset over the Pacific Ocean. The address to key into your GPS is 101 Maalaea Road, Maalaea, Maui, Hawaii. We are located in the central part of the island, off Highway 30. The entrance to Maalaea Harbor is below the Maui Ocean Center. Once you enter Maalaea Harbor, proceed to the ocean side of the harbor (opposite the Coast Guard station), to the public loading dock, where we check you in.
We cherish traditional story and dance, as our genuine expression of aloha spirit and Hawaiian culture. Experience the spirit of Hawaii and Polynesia in a close, intimate setting, operating at 60% of our USCG capacity. Our Maui Sunset Dinner Cruise & Maui Luau is unforgettable, featuring breathtaking views, freshly prepared island inspired food, premium open bar, hula, and Hawaiian music. We saw several whale pods, mama whales showing their young how to wave, and excellent views of the coastline and Molokai. The crew and captain were fantastic, high energy, knowledgeable, a...nd kept the drinks flowing. Instructions for boarding and exiting were easy to understand.
Aboard the Pride of Maui Sunset Dinner Cruise, you will enjoy Hawaiian entertainment, an open bar, and freshly prepared Hawaiian-style cuisine. We are proud to offer a wide range of features to create lifelong memories while you luxuriate in the panoramic views of Maui’s one-of-a-kind sunset. We depart from Ma’alaea harbor and once aboard you can choose a comfortable seat inside the cabin or outside on the deck for better viewing.
Experiencing live hula, up close and personal, watching a sunset performance off the coast of Maui is unsurpassed. Polynesian dance tells historical and mythological stories through graceful movement of the eyes, hips, and legs, where the hands complete the story. To ensure that your experience is comfortable and fun, we limit our guest seating to 60% our Coast Guard-approved capacity. The dinner sail departing from Lahaina Harbor is temporarily suspended due to the Lahaina Fires. Please visit VELTRA Support page to send an inquiry about this activity.
For those seeking a more relaxed and casual way to enjoy Maui’s stunning sunsets, Sunset Cocktail Cruises are the way to go. These cruises are all about unwinding, sipping on your favorite beverages, and savoring delightful appetizers as you soak in the picturesque views. Unlike other cruises that provide only appetizers and drinks, Sunset Dinner Cruises in Maui go the extra mile by offering a full meal. These cruises blend the pleasures of dining with the magic of a Pacific sunset, creating an unforgettable experience.
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