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You’ll get a different view of Maui’s coastline, mountain ranges, and neighboring islands, Lanai and Molokai, as the day slowly turns into the evening. During the winter months, you’ll even have a chance to spot humpback whales breaching while you enjoy your dinner. This stable, comfortable, triple-deck catamaran leaves from centrally-located Ma’alaea Harbor. Seating on the Calypso sunset dinner cruise in Maui comfortably accommodates any size group, including couples, families, and even large corporate events. 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.
#2. Maui: Sunset Sailing Cruise With Champagne From Lahaina
Bring a light jacket or sweater, especially during the winter if you tend to get cold in the evening. There is usually a light wind and after a day of fun in the sun, it can feel a little cool. They have two different boat options, both leaving from Lahaina Harbor. The first is on a 65’ Catamaran, with capacity up to 48 passengers. The second cruise on the Paragon is limited to 25 passengers. Although Maui is a small island, you will experience several distinctly different climates while traveling around.
THE BEST MAUI SUNSET DINNER CRUISES
Under the direction of executive Chef Bailey, each course has been thoughtfully put together using fresh, local ingredients, creating a masterpiece for your taste buds. Our Maui Sunset Dinner Cruise and Maui Luau is a unique opportunity to experience local culture expressed through Polynesian dance, song, chant, and storytelling. Live entertainment is headlined by local Hawaiian guitarist Kekoa, who has performed for over 30 years throughout the Hawaiian Islands and the world. Relax to his Hawaiian slack key as Naia and Ola share traditional hula and Polynesian dance. The dinner sail departing from Lahaina Harbor is temporarily suspended due to the Lahaina Fires. The step-by-step itinerary takes you to all the best beaches, snorkeling spots, restaurants, and sights.
The 5 Best Maui Sunset Dinner Cruises [2024 Reviews]

These cruises are all about unwinding, sipping on your favorite beverages, and savoring delightful appetizers as you soak in the picturesque views. 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.
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When romance is on the agenda, there’s nothing quite like the allure of a Romantic Dinner Cruise in Maui. These cruises are tailor-made for couples seeking an intimate and unforgettable evening together in a picturesque Hawaiian setting. Romantic Dinner Cruises are typically reserved for adults only, allowing couples to enjoy each other’s company without distractions. For appetizers, enjoy assorted cheeses with artisanal crackers and Maui onion tartlets. 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.
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.
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Sunset Live Music Cruise
Once aboard, you’ll be served a complimentary drink as you relax to island-style music before the dinner service starts. This is an excellent Maui sunset dinner cruise for people who love live music. Take a 2-hour, scenic cruise aboard a high-tech catamaran and experience watching a sunset over the Maui mountains.
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. Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters. My twin sister and I just returned from an amazing birthday in Maui. I ordered your itinerary for Maui and we relied on it heavily.
Latest reviews of Sunset Dinner Cruises
While you admire the scenery, an experienced chef will prepare appetizers to sate your hunger. Thankfully, this is the best Maui dinner cruise for a light meal. If you don’t want a heavy evening meal, this cruise would be best for you. You’ll be treated to delicious appetizers and two free drinks while watching the sunset over the Pacific Ocean.
Here are 5 tips to help you make the most of your stay on Maui. However, the public bus has a strict luggage policy, so only one suitcase or carry-on bag is allowed and must fit on the passenger’s lap or under their seat. So, Maui Bus is only an option if you are a “hand luggage only” kind of flyer. Most visitors to Maui arrive on an airplane or a cruise liner.
You’ll board the maxi powered catamaran which leaves from Ma’alaea Harbor in central Maui (paid parking available). On board you’ll be treated to appetizers, a full dinner, and an open bar with beer, wine, and mixed drinks. During the cruise you’ll have the opportunity to enjoy Polynesian dance, which makes this experience part sunset cruise, part luau.
To ensure that your experience is comfortable and fun, we limit our guest seating to 60% our Coast Guard-approved capacity. Get in the left turn lane to follow the signs pointing to Lahaina. After a few minutes you will see the main intersection for the Maui Ocean Center on your left. Take Hwy 30 (Honoapi’ilani Hwy) and keep going straight until you reach the main intersection for the Maui Ocean Center. Parking is available within Ma’alaea Harbor for $1 per hr.
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