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However, there are covered areas and even a closed area to protect you if it does get too cold. The west is known for being one of the hottest tourist spots on the island, and you’ll get to see it all from up close and a distance now. Despite being a newbie in the field, we are not new to sailing in Hawaii.
Maui Sunset Dinner Cruise& Maui Luau
Afterwards, you can go just south of Kihei where there’s a ton of different bars for karaoke, an Irish tavern, and even a few nightclubs. South – You have a ton of dining options in south Maui, though the experiences vary greatly. You may have to work a bit harder to find something specific you’re looking for, or to find “tourist-approved” restaurants. One of the things we figured out is that south Maui has some of the best coffee on the entire island – just take a look at Akamai Coffee Company. Everything is locally-grown and locally-roasted, so you’re really supporting their local economy.
Pride of Maui Sunset Luau Dinner Cruise

Luau Dinner Cruises offer an intriguing blend of a traditional Hawaiian luau with the magic of a sunset dinner cruise. This tour guarantees a private outdoor table for you and your group. 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. They use local ingredients and recipes in their dishes for an authentic Hawaiian menu.
Cocktails & Spirits
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After your sunset dinner cruise, you will return to the original departure location. Guests aboard the Pride of Maui can move throughout the boat and mingle while enjoying a variety of freshly prepared, premium chef-inspired dishes. 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. Step aboard these cruises for a journey that combines the vibrant rhythms of a Hawaiian luau with the breathtaking beauty of a Pacific sunset. It’s a sensory delight where you can relish Hawaiian cuisine, enjoy cultural performances, and watch the sun dip below the horizon.
If the conditions are unsafe to operate, you will be given the option to reschedule or cancel with a full refund. 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. In this post, we’ll help you decide which option is best for you by covering the four types of sunset cruises available, the providers to consider, and what each cruise offers.
The Kahalawai Mountains are also jaw-droppingly beautiful, with its green peaks raising high into the clouds. You’ll have to choose before booking, so make sure to do this before boarding. While you dine, you’ll also get the choice of a second included drink. This luxurious cruise offers a more private restaurant feel with smaller crowds than the previous cruise we just covered.
Your cruise will take you out into the ocean to experience trade wind sailing between the islands of Molokai, Lanai, and Maui. You can sip drinks from the open bar while admiring the scenery. They will also offer their hospitality, serving drinks at the bar and ensuring that everyone on board is comfortable. They make the whole cruise a more authentic Hawaiian experience, which gives this cruise a local flair that no other available cruise has. In the south, you’ll find more laid-back vibes, though still great nightlife and experiences. The South Shore Tiki Lounge in Kihei features a lineup of great DJs every night, along with live music during happy hour.
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Our Maui Sunset Dinner Cruise & Maui Luau is an exceptional value and one of the most sought-after activities in the Hawaiian Islands. This cruise aboard the Alii Nui catamaran is considered one of Maui’s finest romantic dinner cruises and is limited to 40 adult passengers to keep the vibe intimate. Enjoy a premium dinner menu and a full open bar as you enjoy the sunset with that special someone. This cruise conveniently includes pick-up from many West and South Maui hotels. If you want more than fine dining and stunning views from your sunset cruise, pick this one.
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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. A sunset dinner cruise is a great way to take in a breathtaking Maui sunset while dining on a catamaran as you watch the sun go down over the Pacific Ocean.
Before you go, it is in your interest to fully research the accommodations, transport arrangements, local foods, and attractions to ensure you get the most out of your visit. Even if you’re not, you have to stop by and try a bite at the Top Chef alumni, Sheldon Simeon’s “Lineage”. Paying homage to Hawaii’s traditional culture, the décor is unbeatable.
Indulge in the extraordinary ‘Ike Maui Sunset Dinner Sail, set against the stunning backdrop of Ka’anapali & Lahaina. Join us for an unforgettable evening as we honor the rich heritage of Hawai’i and delve into its captivating culture through mele (music) and hula. Our Trilogy family takes seriously the responsibility of supporting our local Maui community and has a strong commitment to preserving our ocean and island environment. Learn more about Trilogy's involvement with the Community & Environment. Check-in time is 15 minutes prior to scheduled departure time, at the loading dock.
The dancers and staff, chefs, and captain are accommodating and friendly people who want to ensure you are comfortable and happy. Alii Nui’s food is remarkable, which is rare when dining aboard a ship, even in Maui. Ultimately, if you’re younger and want to have some more electrifying, high-energy fun, head to Lahaina.
A finger-licking selection of traditional Hawaiian dishes like Mahi-Mahi, pan-seared white fish with a tangy mango salsa, or a prime rib (carved on board). 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. The dinner sail departing from Lahaina Harbor is temporarily suspended due to the Lahaina Fires.
There are 2 different decks to explore, and we recommend checking both out for great views and photo ops. Before dinner is served, you’ll get to partake in various appetizers and your choice of a soda or fresh tropical juice. Catch a spot in the sunlight or the shade – there’s plenty of room here to lounge around. This boat is super smooth and practically glides on top of the water as you cruise along the stunning west Maui coast. The boat is very spacious, so take this time to snap some photos, discover different nooks and crannies to enjoy your drink, and just take in the gorgeous ocean view.
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