Maʻalaea Sunset Cruise
Maʻalaea Sunset Cruise
$149.95
A locally-loved tour option from Calypso Maui, celebrate your time on The Valley Isle with a Maʻalaea Sunset Cruise. Featuring a delicious chef-prepared menu, cruise in style aboard the Calypso for a fun-filled night on the water. With otherworldly sunset views and a convenient central Maui departure point from Maʻalaea Harbor, this is the perfect way to watch a sunset on one of the world’s most beautiful islands.
You can do a Sunset Sail from Makena too!
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Enjoy the best sunset views on Maui with Calypso’s Maʻalaea Sunset Cruise aboard their spacious, ultra-smooth, triple-decker catamaran. Departing directly from central Maui’s Maʻalaea Harbor, a quick and easy drive from Kihei, Wailea, Wailuku, and Kahului, this locally-loved evening tour option provides everything you need for a memorable evening on the Pacific.
Enjoy chef-prepared slow-roasted prime rib, baby back ribs, smoked chicken, or locally caught island fish along with a fresh salad and your choice of chocolate cake or New York-style cheesecake for dessert. Walk around and talk story with fellow passengers while sampling menu items.
Choose from complimentary drink options such as Maui Brewing Co. beer, wine, and cocktails. Each ticket includes 2 alcoholic beverages for adults 21 and over, so be sure to bring your ID. With a tour time of approximately 2 hours, it’s recommended that all guests check in 45 minutes prior to their tour departure time at slip 82 on the South Ferry Dock at Maʻalaea Harbor, located near the Maui Ocean Center.
Featuring stunning landscapes of the West Maui Mountains and Haleakala Volcano, you’ll also be treated to picturesque views of Molokini Crater, Kahoʻolawe, and the golden sand beaches of Kihei Town. Throughout the cruise, certified Marine Naturalists will be onboard to share fascinating information about sustainable seafood practices, Maui’s culture and history, and accompanying music.
With three decks to choose from, this beautiful Maalaea dinner cruise ensures plenty of room to roam, dance, and take photos aboard the catamaran with a gorgeous sunset background. Sip on Mai Tais and celebrate in style aboard this memorable Maui sunset cruise. Aloha!
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Nearby Areas:
Maalaea • Kihei • Wailuku
Maalaea Sunset Dinner Cruise Photos
Important Information about this activity
| Duration and Inclusions: | The cruise lasts 2 hours, featuring live island-style music, a full meal with choices like roasted prime rib, mahi-mahi, and vegetarian options, plus two complimentary alcoholic drinks. |
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| What to Bring: | A light jacket or sweater is recommended, and a valid ID is required for passengers 21+ consuming alcohol. |
| Accessibility and Extra Info: | Not wheelchair accessible, stroller accessible, and children must be accompanied by an adult. Free meals are not provided for children 0-3 years old. |
What recent guests are saying
Sunset cruise guests consistently praise the crew and service: attentive servers, generous plated dinners (the prime rib comes up often), good cocktails and big sunset views over Ma'alaea Bay. In winter many also spot whales and dolphins, and first-time boaters say they felt at ease.
Bring a light layer for the breezy ride back after sunset.
Our summary of Calypso's public Google and Yelp reviews, updated October 17, 2026.