Wailua Sunset Cruises

Are you looking for the BEST Dinner Cruise on Maui! Consider the Calypso dinner cruise. This stable, comfortable, triple-deck catamaran leaves from

Alii Nui and our expert Crew will treat you to a truly memorable evening of sailing along with a bountiful buffet and a full offering of adult libations. Our

A perfect Maui experience is not complete until you witness the beauty of a sunset out on the ocean. Join a cruise on a 47-foot (14-m) performance sailing

There's nothing like watching a Hawaiian sunset from the water. Sip champagne as you see the sky change colors, keep an eye out for whales depending on the

Step aboard this balmy cruise and savor views of the spectacular Hawaiian sunset to the sound of live music. A popular local musician serenades you as you

Turn an evening of drinks and delicious appetizers into a once-in-a-lifetime spectacle as you cruise out into the Pacific to find whales swimming in the

Combine the best of both worlds, taking pleasure in a fun and comfortable sail aboard our luxury catamaran, while dining on an incredible meal catered by an

Climb aboard one of the Pacific Whale Foundation’s catamarans and dance to island rhythms as the sun sets. While at sea, enjoy an array of hot and cold

Experience the essence of ho'okipa (hospitality) as you take in the breathtaking beauty of Maui's sunset. On a luxury catamaran, island ukulele music creates

Watch the sun paint the sky in purple and orange as the Teralani 3 whisks you away on a fanciful cruise. Snack on appetizers like pita chips and antipasto

Spend a blissful afternoon cruising along Kauai's magical Na Pali Coast in the hours before sunset. Be enchanted by the views of remote, soaring cliffs and

Savor an exquisite 4-course meal in a casually elegant atmosphere as you watch the sun set over Maui's spectacular natural landscape from the water—cruising

Take a romantic sunset dinner cruise aboard a spacious catamaran. This 65-foot (20-m) double-decker vessel is the perfect way to ride up to the majestic

Set sail aboard the Maui Princess, Lahaina's most spacious vessel. Take in sunset views from the open-air deck, enjoy elegant service from tuxedoed waitstaff,

Watch the setting sun aboard a beautiful sailing catamaran and take home the memory of a lifetime from the South Maui coast. Your cruise aboard a 65-foot

This stable, comfortable, double-deck catamaran leaves from Pier One in Lahaina Harbor. The relaxing two-hour excursion with live music gives you time to

Enjoy a beautiful Kauai sunset like a Kama’aina (local resident) from the water, as you set sail along the sunny south shore while listening to the mellow

Join us aboard our newest vessel ‘Alihilani for an adventure along the incredible coast of Lana’i. Running only on Saturdays, this trip explores the

Explore the beautiful coastlines of Maui while cruising the crystal azure Hawaiian waters aboard Sea Monkey. Watch the moon rise over the West Maui Mountains

Glide through the water as the wind propels you amidst one of the world’s greatest settings to experience Maui's sunsets. Words can’t describe the

We are so blessed the incredible North Pacific Humpback Whales come visit us every December through April! Kauai Sea Riders offers a special two hour Zodiac