Olowalu 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

Experience Maui vistas at their best from a luxury sailing catamaran and sample an array of delicious appetizers and refreshing drinks while chasing the

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

Set sail off to cruise along the coast and admire the tropical sunset at sea—a great way to end your day or start a night out. Take in a panoramic view of

Climb aboard a luxury 64-foot (19.5-m) beach catamaran for a catered sunset cruise, enjoying island-style pupus and cold drinks as you soak up the spirit of

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

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

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

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

Set out for an unforgettable and romantic sunset cruise aboard a catamaran sailboat. Sip a Mai Tai and watch as the sinking sun paints the sky in hues of

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

Celebrate Independence Day on the Pacific Whale Foundation's Fourth of July Sunset Cruise. While at sea, enjoy an array of hot and cold appetizers, toast to

Eat, drink, and be merry aboard a festive cruise featuring a traditional Christmas dinner prepared by the award-winning Three's Bar & Grill. Take in

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

Sea Maui’s Sunset Dinner Sail is our premium dining and sailing experience. Are you looking for a unique dining experience to leave behind the hustle and

For you dance lovers, come join Pacific Whale Foundation on this dance party at sea. This cruise is designed to ease you into the dance mood by starting just

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

Bring your own Champagne, we provide the cheese, the Aloha and the Whales! You're invited to bring along your own bottle of Wine, Champagne or beer and we'll