Top Maui Catamaran Cruises

This Maalaea Harbor Sunset Dinner Cruise from Wailuku is perfect for couples or anyone looking to add a beautiful, sunset experience to their trip while in Maui. When booking, choose from multiple dinner options such as prime rib, baby back ribs, and a vegetarian penne pasta. During your cruise, sit back with tableside service and drinks included as your captain and crew take care of the rest and you take in the sunset with island-style music playing in the background.

Leave behind the crowds of Ka’anapali Beach and spend the evening on a sunset cruise off the coast of Maui. The perfect romantic evening out, this sunset cruise offers unmatched island views, photo opportunities, and even the chance to spot whales (December–April).

Board the beautiful and spacious Pride of Maui catamaran for a sunset cruise near the Molokini crater. Enjoy an open bar including craft beer and blended drinks, plus a generous buffet featuring barbecued ribs, honey-glazed chicken, stir fried vegetables, and more. Watch the sun set, take in a live hula show and if you’re lucky, you may even see humpback whales during mating season.

A trip to Molokini Crater grants visitors the chance to take in scenic ocean views from a catamaran and discover the world below the surface while snorkeling at the underwater lava formations of Turtle Town. The calm water and bountiful marine life make this an ideal snorkeling spot for everyone from first-timers to long-time snorkeling enthusiasts. Plus, a guide provides security and instruction for beginners.

Imagine swimming in a sunken volcano that teems with thousands of fish, while splashing in crystal clear water. On this Molokini snorkeling tour, cruise out to the crater, before jumping in the crystalline waters and scouring the colorful reef. Make a second stop dependent upon conditions, and search for turtles at Turtle Town or a spot named Coral Gardens. This family-friendly Maui activity is one of the island's most popular, and an unforgettable day of exploring the underwater world.

Test your skills out in the waves on this surfing lesson in Maui. Led by an expert instructor, learn surf techniques and timing as you hit the warm waters of Lahaina Harbor. Receive personal attention from your instructor and top-of-the-line equipment to practice on. Photos of your small-group experience are also available for purchase.

Snorkeling in Molokini Crater is undeniably one of the best parts about visiting Maui. Here in this crescent, submerged volcano off Maui’s southern coastline, over 250 species of fish inhabit a world-class reef. Experience water so exceptionally clear you can see down 75 feet, and swim with schools of tropical fish while cruising the vibrant reef. You can also just sit and suntan on the deck, with sweeping views of Haleakala set just off the back of the boat.

Get a new perspective on life under the sea with this adventure, which includes a clear kayak ride and a snorkeling trip. You'll get to spot all sorts of marine life, including green sea turtles, fish and coral.

Unwind after a day of exploring Maui on a sunset cruise with a 4-course dinner. Enjoy delicious cuisine and included Mai Tais and other beverages against the stunning backdrop of the Pacific Ocean and surrounding islands of Lana'i and Moloka'i. With a limited number of guests aboard, this makes for the ideal romantic experience.

Get an up-close look at Hawaii’s Humpback whales during this 3-hour cruise run by a team of marine naturalists and biologists at the Pacific Whale Foundation. Each trip is different, but you’re likely to watch mothers interacting with their calves, observe mating behavior, and listen to whale songs through an underwater hydrophone. A buffet-style lunch and two complimentary drinks are also included.

Charter-ready for sailing around the renowned waters of Maalaea, our sailing fleet provides the perfect choices for small private groups to escape the crowds. Join us for a gorgeous sunset sail, whale watch, enjoy some cocktails, learn to sail, celebrate a special occasion, or just lay back and relax. We can customize the perfect trip to make your dreams come true.

Charter-ready for sailing around the renowned waters of Maalaea, our sailing fleet provides the perfect choices for small private groups to escape the crowds. Join us and snorkel, whale watch, enjoy some cocktails, learn to sail, celebrate a special occasion, or just lay back and relax. We can customize the perfect trip to make your dreams come true. This is a small ʻohana run business. We are one of the few companies on Maui owned and operated by born and raised captains. Our hand-selected and trained staff have been on island operating boats collectively for nearly 100 years, you can rest assured that your experience will be top notch. We focus on providing genuine, thrilling, eco-friendly charters. Our goal is to ensure you have the most incredible experience that you will look forward to having again, telling all your friends about, and rebooking every time you return to Maui.

Charter-ready for sailing around the renowned waters of Maalaea, our sailing fleet provides the perfect choices for small private groups to escape the crowds. Join us and snorkel, watch the sunset, whale watch, enjoy some cocktails, learn to sail, celebrate a special occasion, or just lay back and relax. We can customize the perfect trip to make your dreams come true. This is a small ʻohana run business. We are one of the few companies on Maui owned and operated by born and raised captains. Our hand-selected and trained staff have been on island operating boats collectively for nearly 100 years, you can rest assured that your experience will be top notch. We focus on providing genuine, thrilling, eco-friendly charters. Our goal is to ensure you have the most incredible experience that you will look forward to having again, telling all your friends about, and rebooking every time you return to Maui.