Maui Top Ten

Best Boat Trips

We've shared 9 of our favorite boats offering trips around Maui County. (in no particular order)

  • Pride of Maui

    Pride of Maui

    We love the large size of the Pride of Maui for all of it's trips, though we especially like the special event cruises they plan. They have a lot of fun on Halloween, New Years, Valentine's Day, and the 4th of July. They offer unique ways to celebrate!
    (877) 867-7433

    Visit Pride
  • Kai Kanani

    Kai Kanani

    The Kai Kanani is the only boat that can board passengers from the beach in south Maui. It's also the closest pick up location to Molokini Crater. That means you spend less time getting to Molokini and more time exploring and snorkeling!
    (808) 879-7218

    Visit Kai Kanani
  • Four Winds

    Four Winds II

    This beautiful custom power and sailing catamaran has a shaded upper deck, shaded lower cabin, glassbottom viewing room, waterslide, great food and drinks, and one of the best crews you'll find in Hawaii. This is a top-notch vessel with experienced captains and a really fun crew.

    Visit 4 Winds

10 Considerations for Picking Boat Ride

  • Trilogy Maui


    For those looking to snorkel at spots that are not crowded with other visitors, Trilogy does a great job in taking you to unique locations. They're well known for trips to Molokini, Kaanapali cruises, afternoon trips and snorkeling around the island of Lanai.
    (808) 874-5649

    Visit Trilogy
  • Marjorie Ann

    Marjorie Ann

    If you like to fish, this is your boat! They offer experienced private fishing tours out of Maalaea Harbor in south Maui that will take you to the best fishing spots off the coast. Captain Monroe Bryce knows bottom fishing on Maui better than most!
    (808) 572-2345

    Visit Marjorie Ann
  • Redline Rafting


    The Redline Raft gives you the opportunity to feel the water, the breeze and get to sites like Molokini Crater, La Perouse Bay and Turtle Town before the crowds. Enjoy a much smaller group and more exciting ride in the Redline Raft! Great crew and unique experience for everyone.
    (808) 757-9211

    Visit Redline

NEW: Health and Wellness on Maui!

  • Leilani Maui


    The operators of Leilani always make certain to leave 20% of full occupancy vacant in order to offer more room and no crowds when taking a trip. Snorkeling Molokini, sunset cocktail cruises, whale watching, and private charters are all available on this 50 ft power vessel.
    (877) 867-7433

    Visit Leilani
  • Maui Magic

    Maui Magic

    This large 54 foot power catamaran is built for speed and comfort. One of our favorite things about it is that they only take a max of 45 people, even though they can legally take up to 75. That means more room and more comfort on your way to a new adventure!

    Visit Maui Magic
  • Canoe

    Hawaiian Paddle Sports

    Experiencing ocean travel the way Hawaiians have done for centuries is something not to be missed. Take a trip to snorkel in a guarded bay right off of the outrigger canoe.
    (808) 442-6436

    Visit HPS

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