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Set sail at sunset for a dinner cruise that you'll never forget! Depart from Lahaina or Maalaea and sail west to watch the setting sun before dinner is served. These cruises set a romantic mood as you float across the calm waters between Maui and her sister islands, watching the brilliant sunset cast a warm, fading light across them. Indulge in seasonal and local delicacies from the decks of powered yachts and sailing catamarans with the addition of live music and expertly-mixed cocktails.
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    Availability varies by date for all activities.

  1. Enjoy a relaxing evening on the Pride of Maui, featuring freshly prepared island cuisine, views of Maui’s scenic coastline, and and a spectacular sunset.
    Pick-up Provided
    Meal Provided

    From USD76.52

    Early Booking
    Tue, Thu, Fri, Sat
    2.5 - 5.5 hour(s) (evening)
  2. Get ready for an evening of dining and dancing aboard the Maui Princess. Enjoy panoramic views of the West Maui Mountains while sipping on tropical cocktails.
    Meal Provided


    3 hour(s) (evening)
  3. Book early & save! Combine 2 amazing experiences on the Pride of Maui. Swim with turtles & enjoy a relaxing sunset dinner cruise with live music & open bar.
    Pick-up Provided
    Meal Provided

    From USD111.37

    Early Booking
    Mon, Tue, Wed, Thu, Fri, Sat
    2 day (afternoon)
  4. Sail along Maui's majestic Pali Sea Cliffs on a sunset evening cruise that includes a delicious gourmet dinner, open bar and a convenient Maalaea or Lahaina Harbor departure.
    Meal Provided


    Sun, Wed, Thu, Fri, Sat
    3 hour(s) (afternoon, evening)
  5. Cruise Maui Coast on a gorgeous 65' catamaran! This adults-only dinner sailing cruise features the Maui sunset, a royal feast & open bar.
    Pick-up Provided
    Meal Provided


    Tue, Thu, Sat
    3 - 6 hour(s) (evening)
  6. View the dazzling Independence Day fireworks show over Lahaina Town from front row seats on the water! This small vessel is perfect for the July 4th celebration.
    Meal Provided


    3.5 hour(s) (evening)
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