Hawaii Day Sailing, Sunset Cruises and Boat Tours take you to the ocean to explore scenic island coasts any time of day. Choose from bright and early morning or afternoon cruises and enjoy cool ocean breezes and the sun in all its glory or begin your adventure right before sunset and watch as night falls and the sparkling stars come out of hiding.
Cocktail Sunset Sails
Day Sailing & Boat Cruises
Dinner Cruises
Ocean Rafting
Submarine & Glassbottom
Boat Charters
32Activities
1/2 pages
  1. Drift into the sunset with live music and get ready for an evening of dining and dancing aboard the Maui Princess, a 120 foot luxury yacht. Enjoy views of the West Maui Mountains, Molokai & Lanai.
    Pick-up Provided
    Meal Provided
    Special

    From USD90.95

    37%
    OFF
    Daily
    (evening)
  2. Enjoy a Molokini daytime snorkel cruise and come back for a one-of-a-kind Maui sunset cruise with live music and an open bar. Two cruises, one great price!
    Pick-up Provided
    Meal Provided

    USD155.13

    19%
    OFF
    Daily
    2 day (morning)
  3. Marvel at Maui's unique underwater world by submarine and then enjoy an unforgettable evening under the stars at the Royal Lahaina Luau.
    Pick-up Provided
    Meal Provided

    From USD191.82

    15%
    OFF
    Tue, Wed, Thu, Fri, Sat
    2 day (morning, afternoon)
  4. Ride the Maui's premier glass-bottom boat, the "Reef Dancer" and explore Hawaii's marine life! Great fun activity for the whole family.

    From USD37.50

    Family Discount
    Daily
    1.5 - 2 hour(s) (morning, afternoon)
  5. Two tours, one great value! Dine at sunset and cruise along the Lahaina coastline on a luxury yacht and then enjoy another evening at Royal Lahaina Luau!
    Pick-up Provided
    Meal Provided

    USD181.88

    10%
    OFF
    Mon, Tue, Wed, Thu, Fri, Sat
    2 day (evening)
  6. Enjoy a fun-filled evening on this sunset cocktail dinner cruise featuring spectacular views of Mt. Haleakala, live local music, fresh grilled island cuisine and open bar.
    Pick-up Provided
    Meal Provided

    USD74.95

    Tue, Thu, Fri, Sat
    2.5 - 5 hour(s) (evening)
  7. Set sail aboard this open-bar catamaran cruiser and chase the sun as it sinks into the distant horizon. Alii Nui is Maui at her finest!
    Pick-up Provided

    USD125.80

    16%
    OFF
    Sun, Mon, Wed, Fri
    2.5 - 5.5 hour(s) (evening)
  8. Set sail into the sunset along the romantic Kaanapali coast of West Maui and enjoy a few cocktails and an intimate moment with that special someone.

    USD99.83

    Mon, Tue, Wed, Thu, Sat
    2.5 hour(s) (afternoon, evening)
  9. With a convenient Kaanapali departure, sip on a cocktail from the open-bar, nibble on tasty appetizers and relax as you watch the sun dip below Maui's horizon.

    From USD68.59

    Daily
    2.5 hour(s) (afternoon, evening)
  10. Submerge 100-feet to explore Maui's unique underwater paradise! This 48-passenger submarine, offers great views in air-conditioned comfort!
    Pick-up Provided

    From USD123.24

    Daily
    2 - 4.5 hour(s) (morning, afternoon)
  11. Take a fast-paced ocean rafting adventure from Maui to Lanai with a landing at Manele Harbor and snorkeling at Hulopoe Bay Marine Reserve!
    Meal Provided

    USD155.39

    Mon, Wed, Fri
    7.5 hour(s) (morning)
  12. Reel in a fresh catch on the fish-filed waters off of Maui! The captain and crew will do their best to help you snag Mahi Mahi, Ahi, Oni and more!

    From USD138.24

    Daily
    (morning, afternoon)
  13. Explore Hana and Haleakala by helicopter and tour Maui's tropical landscape from above! Also enjoy a submarine tour of a 25-acre Hawaiian coral reef garden.

    USD311.00

    17%
    OFF
    Daily
    17.5 hour(s) - 2 day (morning, afternoon, evening)
  14. Cruise the Pali Coast on a gorgeous 65' catamaran! This adults-only dinner sailing cruise features the Maui sunset, a royal feast, an open bar and free pick-up.
    Pick-up Provided
    Meal Provided

    USD189.00

    Tue, Thu, Sat
    3 - 6 hour(s) (evening)
  15. Get on the water for some fun light tackle coastal fishing from Lahaina. Great for serious fisherman as well as families with kids aged 3 and up!

    From USD191.82

    14%
    OFF
    Daily
    4.5 - 6.5 hour(s) (morning, afternoon)
  16. Set sail from Lahaina along Maui's west coast, watching the sky break into an array of colors at sunset while enjoying open bar drinks or a full luau buffet.
    Special

    From USD75.88

    Sun, Mon, Tue, Wed, Thu, Fri
    2.5 - 3 hour(s) (afternoon, evening)
  17. Catch a magnificent show put on by Humpback Whales on a morning or sunset whale watching adventure catamaran sail from Kaanapali Beach.

    From USD64.30

    Daily
    2.5 hour(s) (morning, afternoon)
  18. Get to Molokini in half the time of other tours with convenient Kihei Harbor departure in South Maui and enjoy more snorkeling without the crowds.
    Meal Provided

    USD144.67

    Daily
    5.5 - 6 hour(s) (morning)
  19. 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

    USD130.23

    10%
    OFF
    Sun, Wed, Thu, Fri, Sat
    3 hour(s) (afternoon, evening)
  20. Get away and raft to the waters near Lanai for a fun-filled day of dolphin searching and snorkeling from the ocean rafting zodiac boat!
    Meal Provided

    USD112.52

    Tue, Thu, Sat
    5.5 hour(s) (morning)
  Top Destinations